Beruflich Dokumente
Kultur Dokumente
Fifth Edition
Edited by
Ernest W. Flick
Copyright 8 1998 by Ernest W.Rick No part of this book may be reproduced or utilized in r any form or by any means, electronic o mechanical, including photocopying, recording or by any information storage and retrieval system, without permission in writing from the Publisher. Library of Congress Catalog Card Number: 98-5137 ISBN: 0-8155-1413-1 Printed in the United States Published in the United States of America by Noyes Data Carporation Fairview Avenue, Westwood, New Jersey 07675
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Industrial solvents handbook / edited by Ernest W. Rick. -- 5th ed. p. an. Includes bibliographical references and index. ISBN 0-8155-1413-1 1. Solvents--Handbook, manuals, etc 1. Rick, Ernest W. TP247.5.153 1998 661'.807--dc21
98-5137
CIP
NOTICE
To the best of our knowledge the information in this publication is accurate; however, the Publisher does not assume any r responsibility or liability for the accuracy o completeness of, or consequences arising from, such information. This book does not purport to contain detailed user instructions, and by its range and scope could not possibly do so. Mention of trade names or commercial products does not constitute endorsement or recommendation for use by the Author o Publisher. r industrial solvents could be toxic, and therefore due caution should always be exercised in the use of these potentially hazardous materials. Final determination of the suitability of any information or product for use contemplated by any user, and the manner of that use, is the sole responsibility of the user. We strongly recommend that users seek and adhere to a manufacturer's or supplier's current instructions for handling each material they use. The reader is cautioned to consult the supplier in case of questions regarding current availability.
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...................................................................... .................................................................... .................................................................... ........................................................................ ....................................................................... Cycloolefins ................................................................................. 2.96 Cyclopentene ..................................................................... 2.97 Cyclohexene . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 2.98 4-Vinylcyclohexene-1 .............................................................. 2.99 Mixed Methylcyclohexenes ........................................................... 2.100 Cyclooctadiene-1. 5 ................................................................ Aromatics .................................................................................. 2.101 Benzene ........................................................................ 2.102 Toluene ......................................................................... 2.103 Ethylbenzene ..................................................................... 2.104 p-Xylene ......................................................................... 2.105 rn-Xylene ....................................................................... 2.106 o-Xylene ........................................................................ 2.107 Curnene . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 2.108 n-Propylbenzene .................................................................. 2.109 Pseudocurnene ................................................................... 2.110 n-Butylbenzene ................................................................... 2.111 lsobutylbenzene ................................................................... 2.112 Hydrocarbon Solvents .............................................................. sec-Butylbenvene 2.113 tert-Butylbenzene .................................................................
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HALOGENATED HYDROCARBONS . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . ChlorlnatedHydrocarbons . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 3.1 AllylChlorice . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 3.2 n-Amyl Chloride . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 3.3 Mixed Amyl Chlorides . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 3.4 Benzyl Chloride . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 3.5 n-Butyl Chloride . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 3.6 sec-Butyl Chloride . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 3.7 Butyryl Chloride . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 3.8 Caprylyl Chloride . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 3.9 Carbon Tetrachloride . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 3.10 Chlorinated Butane Derivatives . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 3.1 1 Chlorinated Hydrocarbons . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 3.12 Chlorinated Organic Solvents . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 3.13 CHLOROWAX Liquid Chlorinated Paraffins. Waxes and Alpha Olefins ......................... 3.14 Chlorobenzenes-Vapor Pressures . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 3.16 Chloromethylene Compounds . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 0- and p-Chlorotoluenes . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 3.17 3.18 p-Chlorotoluene . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . HALSO99 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 3.19 3.20 HALSOAG 125 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 3.21 o-Dichlorobenzene . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 3.22 p-Dichlorobenzene . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 3.23 Dichlorodiisopropyl Ether . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 3.24 Dichloroethylene . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 3.25 Dichloroethyl Ether . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 3.26 Dichlorohydrin . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 3.27 Dichloromethane . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 3.28 Dichloropentanes . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 3.29 2.4-Dichlorotoluene . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 3.30 Epichlorohydrin . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 3.31 Ethyl Chloride . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
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............................................................... NITROPARAFFINS .............................................................................. 4.1 Angus Nitroparaffins ............................................................... 4.2 Angus NitroAlcohols .............................................................. 4.3 Angus Primary Amino Alcohols ....................................................... 4.4 Angus DMAP-80 .................................................................
4.5 4.6 4.7 4.8 4.9 4.10
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Industrial Amines Ranked in Order of Decreasing Base Strength .............................. Comparing Amines for Safety ........................................................ NlPAR640 ...................................................................... COMSOL 101-X ................................................................. COMSOL280 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . COMSOL 820 ...................................................................
ORGANIC SULFUR COMPOUNDS 5.1 Carbon Disulfide . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 5.2 Typical DMSO Properties ........................................................... 53 . Vapor Pressure vs Temperature for DMSO .............................................. 5.4 Specific Gravity of DMSO as a Function of Temperature .................................... 5.5 DMSO Viscosity as a Function of Temperature ........................................... 5.6 Comparative Hygroscopicities of DMSO at Various Relative Humidities at 22C 5.7 Initial Sorption Rates of DMSO at Various Relative Humidities at 22% ......................... 5.8 Freezing Temperatures for DMSO-Solvent Binary System .................................. 5.9 Freezing Point for DMSO-Water Solutions . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 5.10 Freezing Point Curves for DMSO-Water Solutions ....................................... 5.11 Heat of Mixing of DMSC-4-40 System at 22C .......................................... 5.12 Specific Gravity of DMSO-Water Solutions ............................................. 5.13 Viscosity of DMSO-Water Solutions .................................................. 5.14 Results of Reflux of DMSO for 24 Hours with Various Compounds ............................ 5.15 Thermal Stabiliof DMSO .......................................................... 5.16 Refluxing of DMSO and Mixtures for Shorter Periods ...................................... 5.17 Effect of Heating DMSO with Concentrated Acids .........................................
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Properties ofSulfolane Solubility of Sulfolane in Various Chemical Compounds .................................... Solubility of Various Chemical Compounds in Sulfolane .................................... Thermal Stability of Sulfolane ........................................................ Comparative Freezing Point Depression Specific Gravity ..................................................................
Solubility of Organic Materials in DMSO Solubility of Resins and Polymers in DMSO ............................................. Solubility of Inorganic Materials in DMSO Solubility of Gases in DMSO at Atmospheric Pressure and 20% Solubility Parameters of Strong Solvents DMSO as a Solvent Replacement . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Hansen Solubility Parameters of Polymer Envelopes ....................................... Polymer Solvency of DMSO/Tetralin Mixtures ............................................ Polymer Solvency of DMSO/MIKE Mixtures Solvent Viscosities ................................................................ Solvent Evaporation Times ..........................................................
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MONOHYDRIC ALCOHOLS ........................................................................ Methanol .................................................................................. 6.1 Physical Properties of Methanol ...................................................... 6.2 Properties of Aqueous Solutions of Methanol ............................................ 6.3 Freezing Points of Methanol-Water Solutions ............................................ 6.4 Density and Specific Gravity of Methanol-Water Solutions at 15'C ............................ Density and Specific Gravity of ethanol-Water Solutions at 30'C ............................. 6.5 Resultant Volume When Methanol and Water are Mixed .................................... 6.6 6.7 Solubility of Methanol in Gasoline from 15' to 30% ........................................ 6.8 Liquid Density of Methanol .......................................................... 6.9 Liquid Heat Capacity of Methanol ..................................................... 6.10 Vapor Heat Capacity of Methanol ..................................................... 6.11 Heat of Vaporization of Methanol ..................................................... 6.12 SurfaceTension of Methanol ........................................................ 6.13 Liquid Thermal Conductivity of Methanol ................................................ 6.14 Vapor Thermal Conductivity of Methanol ................................................ 6.15 Vapor Pressure of Methanol ......................................................... 6.16 Vapor Viscoslty of Methanol ......................................................... 6.17 Liquid Viscosity of Methanol ......................................................... 6.18 Azeotropes of Methanol . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . EthylAlcohol . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 6.19 Physical Properties of Anhydrous Ethyl Alcohol ........................................... 6.20 Physical Properties of 95% Ethanol .................................................... 6.21 Properties and Specifications of Ethyl Alcohol ............................................ 6.22 Conversion Tableweight and Volume Percent of Ethyl Alcohol in Ethyl Alcohol-Water Mixtures ...................................................................... Index of Refraction of Ethyl Alcohol-Water Mixtures at W'F ................................. 6.23 6.24 Heat of Solution of Ethyl Alcohol in Water 6.25 Resultant Volume When Ethyl Alcohol and Water are Mixed ................................. 6.26 Boiling Points of Ethyl Alcohol-Water Solutions ........................................... 6.27 Permanganate TimeTest ........................................................... 6.28 Freezing Points of Ethyl Alcohol-Water Mixture .......................................... 6.29 Viscosity of Ethyl Alcohol-Water Mixtures ............................................... 6.30 Flash Point of Aqueous Ethyl Alcohol Solutions 'C and 'F vs Vol % Ethanol ..................... 6.31 Specific Heat of Aqueous Solutions of Ethanol ........................................... 6.32 Surface Tension of Pure Ethanol at Various Temperatures .................................. 6.33 Latent Heat of Vaporization of Ethyl Alcohol ............................................. 6.34 Heat Capacity of Ethyl Alcohol at Various Temperatures .................................... 6.35 Volumetric Equivalents ............................................................. 6.36 Ethyl Alcohol-Water Mixtures ........................................................ 6.37 Specially Denatures Alcohols 6.38 Authorized Denaturants for SDA 388 .................................................. Denaturants Authorized for Completely Denatured Alcohol (CDA) and Specially 6.39 Denatured Alcohol (SDA) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Uses of Specially Denatured Alcohol .................................................. 6.40 6.41 Filmex Special Industrial Solvent Formulations ...........................................
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Azeotropes of Isoamyl Alcohol 6.95 ActhreAmylAlcohol Physical Properties of Active Amyl Alcohol 6.96 FuselOll. Rellned Physical Properties of Refined Fusel Oil 6.97 YethylamylAlcohol Physical Properties of Methylamyl Alcohols 6.98 2-EthylbutylAlcohol Physical Properties of 2-Ethylbutyl Alcohol 6.99 n-HexylAlcohol 6.100 Physical Properties of n-Hexyl Alcohol 6.101 Solubility of Water in n-Hexyl Alcohol 6.102 Azeotropes ofexyl Alcohol CyclohexylAlcohol Physical Properties of Cyclohexyl Alcohol 6.103 6.104 Azeotropes of Cyclohexyl Alcohol HeptylAlcohol Physical Properties of Heptyl Alcohol 6.105 6.106 Azeotropes of Heptyl Alcohol 2-HeptylAlcohol 6.107 Physical Properties of 2-Hem Alcohol 3-HeptylAlcohol 6.108 Physical Properties of 3-Heptyl Alcohol 2-EthylhexylAlcohol Physical Properties of 2-Ethylhexyl Alcohol 6.109 n-OctylAlcohol 6.1 10 Physical Properties of n-Octyl Alcohol Azeotropes ofn-Octyl Alcohol 6.111 SW-OctylAlCOhOl 6.1 12 Physical Propetties of sec-Odyl Alcohol Azeotropes of sec-Octyl Alcohol 6.113 lsooctyl Alcohol 6.1 I4 Physical Properties of lsooctyl Alcohol Nonyl Alcohol Physical Properties of Nonyl Alxoholx319 6.115 3b..TrimethylhexylAlcohol 6.1 16 Physical Properties of 3.5. 5-Trimethylhexyl Alcohol DecylAlcohol Physical Properties of Decyl Alcohol 6.117 IrodecylAlcohol 6.1 18 Physical Properties of lsodecyl Alcohol TrldecylAlcohol Physical Properties of Tridecyl Alcohol 6.1 19 OtherAlcoholsandAlcoholBlends 6.120 ALFOL Alcohol Low Range Blends CC ,, ALFOL Alcohol Pure Homologs CC ,, 6.121 ALFOL Alcohol High Range Blends C,o-&, 6.122 ALFOLTypical properties ........................................................... 6.123 ComparatlveData 6.124 Ashland Alcohols Chemcentral Alcohols 6.125 6.126 CPSChemicalAlcohol99% Eastman Latent Solvents 6.127 6.128 Hoechst Celanese Alcohols Procter and Gamble Fatty Alcohols 6.129 6.130 Shell Chemical Alcohols Union Carbide Alcohols 6.131 AllylAlcohol 6.132 Physical Properties of Allyl Alcohol 6.133 Azeotropes ofAlkylAlcohol
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POLYHYDRICALCOHOLS . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 359 EthyleneGlycol . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 359 359 7.1 Physical Properties and Specifications of Ethylene Glycol ................................... 363 7.2 Boiling Points of Aqueous Ethylene Glycol Solutions ....................................... 7.3 Density of Aqueous Ethylene Glycol Solutions . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 363 7.4 Specific Gravity at 60F of Aqueous Ethylene Glycol Solution vs Composition .................... 361 361 7.5 Freezing Points of Aqueous Ethylene Glycol Solutions . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 362 7.6 Specific Heat of Aqueous Ethylene Glycol Solutions ....................................... 362 Vapor-tiquid Composition Curves for Aqueous Ethylene Glycol Solutions ....................... 7.7 363 7.8 Vapor Pressure of Aqueous Ethylene Glycol Solutions ..................................... 7.9 Viscosity of Aqueous Ethylene Glycol Solutions . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 363 364 7.10 Relative Humectant Values of Aqueous Solutions of Ethylene Glycol . . . . . . . . . . . . . . . . . . . . . . . . . . . 7.1 1 Water Vapor Dew Points Over Aqueous Ethylene Glycol Solutions ............................ 364 7.12 Key Hygroscopictty Curve for Ethylene Glycol ............................................ 365 365 Moisture Absorption of Ethylene Glycol at Various Relative Humidities .......................... 7.13 365 7.14 Moisture Absorption of Ethylene Glycol at Various Absolute Humidities ......................... 7.15 Kinematic Viscosity of Anhydrous Ethylene Glycol and Trimethylene Glycol Solutions . . . . . . . . . . . . . . 366 Freezing Points of Anhydrous Ethylene Glycol and Trimethylene Glycol Solutions . . . . . . . . . . . . . . . . . 366 7.16 366 7.17 Azeotropes of Ethylene Glycol ....................................................... PropyleneGlycol . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 367 367 7.18 Physical Properties of Propylene Glycol ................................................ 368 7.19 Propylene Glycol Specifications . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 368 Boiling Points of Aqueous Propylene Glycol Solutions ...................................... 7.20 369 7.21 Conversion Chart for Aqueous Propylene Glycol Solutions . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 369 7.22 Density of Aqueous Propylene Glycol Solutions (Percent by Weight) . . . . . . . . . . . . . . . . . . . . . . . . . . . Effect of Aqueous Propylene Glycol Solutions on Dew Points at Various Contact Temperatures . . . . . . . 370 7.23 7.24 Freezing Points of Aqueous Propylene Glycol Solutions . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 370 7.25 Heat of Vaporization of Propylene Glycol at Various Temperatures . . . . . . . . . . . . . . . . . . . . . . . . . . . . 371 371 Refractive Indices of Aqueous Propanediol Solutions at 20". 30".and 40C ...................... 7.26 372 7.27 Relative Humectant Values of Propylene Glycol. N.F. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 7.28 Specific Gravity of Aqueous Propylene Glycol Solutions at Various Temperatures . . . . . . . . . . . . . . . . .372 373 7.29 Specific Heat of Aqueous Propylene Glycol Solutions ...................................... 7.30 Thermal Conductivity of Aqueous Propylene Glycol Solutions at Various Temperatures . . . . . . . . . . . . . 373 7.31 Total Pressure over Aqueous Propylene Glycol Solutions Versus Temperatures . . . . . . . . . . . . . . . . . . 373 373 7.32 Vapor-Liquid Composition Curves for Aqueous Propylene Glycol Solutions ...................... 374 7.33 Vapor Pressures of Aqueous Propylene Glycol Solutions ................................... 374 7.34 Viscosities of Aqueous Propylene Glycol Solutions . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 374 7.35 Azeotropes of Propylene Glycol ...................................................... If-Propanedlol . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 375 375 7.36 Physical Properties of 1.3-Propanediol . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 375 Freezing Points of Aqueous Solutions of 1.3-Propanediol ................................... 7.37 376 7.38 Specific Gravity of Aqueous Solutions of 1.3-Propanediol at 20' and 40% ...................... 376 1,2-Butanedlol . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 376 7.39 Physical Properties of 1.2-Butanediol . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 377 7.40 Specific Gravity of Aqueous 1.2-Butanediol Solutions at 20" and 40C ......................... 377 7.41 Absolute Viscostty of Aqueous 1.2-Butanediol Solutions at 20' and 40C ....................... 1,3-Butanediol . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 377 377 7.42 Physical Properties of lb-Butanediol . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 378 7.43 Freezing Point of Aqueous Solutions of 1.3-Butanediol . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 378 7.44 Refractive Index and Freezing Point of Aqueous Solutions of 1.3-Butanediol .................... 378 Specific Gravity of Aqueous 1.3-Butanediol Solutions at 20" and 40C ......................... 7.45 378 7.46 Viscosity of Aqueous Solutions of 1.3-Butanediol ......................................... 378 7.47 Absolute Viscosity of Aqueous 1.3-Butanediol Solutions at 20" and 40% . . . . . . . . . . . . . . . . . . . . . . . 379 1,4-Butanediol .............................................................................. 379 7.48 Physical Properties of 1.4-Butanediol . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 379 Absolute Viscosity of Aqueous 1.4-Butanediol Solutions at 20' and 40% ....................... 7.49 379 7.50 Specific Gravity of Aqueous 1.4-Butanediol Solutions at 20" and 40C ......................... Pf-Butanediol . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 380 380 7.51 Physical Properties of 2.3-Butanediol . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 7.52 Boiling Points of Aqueous levo-2. 3-Butanediol Solutions at Atmospheric Pressure . . . . . . . . . . . . . . . . 380 381 7.53 Boiling Points of Aqueous levo-2.3-Butanedio I-Ethanol Solutions ............................ 381 7.54 Boiling Points of Aqueous levo-2.3-Butanedio l-hiethanol Solutions ........................... 381 7.55 Freezing Points of Aqueous levo-2. 3-Butanediol Solutions .................................. 382 7.56 Freezing Points of Aqueous meso-dextro-2. 3-Butanediol Solutions ...........................
xviii
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xiu
7.97 Properties of 1.4-Cyclohexanedimethanol .............................................. 395 p-XylyieneGlycol ........................................................................... 397 Physical Properties of p-Xylylene Glycol ................................................ 397 7.98 2-Ethyl-2-Butyl-1, 3-Propanedlol ............................................................... 397 397 7.99 Physical Properties of 2-Ethyl-2-Butyl-1. 3-Propanediol ................................... 3,6-Mmethyl4Octyne-3,6-dlol ................................................................ 397 7.1 00 Physical Properties of 3.6-Dimethyl4Octyne-3. 6-diol .................................... 397 Thiodiglycol ................................................................................ 398 7.1 01 Physical Properties of Thiodiglycol .................................................... 398 7.102 Vapor Pressure of Thiodiglycol at Various Temperatures .................................... 398 MiscellaneousGlycolr ........................................................................ 399 Hydrates of Aliphatic Glycols ........................................................ 399 7.1 03 7.104 Hydrates of Cyclic Glycols .......................................................... 400 7.105 Freezing Points of Aqueous Ethylene Glycol and Propylene Glycol Solutions ..................... 401 7.1 06 Freezing Points of Various Aqueous Glycol Solutions. "C ................................... 402 Freezing Points of Various Aqueous Alcohols. Glycols and Glycerol ........................... 402 7.107 402 7.1 08 Compatibility of Coupling Solvents with Carbon Tetrachloride and Water ........................ 403 7.1 09 Key Hygroscopicity Curve ........................................................... 7.1 10 Surface Tension of Glycol-Water Systems .............................................. 403 7.1 11 Vapor Pressure of Glycols .......................................................... 403 7.112 Viscosityof Glycols ............................................................... 404 404 7.113 Water Absorption by Glycols as a Function of Time ....................................... Water Absorption by Glycols as a Function of Relative Humidity .............................. 404 7.1 14 7.1 15 Refractive Index. Specific Gravity. and Boiling Point Measurements of Various Glycols . . . . . . . . . . . . . 404 7.1 16 Relative Solvent Properties of Glycols .................................................. 405 Effect of Various Glycols on Synthetic Rubber Samples-Results Reported as % Volume and 7.117 % Weight Increase .............................................................. 405 406 7.1 18 Solubility of Cellulose Deriiatiies in Glycols ............................................. 406 Compatibility of Film Cast from 80/20 Toluene/Alcohol ...................................... 7.1 19 406 7.1 20 Relative Humectant Values .......................................................... 407 7.121 Water Vapor Dew Points Over Aqueous Ethylene Glycol Solutions ............................ Water Vapor Dew Points Over Aqueous Diethylene Glycol Solutions ........................... 407 7.122 7.123 Water Vapor Dew Points Over Aqueous Triethylene Glycol Solutions .......................... 407 7.124 Water Vapor Dew Points Over Aqueous Propylene Glycol Solutions 407 408 Water Vapor Dew Points Over Aqueous Dipropylene Glycol Solutions .......................... 7.125 408 7.126 Boiling Points of Glycols at 50 mm Hg ................................................. 408 7.127 Total Pressure Over Aqueous Ethylene Glycol Solutions M Temperature ....................... Total Pressure Over Aqueous Diethylene Glycol Solutions M Temperature ...................... 408 7.128 409 Total Pressure Over Aqueous Triethylene Glycol Solutions vs Temperature ...................... 7.129 409 7.130 Total Pressure Over Aqueous Propylene Glycol Solutions vs Temperature ...................... 7.131 Total Pressure Over Aqueous Dipropylene Glycol Solutions vs Temperature ..................... 409 410 7.132 Vapor-Liquid Composition Curves for Aqueous Ethylene Glycol Solutions ....................... 7.133 Vapor-tiquid Composition Curves for Aqueous Diethylene Glycol Solutions ..................... 410 Vapor-Liquid Composition Curves for Aqueous Triethylene Glycol Solutions ..................... 411 7.134 411 7.135 Vapor-Liquid Composition Curves for Aqueous Propylene Glycol Solutions ...................... 7.136 Vapor-tiquid Composition Curves for Aqueous Dipropylene Glycol Solutions .................... 412 412 7.137 Pour Points of Glycols ............................................................. 412 7.138 Viscosities of Anhydrous Glycols ..................................................... 7.139 Viscosities of Aqueous Ethylene Glycol Solutions ......................................... 413 7.140 Viscosities of Aqueous Diethylene Glycol Solutions ........................................ 413 7.141 Viscosities of Aqueous Triethylene Glycol Solutions 414 7.142 Viscosities of Aqueous Tetraethylene Glycol Solutions ..................................... 414 414 7.143 Viscosities of Aqueous Propylene Glycol Solutions ........................................ 414 7.144 Viscosities of Aqueous Dipropylene Glycol Solutions ....................................... 415 7.145 Viscosities of Aqueous Tripropylene Glycol Solutions ...................................... 415 7.146 Freezing Points of Aqueous Glycol Solutions ............................................ 7.147 Specific Heat of Anhydrous Glycols ................................................... 415 7.148 Specific Heats of Aqueous Glycol Solutions (BtuAbPF) ..................................... 416 7.149 Densities of Aqueous Ethylene Glycol Solutions (% by wt) 416 417 Densities of Aqueous Diethylene Glycol Solutions (% by wt) ................................. 7.1 50 7.151 Densities of Aqueous Triethylene Glycol Solutions (% by wt) ................................ 417 7.152 Densities of Aqueous Tetraethylene Glycol Solutions (% by wt) .............................. 418 7.153 Densities of Aqueous Propylene Glycol Solutions (% by wt) ................................. 418 419 Densities of Aqueous Dipropylene Glycol Solutions (% by wt) ................................ 7.154 419 7.155 Densities of Aqueous Tripropylene Glycol Solutions (% by wt) ...............................
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xx
.................................. 419 ............................................................. 420 ............................... 420 ................................... 420 .................................. 420 .................................. 421 ................................ 421 .................................. 421 ................................. 421 ................................ 422 ...................................... 422 .............................................. 423 ....................................................... 424 ................................................... 424 ............................................... 425 ........................................................ 425 ............................................. 426 . .................... 426 .............. 426 . . . . . . . . . . . . . . 427 .............. 427 ....................... 428 ................................. 428 ........................................... 429 ................................................ 429 ............................................................ 430 ................................................................ 430 ........................................... 430 ..................................... 431 .................................................................. 431 .............................................................. 432 ................................................ 433 .......................................................... 433 .......................................................................... 434 ......................................... 434 ........................... 434 ................................... 434 .......................................................... 435 ............................................. 436 ............................................. 437 ...................................... 437 ................................. 438 ................................. 438 ........................... 438 ................... 439 ............................................. 439 .................................................. 440 ......................................... 441 ........................................................... 441 .......................................................... 441 ............................................. 441 ............................................ 442 ........................................................................... 443 .......................................................... 443 ......................................................... 443 ............................................................ 444 ............................................................................ 444 ................................................ 444 ............................................................................ 445 ................................................ 445 ...................................... 445 .................................................. 445 ........................................ 446 ..................................................... 446 ....................................... 446
lnri
.......................................................................... 447 ............................................... 447 .............................................................................. 447 447 ................................................................................... 448 ....................................................... 448 ..................................................... 448 .................... 449 ...................... 449 ......................... 450 ...................................... 450 ........................ 450 ............................................................................. 451 ............................................... 451 .............................................................. 452 ...................................................... 452 PHENOLS ..................................................................................... 454 454 8.1 Phenol ......................................................................... ALDEHYDES ................................................................................... 455 Furfural ................................................................................... 455 9.1 Properties of PureFurfural .......................................................... 455 9.2 Typical Properties and Specifiiations of Furfural .......................................... 456 9.3 Solubility of Various Substances in Furfural .............................................. 457 9.4 Solubility of Selected Thermoplastic Resins in Furfural ..................................... 457 458 9.5 Specific Gravity and Pounds per Gallon of Furfural ........................................ 458 9.6 CornpositiodDensity of Furfural-Water Solutions ......................................... 459 9.7 Vapor Pressure of Furfural .......................................................... 9.8 Solution Temperature of Furfural-Water System .......................................... 459 9.9 Temperature-Composition Diagram of Furfural-Water System ............................... 460 9.10 Vapor-Liquid Equilibrium In the Furfural-Water System .................................... 460 9.11 Vapor-Liquid Composition of Furfural-Water System ...................................... 461 OtherAldehydsr ............................................................................ 461 9.12 Vapor Pressures of Various Aldehydes ................................................. 461 9.13 Physical Properties of Various Aldehydes ............................................... 462 ETHERS ...................................................................................... 463 10.1 Dimethyl Ether ................................................................... 463 10.2 Chlorodimethyl Ether .............................................................. 464 10.3 Chloromethyl Ethyl Ether ........................................................... 465 465 10.4 Ethyl Ether ...................................................................... 466 10.5 Flammability of Ethyl Ether-Oxygen-Helium Mixture ....................................... 10.6 Dichloroethyl Ether ................................................................ 466 IsopropylEther ............................................................................. 467 10.7 Properties of Pure Isopropyl Ether .................................................... 467 10.8 Vapor Pressure of Isopropyl Ether .................................................... 467 10.9 Isopropyl Ether-Water Solubility ...................................................... 467 10.10 Mutual Solubility for the System: Isopropyl Ether-Isopropyl Alcohol-Water at 25'C. % wt . . . . . . . . . . . 468 10.11 Conjugate Solutions in the System: Isopropyl Ether-Isopropyl Alcohol-Water at 25'C. % wt . . . . . . . . . 469 10.12 Miscibility of Isopropyl Ether-Isopropyl Alcohol-Water at 25% ............................... 469 Azeotropic Information-Isopropyl Ether ................................................. 470 10.13 10.14 Vapor Pressure of Isopropyl Ether at Various Temperatures ................................. 471 10.15 Specific Gravity of sopropyl Ether vs Temperature ........................................ 471 Mutual Solubility and Specific Gravity of Isopropyl Ether. Water and Isopropyl Alcohol at 25'C . . . . . . . . 471 10.16 472 10.17 n-Butyl Ether .................................................................... 10.18 Diamyl Ether .................................................................... 473 10.19 n-Hexyl Ether ................................................................... 473 474 10.20 Solubility Data for Various Ethers ..................................................... 474 10.21 Comparative Evaporation Rates of Various Ethers ........................................ 475 10.22 Specific Gravities of Various Ethers ................................................... 476 10.23 Vapor Pressure of Various Ethers ..................................................... 10.24 Ethylene Oxide .................................................................. 478 10.25 Enthalpy and Entropy of Ethylene Oxide ................................................ 478
xxii
................................................................. .......................... ............................................................... .............................................................. ....................................................................... ................................................................ .................................................................. ........................................................... .................................................................. ............................................................... .................................................. ............................................................... ................................................................... .................................................................. ......................................................
................................................................. ..................................................................
479 479 480 480 481 481 482 482 482 482
483
483
483
484 485 485 486 486 486 487 493 493 494 494 496 496 498 499 500 503 504 506 512 513 514 514 514 514 515 515 516 516 516 517 517 518 519 520 520 521 521 521 522 523 523 523 524 524 524 525 525 525 526 526
GLYCOLETHERS ............................................................................... 11 1 ARCOSOLV Ethylene and Propylene Glycol Ethers ....................................... 11.2 Ashland Glycol Ethers 11.3 Chemcentral Glycol Ethers 11.4 DOWANOL Glycol Ethers and Acetates 11.5 Eastman Chemicals Glycol Ethers 11.6 Grant Chemical Glycol Diethers (GLYMES) 11.7 Occidental Ethylene Glycol Ethers and Glycol Ether Acetates 11.8 Olin Chemicals Poly-Sob Propylene Glycol Ethers ........................................ 11.9 Union Carbide Glycol Ethers Methylal 11.10 Physical Properties of Methylal ....................................................... EthyleneGlycols Ethylene Glycol Monomethyl Ether 11.11 11.12 Ethylene Glycol Monoethyl Ether ..................................................... 11 13 Ethylene Glycol Dimethyl Ether ....................................................... 11 I 4 Ethylene Glycol Diethyl Ether ........................................................ 11.15 Ethylene Glycol Monopropyl Ether .................................................... 11 16 Ethylene Glycol Monobutyl Ether 11.17 Water Solubiliy of Ethylene Glycol n-Butyl Ether Ethylene Glycol Monoisobutyl Ether 11.18 11.19 Ethylene Glycol Dibutyl Ether 11.20 Ethylene Glycol Monophenyl Ether .................................................... 11.21 Ethylene Glycol Monobenql Ether 11.22 Terpinyl Ethylene Glycol Ether 11.23 Ethylene Glycol Butylphenyl Ethers .................................................... 11.24 Ethylene Glycol Monohexyl Ether 11.25 Ethylene Glycol Ethyl Hexyl Ether 11.26 Diethylene Glycol 11.27 Diethylene Glycol Monomethyl Ether 11.28 Diethylene Glycol Monoethyl Ether .................................................... 11.29 Diethylene Glycol Monoethyl EthedEthylene Glycol ........................................ 11-30 Diethylene Glycol Monobutyl Ether .................................................... 11.31 Diethylene Glycol Monopropyl Ether ................................................... 11.32 Diethylene Glycol Dimethyl Ether 11.33 Diethylene Glycol Monoethyl Ether (Special Grade) 11.34 Diethylene Glycol Monohexyl Ether 113 5 Diethylene Glycol Divinyl Ether 11.36 Diethylene Glycol Monoisobutyl Ether 11.37 Triethylene Glycol ................................................................
............................................................. .......................................................... ................................................ .................................................... .............................................. ................................ ......................................................... ................................................................................... ............................................................................ .....................................................
. . .
..................................................... ......................................... ................................................... ........................................................ .................................................... ....................................................... ..................................................... ..................................................... ................................................................. ...................................................
miii
527 527 528 528 528 529 529 530 530 530 531 531 532 532 532 533 533 533 534 534 534
535
536 536 536 536 537 537 537 537
548
574 576 581 581 581 582 599 611 611 612 622 622 623 623 623 623 623 624 624
KETONES . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 625 Acetone . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 625 625 12.1 Physical Properties of Acetone . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 12.2 625 Low Temperature Characteristics of Aqueous Solutions of Acetone ............................ 626 12.3 Solubility of Various Materials in Acetone . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 626 12.4 Specific Gravity of Aqueous Solutions of Acetone at Different Temperatures . . . . . . . . . . . . . . . . . . . . . 12.5 Surface Tension of Aqueous Solutions of Acetone at 25C .................................. 627 627 12.6 Viscosity of Aqueous Acetone Solutions at 25% . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 628 12.7 Refractive Index of Aqueous Solutions of Acetone at 25C . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 12.8 Liquid-Vapor Equilibria for Aqueous Solutions of Acetone at Different Pressures . . . . . . . . . . . . . . . . . . 628 629 12.9 Freezing Point of Aqueous Solutions of Acetone . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . MethylEthylKetone . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 629
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m
662 662 662 663 663
. . . . . . . . ................................................................................ 13.1 Acetic Acid ...................................................................... Viscosity of Acetic Acid and Acetic Anhydride Mixtures at 15' and 76.5"C ....................... 13.2 Butyric Acid ..................................................................... 13.3 Viscosity of Aqueous Butyric Acid Solution at 25'C ........................................ 13.4 ButyricAnhydride . . . . . . . . . . . . . . . . . ............................................... 13.5
i
.............................................................. AMINES ....................................................................................... AlkylAmines ............................................................................... 14.1 Monomethylamine ................................................................ 14.2 Dimethylamine ................................................................... 14.3 Trimethylamine ................................................................... 14.4 Freezing Points of Aqueous Methylamine Solutions ....................................... 14.5 Binary Azeotropes of Methylamines ................................................... 14.6 Solubility Data for Methylamines ...................................................... 14.7 Monoethylamine .................................................................. 14.8 Diethylamine .................................................................... 14.9 Triethylamine .................................................................... 14.10 n-Propylamine ................................................................... 14.11 Di-n-Propylamine ................................................................ Mutual Solubility of Di-n-Propylamine and Water at Various Temperatures ...................... 14.12 ....................... 14.13 Solubility Curve at 25" for the System Di-n-Propylamine-Water-Ethanol 14.14 Isopropylamine ................................................................... 14.15 Di-lsopropylamine ................................................................
14.16 14.17 14.18 14.19 14.20 14.21 14.22 14.23 14.24 14.25 14.26 14.27 14.28 14.29 14.30 14.31 14.32 14.33 14.34 14.35 14.36 14.37 14.38 14.39
13.6 13.7 13.8 13.9 13.10 13.1 1 13.12 13.13 13.14 13.15 13.16 13.17 13.18 13.19 13.20 13.21
Solubility of Water in Caproic Acid at Various Temperatures 2-Ethylbutyric Acid 2-Ethylhexoic Acid Solubility of Water in Ethylhexoic Acid. Ethylbutyraldehyde and Ethylpropylacrolein . . . . . . . . . . . . . . . . Lactic Acid Triftuoroacetic Acid Vapor Pressure of Organic Acids and Anhydrides at Various Temperatures ..................... Fatty Acid Composition of Various Fats and Oils Arizona Chemical ACTINOL Tall Oil Fatty Acids Eastman Chemicals Acids and Anhydrides Halocarbon Products BIOGRADE Triiuoroacetic Acid ...................................... EMERY Fatty and Dibasic Acids ...................................................... INDUSTRENE and HYSTRENE Fatty and Dibasic Acids .................................... NEO-FATFattyAcids ............................................................. Procter 81Gamble Fatty Acids ........................................................ Union Carbide Acids
663
664 664 664
664
665 666
668
669 670 671 671 672 676 681
683 684
686 686 686
686
687 688
688
689 690 690 691 691 691 692 692 692 693 693 693 694 694
n-Butylamine .................................................................... n-Dibutylamine .................................................................. n-Tributylamine .................................................................. lsobutylamine .................................................................... Diisobutylamine .................................................................. sec-Butylamine Mono-n-Butyl Diamylamine ......................................................... n-Amylamine .................................................................... sec-Amylamine Diamylamine (Mixed Isomers) Triamylamine (Mixed Isomers) ....................................................... sec-Hexylamine 2-Ethylbutylamine n-Heptylarnine ................................................................... 2-Ethylhexylamine Di-2-Ethylhexylamine Cyclohexylamine ................................................................. Dicyclohexylamine AUQUAT Fatty Quaternary Ammonium Chloride .......................................... KEMAMINE Fatty Quaternary Ammonium Chlorides ....................................... High Molecular Weight Aliphatic Amines Solubilities of Pure Dodecyl- and Octadecyl-Trimethylammonium Chlorides in Grams per 100 grams ofsolvent ..................................................................... Solubilities of Organic Compounds in Aliphatic Amines at 25' f 5'C Vapor Pressure of Various Amines
..................................................................
694
695 695
695
696 696 696 697 697 697 697 697 698 698
................................................
699 699
700 700 701 705
........................... ....................................................
m i
14.40 Vapor Pressure of Sharples Amines . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . AlkyleneDlamlnes . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.41 Ethylene Diamine . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Boiling Point Composition Curves for Aqueous Ethylenediamine Solutions . . . . . . . . . . . . . . . . . . . . . . . 14.42 14.43 Diethylenetriamine . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.44 Boiling Point Composition Curves for Aqueous Diethylenetriarnine Solutions ..................... 14.45 Tetraethylenepentamine . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.46 Propylenediamine . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.47 Solvent Properties of Alkylene Diamines . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.48 Vapor Pressures of Alkylene Diamines and Other Amines . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.49 Density of Ethylenediamine Solutions . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.50 Density of Higher Ethylene Amines . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.51 Viscosity of Ethylenediamine Solutions . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.52 Viscosity of Higher Ethylene Amines ................................................... ComparativeData . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Akzo ARMEEN, DUOMEEN, TRIAMEEN, ETHOMEEN, Ethoxylated Diamines, Propoxylated Amines . . . 14.53 14.54 ANGUSAmines . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.55 Ashland Amines . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.56 Chemcentral Amines . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.57 Dow Commercial Alkanolamines . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.58 Humko Amines . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.59 Procter & Gamble Tertiary Amines . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.60 Occidental Ethanolamines . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.61 Union Carbide Ethyleneamines . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.62 Union Carbide Ethanolamines ....................................................... AlkanolAmines . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.63 Monoethanolamine . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.64 Boiling Point Composition Curves for Aqueous Monoethanolamine Solutions ..................... 14.65 Viscosity of Monoethanolamine at Various Temperatures ................................... 14.66 Diethanolamine . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.67 Viscosity of Diethanolamine at Various Temperatures . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.68 Triethanolamine . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.69 Viscosity of Triethanolamine at Various Temperatures . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.70 Specific Heats of Aqueous Triethanolamine Solutions at 21% ................................ 14.71 Surface Tension of Aqueous Ethanolamine Solutions at 20C ................................ 14.72 Viscosity of Aqueous Ethanolamine Solutions at 20C . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.73 lsopropanolamines Mixed ........................................................... 14.74 Triisopropanolamine . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.75 2-Amino-2-Methyl-1 -Propanol . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 2-Amino-2-Methyl-l ,2-Propanediol . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.76 14.77 2-Amino-2-Ethyl-1, 3-Propanediol . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.78 2-Amino-1-Butanol . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Tris(Hydroxymethyl)Aminomethane . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.79 2-Aminoethylethanolamine . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.80 14.81 1-Diethylamino-2, 3-Propanediol . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.82 Aminohydroxy Compounds . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.83 2-Diethylamino-2-Methyl-1 -Propanol . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . AikylalkanolAmines . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.84 Properties of Various Alkylalkanol Amines . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Glycol EtherAmlnes . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.85 Properties of Various Glycol Ether Amines . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . ~ I A m i n e s. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.86 Aniline . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.87 Dimethylaniline . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.88 Diethylaniline . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.89 N-Mono-n-Butyl Aniline . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.90 N,N-Di- n-Butyl Aniline . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.91 n-Monoamyl Aniline (Mixed Isomers) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.92 p-tert-Amyl Aniline . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.93 Di-tert-Amyl Aniline . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.94 N,N-Diamyl Aniline (Mixed Isomers) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.95 Diethylbenzylamine . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.96 N-(n-Butyl)-+Naphthylamine ....................................................... imines . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
mii
772 Ethylene Imine . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.97 772 Propylene Imine . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.98 773 Amides . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 773 Formamide ..................................................................... 14.99 14.100 Dimethylformamide ................................................................ 773 774 14.101 Surface Tension and Density of DMF-Water Mixtures ...................................... 775 14.102 Semi-Quantitative Solubilities of Inorganic Materials in DMF at 25% . . . . . . . . . . . . . . . . . . . . . . . . . . . 776 14.103 Dimethylacetamide . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 777 14.104 Viscosities of Resins in DMAC . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 778 14.105 I-Formylpiperdine ................................................................ Nitriles., . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 780 780 14.106 n-Butyronitrile ................................................................... Heterocyclic Compounds . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 780 780 14.107 Pyrrole . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 781 14.108 2-Pyrrolidone . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 781 14.109 Phase Diagram for 2-Pyrrolidone-Water . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . ........................................................... 782 14.110 N-Methyl-2-Pyrrolidone 783 14.1 11 AcuteOralToxicity . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 783 14.1 12 Acute Dermal Toxicity . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 783 14.1 I 3 Injection Toxicity . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 783 14.1 14 Toxicity to Aqueous Organisms . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 784 14.1I 5 Infrared Absorption Spectrum . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 784 14.1I 6 Specific Heat . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 784 14.1I 7 Thermal Conductivity . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 785 14.1 I 8 Vapor Pressure . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 785 14.1 19 Comparison of Vapor Pressures of M-Pyrol and Other Aprotic Solvents . . . . . . . . . . . . . . . . . . . . . . . . 785 14.120 SurfaceTension . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 786 14.121 Freezing Point Curve . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 786 14.122 Viscosity of Anhydrous M-Pyrol . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 787 14.123 Viscosity of Aqueous M-Pyrol . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.124 Vapor/Liquid Equilibrium Data for M-Pyrol-Water System at Atmospheric and 400 mg Pressures . . . . . 787 787 14.125 Vapor/Liquid Equilibrium of M-Pyrol-Water Systems ....................................... 788 14.126 Hydrolytic Stability of M-Pyrol . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 789 14.127 Comparison of Hydrolysis of M-Pyrol and DMF . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 789 14.128 Hydrolysis of M-Pyrol in Alkaline Salt Solutions .......................................... 789 14.129 Hygroscopicity Data . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 789 14.130 Hygroscopicity Data . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 790 14.131 Hygroscopicity Data . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 790 14.132 Effect of Temperature on Hygroscopicity . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 790 14.133 Correlation of M-Pyrol and Water Vapor Data . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 791 14.134 Vapodtiquid Equilibrium of M-Pyrol Containing 1% Water .................................. 791 14.135 Solubility of Acetylene in Various Solvents . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 792 14.136 Solubility of Sulfur Compounds and Carbon Dioxide in M-Pyrol Solvent ........................ 792 14.137 Solubility of Paraffin Hydrocarbons in M-Pyrol Solvent ..................................... 14.138 Vapor-Liquid Equilibrium Distribution Coefficients for Sulfur Compounds and Carbon Dioxide in 793 M-Pyrol Solvent 14.139 Vapor-Liquid Equilibrium Distribution Coefficients for Paraffin Hydrocarbons in M-Pyrol Solvent . . . . . . 793 14.140 Correlation of Equilibrium Distribution Coefficients for Ethane and Heavier Paraffin Hydrocarbons 794 in M-Pyrol Solvent . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.141 Classification of Equilibria in M-Pyrol Showing Relationship Between Equilibrium Distribution 794 Coefficients (K)and Solute Vapor Pressures ........................................... 795 14.142 Solubilities of Carbon Monoxide and Olefins in Anhydrous M-Pyrol Solvent ...................... 795 14.143 Solubilities of Diolefins in Anhydrous M-Pyrol Solvent ...................................... 796 14.144 Solubilities of Acetylenes in Anhydrous M-Pyrol Solvent . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.145 Vapor-tiquid Equilibrium Distribution Coefficients for Olefins and Carbon Monoxide in M-Pyrol 796 Solvent . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14.146 Vapor-Liquid Equilibrium Distribution Coefficients for Diolefins in Anhydrous M-Pyrol Solvent . . . . . . . . 797 14.147 Vapor-Liquid Equilibrium Distribution Coefficients for Acetylenes in Anhydrous M-Pyrol Solvent . . . . . . 797 14.148 Effect of Water (5 wt %) in M-Pyrol Solvent on Equilibrium Distribution Coefficients for Olefins . . . . . . . 798 14.149 Effect of Water (5 wt %) in M-Pyrol Solvent on Equilibrium Distribution Coefficients for Olefins . . . . . . . 798 799 14.150 Effect of Water (5 wt %) in M-Pyrol Solvent on Equilibrium Distribution Coefficient for Methylacetylene 14.151 Effect of Water (5 wt %) in M-Pyrol Solvent on Equilibrium Distribution Coefficient for Acetylene . . . . . . 799 14.152 Classification and Correlation of Equilibria of Unsaturated Hydrocarbons in Anhydrous M-Pyrol 800 Solvent 92-10 atm. 25'-150"C range) ............................................... 14.153 Effect of Water and Elevated Pressure on Solubility of Hydrogen Sulfide in M-Pyrol Solvent . . . . . . . . . 800
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...
HPLCAND WDATA . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . GC-FiDChromatograms . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 16.1 Methylane Chloride . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . HPLC Gradient Chromatograms ................................................................ 16.2 Watervs Methanol . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 16.3 Water vs Acetonitrile .............................................................. 16.4 Water vs 2-Propanol .............................................................. 16.5 Water vs Tetrahydrofuran . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 16.6 Water-01 % Trifluoroacetic Acid vs Acetonitrile-0.1 % Trifluoroacetic Acid ....................... 16.7 0.1 M Potassium Phosphate vs Acetonitrile .............................................. 16.8 0.1 M Potassium Phosphate vs Methanol ............................................... 0.05 M Potassium Phosphate vs Acetonitrile . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 16.9 0.05 M Potassium Phosphate vs Methanol . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 16.10 16.11 0.01 M Potassium Phosphate vs 0.5 M Potassium Phosphate pH 6.8/6.4 ....................... 16.12 Hexane vsChloroform . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 16.13 Hexanevs Chloroform . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 16.14 Hexane vs Ethyl Acetate ........................................................... 16.15 Hexane vs2-Propanol . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 16.16 HexanevsEther (Anhydrous) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 16.17 2.2. 4-Trimethylpentane vs Chloroform ................................................. 16.18 2.2. 4-Trimethylpentane vs Methylene Chloride ........................................... 16.19 2.2. 4-Trimethylpentane vs Ethyl Acetate ............................................... 16.20 2.2. 4-Trimethylpentane vs 2-Propanol ................................................. 16.21 Methylene Chloride vs Methanol ...................................................... 16.22 Methylene Chloride vs 2-Propanol .................................................... 16.23 Methylene Chloride vs Ethyl Acetate . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 16.24 Methylene Chloride vs Ether (Anhydrous) ............................................... UitravioletSpectra . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 16.25 Acetic Acid. Glacial., . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 16.26 Acetone . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 16.27 Acetonitrile . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 16.28 Benzene . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 16.29 2-Butanol . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 16.30 n-Butyl Acetate . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 16.31 n-Butyl Alcohol . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 16.32 n-Butyl Chloride . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 16.33 tert-Butyl Methyl Ether . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 16.34 Carbon Tetrachloride . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 16.35 Chlorobenzene . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 16.36 Chloroform . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 16.37 Cyclohexane .................................................................... 16.38 Cyclopentane . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 16.39 Decahydronaphthalene (Decalin) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 16.40 o-Dichlorobenzene . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 16.41 Diethyl Carbonate ................................................................ 16.42 Dimethyl Acetamide ............................................................... 16.43 Dimethyl Formamide .............................................................. 16.44 Dimethyl Sulfoxide . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 16.45 1.4-Dioxane ....................................................................
902
903
93 0
904 904 905 905 906 906 907 907 907 908 909 910 910 910 911 911 911 912 912 914 914 915 915 916 916 916 917 917
m i
917 918 918 919 919 920 920 921 921 923 924 924 925 925 926 926 926 927 927 928 928 929 929 929 930 930 931 931 931 932 932 933 934 935 935 936 936 937 937 938
................................................................. ....................................................................
............................................
960
962
Introduction
A solution may be defined as a mixture of two or more substances which has uniform chemical and physical properties throughout. It may also be defined as a system whose component parts are two or more molecular species, there being no boundary surfaces between these parts larger than molecules. There are two components to every solutionthe solvent and the solute. As a matter of convenience, the part of a solution which i s in excess is designated as the solvent; the solute is the component which is in smaller proportion. Solvents, once used, may be recycled, reused, or discarded in an environmentally safe manner. The purpose of solvents i s to convert substances into a form suitable for a particular use. The importance of the role of solvents is brought out most clearly by the fact that many substances exhibit their greatest usefulness when in solution. Lacquer solvents, for example, are selected to produce homogeneous combinations and so selected as to impart the most desirable mechanical properties. The physical properties of a fabricated solution can be regulated a t will by the proper choice of solvents, thus adapting them to the most varied uses and methods of applications. Some of the more important uses for solvents are in the adhesives, coatings, electronics, ink, pesticide, pharmaceutical, photographic reproduction, and textile industries. Large quantities of solvents are also involved in dry cleaning, metal degreasing, oil refining and recovery, and as fuel additives. Solvents vary in their dissolving power, so that the line of demarcation between solvents, latent solvents and nonsolvents is difficult to define. Some of the factors which influence solvency are atmospheric conditions, purity and molecular association. Molecular aggregation is the explanation for increased, attenuated, or decreased solvent power or, more concisely, eccentric solvency. Any substance that will dissolve another i s called a solvent. Thus, we have a gaseous solution when a liquid or a solid is dissolved in a gas; a liquid solution when any one of these is dissolved in a liquid, and a solid solution when any one of them is dissolved in a solid. Mixing of solvents, diluents and thinners often results in change of solvent properties. Some chlorinated compounds become good solvents for cellulose esters when mixed with an alcohol. On the other hand, some active solvents for esters of cellulose lose some of their solvent power when mixed with hydrocarbons. Alcohols are added to lacquers to improve flow and to prevent blushing, although they vary considerably in these respects. Alcohols are not true or active solvents for nitrocellulose as are the active dissolvents like ethyl lactate or n-butyl acetate. The alcohol group, however, cannot be classed as nonsolvents like toluene or naphtha. When an alcohol is added to a true solvent, the solvent power of the latter is not reduced but, on the contrary, this active solvent activates the alcohol to such an extent that it too becomes a solvent. Therefore, alcohols are referred to as latent solvents, whose hidden solvent qualities are brought out by the addition of an active solvent. The presence of a latent solvent increases the tolerance of an active solvent for a nonsolvent. This group of latent solvents is also called extenders, because they increase the volume of a mixture without decreasing the solvent power. In general, simple esters and ketones activate alcohols so that they too become solvents and are capable of tolerating various proportions of diluents. This is due to the molecular aggregates formed. Two-type solvents containing both an alcohol and an active solvent group, such as an ester, ether or ketone, activate alcohol to a lesser degree. Unit volumes of a solvent will activate only a limited amount of alcohol, indicating that definite molecular aggregates are formed. A mixture of 50% n-butyl acetate and 50% n-butyl alcohol will not lose i t s solvent power until 85 to 95% of the volume is evaporated, contributing further evidence of the validity of the theory of molecular aggregates. Plasticizers, which are the high-boiling solvents, also activate alcohols. Liquids vary in their rate of evaporation. Naturally, in a mixture of liquids, some evaporate more rapidly than others. For example, if the solvent constituent of a lacquer evaporates more rapidly than the diluent, the limit of tolerance of the residual mixture is exceeded and gelling or precipitation occurs. As evaporation goes on, gigantic molecular reactions take place. Vast numbers of molecules change places as the new aggregates are formed. Some are 1
replaced and some are repelled, causing immiscibility, precipitation, blushing, or one or more of the many lacquer faults. It follows that dilution ratios do not indicate tolerance during the change of solvent-nonsolvent balance which occurs during drying. In the theory of molecular aggregation, higher concentrations of cellulose derivatives contain fewer secondaryvalence bonds. Consequently, smaller amounts of diluent can be tolerated. This condition occurs during film drying. Hydroxyl-containing solvents show greater tolerance for toluene than do the simpler esters. In the case of naphtha the condition is reversed. There are, however, exceptions to this statement, among which are butyl lactate and Butyl CELLOSOLVE, which have very high naphtha tolerance. Simple esters will tolerate 50 to 100% more naphtha than will such materials as ethyl lactate, ethyl ether, ethylene glycol, diacetone alcohol, and so forth. Ethers of glycols generally have higher dilution ratios than do the butyl esters with respect to benzene, toluene, and xylene. Solutions of nitrocellulose tolerate larger quantities of nonsolvents than solutions of cellulose acetate. The "solventpower number'' i s influenced by both the nature of the diluent and the mixing of two or more solvents. Frequently, when two or more nonsolvents are mixed, they may exhibit the qualities of a good solvent. This i s especially true when one of the ingredients is an alcohol. The ether-alcohol solvent mixture for collodion is a familiar example. Another example of acquired solubility is the mixing of butyl acetate with amyl or ethyl alcohol for the less highly polymerized forms of glyceryl phthalate resins. Some of the chlorinated hydrocarbons will dissolve nitrocellulose when mixed with an alcohol. A mixture of benzene and alcohol will dissolve nitrocellulose containing up to 11% nitrogen. A toluene-ethyl alcohol solution of alkyd resin will dissolve nitrocellulose. In many cases the solvent property of esters for resins and nitrocellulose is increased by the addition of an alcohol. On the other hand, when active solvents for cellulose esters are mixed with aliphatic or aromatic hydrocarbons, the solvent power of these active solvents is decreased. These facts bring to light reasons why many of the old-type solvents have been valued for their impurities. For example, methyl acetone, made from the distillation of wood, had particularly valuable solvent properties. Actually, it i s a mixed solvent which consists of methanol, acetone, esters and higher ketones. This mixture has certain desirable properties not obtained by any of i t s component ingredients when used separately. For this reason the "synthetic methyl acetone" is made to simulate it. For this same reason commercial grades of butyl and amyl acetate contain 85% ester and the remaining portion i s the corresponding alcohol. Amyl acetate, containing i t s characteristic impurities when manufactured from fusel oil, is also valued for i t s solvent properties. The synthetic product is different because it lacks these impurities. It is made from the pentane fraction of gasoline by chlorination; the chloropentane is hydrolyzed to form amyl alcohol, and is finally esterified to the acetate. Because of today's concern with environmental pollution, chemical composition limitations of solvent formulations have been adopted by many state and local governmental agencies in the more highly industrialized areas of the country. These rules and regulations seriously affect the use of many solvents, and solvent blends must be reformulated to conform to the maximum allowable concentrations of the restricted solvents. It is necessary for the solvent user t o acquaint himself with the governmental regulations of solvent use in his particular locale.
Hydrocarbon Solvents
FORMULA
PROPERTIES
~~~
I I
CHI
cu3-cn3
RM YH i: ;
I
I
PROPERTIES Composition. mol per cent Nitrogen Carbon Dioxide Methane Ethylene Ethane Propylene Propane
I RE6Si:EH I
. . .
PURE GRADE
trace
0.02
I
1 I
low
I I I
985
Fmezim point. triple point. F Boiling point, F Specific gravity of liauid a t 60160 F n2W4 C Oensitv of liquid at 60 F. lblgal Vapor pressure et 70 F, p6a Specific gravity of mal gas at 60 F and 14.7 psia (Air = 1) Specific volume of real ga at 60 F and 14.7 psia, cu Wlb Density of real ga at 60 F and 14.7 psia, Ibdw f t Lquid volume, cu Wlb at -260 F and 13.8 p h Critical ternorretun. F Critical p m m . psia Flph point, mproximate. F Flammabilitylimits. volume K in air Lomr I Higher Heatinnvalue for mal n at 60 F and 1 u .30 in Ha. muratadblu BTUl cu ft '$ Heatingvalue for i d u l gm at GO F and 14.7 ph. BTUlcu ft, h. nm hais 0 bnir -. Saturated bldr I *Litemure valua
1.0469'
13.0.
I I
17lW 1769.
..__
*Litemturn valua
I
__
RESEARCH GRADE
Compoution. mlpht p81 unt Ethane Propylene . 99.98 - .PrOP8M Imbume - -- __ . - 0.02Norm81 Butan8 ___._. Butene2 Neopentane ___ Impentene ._____ _ _ _ Normal Pentane
___
__
Purity by freezing point, mol pucent Freezing point, F Boiling point, F Specific gravity of liquid at 60/W F
10/1
___
0.510 145.9
3 71 < O.OW5
60 F and 14.7 p i a (Air = 1) Specific volume of real gas at
271
C0.0005
L "W
_____~.
Higher Heatingvalue for ideal gm a t 60 F and 14.7 pi8, dry basis BTUlcu ft *Literature
2.1' 9.5.
2517'
Purity by f r w i n g point, mol print Fnuing point, F Boiling point, F Specific grrvity of liquid I W80 F
99.96 -255.28.
a n an.
99.5
I
I
iu.aa
MN c
0.5831. 0.5572.
. ., Sulfur content, mwt p a cent Specific p i t y of me1 c t a 80 F nd 14.7 p l (Air 1) Spncifc w l u n n of n p a t l 80 F and 14.7 p l , cu ft Ab F*lh point, tppmximat8, F Flammlility limits, wluma% in air Lam HiW Hnting value for idnl gnat 80 F and 14.7 &.dry be61 BTU/cu ft
__ __
< 0m .
28 1. 0M5
6.3355.
0m .
I
I
-117
I
I
I -117
3253.
Hydrocarbon Solvents
Table 2.5: n-Butane (4)
FORMULA
I
I
RESEARCH GRAOE
cna-Cnl-Cnl-cna
PROPERTIES Composition. weight per a n t Ethane Propylene PlOp8W lrobutine Normal Butam NOOpmttn8 Iropsntane Normal Penurn
I
I
PURE GRADE
I
1
T E ~ ~ ~ ~ A L
__
__ I
0.05 99.95
__
U.6
0.3 99.4
1.0
97.6
..
95.0 min
I
I
I
I
I
0.2
0.1
I
I
0.2
0.3 0.2
FORMULA
I
I
9
TECHNICAL GRADE
PROPERTIES
PURE GRADE
(continued)
PROPERTIES
I
-
RESEARCH GRADE
I
__
-. .
PURE GRADE
I TEiiWil
_
.
100 F,pua 130 F, psia - Rdrwtwe index. 2010 C ! r Saybolt (unless indicatedl oo, Acidity, distillation reudue Nonvcjatile matter, gramdl00 ml Sulfur content,we4&t per cent . C g. r coy~:on_ _e _ - Doctor tm. _ _ - . Kinematic viscouty, cs at 32 F . Specific gravity of real gas at 60 F and 14.7 pria (Air = 1) Specific volume of real gas at 60 F and 14.7 pua, cu Wlb Fl@ point, approximate, F Flammcbility limits. volume% in air
. . .
. . . . _
_- . !.Was
_ . .. . . . - .
~-
+30
+30 - - neutral
..
- 36.7 57.1 - - __ . -
-_
. -
+N _ _ ImJral- _-
__
-:
-1.~
2.622.
4.997'
-85
. . -
-85
- .-
Higher
Low
1.4.
._ .
8.3.
PROPERTIES
Normal Butam ___________
cc8uto~2 2,2.-Oim*hylpropme Impentam Normal Pentane PmtenbZ Cyclopentane Composition, %@t=mnt
TECHNICAL GRADE
0.2
99.99 0.01
0.1 97.1
2.8
'
.. .
*Literature d u n
Hydrocarbon Solvents
Table 2.8: n-Pentane (4)
CH,-CH2-CH2-CH2-CH~
PURE GRADE
TECHNICAL GRADE
->L
.- - Z&D~mathylptopane -.
___
_
0.01
_
.
99s
_ I _ _ _ _
02 .-
Puritv by freezig pint,mCpar EInt Frnzim PO^ F Boili oint F - __ - - ____--:on r;mF- 0istiE ____ Initial boilingp&nt-. __ 10KCondlnrsd - . . - .____ 5oK Condenrad- - . 90KCondenred _ ._-- - o m - __ 0.6312. Specific Vity of liquid at 60l60 F . 0.62624. , _______ -e1a!!Lc--
__ -_
-
-_ __
__-----
s. --?E!--
___-
_--
- 7 9 - 7 9 -2.-. 9._-
_____
- .
__
-~ ~ . _ _
,
at 70 F ~ E _ .
_-___
. Am e . f r index.
2WO
____
+30
Color. Saybolt_Lunlessindicated) - _ Acldlty.distclation reudue Nonvolatile matter. pramt/lO&ml Sulfur con!en_t,ei&t per c g ! Copper c o ~ o ~ o n _ _ Doctor tM--- Kinematic viscosity, cs at 32 F Specific gravity of real gas at 60 F and - - - - .- - 14.7 pria (Air = 1) Specific volume of real w at 60fInd 14 7 ptra, cu Wlb Flahpoint. approximate. F Flamm+ulitv limits, volume K in air -L-r Higher
____
+30 neutral O.WO5 0.005 1 mgatm
____
0.431.
26400.
4.9629. -57
1.4. 8.3'
i
-50
*Literature values.
I
I
CHa-y-CH2-CH3 CH-
7%
PROPERTIES Composition, weight per u n l Impenunc Cyclopmutm 2.2-Oimrthylbutam 2,lOimoththylbutam 2Mnhylpmatm Mathylpmtm Purity by fmzirq point, mol per Unl Frwzingpoint, F Boiliq point, F Distillation r a w , F Initial boiling point Ow point
REXARCH
CRAnF
PURE GRADE
TECHNICAL GRADE
0.2
9938
0.01 0.01
99.5 02 .
ai
99.4 99.0min.
120.5 122.Z
PROPERTIES
RESEARCH GRADE
PURE GRADE
T E ~ ~ ~ ~ A L
*Litwmun dum
FORMULA
cna-Cn-cn-cna
?'a'?"'
Hydrocarbon Solvents
Table 2.11: 2-Methylpentane (4)
FH3 CH,-CH-CH2-CH2-CH,
PROPERTIES
PURE GRADE
TECHNICAL GRADE
'Literature v d u n
FORMULA
:a "
CH,-CHa-CH-CH2-CH,
?ROPERTIES
RESEARCH GRADE
WRE GRADE
T E ~ ~ ~ C ~ L
(continued)
IO
PROPERTIES
Specific W i .y of- - . 6W60F t . liquid at_
I
__
-
RESEARCH GRAOE
I
.
PURE GRAOE
I
I
1E:i;P 0.669
API gravity at 60 F Cenr;iy ofTqGdat6o_F.b&$ _ _ . Vapor p m r e at 70 F, psi8 100 F. pua . i3a F. psia R d r a c ~ w j d e x2O ,W Color, Saybolt Acid&, distdla<on rsliduc BoFvdatiC matter, grimdi00 mT Suifur c o k t . wetght per cent topper corrosion Ooctor test Flash point. approximate, F Flammsbility limits. volume% in air Lower Higher
atJ@C
wp3y
0.6690.
0.669
3.F-
.' -.
- .__ - U.8
0.664
5.57 3.1-
-.
6.0
-
-16.9
- -- -
1.365?-.
+a
. . _
1.376 +30
"W!?l_
::
'-
'50 . rmtnl
. .
i.Bs
_. .
0.0005
0.W5
1
-om----.
0.00s
1
wpm
-25
.-
nF
- . .-
1.2. 7 7'
FORMULA
CH,-CH2-CH2-CH,-CH2-~~I
PROPERTIES
RESEARCH GRADE
PURE GRADE
1 E E; W i
Hydrocarbon Solvents
Table 2.14: 2,4-Dimethylpentane (4)
11
FORMULA
'Litoraturn WIUI
FORMULA
I
I
CHa-CH-CH-CU2-CHa FHaFHa
?fiO?ERTlLS
80%
6RAIE
-_
_ _TGTw point, F
DLillation m q ~ F . Initial boilifq paint
OlldWd
__._
_--
193
12
FORMULA
"71
CH,-CH14H-ICHIII-CHl
TECHNICAL GRADE
__
Composition. wight psrcant __ 2.3-Dimethvbentana . 0.1 . . 1.4 2-Methylhexane _-.____ 3-Methylhaxme __97.2 95.0 rnin >Ethylpentme ~__ _ _ - Normel Heptane Dimethylcyclopentene 0.5 Methylcyclohaxsne - _ _ ____~ - L imethylhexane nl 1:2E?Ah-. . . . 2.5-Dimethylhexane Other Dimethylhexanes 2,2,4-Trimethylpentane ______-.. 2.2.3-Trimethylpentane __ 2.3.4-Trimethylpentam 2.3.3.Trimthylpenta~
~
-_.o.s
~~
~ l o Saybolt ~.
~
...... ...__.
~
+x--. _ .
-m 1
~.IJW5
.-
- .- -.
..""..I.
.. .. .
"-,
t
I
0.m5
.. . . . .. .
~~
__.- . -1
~
~.
negative 25 Estimated
~-
Higher
FORMULA PROPERTIES Comporition,rnipht perwnt 2.3-0inuthylpinta~ 2-Mathylhuana Wnhylhrxana 5Ethylpintne Normal H@ptana D imethykyclopantaw Mathylcyclohaxma
CHl--ICHIIB-CHa
I
~~
CH3
CH1
CH3-d-CH2-dH-CHa CH3
RESEARCH GRADE
RESEARCH GRADE
1
-_
.. ..
tRCl
99.99 0.01
99.8
0.2 trace
1.2-Dimrthylhlxlm
2,CDitwthylhixam 2.!LOimnhylhuam Dthw Dimnhylhexanm 2 2 1Trim.thvlamuna
Composition.weight perwnt 2.3-Oimithylpantana~ 2-Methylhuane 3-Methylhaxana >Ethylpantma Normal Heptane 0 imathylcyclopantane Methylcyclohixane 2.2.Dimthylhexane 2.44 imathylhexana 2.5-0 imethylhexane Othir Dimethylhexanes 2.2,CTritwthylpantana 2.2.3.Trirnrthylpmtana 2.3.4-Trimthvloantane
__-~
trace
0.01
____
0.2
~__________
99.99 99.8
Fmzing point, F Boiling point, F I Distillation ranan. F -. Initial boiling point I . PY"'. , n I Sprific gravity of liquid at 6O/W F 2Ol4 C API orwitv et 60 F
"0,
."..."
209.17.
99.92
0.6882' 0.6837k
0.6118 0.684
1. 11
Atidiw, dinillation midue Nonvoletik m m r . pmnJlW ml Sulfur conmnt, wi&t pmant C o p p corrosion ~ Doaorta F l r h point, approxinuta. F Flmmabilty limits, v o l u K % in air
1 -
neutral
O.ooo5 0.005 1
1lgitiW
25
I
I
nah.r
*LiMatun valum.
,
I
1 fl* 7n*
..-
*Litantun valua
Hydrocarbon Solvents
Table 2.19: 2,3,4-Trimethylpentane (4)
13
PROPERTIES
Purity by f r u i t y point, mol W F r n z i q point, F Boiling point. F Distillation range. F Initial boiling point Dry point Specific p i t y of liquid m W60 f
API gravity at 60 F Density of liquid at 60 F, Ibdgd Vapor p r a w n m 70 F, prie io0 F. PI^ 130 F. osia Rlfnctiw index. ZWO Color Savbolt
M I A I: _-. -
.-
FORMULA
I
I
TECHNICAL GRADE
Dklillation r a m . F GRADE
PROPERTIES
14
FORMULA
CH,-lCH2Is-CII,
Literature values.
*Literatun values.
Hydrocarbon Solvents
Table 2.24: n-Nonane (4)
15
FORMULA
1
I
GRADE
CH3-ICH21,-CH3
PROPERTIES
PURE GRADE
'Litersum values.
16
FORMULA
I
RESEARCH GRADE
cnp-ICH219-CHa
PROPERTIES Composition, wekht per cent Normal Nonane Normal Decane Normal Undecane Normal DOdKane Normal Tridecane ___ Isoparaffins
PURE GRADE
TECHNICAL GRADE
___
__ 99.8
0.2
99.64 -14.07' 384.60'
-~
. ._______. .
___.____I____
99.6
~
_____
99.1 0.9
. . . .
0.4 99-!.99.0&~!_
____
Purity by freezing point, mol K Freezing point, F Boiling point. F Distillation range, F Initial boiling point Dry Point Specific gravity of liquid at 6W60 F--..atW4 C API gravity at 60F Density of l i q u i d 6 0 F, Ibdgal Vapor prarwre at 100 F, p s i Refractive index, 2WD Color, Saybolt ____ Acidity. distillation residde Nonvolatile matter. gramdl00 ml Flash point. approximate. F
_____
__
. .
__
-~
.
384
0.744
. . . . . . 385 . .....
0.7443. 0.74024.
.......... 0.7U
... .. ..
___
1.41725. +30
.--0.739
7
6.19
~
. -
1.419 +30
neutral
.... ....
neutral _-__
0.0005 149
0.0005 148
_____.
'Literature values
FORMULA
CHa-ICH21 ,O-CHa
PROPERTIES
RESEARCH GRADE
PURE GRADE
NT f;:: E
* L i m e n valuu
Hydrocarbon Solvents
Table 2.28: n-Trldecane (4)
17
FORMULA
PROPERTIES C m o.c ! w *! o P %@ er . L m Normal Tridecane Normal TetradKlne Normal .______Pentadscane ~Normal Hexadecane Normal Heptadecane lroparaffins
~
I RESiSiEH I
_ .
CH3-ICH*1, ,-CH3
E ; : : :
I
~ ~
TECHNICAL GRADE
__
99.9
99.8
-
99.2
. -
~~. _.-
__
-
______
~~.
~~~
____
0.1
~ ~ ~~ ~~~
0.2
~
0.8
Purity by freez%point. mol K . ~.99.80 - - .. 99.49 99.0 min . 96.81 95Omin-_ -. .. Freezing point, F 22.29' Boiling point,______._ F 455.78. Distillation range, F ___.. __ ~___ - Initial b o i ' i n e p o i n t - - ~.~~~ __ ~ _ _ 10% Condensed ~ ~ _ _ _ _______ 50% Condensed ~_ - 90% Condensed Orypoint 458 ~ . _ ~ ~~. ._ -. ____ Spwificqravity of liquid at 60/60 F -~ 0.7601'. . ~ ~ .~ 0.760 ~.. . 0.762 . at 2014 C 0.75622' 0.756 0.758 API gravity at 80 F . -~ 54.7 54.2 A P L ! W t Y a t G O F ~ _ _ ~ . _______ - _ _ _ ~ Densit of li uid a t 60 F, Ibdgal 633L 6.34_.---Rafr2ive A x . 2 0 1 ~ 1 1.42560' -__ 1.426 1.427 . Color, Gardner ~ _ _ _ _ _ Acidity, distillation residue neutral neutral Sulfur content, weight percent 0.005 0.W5 Bromine number Kinematic viscositv. cs at 77 F Flash point. approximate, F
~ ~
452
~~
~~
_ c _
_____.I
~~
~__-
-1 :__-~
'Literature values
FORMULA
I
__
I
cu3-icn1i,1-cu,
FORMULA
I
I
_-
CH3-ICH21,3-CH3
PROPERTIES
PROPERTIES
GRADE
___
Purity: freezing point, mol X Freezi point, F Boiling point, F Distillation range. F Initial boiling point 10% Condensed . - 50% Condensed 90% Condensed 0 oint O f Iiqux6SpKz:gr3Vtty at 2014 C API grwity at 80 F API gravity at 60 F Oensity of liquid at 60 F, lbdgal Refrwtive index, 2WD Color, Gardner Sulfur content, wight percent Bromine number Kinamatic viscosity. u a t 77 F Flesh point, approximate, F 'Literature values
1 I:S
99
--
S%%&
0.4
Composition, might percent. - . . ~ ~Normal Tridecana Normal Totradecane ~-~ Normal Pentadecane Normal Hexadecane Normal Heptadecane lsoparaffins
Purity by frluing point. mol K Fraezinp point. F Boiling point, F Distillation range. F Initial boiling point 10% Condensed 50% Condenrad 90% Condenad Dry point Specific gravity of liquid at 60/60 F at 2014 C API gcavity at 80 F API Qrwityat 60 F Density of liquid at 60 F, Ibdpll Refnctiw index, 2WD Color, Gardner _ _Acidity. distillation residui __~ Sulfur content. wight percant Bromine number Kinematic viscosity. u at 77 F Flash point, approximate. F *Litarature values
99.7
95.0 min
__
___
488.33.
.______
__
--__ --___~
__
-
~______~_
r 0.7667.- r y
0.76276'__ 1.42892.
____6.40 1.430
-11
I
I
250"
I I
0.10 270
250"
18
FORMULA
I
____
CHa-lCHll(4--CHl
FORMULA
TECHNICAL GRAOE
PROPERTIES
~
I I
~
CH1-ICH1l
,.-CH1
TECHNICAL GRADE
. . .
0.2
- 9 % 0.2
Composition, welght percent - Normal Tridecane Normal Tetradecane __ ___ - _-- -- . .. _ _ Normal Pentaduane . Normal Hexadecang _ _ _ ___._ _ _ Normal Heptaduane lsoparaffins Purity-byhezing point, mol % __ Freezing point. _ F ~ _ _
____
Purity by freezing point. mol % .-_____ Freezing point, F ' Boiling point, F Distillation raw, F Initial boiling point 10%Condensed 50%Condensed - ._~_____--
at 2014 C v i t y at 80 F API ravi at60 F Den&ty :liquid at 60 F, I&l Refractive index, 20/0 __ Color. Gardner _ _Acidity, distillation residue Sulfur content, might percent Bromine number Kinematic virosicy. cs a1 71 F __ Flash point, ~pproximate.F mr _. a
Boiling point, F Dirtillation range, F - - Initial boiling point - __ . -~ 10% Condensed 50%Condensed -~ - - .-90%Condensed __ --r z ! Dvn n r Specific gravity cf'lpuid at 601SOF ____. ___ a!-%14C Apt gravitv at 80 F -_ . . API gravity at K F . - __ . Oenrity of liquid at 60 F,l_bdpI - - . ~Refractive index, 2WO - - - - ._ _ _. _ __ _ Color. Gardner - ____ Acidity, distillation residue Sulfur content, might percenL .- - - __ __ _Bromine number ___ -Kinematic viwority,>s a177 F Flash point, approximate. F
__
50.8
____
-_
0 43
___
300
'Literature values
FORMULA
I
I
CH1-ICH1l
,.-CHa
FORMULA
I
I
I
CH1-ICH21,,-CH3
PROPERTIES
TECHNICAL GRAOE
PROPERTIES
TECHNICAL GRAOE
Normal Hexadscane Normal Octadecane Normal Nonadecane Normal Eicorne lsoparaffins Purity by freezing point, mol % Freezingpoint, F Oistillation range, F Initial boiling point 10%Condensed 50%Condensed 90% Condensed 95%Condensed API gravity at 100 F API grlvity at 60 F Density of liquid at 60 F, Ibdgal Color, Grdner Bromine number Flash point, approximate, F
0.48 330
Purity by froezing point. mol % Frwzinp point, F Oistillation range, F ___ Initial boilinp point 10%Condensed 50%Condensed 90% Condensed 95%Condenmd API gravity at 100 F API gravity at 60 F Density of liquid a t 60 F. Ibdgal Color, Gradner Bromine number Flash ooint. aooroximte. F tAPl gravity at 60 F is cormctd from 1 W .
0.53 335
Hydrocarbon Solvents
Table 2.35: n-Eicosane (4)
I
FORMULA
~
19
PROPERTIES
I
__
GRADE #ox
PROPERTIES Compst&o!. weight percent Normal H e x ~ d e p ~ e . Normal Heptadecane Normal Octadecane __ Normal Nonadwane Normal Eicosenc lvrparaffins
Oinillation range, F - _ - - - -5 mm_HP - - __- _ - _ . Initial boiling point 340 10% Condensed __-_--352 - - - - -50% Condensed 354 _ _ __-___ _ 9C% Condensed __ 355 _ _95% Condensed _ _ _ _ ~ 356-___ - pravlty at 100 F API -. 49 1 API gravity at 60 F @1f---Density of liquid - - - - 3 ____-- at 60 F, Ibdgal- y -~ Gradner Color, - -. 1 Bromine number _ _74 _ ~ _ 0 _ Flash point, approximate, f . - 360
~
CYCLOPARAFFINS
FORMULA
CHz-CH
I
CHz-C)4
'2
CH2
PROPERTIES
Normal Psnunn
20
PROPERTIES
RESEARCH GRADE
w.5x
GRADE
08.0% GRADE
Composition. wight percant _ _ ______ ~ Normal Hexane Msthylcyclopentlnr 2,CDimethylpentam Cyclohexane lrohsptana 3 t - 0 imethylpentm Benzene & Toluene, ppm 1.1 -Dimrthylcyclopmtane 1.2 & 1.3~Dimethylcyclopsn~~~
99.98 43.80.
98.8
(continued)
Hydrocarbon Solvents
Table 2.38: (continued)
21
*Literature values
CH1-CH
FORMULA
I
Cli-CH,'
PROPERTIES
'C-tCH,Il
00% GRADE
PROPERTIES
Composition, weight percent Normal HexaE Methylcyclopentane
I
_.
____p_
0.754
0.749
p p
90% GRADE
2.4-Dimethylpentane . Cyclohexane ~_________. leheptanes --____3.3.0imethylpentane Benzene & Toluene. ppm . 92' 1.1-Dimethylcyclopentane 1.2 & 1.3-Dimethvlcvclo~entane
API gravity at 60 F Density 01 liquid at 60 F. Ibdgal ~Vapor _ _ at 70 F, _ ~ _ pretufre _ _ psia 100 F. psis 130 F. psia Refractive index, ZWO
- __ C at 2014
.____
- ..____~___
_____ __
_.___ --__.___
~ Color, Saybolt Acidity. distillation residue _____ -. Nonvolatile matter. gramdl00 ml ~-r e w e i p h t p e G e n i - Sulfu Aniline point, F _ Kauri Butanol value Copper corrosion _____. Ooctor test - Kinematic viscosity. cs at 32 F Flash point. approximate. F
~ ~
p ~ ~ _ _
117 42.9
< 70
- ~ . _ _ _ _ _ _ _ _
Distillation range, F
~___~_______
'Major impurities are: Cyclohexane. 3.3-Dimethylpentane and 2.Methvlhexane.
-.-190p---p
190 190
9mb Condensed
22
FORMULA
I
I
CH+CH, I H CH,-cH,
PROPERTIES
90%
ERAOC -...._ -
,CH-CH,
PROPERTIES Composition, w g h t percent Normal Hexane Methylcyclopentane 2.4-Oimethylpentane Cyclohexane - ~. Isaheptanes ______-3.3-Oimefhylpentane Benzene & Toluene. pprn 1.1 Oimethylcyclopentane 1.2 & 1.3 Oirnethylcyclopentane
I
-
90%
GRADE
__ _-___ _ ___ - - ~
- ~ _ - _ _ _
92t
Purity by freezing point. mol % Freezing point, F Boiling point, F _ _ Oistillation range, F Initial boiling point ___ 10% Condensed __ 50% Condensed 90% Condensed ___ Dry point
---
Specific gravity of liquid at 60160 F at 20/4 C API grrvity at 60 F Density of liquid at 60 F, Ibdgal Vapor prstwre at 70 F, psia 100 F, psia 130 F. psia Refractive index, 2010 Color, Saybolt Acidity. distillation residue Nonvolatile matter, gramdl00 ml Sulfur content, w i g h t percent Aniline point, F Kauri Butanol value Copper corrosion Doctor tnt Kinematic viscosity. cs at 32 F Flash point. approximate, F
~.
0.748 0.744
~
__ _ _ _.~ ~ . -~ . __ .___------~
_40.5
____..~-
120 ~ _ _ . _ _ _ _ _ - ~
. -
< 70
.~
______ 196
197 197 197 197 tMijor impurity is 3-Methylhexane.
--___
-__-
___
FORMULA
RESEARCH GRADE
PURE GRADE
TECHNICAL GRADE
0.7740' API gravity at 60 F Density of liquid a t 60 F, Ibdgal Vapor pressure at 70 F. psia 1 W F, psia Refractive index, 20/0 Color. Saybolt Acidity. distillation residue Nonvolatile matter, gramdl00 ml Sulfur content, weight percent Copper corrosion Doctor test Flash point, approximate. F 'Literature values.
0.774 0.769
. _
+30
neutral O.OOU5 0.005 1 negative
22
22
Hydrocarbon Solvents
Table 2.42: trans-l,4-Dlmethylcyclohexane
23
() 4
FORMUL A I PROPERTIES
Composition. weight percent
I
__
-
TECHNICAL GRADE
PROPERTIES
TECHNICAL GRAOE
_-__
. .
_
_
--
_ _ _ Ethylcyclopentane
Toluene ___
Other Dimethylcyclohexanes
__-
___ _~
Toluene tram 1.4.Dimethylcyclohrxane cit-1 .4-Oimethylcvclohexane Other Dimethylcyclohexanes trans -1.2.Oimnhylcyclohexans imethylcyclohexane ciS-l.2-0 ortho-Xylene Unidentified Impurities Purity by freezing point. mol % ___Freezingpoint, F Boilhepoint. F -~ _ Distillation range, F Initial boiling point 5WCondensed .~ --___ Dry point ~Specific gravity of liquid at 6W60 - _ - ._____- F at 2om-i~
0.11
~
99.89 ___-
--
255 78.
255
256 0.7872 0.7025 48.2 6.56
0.7 1.4297 +30 netural
Sulfur-conten!, wegh! percent Copper cotrotion . ooctor test Flash point. approximate. F
0.0005
____
. .
negative----40 (0 56)
M1
PROPERTIES FORMULA
C816
TECHalCAL GRADE
TECHNICAL GRAOE
Freezing point, F Boiling point, F Distillation rage, F Initial boiling point ~ _ _ _ _ _.___ _ . 50% Condensed Dry _ ~ _ _ _ point _ _ _ Specific gravity of liquid at Mv60 F
250
252
Methylcyclohexane Ethylcyclopentnni T~W O I U trans-1,CD imethylcyclohaxme cis-1.CDimethylcyclohexane 0 t h Dimethylcyclohexanes tnnr-l.2-0imlthylcyelohexne cis-1,Z-Oimlthylcyclohex8ne onh*XyleM Unidentifrd lmpuritia
1 95.0 min __
14257 neutral
0.0005
24
FORMULA
PROPERTIES Compowtion, weight percent 1.2.Dimethylcyclopenta~ Normal Hoptin8 . Methylcyclohexane _ _ - - . . Ethylcyclopmtanr - _ TolueM t r m t 1,4-Dimrthylcyclohexane cis1.CDimethylcyclohexane __ Other Dimethylcyclohexanes trans. 1,2.0imMhylcyclohexane ci~l.2-Dimethylcyclohexane ortho-Xylene Unidentified Impurities
~ ~
RESEARCH GRADE
PURE GRADE
TECHNICAL GRADE
I
I _ -
'LitrrMurr v a l u n
FORMULA
cn,-cH I cn3-cn,
CH./
'yI
cnI
PROPERTIES
PURE GRADE
(continued)
Hydrocarbon Solvents
Table 2.46: (continued)
25
PROPERTIES
Dry point Specific gravity of liquid a t 60/60 F at 2014 C API gravity at 60 F Density of liquid at 60 F. Ibu'gal Vapor pressure_ 70 ~psia F, _ _ at 100 F, pria Refractiveindex, 201D Color, Saybolt Acidity, distillation residue Nonvolatile matter, gramu'lW ml Sulfur content, weight percent Copper corrosion Doctor test Flash point, approximate. F
RESEARCH GRAOE
I
~
PURE GRADE
~
0.8W'
0.79627'
~-
0.801
0.796
45.2 6.67
02 .
0.5-..-1.436 +30 . _neutral _ _ _ _ _ ~_ 0.0005 ____-
_____~~
0.005
1 nenative 60 (0 56)
FORMULA
PROPERTIES Distillation range, F Initial boiling point Dry point Specific gravity of liquid at 60160 F at 20/4 C API gravity at 60 F Density of liquid a t 60 F, Ibu'gal Vapor pressure at 70 F, psia 1W F, pria Refractive index, 2010 Color, Saybolt Acidity, distillation residue Nonvolatile matter, gramdl00 ml Sulfur content, weiQhtDenent Copper corrosion Doctor test Flash point, approximate. F *Literature values.
I
-
PURE
GRAPE -
__
PROPERTIES Composition, weight percent tranr-1.2-Dimethylcyclohexane ctr-1.2-Dimethylcyclohexane Ethylcyclohexane Ethylbenzene Xylenes Isopropylbenzene Isopropylcyclohexane .
GRAOE
0.792
0.789 47.2 6.59
_ _ _ ~ - _ _ _
trace
trace
Unidentified
~ ~~~~~
I
I
260
'
I
__
--
RESWCH
~
PURE GRAOE
TECHNICAL GRAOE
2.0
99.98
0.02
99.5 0.4
96.9 0.8
trace
01
0.3
(continued)
26
PROPERTIES
~~ ~
I
~
RESEARCH GRADE
I
~
PURE GRADE
TECHNICAL GRADE
99.19 99.0min 96.06 95.0 min Purity by freezing point, mol X 99.66 168.38' Fmzing poin&f 269.21. Boiling point. F -_ _ ~ Distillation range, F 266 Initial boiling point Dry point -- 269 0.793 0.793 Specific gravity of liquid at 6O/6OF ~- 0.7922' 0.788 0.788 at 20/4 C __ ___._ -- - 0.78792' 46.9 46.9 API gravity at 60 F _.__ 6.60 6.60-_Density of liquid at 60 F. lbdgal . . Vaporprercure at 70 F,psia 0 5 . 1WF.EiL .04' .8 0.5 ___. .. _~ ._ __ .- 1.433 1.43304' _..____ 1.433 __~____ - Refractive index. 2010- __ -. . . . +30 +30 +30 Color,Saybolt neutral . - Acidity, distillation residue. ._ , ... ~ _ _ _ _ . neutral 0.0005 0.0005 Nonvolatile matter. grnu'100 ml - .___ Sulfur content, -wj&hthlperEnt. . . . __ . . Copper c o n o s i ~ . - - ~- . . . ~Doctor t a l , -. , . 66 66 Fluh point. approximate. F 66
~
____
__
__
~
___
- __
_____
'Literature values
FORMULA
PROPERTIES
-__Comqosfi~nLwe~hyerc_Eent
-_
-__- Methylcyclohexan?
__
__
--
'
~
0.8064. 06024.
RESEARCH GRADE
PURE GRADE
TECHNICAL GRADE
___
____
Purity by freezing point. mol K _ _ Freezing point. F Boiling point. F . Distillationrange. F Initial boiling point ury point Specific gravity of liquid at 60/60 F at 20/4 C API gravity at 60 F Density of liquid at 60 F, Ibu'gsl Vapor pressure at 70 F. pw
_.
0.807 0.803
1Fpi W.sa
________
-
Relractive indax, 20/0 Color. Saybolt Acidity, distillation rcudue Nonvolatile matter. pramdl00 ml. Sulfur conten(,-mwht percent Copper corrosion
1.44087'
neutral
I I
0.0005
neutral 0.0005
_
96
I
I
96
96
Hydrocarbon Solvents
OLEFINS
27
FORMULA
I
I
CHI
CH2
FORMULA
CHI
CH-CH,
PROPERTIES
RESEARCH GRADE
98.8%
GRADE
PROPERTIES Composition. might percent Propane Propylene Ethylene Ethane Methana _ - Carbon&o_xidegpm Acetylene,epm (Iiguidl - Carbonyl, ppm @quid) - CarbonnMonox idegpm
~
GRADE
001 99.99
1
I
GRADE
Okwgem
Hydrogen. ppm
Freezinai_nt, trifie poinLF _ _ __ Boilingppt, F Specific aravity otllquid a_t @/@F - - 20/4 C et AplpraviQ-at 60 F - - O g i w i ( y i d at 60 F, Ibrlgal Vaporpr-mre at 70 F. psia _ _ 100 F s i a _ _ 130 F,pua_ Sulfur content, pem &ecific gravity of real gas at 60 F and 14 7 PPI (Air = 1) Specific volume of real gat at 60 F and 14.7 pua,cu ftllb . Critical temperature, F Critical premie, psia Densify of real gas at 60 F and M J RFL~~&IL!L Flarhgozt. wproximate. F __ Flamma&lr Iflits,vo!u-mm %in ai -- ----...L o m r Hiahel Heating value for ideal 01s at 60 F and 14 7 psia.BTUlcu ff, dry basis
~
-_-. --
_ _ I _
'Literature values
FORMULA
PROPERTIES Composition. weight percsnt lsobutane Isobutylene Butene1 Butadienel.3 Normal Butane Butene2 AWtylMe (at Methylacetylene) ppm, wt. Wmr, ppm. wight Carbonyl (P Acetaldehyde) ppm, might Propadiens. ppm. weight
I I
CH,-C
74
PROPERTIES
CH1
RESEARCH GRADE
PURE GRADE
28
FORMULA
PROPERTIES
- Composition, might percent
I I
CHa-CH2-CH
CH1
PROPERTIES Freezina Doint. F Boiling point, F Specific gravity of liquid at 6060 F at 2014 C API gravity at 60 F
8.
I
I
RESEARCH GRADE
POLYMERIZATION GRADE
I -301.63.
20.73. 0.6013' 0.5951.
I
0.601
lrobutane
lrobutylone BUtOnbl Buudienel.3 Normal Butans Butone2 Acotyleni ILI Methylacetylene) ppm, W . Water, ppm. might Carbonyl (LI Acnaldehyda) ppm, might Propdieno. ppm. might
0.2 99.8
"Y
1 , W' ' p
0.2
trace 15 25max
10 20max
Vapor p m r e at 70 F. oria . 100 F. pria _ _ _ _ _ _ _ 130_ _ _ _ ~ F. osia Sullur content, ppm Specific gravity of real gar at 60 F and 14.7pria (Air = 1) Specific volume of real gas at 60 F and 14.7 osia. cu ft/lb Flash point, approximate. ___ l Flammability i m - Lorn Highcr - -*Literature values.
, I
1
103.9
C M
3 . -
i 997i 005F) ii
1 10max
376
__
1.6'
I
__
I
93 ..
FORMULA
CH,-C
C-CH9
I
Composition, mipht pment Buowl Normal Butlno trans-Butenb2 cieBuhnb2 Purity by frnzing point, mol K Frnzing point, F Boiling point, F Specific gravity of liquid at 60160 F at20/4 C API gravity at 60 F Density of lipuid at 60 F. Ibdgal Vapor pnrwre at 70 F, p i a 105 F, psia 130 F, prb Flash point, approximate, F
0.2
trace 1.3
99.6
0.2
99.2 99.0 min
0.610
______
0.609
-
2.4 99'
100.8
5.07 _____
30
52
.
___
-lw
76
FORMULA
I
RESEARCH GRADE
H
I
CH,-C
H
1
C-CHI
GRADE
TECHNICAL GRADE
99.5
(continued)
Hydrocarbon Solvents
Table 2.55: (continued)
29
RESEARCH GRADE
PURE GRADE
TECHNICAL GRADE
~ ~ ~
99.92
-1.. 28M Freezingpoint, F 38.70. . Boiling point. FPP~__.~._. Specific gravity of liquid at 60160 F 0.6271. 0.627 at 2014 __ - 0.6213. APhravity at 60 F 94.2 _ __ . _ . . . Oenrity of liquid at 60 F, lbs/gal-. 5.22 Vapor Pr-re at 7_olsc ~. 27.29' ~- 27.3 105 F. pria .. .. 49.8 73.2 130 F. psi!-_.. . . -. . . . _. Flash point, approximate, F -100
-_______
0.632
-
___
.c_ ____
~~ ~
-100
FORMULA
PROPERTIES
CH,-CH
CH-CH3
PURE GRADE
TECHNICAL GRADE
Freezingpoint, F Boiling point, F _. S p ~ i f i c ~ ~ i . ~ o ~ l a ti 60160 F . quid at 2014 C API. i t y at 60 F p Density of liquid at 60 F, Ibdgal M o r prspure at 70 F. p i a ._ 105 F. psia I30 F, pria . .~ _____._ Flash point, approximate. F
~~ ~
*Literature value%
FORMULA
CH2
CH-CH-CH3
7%
PROPERTIES
RESEARCH GRADE
PURE GRADE
I TEOCIX:C!L
96.3 95.0 min
99.97
Pentanes-2
0.01
Normal Pentane
tme
0.5
(continued )
30
Purity by freegng point, mol % Fretzinppoint. F Eojlgpnt, F Distillation ranE, F_ Initialboiling point Dry point Specificpravity of lipid-at60160 F-:. at 2014 C APl g & t y a t 6 0 F -. - -. Density of liquid at 60 F, Ibdqal Vapor pressure at 70 F, p a F, pria 130 F,psia Refractive index. 20/0 Color, Saybolt Acidity, @stil+_n residue Nonvolatile matter, gramdlW ml . Flash point. approximate. F
__
-
- -
0.63% 0 6272'
0633
0.628
5.27 15 0
.
E O
I
1
13.364
1
1
1364 +30
-70
-70
~~~
*Literature values
FORMULA
I
~~
Composition, weight percent ____ 3-Methylbutene.1 trace 2 Methylbutene-1 99.99 99 8 2 Methylbutene-2 __ trace Pentene-1 ______ -_ --4sl 01 trace Pentensr-2_ _ _ _ _ -~ _. .___ lsopentane -. __ _ .- - Normal Pentane 01
~
03 9 7 3 95Omin 01 19 0.2 02
__
~~
99 05
.- 9 9 5 -
99Omin
- ._ - __ .. ~~
__
~~
___
. _ -
_ _
~
Specific gravity of liquid at 60/60 F 0 6557. -. 0.656 . at20/4&--- 0.6504:-- _ _ _ . 0 650 API gravity at 60 F 842 --- _ _ 546 , Density o f liquid at 60 F, lbrlgal Vapor pressure at 70 F, pria - _ 21' _ 10 _ 103 100 F. pria 18.40. 18 8 18 8 130 F. pria 32 0 32 0 - - -____ 13778' 1378 1 370 -Refractive index, 20/0 --- -- - -. - - __ . Color, Saybolt . -+34 - _ _ .- +30 +M _ Acidity. distillation residue-- - - n e-a l utr __ neutral - - . Nonvolatile matter,gramdl0(l ml . O.DW5 0 0005 Flash point. approximate. F -55 -55
~
__
___ ~
----
__
___
___
~~
'Literature valuer
Hydrocarbon Solvents
Table 2.59: Methylbutene-2 (4)
_~
31
FORMULA
I
RESEARCH GRADE
.
3
CHl-C=CH-CHl
PURE GRADE
TECHNICAL GRADE
COMMERCIAL GRADE
2MeWuteoe-l
Pentenell-
- -
__
__ -.
-,
0.2
99.5
0.2
97.4 95 0 rnin 0.1 2.3
10 3 87 8
0.3
08
1.1
99.78
-2(
'Literature values
FORMULA
PROPERTIES
I
RESEARCH GRADE
CH2
CH
I I
nautral
nautnl
0m .
0.
1-60
-60
Hiphrr LitornureMIU(I.
8.7.
32
FORMULA
I
-
FORMULA
cn3 - c c - C I
H
H I
H - CH ~
TECHNICAL GRADE Composition, weight percent ._ lsopen!a!!e . - Pentene-l 2-Methylbutene.1 NoJmal Pentane _ _ tranr-Pentane2 . cir.Pente_n_aZ 2 Methylbutene-2
PROPERTIES Composition, weight percent lropentane Peritene 1 2 Methylbutene-1 Normal Pentane tranr-Pentgne 2 __ cis Pentene 2 2 Methylbutene 2 Pu_rityby freezinppoint, mol % Freezingpoint, F Boilingpoin!, F Distillation ranpe, F Initial boiling point Dry Point Specific gravity of liquid at 60160 F at 2014 C API gravity at 60 F Density of liquid at 60 F,lbs'gal __ Vapor erewre at 70 Fgsp-
RESEARCH GRADE
o i
99.9 99.8 -240.50' 98 5' 0
0.02
Freeziq point, F . Boiling point, F Ontillation range, F . Initial boiling point Dry Point . Specificgrwi!y of liquid at 60160 F a2014. C . . . API gravity a t 60 F
0 6608' 0.6556'
0.6533' 0.6482'
100 F, psia
130 F, pua .Retractive index, 2010 Color. Saybolt Acidity, distillation residue Nonvolatile matter, gramdl00 ml Flash point, approximat5 F _ Fl_rmmab~limrnr,vol~_me% in air lower Higher Literature values,
2. 66
1.383
+30
neutral
a.0005
-50
LeyraL
I
I
I
C H ~ CH
CH
- cn2 - CH
TEt;:gL
PURE
I
I
PURE GRADE
T : ;L EWZ
0.656
8.652
0 658
0.654
85
15.2 x 7
_RPfr&CtNe indcx, 2010 Color, Saybolt Acidity, distillation residui --
neutral
Hydrocarbon Solvents
33
r"3
FORMULA
C =CH-C-CH> H 1 1
FORMULA
'6'11
PROPERTIES
CHI
TECHNICAL GRADE
PROPERTIES
TECHNICAL GRADE
.~ . . .. .
~.
~
tranr-4-Methylpentene-2~
Puriry by f r e g i y point, mol % Freezing point, F . Boiling pointLE- __ Distillation range.- F __Initial boiling point 1 Condensed @ 50% C o n d e n t e d _ - ~ - - 90%Conden=d_ _ . Dry point - _ Specific gravityol IiGidat 66EO F
-
-.
I
I
~
.. . . . .
~~
-~
~.
~~ ~ ~
~.~~~~
~
-~
~-
1.1
.
--_
__
-184 43
.- .
-API pTfifat Density of liquid at 60 F. lbdga? - .. _ Vapor preGure at 7 F. ps.1- 0 100 F,psia - _130F.pGa _ Retractive index. 2010 Color, Saybolt Acidity. distiilation residue __ _ - Nonvolatile matter. grams/lOO mT---- ____ __ .. Ooctor test Flashpoint2pp%$ak:r -
6c-
a t 2074
835
-
548 72 1x6 ._ _ _
00005
-
negative- -45
Oistillattoii range F Initial boiling point 10% Condensed 50% Condensed- . . --__ _ _ . 90% Condensed Dry point Specificgravity of liquid at 60/60 F a t 2014 C API gravity at 60% Density of liquid at 60 F. Ibdgal Vapor pressure at F. psia 100 F. psia 130 F , r osia Refractive index. 2010 Color. Saybolt Acidity. distillation residue Nonvolatile matkr. gramdl6a ml Ooctor test Flash point.approximate. F Yiteraiure values.
169
0 703
69
-35----
FORMULA
F"3
C H = cn-cn2-cn-cn, ~
PROPERTIES
~ Composition,_weight_percent _ _
3.3-Dimethylbutene- I
~
99.94 0.02
-~ 99.6
~ .. ~ -. .
_.
99.1
.
0.1
.4L ____
0.6
--__
0.02 0.02
0.3
-_____
o t . -
(continued)
34
PROPERTIES
RESEARCH GRADE
I
.
PURE GRADE 80.0 5.57 4.5 8.5 __ 15.0 1.383 +30 neutral 0.0005 -
I
~
T G :rL E C$
API gravity at 60 F
Density of ____ liquid at 60 F. lbdgal Vapor pressure at 7 0 F, pria 100 F. pria 130 F. pria Refractive index, 2010 . __ Color, Saybolt Acidity, Nonvolatile matter, grarnsI100 ml Doctor test Flash point, approximate. F 4.48' 8.50' 14.97' __ 1.38267' +30
_ _ I _
80.0
5.57 4.5 8.5 ___._ 15.0 __-_ 1.383 -
_____-
__
-.
-___ _. __--.
-25
__--__-
-25
*Literature values.
(4)
'Literature values.
Hydrocarbon Solvents
Table 2.68: trans-4-Methylpentene-2
(4)
35
FORMULA
7
CH3-C
75
C-CH-CH3
-_
-Freezing point. F
___~
80iling point. F--_Distillation range, F . . __Initial boiling point -~ Drypoint Specific gravity of liquid at 60/60F -. at 20/4 C _ Vapor pressureat 70 F. psia 100 F, psia
.. .
95.6 95.0 m
~~~
~ _ _
~
__
. .
~. .~~
0.6736'.-_---. 0.66862'
3.66'
L!qgravltya1601._~____~~_.~ Oensity of liquid at 60 F, I b d ~ a l --____-._ - .130 F , p l i e ~Pefractive index, 20/0 Color, Saybolt . _ _ _ ~Acidity, distillation residue Nonvolatile matter, gramdl00 ml Flash point, approximate, F
*Literature values.
0.673 0.669 78.1 __-____ ... -_ .. 5.60 3.7 ~7.1 12.8 1.389 +30
~ ~~~
.
-
5.61
__ _
neutral
____
I
0.0005 -20
~ 0 . 0 0 0 5 ~
I
-20
(4)
FORMULA
I
.
CH3-CH
c"3
CH-CH-CH3
PROPERTIES
Com]-nLweqhtpcrcent 4 Methylpntenel ___ cir4-Methylgentane2 __ _ _ _ _ lranr-4.Methylpenten1-2 -~ 2-Methylpentene 1
PURE GRADE
TECHNICAL GRADE
36
PROPERTIES Composition,wglahtp_ercenr._ __
__
99.90 0.10 99.8 95.8 95.0 min
_____
*Literature valum
FORMULA
I
~
I
0.1
7%
CHI-C
CH-CHa-CH3
PURE GRADE
TECHNICAL GRADE
-_
2.4
I
'Literatun wlua
Hydrocarbon Solvents
Table 2.72: Hexene-1 (4)
cn2 = cn-cn2-cn2-cn2-cn,
RESEARCH GRADE PURE GRADE TECHNICAL GRADE
37
FORMULA PROPERTIES
'Literature values.
FORMULA
cn3-c
- c-cn2-cn2-cn,
RESEARCH GRADE
_ _ _ _ _ _ ~
FORMULA PROPERTIES
1
trxe
-
cH3-cH cn-cH2-cn2-cn3
PURE GRADE TECHNICAL GRADE
-
Hexene-1 ___-_-.___~_-tranr-Hexene-2 cis-Hexene.2 Hexe!Er-?p.Normal Hexane lsoolefins _ _ _ . _ __Heptene-l tranr-Heptene-3 cis.Heptene.3 tranr-Heptene.2 cis.Heptene2
~~ ~
~-
0.1
Composition, weight percent .. Hexenel . tiant-Hexene-2 cis Hexene-2 Hexener-3 Normal Hexane lsoolefins -_____ Heptene-l
.-.
03
__
i:it99Omin
0.8
_
~- - - _
2 ~1 -
--
--__-
-~
tranr-Heptene-3 cis-Heptene3 tranr-Heptene 2 ca-Heptene2 Purity by freezing point. mol % Freezing point. F Boiling point, F Distillation range. F Initial boiling point Dry point Specific gravity of liquid at 60160 F at2014 c API gravity at 60 F Density of liquid a t 60 F. Ibdgal Vapor pressure a t 70 F. psis 100 F, psia 130 F, psia Refractive index, 2010 Color, Saybolt Acidity. distillation residue Nonvolatile matter, gramdl00 ml Flash point, approximate, F
~
. .
..
Purity by freezing point, mol % Freezing point, F Boiling _ _ _ -~ -~ point, F Distillation range, F __ Initial boiling point Dry point 0m 7 Specific gravity of liquid at 66 at 2014 C API gravity at 60 F Density of liquid at 60 F. m a l Vapor pressure at 70 F. psia 100 F, psia -___ 130 F, psia _ _ Refractive index. 20/0 _ ._ Color. Saybolt Acidity, distillation residue Nonvolatile -__- matter. gramdl00 ml Flash point. appoximate. F *Literature values.
.~
~~
~~~
~-
____
__-.
~~.
~
- . . ~
75.4 5.69 2.4 ____ 5.0 -~ .. . -~ .
.~~
~~
~ _ _ _ - . ~ -
-..- ~-.
__
.
~
5.0
9.2 1.396 +30 neutral -. 0.0005 -5
~
!.2._.
- -~.
__
~
. . ..
38
FORMULA
PROPERTIES
COmpOSltlOn,wzight_percent
I I
.
CP12
FORMULA
CHI
-CH-ICH214-CH3
GRADE
PROPERTIES
Composition. weight_eerce_nt
.
TECHNICAL GRADE
__
Hexen! 1 trans - __ Hexene 2-- cis-Hexene 2 __ . Hexenes 3 No&zHexane lsoolefinr . _. _ _ - -HepteGe 1 tranrHeptene3 - __- ___ cis Heptene-3 _ tranr-Heptene-2 . cis Heptene-2
23 158
~-
.. ._
7 18 1 10 1
.
-
-_
tranrHexene 2 cir-Hexene-2 Hexenes 3 Normal Hexane_ lsoolefinr Heptenel tranr-Heptene3 cirHeptene-3 tranr-Heptene 2 cir-Heptene2
__
- -
13
0s 01
9 7 6 - - -_ 05 -
Purlty by freezing point. mol % - _ _Freezmg point F _ _ Boiling p z n t F Distillation range. F Initial__ boiling point .
.
~
- -
152 2
.
~~
API gravity at 60 F- OensitL o f 5 u i d at 60 F. lbdgal __ VapoLpresureat 70F psia 100 F. psia 130 F. p ~ a Relractiv; Index 2010 Color Saybolt Acidity dirtillation~endue - Nonvolatile matter g r a m d l m h Flash point approximate. F
-Dry Point _ _ _ _Specific gravity of liquid at 60/60 F ______ ___ - -- _ .at 2014 C __
- --
1554
0685_---75 i 5 70
-
~.
__
~
25 5 -2
9 5 4 95Omin Purity by freezing point. mol % Freezing point. F _. --1830 - Boiling point. F Distillation range. F ___ Initial boiling point .- - - 199 . 202 Dry point __-- Specific gravity of liquid at 60160 F 07032 at 2014 c . 0 6982 API gravity at 60 F . ,5 85 Density of liquid a t 60 F. lbdgal Vapor pressure at 70 F. psia 09 100 F. psia 2 - --0 130 F. psia 39 ~~__ .. - 14003 _ -Refractive index. 2010 Color, &bolt +30 neutral Acidity. distillation residue ______ -gramdlW mi - Nonvolatile matter. Flash point. approximate. F 25 (0 561
~ ~
Loo
FORMULA
PROPERTIES
Composition, weight percent
H H I t CH3-C = C-ICH
2 3
-CH3
TEGCRHANFL
Boiling point. F Oinillation range. F Initial boiling point
-
--
9 6 0 95Omtn
Hydrocarbon Solvents
Table 2.78: Mixed 2-Heptenes (4) Table 2.79: Mixed 3-Heptenes (4)
39
I
FORMULA PROPERTIES
I I
n
I
cn,-cn
- cn-(cnl13-cn3
TECHNICAL GRADE
I
1 FORMULA
lcn3-cnl-cu c n - i c H l I p 3
PURE GRADE
PROPERTIES
I
TECHNICAL CRAOE
Composition. weight percent Heptene _______ 1 trans Heptene-3 -~ _ cis __ Hep?? trans Heptene-2 _ _ _cis Heptene _ _ ~ ____2 2.4.4 Trimethylpentene 1 2.4.4 Trimethylpentene-2 2.3.3 Trimethylpentene _ _ - ~ 1 lroolefins
~ ~
05
~_
68.0 API gravity at 60 F ____ _. ~ ~ _ _ _ _ _ . _ _ 67.5 5.92 5.91 Density of liquid at 60 F. Ibdgal Vapor pressure a t 100 F. pria _.___ 1.405 - . 1.406 Refractive index, 2010 +30 +30 Color, Saybolt ___ neutral neutral Acidity, distillation residue ____ 0.0005 Nonvolatile matter. gramdl00 ml -~ ... . . 0.0005 .. Bromine number -. _ _ _ ~ ~ _ _ Kauri Butanol value Copper corrosion - -~ . . Doctor test ..~____ _____ .____ 28 28 Flash point, approximate, F
~ ~ ~ ~
~
~
~
~ _
~
_
~
~
(4)
FORMULA
cn1 c-cn1-c-cu3
I
- 7".
F"3
CH3
RESEARCH GRADE
PURE CRAOE
TECHNICAL GRADE
_-__
cis-Heptene-3 tranr-Heptene-2 cir-Heptens-2 2.4.1-Trimethylpentene-1 2,4,4-Trimethylpentene-2 2.3.3-Trimethylpentene-1 lsoolefins Purity by freezig point, mol % Freezing point, F Boiling point, F
_________
99.39 0.08
-
98.7
0.1 ._.___
1.2
97.6 95.0 min
(continued)
40
PROPERTIES Distillation range, F Initial boiling point 10K Condensed -_____50)6 Condensed 90% Condensed Dry point Specific gravity of liquid at 60160 F at 2014 C API gravity at 60 F ~. Density of liquid at 60 F, I b d g c Vapor presure at 100 F. psia Refractive index. 2010 ___ Saybolt - Color,-
RESEARCH GRAOE
I
. _
PURE GRAOE
1
__
TECHNICAL GRAOE
- 214 3 - -
_____-_
.-
-_
____
0 720 ~__--_
0716 5.99 16 ___ 1 409
~ ~
214 6 -_.__
_.-
* O _ _ _ _ ~
~
..
14086.
+30 _ _ _
~_~
..
_ +30 __
__
--
p - D ii s 0 buty le ne
5"3
FORMULA
cn,-C
7". - cn-c-cn,
I
FORMULA
CHI
C.",.
PROPERTIES
~
TECHNICAL GRADE
PROPERTIES
- Composition. m q -t pucent h
__
SOX GRAOE
Heotene.! traru-Heptene.3 cis-Heptane4 trans.Heptens2 cis-Heptene.2 2.4.4-Trimethylpentenh 1 2.4.4-Trimethylpentens-2 2.3.3 Trimethylpentene.1 lsoolefinr Purity by freezing point, mol X
Heptene 1 trawHeptene3 --____ cn4bptenr-3 trancHepmne2 cir-HlptsnY 2.4.CTrimrthylpentm 1 2,4,+Trimethylpenh~2 - 2.3.3-Trim8thyIpentenc 1 lroolafins 95.1 95.0min Purity by frlsling point, mol X F r n z i q point, F Boiling point, F - Distillation range, F Initial boiling point - 10% Condrnrd 5oK condenad 9096 Condanmd Dry point Spwilic~gflvityof liquid at W60 F a1014 c API gravity at 60 F -.-.____ liquid at 60 W Density of g d Vapor prmure at 100 F, psh RdrKtiva index. M/O - CJor. S2bolt. -- Acidity. distillation residue __ ___._ Nonvolatile matmr. gramdl00 ml - .- . Bromine number Kauri Butanol value . Copper corrosion . .Doctor - -_ t m Flash point, a p -
__ __
73.2 17.0 2. _9
6.9
Distillation range, F Initial boiling point 10% Condmad 50%Condensed 9096 - Condenad ~ Ory_ point _ _ -~ liquid at WMl F Specific grlvity of at M I 4 C API gravity at 60 F Density of liquid at 60 F, lbdgrl Vapor presuru at 100 F, pua Refrutive index. 20/0 Color, Saybolt - _ _ ~ _ Acidity. distillation readue _ _-___ Nonvolatile matter, gramdlW ml ____ Bromine number _ _ Kauri _ _ _ _ _ _ Butanol value _ _ ~ CODDU - corrosion __
I
_
219
~-
218 220
224 260 max 0.723
_-
230 0.724
--
+a
64.2
6.02 2.0
+30 neutral
'
neutral
O.OOO5
0.0005
o~m "! _
.~ __
w. w.
35 (Est.)
1 lmax
35 IO 1310)
Hydrocarbon Solvents
Table 2.83: Octene-1 (4)
FORMULA PROPERTIES Composition. weight percent Octenbl
41
I
.
cu2 cn--Icu2i5-cn3
RESEARCH GRADE
99 95
PURE GRADE
____
99.8
-trans.0ctene-2
.
________
0.01
~ _ _ _ _
0.1
~
~ _ - _ _ _ _ _ _ _ _ _ _ _ _ -
- . 0 5
-~
FORMULA
I CU3-C
u n
c -lCn214-CH3
FORMULA
cn,-cu
- cn-icH2i4-cu,
PROPERTIES Composition. weight percent Octenbl trans-Octene-2 cis-0ctens.2 mixd-Octsnn-3 tran,Octene-4 Nonsna.1 Olwne-1 lmolefins Purity by f r w i n g point, mol 96
3.6 95 6
~ _ _
-
:::;}
0.4 0.1
99.0 min
. -
0.1
_
1.8
95.0 min
__ __ -
0.1
0.6
0.3
95.0 95 0 min
F
-
8 a i l g point. F
API gravity at 60 F Density of liquid at 60 F. lbdgal .Vyomprenure _ 70 F. p u s 700 F. p u s ___ _ _ 130 F, psia Retractive index, 20/0 _. Color. Saybolt Acidity. distillation residue Nonvolatile matter,- _ml _ __ ~ gramdl00 Flash point. approximate, F
42
I I
CH1 CH -ICHIIo-CHJ
FORMULA
plI
CH-ICHll,-CH,
PROPERTIES
TECHNICAL GRADE
TECHNICAL GRADE
--__
CIS
Octene 2
-
kI!y_ -
4.7
__
-__ _ _
Octene 2
-
__
T r a &Octener 3 mixed G 4
_Nonene 1
9 . _. 87
p _ _ _
tf y :E
. _
Oecene 1 Iwolefins
I
98.9
I1
Boiling _ _ point,
Freeziy .
.OfY P01"'_
___
_
0 7452
at 2014 C
0 7408
- -____
__._
_____
inn F
__
__
I " ?
..
70
~- 130 r,psia Refractive index, 20/0 Color, Saybolt __ Acidit distillation residue Nonvktile maner. pramr/lM?! Flash point. approximate, F
Refractive index, 20/0 C J r Saybolt n o. Acidit distillation residue N z o k i l e matter gramdl00 m l Flash ooint aooroximate F
-____
FORMULA
I CH1
CH - ICHIII) CH, -
FORMULA
CH2
CH - (CH21s- CHg
PROPERTIES
PROPERTIES
TECHNICAL GRADE
___. .. . ..
a-n*
. . .
__- 1 1 0
- l Y l l D m
174
m -
44
FORMULA
CH1
- 7% C-CH
CH1
FORMULA
C H ~CH-CH
- cn- cn3
PROPERTIES
Composition, weight percent 2 Methylbutene-1 2-Methylbutadiene 1 3 Pentens-2 2 Methybutene-2 tranr-Pentadiene-1.3 cit-Pentadiene-1.3 Cyclopentene iryciuoctad3ene~l.5 __ 4-V~1$cyclohexenel 1_ . . - _ Meih$cyclohexenel . 3-Methylcyclohexene 1 4 Methylcyclohexane 1 Unidentified Purity hy l r e e z i y point, mol % Freezing point, F Eoiiingpoint. F Distillation range, F Initial bofing point 10% Condensed 50% Condensed 90% Condensed Dry point Specific gravity of Tiquid at 60/60 F at 2014 C API gravity at 60 F Density of Liquid at 60 F, lbdgal Vapor prwure at 7U F, pria 100 F,psia 130 F, pria Refractive index. 2010 Color, Saybolt Acidity. dirtillation residue Nonvolatile matter, gramd100 ml Doctor test Flash point, approximate, F 'Literature values.
GRADE
GRADE
PROPERTIES
Composition, weight percent 2 Methylbutenel 2 Methylbutadiene 1.3 Pentenes 2 2-Methybutene-2 trans Pentadiene-1.3 cir-Pentadiene 1.3 C yclopentene Cyclooctadiene 1.5 4 Vinylcyclohexenel 1 Methylcyclohexenel 3 Met hy lcy cloheiene 1 4 Methylcyclohexanel Unidentified Purlty by freezing point. mol % Freezing point, F 00111ny point, F Dlstillation range. F lnitlal boiling point 10% Condensed 509b Condensed 90% Condensed Dry point Specific gravity of liquid at 60EO F at 2014 C API gravity at 60 F Density of Liquid at 60 F, lbdgal Vapor pressure at 70 F, pria 100 F. psis 130 F. pria Refractive index. 20/D Color Saybolt Acldtty. distillation residue Nonvolatile matter, gramd100 ml Doctor test Flash point. approximate, F 'Literature values "Dinribution of isomer content varies
90% GRADE
trace
0.01
trace
9999
I
.
trace
01 07
::}SO
o mine.
82
99.6 9 9 0 min
. ...
-o lr
108 109
113 0 690
- _ .
0 6861'
0.686
i. 6T
26.Z 1.422
+30
+30
. _
-20 (Est.)
CYCLOOLEFINS
FORMULA
I
I I
99.95
CH2
H :
- CH2
CH
ICHa
PROPERTIES
PURE GRADE
TEj:rF
(continued1
Hydrocarbon Solvents
Table 2.96: (continued)
45
I ~ .Unidentified_ _ _ _ _ _ ~
__
-
___
__
__
99.93 -21 1.14' 99.5 99.0min __
_.
-- -_
__-
w
~
__
~~
0.7775' 0.778 -~ S p e c i f i z i___ t y of liquid a t 60160 F 0.77199' 0.772 at20/4 C .__ __ 50.4 API gravity at 60 F Density of liquid at 60 F. wdg6.48 Vapor prmure at 70 F. psia ___ __- -I00 F. psis 130 F, psia _ -1.42246. 1.422 Refractive index, 2010 +30 +30 Color, Saybolt neutral Acidity, distillation residue _ _ _ ~ _ _ _ . ~~. . .. 0.0005 __~ _ Nomolatile ma!er,g_ramdlW m i . _ _ _ -. . ~_ _ ._ _ Copper corrosion Ooctor test . ___ - 35 Fllrh point, approximate, F Flammability limits, volume % in air __ Lower Higher
___
__. . . ~
___
- 6.48
--I X - 1
t30 neutral 0.0005
--
.- _ . -.
-_
*Liter~ture values. Cyclopntene and Cyclohexeneare sometimes inhibited with 2.6-diteniarybutyl4nthylphenol which can be removed by distillation.
CH1 -CHI
FORMULA
C"2
'CH
, C"1
-CH
PROPERTIES Composition. weight percent Pentenu-2 2-Methylbutens2 Cyclopentene 2.Methylbutenel Penteml Cyclopntane Cyclohexane Cyclohexane Unidentified
I Ryii:EH I
I
_-____. _.
PURE GRADE
____
Dry point
___
__
_-__
-___
_. .-
_
99.5 0.2 0.3
______99.99
0.01
Ethylbenzene Xylenes Purity by frming point, mol % Frming point, F Boiling point, F 99.92 -154.32. 181.36. 99.4 99.0 min
Specific gravity of liquid at 6060 F at20/4 C API gravity at 60 F Density of liquid a t 60 F. lbdgal Vapor prmure at 70 F, psia 100 F. psia 130 F, psia Refractive index, 2010 Color. Saybolt Acidity. distillation residue Nonvolatile matter. gramdl00 ml _ _ _ _ _ _ _ Coppr corrosion Doctor t m Flah point, approximate. F Flammability limits, volume % in air Higher
182 _____
__
-
1.44654' +30
____
__
O.wO5
.Literatun value. Cyclopenteneand Cyclohexeneare sometimes inhibited with 2.6-diteniarybutyl4n~ylphenolwhich u n be removad by distillation.
46
~
PROPERTIES
Composition, weight percent . Methylbutene-1 ? 2 Methylbutadiene 1.3 Pentenes 2 2 Methybutene 2 trans-Pentadiene-1.3 cis-Pentadiene-1.3 Cyclopentene Cychoctadiene-1.5 4 Vinylcyclohexene-1 l%eif;$cyclohexene 1 - _ _ -- 3 Methylcyc!ohexene-l 4.MethyIcyclohexane- 1
I
1
__
~ ~
RESEARCH GRADE
-.
PURE GRADE
TECHNICAL GRADE
____-__
__ __ _ _ ~
~
.__-
0 01 99.99
__ . -__-_
0.1 99.9
1.5
98.5
99 88 9 9 3 9 9 0 min 97.0 95 0 min Purity by freezing point. mol % -16407' Treezmgpoit. F BoXngTTint, F 262 4' Distillation range, F Initial b0Ti.S point 262 lO%ConJenred __. ____ . _ 50% Condensed - -_ --__ 90% Condensed - __ - __ 265 Dry P O 5 BpecTcjravXy ofbquid at61116a F 0 834' 0.836 _ _ 0 836 ~ _ 0 8303'-.. --830 0 0 833 at 20/4 C - - APlg5vityaL6OF 37 _______-__- ._8 37 8 __ . Density of Liquid at 60 F. lbdgal -6 96 6 96 VFpE p r w G a i 7 F,pGa U -~ . - -0 '_ _ 5 05 05 7WT. pila ___~ -~ I ~ F psia , Refractive index. 2010 1-464 1.464 -_ - Color, Saybolt +30 +30 Acidity, distxlation residue neutral neutral t6involXlEiaKer. gramJfm) . ml 0 0005 0.0005 _ Doctor test FTa3 @Xi. approximate. F 70 70
~
-1 ________
'Literature values.
FORMULA PROPERTIES
Composition. weight percent 2-Methvlbutene-l-....~ ~
CP12
PROPERTIES
10% Condenmd - 3l3%tondenmii _ . gO%FCondensed _ . Drv E i n
I
at 2014 C
GRADE
218
TECHNICAL GRADE
~.~____..
~
___ ~
???
.. .-
~~
-gravity at 60 F API
. -
0.8041
-__ o ~ ~ & i e - -- ~ ~ l
-
--
Oenrity of Liquid at 60 F. lbrlpal Vapor preoure at 7UTjG l a w . nsia , psis sfractivs index, 2010 Color, Saybolt 7GJiiymilbtionreridue
1.4431
neutral
Doctor test T l a m , - G T a t s , F
215
Hydrocarbon Solvents
Table 2.100: Cyclooctadiene-l,5 (4)
47
PROPERTIES FORMULA
Dlstillstion range, F Initial boiling point--. lG%ConGnnrea _. 50%Tondhed - - 9O%ondensed Dry point
__I--
I
1
.
E; : : :
I
0.8865' 0 8833'
TECHNICAL GRADE
298
PROPERTIES
Composition. weight percent 2 Methylbutenel 2 Methylbutadienel.3 Pentenes 2 2 Methybutene 2 tranr-Pentadiene-1.3 cirPe adiene 1.3 - Cyclopentene Cyclooctadiene-1.5 - 4 Vinylcyclohexenel
PURE GRADE
TECHNICAL GRADE
--I
- ~
-1
-
Tc-Xt@iIIo-FdjiiE
___TI grGitVTt @F-- _- -
1-r: 60
at 2014 C
mor,psz -
05 .
1.4933' +30
7363 0;;
+30
. _
~M4@yclohexene-i--
3 Methylcyclokexenel
4-Methylcyclohexane 1 Unidentified
It
Refractive index, 2OrO Color, Saybolt Acidity. distillation residue XTciZtest--Flash point. approximate, F
-
. . _
100
96
*Literature values.
AROMATICS
FORMULA
I
.
cn-cn.
CH
,
CH
- cn
CH
PROPERTIES PURE GRADE Acidity, distillation raidua Nonvol8tila m8ttar. gnmJl00 ml C p conowon vr
O ~ C ~ tam O I
I
.~
II;;;R ;
I
I
PROPERTIES
Composition, might percent hntsnw2 __ 2-Mathylbutml-2 Cyclopntane - 2Methylbutmel Pentenel __Cyclopantim Cyclohexma Cyclohuma Unidentified Benzem
~~
RESEARCH GRADE
I
__
O.ooo5
nqative
.-___
.__
_-
10
Hiphn
1.3<____
I
7.9.
'Literatun V~IUIL
TOlUeM
99.99 0.01
Ethylbaruane
xyl#nrr
48
,cn - CH
FORMULA
Cn\
PROPERTIES
cn cn
RYiiMEH
c - CH3
PURE GRADE
PROPERTIES
PURE GRADE
. .
30.8 7 26
0.4
-- --+3-0 . . Nonvolatilematter. gramdl00 ml Copper corrouon Docior tm Flash p o w approximate, F Flammabilitv limits. volume X in air Lower Hqher 'Literature values. Purityky fmzree$nf,mol% Freezing point, F
~
1.0
2.2 _.
19 47
_-
40 IO 56r
. . .~..
_ .Boi!!LlLp_Ln-!
__
-~
~~
FORMULA
cn
I
CH
&
- CHI
CH
/I
- CH
* O' U
cn
RESEARCH GRADE
PURE GRAOE
TECHNICAL GRADE
_ _ _
_.
__
--____
59 (01310)
__..____
59 ( 0 1319)
LOW^
Highar
-- t -+i - '
*Literature valua Ethylbonzeneis wmetimes nablized with 2.6-diteniarybutyl.4-mrthylphenal which can be removed by distillation,
Hydrocarbon Solvents
Table 2.104: p-Xylene (4)
49
FORMULA
I
RESEARCH GRADE PURE GRADE TECHNICAL GRADE
PROPERTIES
FORMULA
I
0.01 99.99
CHB
.H C
cn
"' C H
-CH,
0.1 99.9
~ ~~
99 94 -54.17' 282.39'
mol 96
99.2 99Omin
2Ba
28 I 0.869 0.864 31.3
____--
Distillation range, F Initial boiling point Dry __Specific gravity of liquid at 60/60 F at 2014 C MI gravity at 60 F
0.8687. O.BM17'
(continued1
50
Refractive index, 20/0 Color, Ssybolt Acidity, distillation r .. -___- - e x e _Nonvolatile matte_r.p&l W m l _ Acid wash color _ . . _. - --Color -_. . . D ~ t telfy Flash point, approximate.7 Flammability Iimi!s, volume K in?!! ___ o w L _-Higher
F, psia ____.__-
130
-1
7 24
03 07 . 1497 +30
neutral
0 WO5
__
nspative 84
F .
negative 84
_ _ _ _ _ F .
116 4.
'Literature values.
FORMULA
FORMULA
CH *
t
c'c.H
.
CH,
C"
,CH
RESEARCH GRADE
PURE GRADE
PROPERTIES
PURE GRADE
TECHNICAL GRADE
99.99
. . . .
99.92
~
99.3 99.0min
.. ~ _ _ _ .
~
...
__
~-
306
. .
~
_-Lomr _ _
Hyhr
'Literature valum
F .
--__0' . 9 65 .'
-~
*Literature valum Iropropylbenzetu and 124 Trimethylbenzene are sometimes stabilized .. with 2.6 ditrrtian, butyl I-methylphenolwhich can be removed by distillation
Hydrocarbon Solvents
Table 2.108: n-Propylbenzene (4) Table 2.109: Pseudocumene (4)
51
FORMULA
FORMULA
PROPERTIES
GRADE
I RYiiMIi 1
E ; ; ; ;
TECHNICAL GRADE
Composition, weight percent ___-__ .. matc-Xylene . ortho-Xylene _ _- - ___ Ethylbenzene ___ ~ - -- Iropropylbenzene ___-_ Normal Propylbenzene Mahylethyrbanle6iap 1,Z.&Trimethylbenzene __ 1.3,5-TrimathyIbenzane 12.3-Trimethvlbenzene
__
_______
API gravity at MI F Dinuty of liquid at 60 F, lbrlgal Vaaar a r m n at 1W F m a __ -. 130 F, psia Refractivs index, 2WD .. Color, Saybolt Acidity, distillation residue Nonvolatilematter, gramrl1W ml -. . Flash point, approximate, F Flammability limits, volume % in air
I -
.-
0 8621 31 7 7 22
_-____
14915 +30 0.0005 114
Low
Highr
-__
'Literature v d u l r lropropylbmzene and 1.2,CTrimethylbenzene m romtims) stabilized with 2,Bditertiary butyl4mathylphenol which can be removed by distillation.
CH
I f
FORMA
C H I C\CH I II C". - . . F
PROPERTIES
Composition. mipht percon1 sacondq-BulylbenzeM mrmd-Butvlb~nzlm l-PhMylbutw2
.
0.2
99.8 99.4
(continued)
52
PROPERTIES
I
1 I
I
RESEARCH GRADE
PURE GRADE
TECHNICAL GRADE
_______
0.8646.
X2L314.C
0803 .61.
_.
_ -
Oensity of liquid at 60 F, lWpl Refractive index. 2010 ___ . Color,&b@t Acidity. d i s t mI residue - Nonvolatilematter. gramdlW ml - Color Alpha F I point. ?epXximate,F ~ . . ___ - Flimmrbility Iimitr,uma . %Lair Lomr ntghrr
1.48979' +30
I I
I
I ____ 7.20
I
I I
1.490 +30
I
0.8 6.8
0m .
160
___
160
cn
.' cC "n
'Literature values
Hydrocarbon Solvents
Table 2.112: sec-Butylbenzene (4)
53
Composition. might percent Toluene lloaroavlbanzrn@ _.r .r, -. -. tertiary-Butylbenzene lsobutylbenzme secondaryButylbenzene normal-Butvlbenzene Water, ppm, might
I
I
0.02 99.98
I
I
0.6
99.4
I
I
0.9
0.1
98.9 0.1
126
126
'Literature values. Secondary-Butylbenzeneis sometimes stablized with tertiarybutylcatechol ITBC) which can be removed by distillation.
FORMULA
I
RESEARCH GRADE
,cn1 - F -cnl
CHfC,CH
PROPERTIES Composition, might percent lropropylbenzene tertiary. Butylbenzene lrobutvlbenzene secondary-Butylbenzene normal-Butylbenzene Water, ppm. weight
PURE GRADE
TECHNICAL GRADE
I
I
99.99 0.01
I
I
0.1 99.8
0.1
I I
0.5 98.2
1.1
0.2
*Literature values
54
cn l - c n - c n - c n 3 l
PROPERTIES Composition,weight percent secondary.8utylbenzene normal-Butylbenzena 1 Phanvlbutene.2 other Afiylbenzena other -__ Phenylbutenes secondary-Amylbenzene 3-Phenylpentane 2 Phenyl12 methylbutana Ligh(1benzena Alkylbrnzener -____ secondaq.Butyl Chloride Butenes P u m lrnzinp point, mol Y Freezinq point. F Boiling point, F Distillation ranp. F Initial boiling point 10% Condensed 5ox Condanrd 90% Condansed Dry point of SpWifiC g r ~ i t y liquid at 60/60 F a t 2014 C API a r ~ i t v 60 F at Oarmty of liquid at 60 F, Ibdprl Rdnctive index, 2010
I
-
TECHNICAL
CRAOE
PROPERTIES
PURE GRADE
.- __ ______ .
-__
____
~
96.4 95 0 mt n
3.6
~~
.
~
1
Frwziqpoint, F
~--
_____
360
.-
_ _ _ _ ~ ______--~
-374-
___
- __ ~
_ ~ ___
0.0005
.
Oenrity of l i p i d at 6 0 F , d / l Refractwe indexL20/D Co!oLSybolt Acidity, distilletion residue -~ Nonvolatile matter, gramr/lOO ml
__
t
I
F k h poinf-aRproximsF
FlammabtlJy limits, volume X in air Lower Higher
_ I
*Literature valueL
PROPERTIES
PURE GRADE
Denuty of liquid a t 60 F . = F ' Refractive index. 20/0 Color, Saybolt Acidity, distillation raudue Nonvolatile matter, gramdl00 ml . Color Alpha Flash point, approximate, F Flammability limits, volume X in air
I n-r
FORMULA
c,ndC-c! cn cn 'cn'
FORMULA
cn,-cn-cn1-cn2-cn3 c~ -Fn
TECHNICAL GRADE
--
__
9 7 3 95Omin 0.8 -_ 1. 9 -
_-
- -
PURE GRADE
5966
3716-
-___
-
- -
155
- -
Hydrocarbon Solvents
55
DIPENTENE NO. 122' a terpene solvent with a pleasant terpene odor obtained by fractionation of oils extracted from pinewood, m e s the Federal specification for commercial dipentene. It can be used et as a component in solvent systems for oleoresin-based coatings, and as an antiskinning agent. Other uses include the production of dipping finishes and various chemical specialties.
Color, Hazen (APHA)", max Specific gravity at 15.6/15.6% Refractive index a 2OT t ASTM Distillation. 'C 1st cc - 95%
(i)Amcriun Public Hula A n a i l i a n
0.5
Typical Properties
Specific gravity at 15.6/15.6'c Refractive index at 20% Distillation range, 'c, 5% 9546 Freezing point, 'c Flashpoiit, TCC, 'c 0 Aniline point, 'c Unpolymerized residue, % Monocyclic terpenes, % Dipentene, 46 Kauri-butanol value 0.853 1.475 175 183
1-40
49 (120) <O
1.5 91 37 62
outstanding characteristics
High clarity; near colorlessness; pleasant odor; high solvency; good antiskinning properties; good wetting and dispersing properties for pigments. Solvent for synthetic and natural resins, rubber, waxes, raw and polymerized oils, and metallic driers.
Specific gravity at 15.6/15.6'c Distillation range, "C, first cm', min 95%, max
0.8454870 165
195
Typical Properties
Specific gravity at 15.6/15.6% Distillation range, %, 5%
95%
0.860
166 183
45
Color, Hazen Hercules terpene Freezing point, 'C Flashpoint, TCC, 'F r C ) Kauri-butanol value Aniline point, 'F (T) Density at WF (15.6'c). Ibs/gal (kg/l)
0.3
C-40
Outstanding Characteristics C e r near colorless liquid; high solvent power; highly effective softening and swelling agent for la,
natural and synthetic rubbers.
56
0.829-0.840
158 180
0.838
1.460
165 172 45
-40
r)
Outstanding Characteristics C e r near colorless liquid; high solvent power; excellent welting and penaratiOg p e e s la,
Typical Properties
Specific gravity at 15.6/15.6% Refractive index a 2 0 T t Unpolymerized residue, % Initial boiling point, c ASTM distillation below 17OT, % Freezing point, C Aniline point, c Kauri-butanol value Moisture Flashpoint, TCC. %cF) Color (Hercules terpene) Density at 60% (lS.CC), Ibdgal (kgn)
2 1
56
trace
Outstanding Characteristics Clarity; water-white color; typical turpentine odor; high solvency power; excellent wetting and penetrating properties; uniform purity.
Solvent for raw and bodied drying oils, and for natural and synthetic resins and waxes.
Hydrocarbon Solvents
Table 2.1 21 : HERCULES alpha-Pinene (28)
HERCULW alpha-pioene is a clear, water-white product obtained by fractional distilration of
steamdistilled wood turpentine. It consists predominantly of the bicyclic terpene hydrocarbon, alphapinene. Hercules alpha-pinene can be used wherever a high-purity-grade alpha-pinene is required.
57
0.8620-0.8645
1.4655-1.4670 155-159
Typical Properties
Specific gravity at 15.6T/15.6% Refractive index at 2OT Components, % alpha-pinene Camphene beta-pinene Distillation range, %, 5%-95% Color, Hercules terpene Freezing point. T Flashpoint, Tag closed up, ' CC) F Kauri-butanol value Density at WF (15.6%), IbsJgal (kg/l)
0.863
1.466 84.7 13.9 0.5 156-158
0.1
c-40 91 (33) 52
1.2 (0.86)
Outstanding Characteristics
Clear, water-white, high purity, chemically reactive, excellent solvent, narrow distallation range.
KAURI
BOIL. RANGE,
OC
SPEED OF EVAPOR.,
FLASH
PT.
SOLVENT
nX0E
15 2' 93 O 112 18 8' 180
Solubility
33.0 16.0
500.0 500.0
58
PRODUCT PROPERTIES
specificatons Color, APHA' Distillation Range, 'CZ First Drop 97% Moisture, %3 Kauri-butanol Value4 Composition:' Alpha-pinene, % Camphene, % Beta-pinene, % Other Terpenes, % rvt, Specific G a i y 15.5"/15.5"C2 Weight Per Gallon, 15"C, lb Refractive Index, 2O0F 91 min. 93.0 2.5 2.5 2.0 0.8636 7.19
1.4661
20 max.
<0.1
e0.1
68
1. 2. 3.
4.
33(91)
5. 6.
CH ACINTENE B Beta Pinene is obtained by fractional distillation of sulfate turpentine. It i s used as an intermediate in the manufacture of synthetic resins.
Produn Characteristics
Color, APHA Distillation Range, OC: First Drop 90% 97% Specific Gravity. 15.5OCl15.50C 25C/250C Refractive Index. 20% Flash Point, Closed Cup, OF Moisture, % Composition by GLC: &Pinene, % 6-Pinene, % Dipentene, % Camphene, % pCymene, % Others, % Pounds Per Gallon, 15OC 25%
Specification 20 max.
165-167167-169 169-173 0.8685 min. 0.8715 max.
Typical Analysis 5 166 169 172 0.8708 0.8654 1.4774 100 0.0 7.5 76.3 11.0 1.7 0.5 3.0 7.25 7.1 9
(continued)
Hydrocarbon Solvents
Table 2.1 23: (continued) ACINTENE~ DIPENTENE DP
ACINTENP DP is a clear, yeUowish liquid with a lemon-pine-likeodor. It is obtained by several fractional distillationsof CNde sulfate turpentine. ACINTENE DP is not a co-produd of any process and is sometimes referred to as a'natural" dipentene. ACINTENE DP is miscible in alcohols and insoluble in water. PRODUCT PROPERTIES Specifications 2 max.
59
Color, Gardner Distillation Range, O C First Drop 95% Kauri-Butanol Value Composition:' Alpha-Pinene,% Beta-Pinene, % Camphene,% MyrceneCarene,% Dipentene, % Para-Cymeneflerpinolene.% Terpene Alcohols,% Other Terpenes, 96 SpecificGravity, 15.50/15.5C Weight Per Gallon, 1SoC,Ib Refractive Index. 2OoC Flash Point, Closed Cup, OC(OF)
Indudes some beta-phellandrene.
'
Typical Analysls
<l
177 187 90
<1
5
<1 1 73
10
<1
10
0.8558
Methodsof Analysis:
1. ASTM D 1544-86; Using Gardner colordisks
50% in heptane.
- 1963standard.
2. ASTM
D 802-82
4.
3. ASTM D 1133-86
By Gas-tiquid Chromatography. Arizona Chemical Company method furnished on request. 5. ASTM D 93-85 by taQ-CloSedtester
Specification Color, Gardner' AN Moisture, %* Composition:' T t l Terpene Alcohols, % oa Alpha-Terpineol, % Cis-Anethole, % Trans-Anethole, % Methyl Chavicol, % Other Terpene Alcohols, % Other, % Specific Gravity, 15.5"/15.5"C2 Weight Per Gallon, W C , Ib EPA 24 Volitals Flash Point, Closed Cup, 'C(OF)' METHODS OF ANALYSIS:
1. ASTM D 1544-86 2. ASTM D 803-93 3. By Gas-Liquid Chromatography. Arizona Chemical Company method furnished on request. 4. ASTM D 93-85 by Tag-Closed Tester
Typical Analysis
15
cos
0 36 21
4 15 min. 10 min.
19
15 15
26 0.959
7.8
99.8 91(195)
c
(continued)
60
'
Typlcal Analysis 17
Spedfic Gravity, 15.50/15.5% Weight Per Gallon. 15%. Ib v l w s l t y . Gardner-Ho!dt. 25'C vlscoslty, cps,25% Rash Polnt. Closed Cup, 'CeQ
0.05 0.963
8.02
Ze min.
ze+
3400 163 (325)
'
Methodsof Analysls:
Color, Gardner Specific Gravity, 15.5% 5.5'C Weight Per Gallon, 1SoC. Ib Viscosity, Gardner-Holdt, 25'C Viscosity, cps, 25'C Flash Point, Closed Cup, 'C('Q Methods of Analysis
'
Typlcal Analysis
* *
-
13+
0.96 8.00
22
1. ASTM D 1544-86: Using Gardner color disks 1963 standard, 50% in heptane
2. ASTM D 802-82
Hydrocarbon Solvents
COMPARATIVE DATA Table 2.124: Amoco PANASOL Solvents (20)
Panasol solvents sales specifications' Panasol AB-130 Specific gravity at 16"C(61O F ) , ASTM D4052 at 25"C/25"C, ASTM 04052 Distillation point. ASTM D86 Initial boiling point, "C (OF). min 95% boiling point, "C (OF) End point. "C ( O F ) , max Flash point, ASTM 056, TCC, "C ("F), min "C ( O F ) , max Flash point. ASTM D93. PMCC "C ("F). min Cdor, ASTM D1500, max Appearance at 16"C(61OF), visual test Aromatics, ASTM 01319, vol Yo,min Copper corrosion. ASTM D849
.
61
Panasol
an-35
0.979 - 1.007
0.860 - 0.890
.-..,
149(300) 202(395)
210 (410)
232 (450)
288 (550)
288 (550)
38(100) 57(135)
- -~
-_
_ _ . .
----
__
AN3N 11 8 0 987 8.224 0.5 208 53.8 98.0 99.5 13.9 85.6 164 -8 -1 7 436 450 456 464 470 474 478 484 490 498 510 522 540 'ND 'ND
AN-3S 10.9 0.994 8.276 <1 0 >212 52 7 89.0 99 2 5.1 94.1 157 +5 -1 1 4 70 482 488 492 496 498 50 1 504 506 510 518 526 543 'ND 9
HAB-500 13.2 0.978 8.1 10 3.5 207 57.4 65.0 99.8 8.5 91.3 196 -45 <-76 412 466 516 532 546 556 565 572 578 584 594 610 649 "ND 'ND
AB-130 30.4 0.874 7.278 <0.5 127 60.4 85.0 98.6 96.6 2.0 215 -48 -71 328 340 344 347 350 351 352 354 356 360 364 369 422 "ND 'ND
86.0 31.6 54.4 175 48 -54 354 376 386 404 418 430 444 456 468 480 494 508 532 'ND 68
62
Aliphatic Solvents
5.26
~~
0.631 0.675 0.784 0.725 0.758 0.695 0.744 0.762 0.772 0.773 0.780 0.759 0.793 0.785 0.816
3
34-40 65-70
94-104
~~
(0
(0
26 29
149-158
55 33
47 30 32
11 5 652 0 150 (1
0 (0.1
81 .
6.31 5.79 6.20 6.35 6.44 6.44 6.50 6.32 6.61 6.54 6.79
91-110 195230 92-100 198212 119-141 246-285 140-163 154-182 154-196 154-205 174-213 182-201 188-288 285-325 310-360 31 310400 345415 370-550 360394
90 Solvent
KWlK DRITM Rule 66 Mineral Spirits Mineral Spirits, NE Odorless Mineral SDirits Low Odor Base Solvent
140 Solvent
Mineral Seal Oil
n-Butyl Acetate = 1
2
254-318 490-605
34 32 32 36 28 30 3 1 22
<1 <1 (1 14 (1 4 1 8
COC
Aromatic Solvents
110-111
105 96 98 90 70 89
50 50
HI-SOL 70
~~
HI-SOL 1 5
In-Butyl Acetate = 1
52 55 95 6 1
Hydrocarbon Solvents
Table 2.126: Chemcentral Solvents (Aliphatic and Aromatic) (67)
. .
63
Relrac
Dlsllltallon R.npo
6'
.. . .
Ilt I d N l
- .--
W/WF
I1 11'1
-1
lndsa c 20%
760 mm ng
lit I ' l A N I
1.1'
I 1 Illlhl NI
I A , , < > I l t 14
I , II I
nil
O I I Ill N l
II i 4 9 ' ,
i3w SOLVENT
M I N I U A l S I A I OII MINI IIAI SI'IHIlS
OI>l1111I S S M I N & I I A I S I I I I I I I S
0.772
<I H7RI fl i R i
i l
1b7I'
.. - . sToD.~n.D.so~~~~~E.~.. HllRRl I 1 S l l I V C N l
ii
~
0.7720
,I fiH? I1 I I V
.. .
iw -
fir xs1.11~
VMCI'NAI'IIIHA
wmn SUIVI
NI
<I 19
V M & I' N A I Y I l l i A 66
il 1541
0.7724
0 711s
260 288
Flush Polnl
T q Cc
-_
tn n
I46
1 i l
R II
HI1
1 V
70
n i
I1 I ?
105
705
11
.. . . . .
I >
1.o
11
I17
In e ,
1114
!7 9
0I)ORI F S S M I N F R A L S P I H I l \ RUOBER S O L V E N l
ri 2
6 Ill
>I
14
I 1 1
I47
n
108
ll
0 21
33
11
14
166
140
1411
13 -~ 0.7
I,'
I 1
VM h P N A P H T I I A
U460 S O L V E N l
V M h P N A P l l l t l A 66
__
__ -
n 11
:::I:
I 1 1
5>
1411
0 _4 _
I7
1 4
n nn
108 __ I44
0.7 ._
(1 n __
in
__
.-I -----
- - - I - - -
spec
uo1rac
Gravilv Per
"C
mi
7A'iil
t
8n 806
110111
TO1 V I N F
11970
14670
1472
14897
14882
' 4962 I5020
64
TYDica1
0.988
0.975/1.010
' F
4 00 600 200
" c
204 315 93
' F
440 550 215
Flash Point, PMCC, Min. (Non-Combustible) Aromatic Content, Min. Mixed Aniline Point, ASTM, Max. Color, ASTM, Max. Color, Visual Pour Point
95% 61 16.1 -2
98% 11.8
1.0
Pale Straw 15 -10
AROMATIC SOLVENT 58
SAF-T-SOL ZOO
Specific Gravity @ 60/60"F Distillation Range (ASTM D-850) 5% 50% 90% Aniline Point, Mixed ASTM color 0.987 430F 555'F 590'F 15'C Yellow
Specific Gravity @ 60'F. Distillation Range OF. IBP 5% 10% 50% 70% 90% 95% EP Flash Point OF. Yromatic Content Color
SSU Viscosity @ 1 0 0 ~ ~ .
.9279/.9465
375 449 465 523 564 634 666 689 240 74% 2.0 46.3 -25
ssu
Viscosity @ 1 0 0 ' ~
40 secs
-60'F 250'F 98%
Hydrocarbon Solvents
Table 2.128: Dynaloy Solvents (37)
65
DESCRIPTION Dynasolve 210 was developed to fill a widespread need for a solvent that would dissolve RTV silicones and silicone conformal coatings effectively at room temperature. Dynasolve 210 dissolves silicones quickly and effectively, but it contains methylene chloride, and may attack other polymers or coatings, such as epoxies and urethanes. Dynasolve 220.225, and 230, while not quite as fast as Dynasolve 210, contain no chlorinated solvents and are more selective. In most cases, Dynasolve 230 is fastest, followed by Dynasolve 225, and then Dynasolve 220. Dynasolve 210, 220, 225 and 230, when not contaminated by water, will not attack metai or metal components, with the exception of aluminum. However,aluminum may be etched after extended immersion in these Dynaadves. Contaminationof these Dynasdves with water will result in the formation of acids that can attack most metals and other substrates. Test data showsthat mu-metalwas untouched after a 24 hour immersion in Dynasolve 210. Dynasolve 220; 225, and 230 will not attack acrylic or polycarbonate. TYPICAL PROPERTIES Color Specific Gravity Boiling Point Flash Point PH DYNASOLVE 210 Amber 1.272 104 F None 2.14 DYNASOLVE 220 Amber 0.828 31 1-348 F 110 F 1.70 DY NASOLVE 225 Amber 0.806 235-290 'F 52'F 1.60 DYNASOLVE
230
Amber 0.707 202-222 'F 16F 1.30
DYNASOLVE CU-5
SAFETY CLEANING SOLVENT FOR URETHANES DESCRIPTION
DYNASOLVE CU-6
DESCRIPTION
Dynasolve CU-6 i s a unique s o l v e n t t h a t was developed as a n o n - g e l l i n g , h i g h e r f l a s h p o i n t v e r s i o n o f Dynasolve CU-5. TYPICAL PROPERTIES Color : Specific Gravity: Boi 1i n g P o i n t : Flash Point: pH : Clear 1.055 202oc 210OF CC 4 - 6
(continued)
66
DYNASOLVE XD 16-4
SAFETY SOLVENT FOR R W V L OF SILICONE OILS E OA AND UNCURED SILICONE POLYMERS DESCRIPTION
Dynasolve XD 16-4 i s an experimemtal solvent t h a t was developed f o r removal o f s i l i c o n e o i l s and uncured s i l i c o n e polymers from molds, molded p a r t s , and processing equipment. TYPICAL PROPERTIES Color: Specific Gravity: Boi 1i n g Point : Flash P o i n t : pH: L i g h t Amber 1.032 >3000F 2620 F N/A
DYNASOLVE XD 22-1
SAFETY SOLVENT FOR CLEANING AND DEGREASING
DESCRIPTION
Dynasolve XD 22-1 i s an experimental solvent t h a t was developed f o r use i n cleaning and degreasing a p p l i c a t i o n s . Dynasolve XD 22-1 i s a non-chlorinated, non-flanmable', non-carcinogenic, non-ozone d e p l e t i n g s o l vent TYPICAL PROPERTIES Color: Specific Gravity: Boi 1i n g Point : Flash P o i n t : pH :
C1 ear 0.780 360 F 143OF CC N/A
DYNASOLVE XD 27-2
SAFETY SOLVENT FOR CIRCUIT
DESCRIPTION
BOARD CLEANING
AND DEFLUXING
Dynasolve XD 27-2 i s an experimental solvent t h a t was developed f o r cleaning and d e f l u x i n g o f p r i n t e d c i r c u i t boards. Dynasolve XD 27-2 i s a non-chlorinated, non-flammable', non-carcinogenic, non-ozone d e p l e t i n g solvent designed as a replacement f o r CFCs. TYPICAL PROPERTIES Color: Specific Gravity: B o i 1i n g P o i n t : Flash Point : pH : Transparent Yellow 1.000 3630 F 191OF CC 8 - 9
Hydrocarbon Solvents
67
u 1 u
e
'C
0
C
L
a a
3
a
b l
3
Q
c z w
>
5:
m
I
7
n
W
v)
e a
L
>
a
x
w
>
53
% c:
cy
..
) .
68
Industrial Solvents Handbook
Hydrocarbon Solvents
69
N v
" o 9 N
-I
70
. ....
.. .
j
t
r" 01
ai
Hydrocarbon Solvents
71
72
Industrial Solvents Handbook
I
~
Q)
..
cv
74
Typical Properties
Solvent Name Flash IXslillation D e &
20
150 645
Common Apvlications
FAS 70
180
Warnicr climate oil well appliullwm Wood trcaling prerrvalivr Down hole oil well applicahons Washoil Reaction solvent in chemical pr<xnsing Carrier solvent for spccially chemicals High oclane gasolinr hlendstwk
o Very similar l FAS 104 except higher flash Uscd in the same applications as FAS 104.
FA5 104
115
30
m-495
FAS 150
155
22
370 - 630
FASTX-150
155
26
w-4w
Water white (Sayboll +30) solvcnl Paint hlendslock/solvcnl Reaction solvcnt in c h r m i a l processing for spccially paint and oilfield chrmicals Oilhcld chemical solvrnl High quality wash oil Carrier for agricultural products High flash solvent applicalions in coatings Used in manufacturing specially chemicals High oclane, low RVP gasoline hlendstock Many uses in solvents, gawlinr, chemical processing
FAS Tx-200
219
11
450 - 527
31
232 - 253
Xylene
31
281 - 285
Physical Properties
AutoignitionTemperature Cntical CompresstbilityFactor Critlcal Pressure Cntical Temperalure: Criical Volume: Dipole Moment EvaporationRate (n-BuAc = 1): FlammabilityLimil (vol %in air): Upper Limit: L o w Limit:
MO'F (449C)
0.254 32 3 a h 298.3% 0.369 mVkmol 9.0 X 10-30cm 1.54 8.0 1.2 60F (16C) <-5O"C (e-58F)
Flash Pointl( a g
Freezing Point:
Closed Cup):
Heat of Vaporization: (BTUk) Temperature("F) Ltquid Density:(Wgal) Temperature(S) Lquid Heat Capadly: (BTWlbPF) Temperature(4)
182 26
6.86 6.71 6.55 6.24 5.90 25.7 61.9 98.1 171 243 0.514 77.0 0.518 85.7 0.521 94.4 0.546 155
105
Lquid Thermal Conductiwty: (BTUrmsaCPF) 2.45 X 105 2.32 X 105 2.06 X Temperature('F) 5.03 54.7 154 LiquidVismwty:(cp) Temperature(4) 0.774 32.8
0.570 70.7
0.436 109
0.345 147
NormalBoiling Point (760 mm Hg): Specific Gravity (2OW4'C): Surlace Tension: (dynedcm) Temperature(00 Vapor Density (A = 1, at 20%): r Vapor Pressure: (mm Hg) 3.15 Temperalure(4) 25.7 24.4 61.9
SduLilii(grams/100gramsofwateratM"C): 1.95
Hydrocarbon Solvents
Table 2.133: Kendall/Amalie, Witco Special Solvents (65)
75
KENSOL 8
C.A.S. #68410-98-0 ASTM METHOD
D-287" DS6
PROPER=
GRAVITY, API FLASH POINT, (T.C.C.)
SPECIFICATION
69.0 MIN 76.0 MAX -4FI-20C MAX
TYPICAL VALUE
D-287 D-156 GRAVITY, API LBSJGAL. COLOR, SAYBOLT ODOR DOCTOR TEST DISTILLATION, IBP 5% 50% 95% EBP REID VAPOR PRESSURE TOTAL AROMATICS BENZENE TOLUENE 72.0 5.79 +30 TYPICAL SOLVENT SWEET "C 'F 109 43 129 54 167 75 209 98 247 119 6.52 LBSAN* 2.85% 1.15% 1.70%
D-86'
0-323
KENSOL I O
C.A.S. 68410-97-9 ASTM METHOD
D-287 0-323 0-97 D-8V
PROPERTIES
GRAVITY, API REID VAPOR PRESSURE POUR POINT DISTILLATION "F
SPECIFICATION
65 MIN 4.0 MIN 16.3 MAX -40F I 4 O " C MAX MIN MAX "F "C _ _ -"F _"C 100 38 134 57 170 77 135 57 200 93 235 113 275 135 310 154 315 157 350 177
TYPICAL VALUE
D-28F D-323 D-156 0-56 GRAVITY, API LBSJGAL. REID VAPOR PRESSURE COLOR, SAYBOLT (BEFORE DYE) FLASH POINT, (T.C.C.) 68 5.9 4.6 +30 -10"FI-23C
/
(cont inued )
76
KENSOL 17
C.A.S. 64742-48-9 ASTM METHOD
D-287" D-8V
PROPERTIES
GRAVITY, API DISTILLATION, "F IBP EBP
SPECIFICATION
58 MlN I 6 1 MAX 170F MIN 400F MAX
TYPICAL VALUE
0-287" D-8V GRAVITY, API 61 6.1 2 LBSJGAL. DISTILLATION "F % IBP 175 79 5% 210 99 10% 217 103 50% 244 118 90% 291 144 95% 303 1 51 EBP 358 181 FLORESCENT INDICATORANALYSIS (F.I.A.) AROMATICS, VCLUIE % 6.5% OLEFINS, VOLUME % .5% SATURATES VOLUME % 93 COLOR, SAYBOLT +30 FLASH POINT, (T.C.C.) +25"F 1 4 %
D-1319
D-156 D-56
KENSOL 30
REGULAR MINERAL SPIRITS, C.A.S. 8052-41-3 ASTM METHOD
D-287" D-56 D-86*
PROPERTIES
GRAVITY, API FLASH POINT, (T.C.C.) DISTILLRTION, O F 5% 95% EBP
SPECIFICATION
50.8 MlN 152.7 MAX 105F 140C MIN
TYPICAL VALUE
D-287* D-156 D-611 D-1133 0-97 D-1319 GRAVITY, API 52 LBSJGAL. 6.42 COLOR, SAYBOLT +30 ODOR MILD PETROLEUM SOLVENT 65C ANILINE POINT 149F I KAURI BUTANOL VALUE 32.5 POUR POINT -40F 140C FLORESCENT INDICATOR ANALYSIS AROMATICS, VOLUME % 9.4 OLEFINS, VOLUME % .7 SATURATES, VOLUME 89.9 O F "C DISTILLATION IBP 306 152 5% 322 162 50% 341 170 95% 375 190 EBP 393 201
D-86
(continued)
Hydrocarbon Solvents
Table 2.133: (continued)
77
KENSOL 33
RULE 66 MINERAL SPIRITS, C.A.S. 8052-41-3 ASTM METHOD
D-287' D-56 D-86*
PROPERTIES
SPECIFICATION
GRAVITV, API 51 MIN / 54 MAX FLASH POINT, (T.C.C.) 105F 140C MIN DISTILLATION, "F 5% 310F MIN 95'% 390F MAX EBP 410F MAX UV ANALYSIS, VOL % AROMATICS 7.2 MIN 17.8 MAX
TYPICAL VALUE
0-287* D-156 0-61 I 0-1 133 0-97 D-1319 GRAVITY, API 52 LBSJGAL. 6.42 COLOR, SAYBOLT +30 ANILINE POINT 65 KAURI BUTANOL VALUE 32.5 POUR POINT -40F I 4 " C FLORESCENT INDICATOR ANALYSIS AROMATICS, VOLUME Yo 7.5 OLEFINS, VOLUME % 0.5 SATURATES, VOLUME 92 "C DISTILLATION "F IBP 318 137 5% 325 161 50% 339 169 95% 368 185 EBP 333 197
0-86
KENSOL 48T
NARROW CUT PETROLEUM DISTILLATE, C.A.S. #64741-86-2 ASTM METHOD
D-92 D-28P D-86'
PROPERTIES
FLASH POINT 'F. COC GRAVITY, 'API DISTILLATION, "F IBP EB P
SPECIFICATION
170 / 77C MIN 46.8 MIN - 48.0 MAX 380 MIN 1193C MIN 475 MAX 1246C MAX
TYPICAL VALUE
0-287' D-92 D-156 D-1611 D-1133 D-86 GRAVITY "API LBSJGAL. FLASH POINT "F, COC COLOR, SAYBOLT ANILINE POINT, "c KAURI BUTANOL VALUE DISTILLATION IBP 10% 50% 90% EBP POUR POINT, "F VISCOSITY Q lOO'F, SUS VISCOSITY Q 40%, CST DOCTOR TEST COPPER STRIP CORROSION F.I.A. ANALYSIS, VOLUME X AROMATICS OLEFINS SATURATES 47.4 6.5 185 185C +30 72.5 I162OF 28.3 "F "C 391 199 409 209 422 217 443 228 465 24.1 4 0 140C 31.2 1.56 SLIGHTLY SOUR 1b
_ _
78
I
ProDertv
Acidity Acid Wash Color Appearance at 65 to 70 'F (10.3 to 25.6 "C) Color, Platinum-Cobalt Copper Corrosion
I
TvDical
Negative
Specification
No Free Acid
2 max
ASTM D 848
Visual
c1
Clear
ASTM D 1209
ASTM D 049
0
Pass 1 A
0.7
Negative
1 max
Distillation Range Including 110.6 "C at 760 mm Hg Pressure, 'C Non-Aromatics, Volume % SpecKi Gravity, 60/60'F (15.6A5.6 'C) Sulfur Compounds
ASTM D 850
0.02
0.072
ASTM D 053
Negative
Compiles wlth ASThl D 841 Pounds per Gallon, 60 "F (15.6 T ) : 7.26
Product Number: 871004 (Ibs). 060224 (gals) Speclficatlon Date: August 1,1996
I
Property
Acidliy Acid Wash Color Color. PlatinumCobalt Copper Corrosion Distillation, "C Initial Boiling Point Dty Polnt Range including 139.3 ' C at 760 mm Hg Pressure Specific Gravity, 60/60O F (15.6A5.6 "C) Sulfur Compounds
Solvent Xylene
Method
ASTM D 847 ASTM D 048 ASTM D 1209
I
TVDiCal
Negative
3
Specification
No Free Acid
6 max 20 max
0
Pass 1 A
ASTM D 049
Negative
ASTM D 850
137 min 143 max 5 max 138 140 2
ASTM D 091
0.860 0.875
0.071
ASTM D 853
Negative
Complles wlth ASTM D 043 Pounds per Gallon. 60 "F (15.6 T : ) 7.26 Production Polnt: Chalmette, LA
Product Number: 870808 (ibs), 868182 (gals) Specification Date: August 1.195%
(continued)
79
L
ProDerW
Appearance Aromatics. Volume % Benzene, Volume % Dlstlllation, O F Initial Boiling Point Dry Point Flash Point, TCC. O F Kauri-ButanolValue
I
TvDical
Clear & Bright 99.3
SDecification
Report 95 min 0.1 m a
< 0.01
310 340 109 91 0.875
ASTM D 86
300 mln 350 max AST?dD56 105 mln Report
ASTM D 1133
ASTM D 091
0.865 0.885
Product Number: 870204 (ibs), 868331 (gals) Specification Daw August 1.1996
Method
Visual Gas Chromatograph
SDecification
Report 95 min
Typical
Clear & Brighl 99.3
ASTM D 86
300 min 400 max ASTM D 56 310 340 109 91 0.875
105 min
Report 0.865 0.085
ASTM D 1133
ASTM D 891
Product Number: 870915 (ibs). 860916 (gals) Specification Date: August 1,1996
(continued)
80
1
Tvpical
Negative
99.4
Method
ASTM D 847 Gas Chromatograph ASTM D 849
Specification
No Free Acid
94 rnin
Negative
Pass 1A
ASTM D 850
300
340
Negative
102 92
100 min
Report
0.860 0.875
ASTM D 1133
ASTM D 891
0.874
ASTM
D 853
Negative
Product Number: 870923 (Ibs). 860924 (gals) Specification Date August 1, 1996
Property
Appearance Aromatics. Volume % Color, Saybolt Distillation, O F Initial Boiling Point Dry Point Flash Point, TCC. 'F Kauri-Butanol Value Specific Gravity, 60/60O F (15.6A5.6 ' C )
Method
Visual Gas Chromatograph
Specification
Clear & Bright
95 mln
Typical
Clear & Bright
99.7
30
ASTM D 156
+ 25 min
350 mln 420 max
ASTM
D 86
360
380 145
90
0.892
Product Number: 870212 (Ibs), 868323 (gals) Specmcation Date August 1.1996
Hydrocarbon Solvents
Table 2.135: Penreco Hydrocarbon Solvents (18)
Speciflcations ......................................
81
2281 01 1
aaaa oil
...............
2261 0 1 1
.............................................................
API Pnrlly. 80F
:
CAsNo.
: ;
:
....................
2289 01 1
2280 0 1 1
.....................
44/47
8414246-7
....................
43/41
7YllNll
8042476
....................
uu44
804247.6
..............................................................
Obllll.th, ASlM 0 86 IBP, 'F. mln
SWIIIC
anvlty, SOO/BO*F
~ Y Y mixI
kmIn2r
..............................................................
i
: : : j Spec(IIC Q d t y . BO/BO'F ............................................................. Pound./a.(lon, B O T .............................................................
;
7%
,795
.KO4
812
6.56
32.0
I
66 .4
33.2 2.18 I75
66 .9
34.5
6.76
38.0
VI~ty,iQoT,SUS
.a
2 28
IRI 24
5
4.30
...................
164
192
22.6
zv
I 63 174)
26.5
210
?IS
t i m
(W)
-IS
260 (127)
4
1-40)
(-261
, I I-IS)
25
(-4)
.......................................
1
i
pertles (Typical)
;
<I
C I
......................................
-byW.WX
.............................................................
WlbonNumber,byGC
c ,,,-c,,
c,,
CIS
H Y L)l<O(',4I< I\(
PRODUCT
)N L IQL 1 1s 1)
CATALOG
GRADE
CATALOG
MINIMUM PURITY
MOLY
NO.
A63400
.
126400 126200
~~
990 ~
2 -Mcthylbutene-2 Commercial
~
017800
~~~
~-___
-
____
~
Melhylcyclohexane Pure 2-Methylpentane Pure 3-Melhylpentane Pure n-Octane Technical n-Pentane Pure Commercial Toluene Pure Reference Fuel 2,2,4-Tnmethylpentane (see Isooctane) ortho-Xylene Pure Technical meta-Xylene Technical para-Xylene Pure
990990 970
Pure 2r?Dim~lhylbulane INeohexze) Pure 3 3 Dimethvlbulene 1 INeohexene) n-Dodecane Technical n-Heptane Pure Commercial ASTM Pure Technical High Purity Hexene-l Technical lsohexanes Commercial
wn
990 -
990
Po6400
W6300
PO6200 021300
__
___
136200
82
Industrial Solvents Handbook
> w > .Y
Q)
Q)
m -
>
Q)
m
I
5
C
Y
e
0
p.
iii
>
U
m u ,
(R
Hydrocarbon Solvents
83
r - w
N P(D
I
P(D N O
r - O P m mC9.p 0
a?
>
a C
Y
8 a?
84
C .-
B 3
Hydrocarbon Solvents
85
5
a
E
0
01
.
W
;
I
=?
N
I I I
N 7
x
m
w
h :
w N
86
ee
eew
> w
e l
Hydrocarbon Solvents
87
L 0
d .
B
4
I
b b L a a a a a a I 8 000 000 t
=
7
m o
2
W
F
0 0
$1
2
I
.T
z
N 0
2
c! \
2
4
N
I ma mm N m N -
x
I
I
I
w 0
I I 6
N
7
3
UJ
W 0 r
0 0 0 v
h N
Nv!2
0 9 h ?
UJ
0 0 0 0
0 m
m 0
N UJ
E
V
00
x
V
9
0 0
21
3
V
u,
X
0
x
a w x
u,
a
v,
u,
s
>.
> w
a
cl
r E
i-
f: W
c
0
Y
cl
r:
0
el 0
1
88
-nu,
? ? ? s
hr- r-h
h m
I I I I I I I I I I I I I I I I I I I
o m
LOV)
(Dh
V)V)
tn U
a"
k
..
Hydrocarbon Solvents
89
6 0
C .Y
u v c w w x
= I
0
Y
I h
c
..
-1-1-1-1-1-1-1-1
(3
-1-1
w z w w z a m
J-1-1-1-1 -1-1-1-1
o r
I -
e x
-1-1
gg
-12
m m
90
Sales Specs
Typicals
Test Method
Sun GC-MS
D8Y I
47 4
D287 D86
320 387
1 .o
30
1 I 50 3
Clear
Clear I IO
39 126 4
LA <I
V d
DX,
105 MiIl
d1133
D 1I 6
d4w5
loo Max
copperBromincNwlber
Meetp ASTM DU5 Type I Mineral Spirits(Stoddmrd SohmtL
D130 DIISY
Sales Specs
Typicals
Test Method
99 95
0 0 3 Max 401
0 03 0.02 0 872
D4052 or Equnalent
1.oMax
0.6
D8Mor Equivaletu
D1209 D848
Allpearance @ 65 78F
~
ClWJ
V I
d4w5
1.0 Max
q15
None Daeded
None Dcw.ai
d853
D84Y D847
d1492
D1744
(continued)
Hydrocarbon Solvents
Table 2.138: (continued)
91
Tests
ConlposuonWL %
Sales Specs
_Typicals
Test Method
D4492 or Eqwvalen(
0.15Max
I.0Max
0.6
D8soorEqunaknr
sddrficabonpouqC
COlM. PIC0 scale
5 35 Mul 20 Max
IMa\
5 49
5
D852
Dl209
Aod Wash m r o
D W V d
Dun5
Ckar
Taal S l u ,WL p p i ufr
clear
4).I
I.Oh4aY
Tests
Method
Composition Cyclohexane, Wt. % Benzene, Wt. ppm Total Aromatics, Wt. ppm Methylcyclopentane,Wt ppm Methylcyclohexane, Wt ppm
99.9 Mtn
D3054
Color, Saybolt Total Sulfur, Wt ppm Total Chlorides, Wt ppm Non-Volatile Matter, mgll00 ml Free Water
D156 D4045
1 Max
1 Max None
UOP 395-90
D1353 Visual
(continued)
92
CUMENE PHILADELPHIA, PA
Tests
Cumene, Wt % Ethylbenzene, Wt ppm N-Propylbenzene. Wt ppm Butylbenzene, Wt ppm Benzene, Wt ppm Diisopropylbenzene, Wt ppm Toluene, Wt ppm C8 - C9 Saturates, Wt ppm Methylstyrene, Wt ppm Cumene Hydroperoxide, Wt ppm Phenols, Wt ppm Specific Gravity, 6Oo/6O0F 99.9 50 250 200 20 15 5 100 Report 100 5 0.864 0.867 15 2 0.1 75 Clear Max Max Max Max
Sales Specs
Max Max Max Max Max Max Max Max
Typical
99.95 <5 166 93 5 2 3 52 60 43 0.5 0.865
Test Method
D3760 D3760 D3760 D3760 D3760 D3760 D3760 D3760 03760 03703 H952 DB91
Max Max
5
1
D1209
0848
0.03
44
Clear
--_
___ ___
.__
~0.005
0.07 e0.2 0.02 0.872
D4052
5 Max
137 Min 143 Max 2 Max Pass 1 Max Pass
2.0
139.0 141.0
0
Pass
cO.1
Pass
Pass 1 Clear
100
C1
__
Hydrocarbon Solvents
Table 2.139:' 3M SCOTCH-GRIP Solvents No. 2 and No. 3 (54)
93
Solvent No. 3
M EK (Methyl Ethyl Ketone)
20F. (TCC)
6.65-6.75
6.3-6.7
HDF-201
Property Gravity, 'API Pounds per gallon @ 60F 'Jisilal Haze Color Saybolt Flash PM O F Viscosity. 104F. cst Aniline Point, O . F Kauri-Butanol Value Distillation, 'F Initial Boiling Point Appearance @ 70'F D-4176 D-156 0-93 D-445 D-611 D-1133 D-86 425 405 MinI445Max 435 Mid485 Max 450 Mid510 Max -10 Max
.005 Max +30
Typical 42
Requirement 40.0 MinI44.0Max 6.71 MinI6.87Max Clear & Bright 1 Max. +24 Minimum 201 Mid211 Max 1.6 Mid2.4 Max
50% Recovered
Final Boiling Point Pour, O F Sulfur, wt.% Mutation Assay Ultraviolet absorbance D-97 D-4294
460
480
Ames Tesb,
2lCFR 178.3620(c)
(continued)
94
HDF 300
PropemL Gravity. API Pounds per gallon @ 60F Visual Haze Color Saybolt Flash COC F Viscosity, SUS @ 104F Aniline Point, F. Kauri-Butanol Value Distillation, F Initial Boiling Point 50% Recovered Final Boiling Point Benzene Mutation Assay Ultraviolet absorbance GC Ames Testcs 2lCFR 178.3620(c) Appearance @ 70F D-4176 D-I 56 D-92 D-2161 D-611 D-I 133 D-86 530 560 605 N.D.w Pass (negative) Pass Acceptable 480 Minl550 Max 540 Min1580 Max 580 Min1630 Max 28 275 41 189 23 Test Methodw D-I 298 Typical 40 Requirement 37.0 Min141.O Max 6.83 MW6.992 Max Clear & Bright 1 Max +20 Minimum 265 Minimum 37 Mid44 Max
HEXENES
Properly Gravity, API Olefin Content, Vol. % Test Method") D-1298 D-1319 D-5134'" D-4045 UOP 395-79 Reauirement
70 Min180 Max
85 Minimum 97 Minimum 20 Maximum
C Hydrocarbons, Wt. % ,
Total Sulfur, ppmw Total Chlorides Uniroyal Naugard (TM) BHT, ptb
5 Maximum
10
--
This product contains no other gasoline componen:s or gasoline additives. (1) ASTM Standard Test Methods, unless otherwise specified. (2) Modified for carbon number separation of olefinic material.
(con nu ed ) ti
Hydrocarbon Solvents
Table 2.140: (continued)
95
P-P M I X [ R e f i n e r y Grade)
ProDerty Vapor P r e s s u r e @ 100F., p s i g V o l a t i l e Residue: Evaporated Temperature, 95% or Butane and Heavier P e r c e n t R e s i d u a l Matter: Residue on Evaporation of 100 m l O i l S t a i n Observation
T o t a l S u l f u r , ppmw
T e s t Method"' D-2598
Tvpical
206
Requirement
213 Maximum -37 Maximum 1.0 2.0 Maximum
0.05
-40
<.05
Maximum
Pass
0 - 2
Pass
10
Maximum
Hydrogen S u l f i d e C o r r o s i o n Copper S t r i p Moisture Content Composition (Mole P e r c e n t ) : Propylene Propane Ethane and l i g h t e r
Pass
1
Pass
No. 1 Maximum
Pass
70 Minimum 30 Maximum 1.0 Maximum
Pass
80 19 .1
(1)
ASTM
S t a n d a r d T e s t Methods
450 Minl490 Max 465 MinAl5 Max 470 Mid520 Max 500 Mi111560 Max
96
Industrial Solvents Handbook
Hydrocarbon Solvents
Table 2.141: (continued)
97
Esters 0.03 0.10 0.18 0.18 0.18 0.35 8.00 Butyl CELLOSOLVE' Acetate Butyl Acetate Isobutyl Acetate Isopropyl Acetate n-Propyl Acetate Ethyl Acetate Primary Amyl Acetate 3.00 3 50
Ethanol (zoo proof) Primary Amyl Alcohol I-Propanol Butanol lsobutanol Isopropanol (anhydrous) 2-Ethylhexanol
5.00
7.00
Glycol Ethers
Ketones
0 03
0 03 0 06
Acetone fliacetone Alcohol lsophorone Methyl Ethyl Ketone Methyl Isobutyl Ketone Methyl n-Amyl Ketone
Butyl CELLOSOLVERSolvent
Butyl CARBITOL" Solvent
0 1'3
fliisobutyl Ketone
0 04 0 06 0 08 0 13 0 45 0 75 I50
32
30
28
1
I
2h
IO
20
I
3u
40
50
(continued )
98
Table2.141: (continued)
Solvent
Surface Tension dynesjcm 22.2 23.G 24.6 26.1 31.0 32.0 22.3 23.6 23.7 24.3 25.2 25.4 27.4 28.6 31.0 35.9
Diisobutyl Ketone Methyl Isobutyl Ketone Methyl Ethyl Ketone Methyl n-Amyl Ketone Diacetone Alcohol lsoohorone Isopropyl Acetate Isobutyl Acetate Ethyl Acetate n-Propyl Acetate Primary Amyl Acetate Butyl Acetate Butvl CELLOSOLVE" Acetate
Hydrocarbon Solvents
99
PD C
f a
e I
0
a c a a a
0
Y
c a
PD
8
0
c
0
f a
..
a c a -
e *
0
U
100
Unocal Hydrocarbon Sales Mineral Seal Oil is a highly refined, hydrotreated paraffinic light oil that is water-white in appearance. Properties include a very low odor, low aromatic content and low pour point. This product meets 21CFR178.3620(~).
Specifications Typical Properties ASTM Test
XODUCT CODE AT1 GW-VITY ( 6 0 / 6 0 F) DEGF DISTILLATION, IBP DEGF DISTILLATION, 50% DEGF DISTILLATION, END POINT DEGF SPECIFIC GmVITY ( 6 0 / 6 0 F) DENSITY 8 60 F (15.6 C) LB/GAL VISCOSITY, k0C CSt VISCOSITY, lOOC C9t -~ VISCOSITY, 3.0 OF sus ANILINE POINT DEGF FLASH POINT (COC) DEGF COLOR, SAYBOLT SAYBOLT wT% AROMATIC CONTENT . -. SULFUR CONTENT PPM CLOUD POINT DEGF APPEARANCE @ 70 DEGF POUR POINT DEGF
~
2540 35.7 493 516 563 0.845 7.05 3.40 1.31 37.8 170 259 30 e3
el
0.830-0.860 6.93-7.18 3.0-4.0 36-40 248 MIN +20 MIN -4 MAX Clear & Bright -6 MAX
D-287 D-86 D-86 D-86 D-1298 CALC'D D445/216 D445/216 D445/216 D611 D-92 D-156 GC D-4084 D-2500 D-97
RETARDSOL
PRODUCT DESCRIPTION
Unocal Hydrocarbon Sales Retardsol is a water-white kerosine that meets ASTM 2-K specifications. Kerosine consists primarily of ClO-Cl6 aliphatic and aromatic hydrocarbons and is widely used as heaEing oil and diesel fuel. Because of its high solvency and high flash point Unocal Hydrocarbon Sales Retardsol finds many commercial applications in general cleaning solvents and in agricultural sprays. Specifications and typical properties are listed below.
Typical Properties
* ASTM
Test
Specifications
MANUFACTURER PRODUCT CODE AF'I GRAVITY (60/60 F) DISTILLATION, IBP DISTILLATION, 10% DISTILLATION, 50% DISTILLATION, DP SPECIFIC GRAVITY (60/60 F) DENSITY 8 60 F (15.6 C) VP-XR PRESSURE @ 20 C VISCOSITY @ 20 c KAURI-BUTANOL VALUE (KB) >-KLINE POINT F U S X POINT (TCC) COLOR, SAYBOLT CCCTOR TEST COKQOSION, 3 ?AS0 212 F PAELFFINS CYCLOPARAFFINS ASOMATIC CONTENT BENZENE CONTENT OLEFINS SinFUR CONTENT REFILACTIVE INDEX @ 20 C SOLUBILITY PARAMETER
D-287 D-86 D-t?5 D-86 D-86 D-1298 CALC'D D-445 D-1133 D -611 D-56 D-156 D-235 D-130 GC-MS
GC-W
DEGF DEGF
110 MIN
+22 MIN VOL% VOL% VOL% VOL% VOL% hT% (cal/cc) 1/2
GC
D-2600 D -1159 D-4084 D-1218
Hydrocarbon Solvents
Table 2.143: Vista LPA Solvents (40)
Typical Properties of Vista LPA Solvents
Vistu
101
I'isca
LPA-IIP
Vista
LPA-142
Tvnical Prmrties
Distillation Range,OF. IBP
10%
LPA
Vistu LPA-170
Vista
LPA-210 Visru-47
362
388 392 412
335
340
341
20%
50%
90% 95%
EP
460
476 516
4M
472 474 479 497
508
S31
-
Flash Point, T g Closed Cup, "F a Pensky Martens, O F Fwm Point. "F Pour Point, "F
148
146
178
228
0
-90 -95
<-I03 <-I12
,794 6.63 141 25 75
0.1
<-103 <-I12
,809
-81
-92
.81 I 6.77 171
Specific Gravity 6/' 06F '0 ,809 Density, Ibdgal. @ WF 6.75 Averape M l c l r Weieht 167 oeua Average Composition % Paraffinic 46 % Naphthenic 54 % Ammatic 0.2
Color. Saybolt Universal
+30 0.02
I .o
+30
0.19
0.004
2.0
1.1
0.37
0.10
0.10-
2.2 I .6
160
1.4
1.1
1.8
1.4 142" 35
8. I
2.4 I .8
160
3.8 2.6
I80 27
32
8.1
137*" 36
8.0
32
8. I
7.8 <.2
<.2
<.2
<IO
<I <I
<IO
<I <I
<.2 <IO
<I
<.2
<IO
<I
<1
<IO
<I
<I
<I 40
40
60
<I 40
40
370
t30
0.02' 1.2 2.t 1.6 145 33 8.1 43 4 2 <lo <1 <1 <50
390
4w 420 475 480 510 148 154 <-90 4 5 0.817 6.82 170 45 40 15
90%
95%
EP
Flash Point, Tag Closed Cup, "F Pensky Martens. "F Freeze Point, "F Pour Point, "F Specific Gravity GO"/MPF Density, IWgaI.VP 60F Average Molecular Weigh Average Composition % Paraffinic % Naphthenic % Ammfiic
70F
100F
(continued)
102
Rooer(les
Tvvical 96.5-98.0
Sc13
c14 x5 1 Average Molecular Weight Aromatics, Wt% Bromine Number Color Saybolt Specifc Gravity, 15" C/1 C 5' Density at 60"F, Ib/gal FIash Point, (PM) "c/ O F Melting Point, T I OF ViscoSity cSt @ 40"C/104"F Distillation Range, '/ O F C IBP EP
Appearance
931200min -
6-10 87-90 1 -2 197-20 1 09 . 0.025 +25 +30 0.768 6.40 109-11' C/229-237'F 4 4/40 21 .
Vista C1416 n-paraffin is a high purity, linear saturated paraffin blend ofvarious molecular weights in the C13-CI7carbon range. I t is aclear,strawcolored, lowodor, lowviscosity liquid.
Properties
' r 1n-Paratfin,wr.% ba
C13 and Lower CIJ C13 + C14 CIS Cl6 Cl7 + .Avc~~c molecular weight .\romacics, wr.% Bromine Number Color. Saybolt Spccific Gravity,25'C Flash poinr."F \felting Rangc."C Viscosity @ 1OO"FcSt Distillation mngc. "F IBP 50% 95%
Specification
96.5 5.0 max
Wpical
97.0 I .0 26.5
6.0 max
+ IO
8
2.7
EP
4ppcarancr
Halogenated Hydrocarbons
C H3CH2CH2CH2CH2CI
PHYSICAL PROPERTLES Boiling point F i r e point F l a s h point Latent heat o vaporisation f specific gravity @25/25'c Specific heat Refractive index @ 2 5 % Viscosity @ Z S X Weight p e r gallon @2SDC 45'C 4'C 4% 84.6 cal/g 0.933
0 . 31 cal/g/'C
PHYSICAL PROPERTLES Acidity a s HC1 Amylene Boiling range Di8tillation F l a s h point Other hydrocarbons Polychlorides content Solubility in water Specific gravity
0.025% m u .
1% m u . 105- 109'C 95% between 104.9-108.9.C 54'F None None In8oluble 0.885 7. 38 lb
@zo/za
Weight p e r gallon
PHYSICAL PROPERTIES Acidity a8 HCI Amylene and pentane content Boiling point (approx. ) 1-Chloropentane 2 -Chloropentane 3-Chloropentane 1-Chloro-2-methylbutane 4-Chloro-2-methylbutane 3-Chloro- 2-methylbutane 2 -Chloro- 2 -methylbutane 0.03% m u . 3.0% max. 108.2.C 96.7% 97.3% 99.9.c 98.8% 93.0% 86. O'C Distillation range Evaporation r a t e @ 108.F:Minutea 1. 30 1.67 4. 30 6. 58 Flash point (0.C. ) Kauri-butanol value Solubility in water Specific gravity @ZO.C Vapor p r e s s u r e @ Z O ' Water azeotrope @77-82*C Weight per gallon 95% between 85-109.C
25%
103
104
CbHs-CH2-CI
PHYSICAL PROPERTIES Acidity Boiling point @760 mm Diatillation range F l a s h point (0. ) C. Latent heat o vaporization @76. 5'C f Melting point Refractive index @ Z O X Solubility i n water Specific gravity @ 2 0 / 4 T Speciffc heat @ 2 O T Surface tenaion @ 2 O T
W a t e r content
0.01% max. 78'C Not l e s s than 9 5 % between 76.0-79.5.C 2O.F 7 9 . 8 cal/g -123.1.C 1.4004 Negligible 0.884 0.451 cal/g 23.66 dynes/cm None 7. 37 l b
%
80
B. P. 'C of Azeotrope
Acetone n-Butyl alcohol n-Butyl nitrite Ethyl a c e t a t e Ethyl alcohol Isobutyl alcohol Isobutyl nitrite Isopropyl alcohol Methyl alcohol Methyl propionate Methyl propyl ketone Nitromethane n-Propyl alcohol n-Propyl f o r m a t e Water 55. 8
77. 7
1.9 57 35
20.
4 62 23
29
38 40 16 18 38 6.6
76. 8
Wefght p e r gallon
I
FORMULA
I
CI
4
PROPERTIES
CH, - CH
- CH2 - CH3
98.0% GRADE
PROPERTIES Composition, m i g h t percent mcondary-Butyl Chloride Butenes Purity by frnzinq point, mol % F n u i n q point, F Boiling point, F
S8.W
GRADE
99.5 0.5
0.879 Specific gravity of liquid at 60/60 F at 2014 C ~- ~- - ___ 0.875 29.5 API gravity at 60 F Density of liquid at60 F, I b d p l - __- . __7 32 1 _ Refractive index, 20/0 __ 396_ _ _ ~ _ _ Color, Saybolt Acidity, distillation residue _______-_ _ Nonvolatile matter, gramdl00 ml _ ~ Color Alpha Flashjoint, approximate, F < 80- _____ _ Flammibility limits, volume X in air ____ Lower Higher - -
l~
-_
154
'Literature values
156
Halogenated Hydrocarbons
Table 3.7: Butyryl Chloride (27)
Butanoy I Ch I or ide Cg H7COC I
105
Butanoyl chloride is a clear colorless liquid with a characteristic pungent odor. It reacts with water and alcohol and is infinitely soluble i n ether. It is used for organic synthesis to introduce the butyryl group. PHYSICAL PRO PE RT IE S
M o l e c u l a r Weight Freezing Paint Boiling P o i n t Distillation Range R e f r a c t i v e Index nZO/D Specific G r a v i t y , 15. 5'/15. P o u n d s p e r Gallon a t 15.5'C 5'C
162.7 21.8%
<-70 'C
0.955
7. 96
0.00085 0.00096
Decomposition o c c u r s
106
<
V
V
i ?
L
Halogenated Hydrocarbons
Table 3.10: Chlorinated Butane Derivatives (73)
Physical P r o p e r t i e s of Intcrmedrates and Product. compound
107
B.P.,
* C , , coir.
-~
~
Press., mm.
Density d"
Refractive Index. N E
I. 3995 1.4305 I. 4425 1.4414 I . 4522 I . 4483 I . 4667 1.4593 I. 4753 1.4812 I . 4772 I . 4858 I . 4465
1,441
1 -Chlorobutane
I , I-Dichlorobutans
1 , 2-Dichlorobutana 1 , 3-Dichlorobutane
I , 4-Dichlorobutanc I , I . I-Trichlorobutans I . 1.2-Trrchlorobutanc I , I , 3-Tr1chlorobutane 1 . I . 4-Trrchlorobutane I . I , 1,L-Tetrachlorobutane I . I . 1. 3-Tctrachlorobutans I . I . I.4-Tetr~chlorobutanr I , I -Dichloro-I-butene u Chlorobutyraldehyde n-Butyryl chloride cr-Chlorohutyryl chloride p -Chlorobutyryl chlorrde y-Chlorobutyryl chloride Ethyl u-chlorobutyrate Ethyl fi chlorobutyrate n-Propyl acetate I -Chloropropyl acetate 2-Chloropropyl acetate 3 -Chloropropyl acetate n - Propyl c hloroacetate
~
745 752 743 744 749 750 146 750 754 LO. 0 20.0
1.0797
1.1118 1.1083
LO. 0
747 740 745 40.0 LO. 0
101-101.5' 51. 5-51. 7 53.0-53.3 71.0-71.2 64.2-64.4' 69.9-70. I'. .... ~ 101-102 48.6-48.8 57.1-57.6 58.4-58.8 52.6-52. 8
LO. 0 LO. 0
.
LO. 0
745
LO. 0
LO. 0
10.0
10.0
I. 4098 1.4410 1.4411 I . 4597 1.4202 1.4222 1.3823 1.4143 1.4205 1.4215 I . 4233
Chlorine analy.1. by reaction with 'odium diphenyl in dlmethyl'Cellosolve~[L. M. Ligaett. Anal. Churn. ,26, 748(1954)].
Av. of three ~ a l p e (56.17. .
' Uncorrected.
1600 61 6 3500
1 111 1
-
0080'
0013'
0800' 0810
59CC
105
107
1320'
0 048
Insoluble 1 5215
I
I
1
I I
II
I 355
250
I 204
418
I
II
15690'
I
1 M 1
1
I I
188
'Detd at
'Dstd at 2 S / x ) C:
*D.td
at
25/20'C
'Dad at 75/20'C
20'/20'
Carbon Tetrachloride Chloroform Ethylene Dichloride Methylene Chloride Monochlorobenzene Orthodichlorobenzene Perchlorethylene Trichlorethylene
--~-____
IBP
"F
DP 171
Pt.
flash
"F TOC
1 584
1.1 .I -Trichloroethane
None None
143 183
105 27 I
70
None
361 25 I
I90
84 170
None
flone None 'TCC
I62
I90
108
W l m n
-
d d
i
r
t0
7
I '0
0
-
t-
1
E
l n
1
E
l 0 n
2
E
0 l n 0
2
0
ln 0
0
l n
I
l n N
2
W
r
x
7-
l n
0 l n
l n
x
v )
x
-
2
7
z
N W
N
0
0
0
i __
0
__
81 0 1
a z
f
0
a
Z
' 0
d 0
0
r
l 0 n
10
4
In
W
2
m 0 ,
N 0
-
,s z a
0
l n
8
t
-
N 0
t
'a
7
0 0
v )
a W
r r
FJ
z
0
V ,
N
m
.r 0
l n
i l (0
XI
N
0 ,
N I
x
I
N m N
5
1
? N
0
z
U
m 0
2
m
d d I n
N 0
Q: z
a
.r
N W
m
7.
8
I
N 0 N
l r n
$
1
m l, i
d m
c
r r
...
N l n
7-
9 n
r
l n N W
r
l n W V
.I .
2 N
r
0
I n cu m
r
5
r
ui
N r .
r
3
r
0
.
r
. ,
.
0 m 0
7
r:
.
U C
- c! r
n U
U
s
J
U I
Halogenated Hydrocarbons
Table 3.13: (continued)
109
Alkyd Resins Phthalic Drying Oil Modified Solution Phthahc-Non-DrvmqOil Modified Resin Mod;iic:d Styrene Modiiicv Rosin Moditicid Asp ha It Petroleu m Butyl Oleate Cai bowax Cellulose Acetate Cellulose Acetate Butyrate Chlorinated Rubber Coumarone-Indene Resins Dibenzyl Sebacate Oibutyl Phthalate Dicapryl Phthalate DI iso-butylAdipate Dioctyl Adipate Dloctyl Phthalate Di-iso-octyl Phthalate Diocytl Sebacate Epoxy Resins Maleic Resins Methyl Methacrylate Petroleum Resins Paraplex G-60 Paraplex G-62 Phenolic Resin, Non-heat Hardening Pliolite Resins Polydichlorstyrene Polyester Resins Polyethylene Resins Polystyrene Resins Polyvinyl Chloride Resins Rosin Rosin Ester Resins Rubber Natural Nitrile
Solution Solution Solution Solution Hot Melt Hot Melt Hot Melt Hot Melt Solution Solution Solution Solution Solution Solution Solution Solution Solution Solution Solution Solution Solution Solution Solution Solution Solution Solution Solution Solution Solution Solution Solution Solution Solution Solution Solution Solution Solution Solution Solution Solution Solution Solution Solution Solution Solution Solution Solution Hot Melt Hot Melt Hot Melt
SBR
Neoprene Eutyl Santicizer 141 Santicizer 160 Terpene Resins Tetrahydrofurfural Oleate Triaryl Phosphate Tricresyl Phosphate Triphenyl Phosphate Urea Formaldehyde Resins Waxes Mineral Natural Paraffin
(continued1
110
CHLOROWAX is miscible with many organic solvents, including aliphatic, aromatic and terpene hydrocarbons; chlorinated aliphatic and aromatic hydrocarbons; hydrogenated naphthas; ketones, esters and drying oils. They are insoluble in water, glycerine and glycols. With a few exceptions, the liquid grades are insoluble in the lower alcohols.
SOLVENT MISCIBLE WITH
CHLOROWAX 45LV, 500-C, 50 LV & 65 Acetone Amyl Acetate Benzene Butanol, Normal Butanol, Tertiary Carbon Tetrachloride Dioxane Ethanol Ethylene Acetate Ethylene Dichloride Ethylene Glycol Glycerine Isopropanol Linseed Oil Methanol Methyl Ethyl Ketone Methylene Chloride Mineral Spirits Monochlorobenzene Orthodichlorobenzene Perchloroethylene Perilla Oil Propanol Solvesso 100 Soy Bean Oil Toluene Turpentine Xylene Yes Yes Yes Yes Yes Yes Yes Yes Yes Yes No No No Yes Yes Yes Yes Yes Yes Yes Yes Yes Yes Yes Yes Yes Yes Yes OTHER GRADES
Yes Yes Yes No No Yes Yes No Yes Yes No No No Yes No Yes Yes Yes Yes Yes Yes Yes No Yes Yes Yes Yes Yes
Halogenated Hydrocarbons
111
E E
0
L
* , . .. .
0 0
i
..
112
Tri c hloromethone
PHYSICAL PROPERTEES Acidity a s HC1 Boiling point Boiling range e 7 6 0 mm Coefficient of cubical expansion Av. / * C , liquid Color (Saybolt) Dielectric constant, 1000 cycle F i r e point F l a s h point Freezing point Heat of evaporation @ B. P. Latent heat of evaporation @B. P . Refractive index g20.C @25'C Solubility in water Q20.C Solubility o water in solvent f Ql0.C Specific gravity 25/25'C Specific heat Liquid. 20' Specific r e ri rtivity Thermal conductivity Liquid Vapor deneity (B. P., 760 mm) Vapor p r e r r u r e a3O.C Vircosity @ZO*C @ 30 ' C Water: no cloud @-lO*C Weight per gallon @25*C
CHC13
0.001% by
wt, m a .
61.2.C 60.0-61. S'C 0.001 399 24 m u . 4.90 Nonflammable Nonflammable 63% 59. O cal/g 106.4 Btu/lb 1.4467 1,4422 0.82 0.06 g/water/100 g 1.477 0.234 cal/g/'C 4. o x 109 ohms/cm
0 . 0 8 0 Btu/hr (rq ft)
n
20.5 35
96 6.8
13
2 Butanone
-B romopropane -
15 2.8
4. 5
Ethanol Ethyl formate F o r m i c acid n-Hexane Isopropanol Methanol Methyl acetate Water
59.3
62.7 59.2 60 60.8 53.5 64.8 56.1
It. 5 23 2. 8
Halogenated Hydrocarbons
Table 3.16: Chloromethylene Compounds (24)
113
PHYSICAL CONSTANTS
_.__
PRODUCT
EMPIRICAL FORMULA
MOL. WT.
SPECIFIC GRAVITY X * C .
REF. INDEX n 2:
ASSAY (Method)
____ COMMERCIAL
BENZYL CHLORIDE
- .
C7H,CI
126.6
.
___
140.6 140.6
1.0401.111
99 %
rnin.
-.. .
C,H,CI
(11 98 % (2)
154.7
109112" @ 15mm.
221226" 225232"
1.011.03
___
___
1.53751.5385 1.53701.5390
___
1.0591.062
1.0501.065
DICHLOROBENZYL CHLORIDES
195.5
245253"
1.4101.418
1.57551.5765
94 % (2)
_DEVELOPMENT
. -
__ ____
1.53501.5360 1.55321.5542
____
98 % (2) 97.5% 70.80% ( p ) 20.30% (0.)
____
221226"
1.0351.045 1.251.27
____-____
___-_
a,a'-DICHLORO. XYLENES
_--
98-104" @ 15mm
~ O X133C .
--
231.2
___
RESEARCH ortho-METHYLBENZYL CHLORIDE
meta-METHYLBENZYL CHLORIDE CHLOROMETHYCTETRALINS a-CHLOROMETHYL-pMETHYLNAPHTHALENI 140.6 140.6
98 %
___..
180.5
190.7
114
I
h
u w
I
T : m
a l
I -
..
V
'0
Y
I n
f
d
N'
h .*
0 a U
.H
x
W
Halogenated Hydrocarbons
115
a a
0
v)
0 I (3
a a
6
I
116
PHYSICAL PROPERTIES Purified Boiling point Boiling range (within) Dielectric constmnt 1000 c g d e a Ebctrical cductivity @ 0% Fire point Flash point Freesing point Heat o combuation f Heat o fuaion f Impurities (p-dichlorobenzene. trichlorobensene) k t e n t heat o vaporisaf tion OB. P . Refractive index @ZZ*C Solubility i water @25*C n Specific gravity @ 20/4*C
Spocific heat Specific roaiativity W d g h t per gallon @ZS%
Technical 179.6.C
4.0%
10-9 recip. ohm 103'C 103'C 68% 68'C -18.3.C -ZZ.S'C 671.8 kg'cal/mol.
88 joules/g
Not over 4%
Not over 12% 65 cal/g at. 1.5518 Leas than 0.01% 1I 3048 0.271 cal/g/*C
2 . 0 x 10' ohma/cm
10.85 l b
p-DICHLOROBENZENE
z
20 Cineole Cyc lohexanol 2-Etharyethyl a c e t a t e n-Hexyl alcohol Camphene Iaoamyl e t h e r I a o u n y l propionate
B. P.
*C o A r e o t r o p e f 173.5 153.6 155.5 151.6 155.0 112.4 155.2 174.2 153.4 156.0 154.5
33. 5
31
34 46 63.5 21
14
d- Limonene
u-Pinene Phenol P r o p y l i#ovale rate
50
2
43
Halogenated Hydrocarbons
Table 3.23: Dlchlorodiisopropyl Ether (7)
117
PHYSICAL PROPERTIES Acidity a s HCl Boiling point e 7 6 0 mm Boiling range @760 mm 0.01% by 187.3.C
wt,
max.
Not m o r e than 5% d i s tills below 180'C Not l e s s than 95% d i s tills below 190'C 25 max. 185.F 0.17% by wt 0.11% by wt 1.1122 0.85 mm 9.26 lb
Color (Pt-Co scale) F l a s h point (0.C. ) Solubility in water @2O'C Solubility of water in solvent @ZO*C Specific gravity @20/20'C Vapor p r e s s u r e @ZO*C Weight p e r gallon @2O'C
cis-Acetylene Dichloride
c=c
I I CI H
PHYSICAL PROPERTIES cis isomer Acidity as HCl Boiling point @760 m m Coefficient of cubical expansion Av. /*C, liquid Color (Saybolt) F l a s h point F r e e r i n g point . Latent heat of vaporization @ B p. Refractive index @ 15.C Residue on evaporation Solubility i n water @25*C Solubility o water in solvent f @lO'C Specific gravity @fO/4*C Specific heat Idquid, L O T 0.0005 % by 60.3% 0.00127 24 m a . 6'C -80.5'C 73.0 cal/g 1.4519 0.007% by wt, max. 0.77 g/100 g 0.04 g water/100 g 1.282 0.270 cal/g/'C 3.54 & i t e r 273 m m 0.48 centipoise 0.001% by wt, m u . 10.70 l b
wt,
PHYSICAL PROPERTIES trans isomer mu. Acidity a s HCl Boiling point e 7 6 0 mm Boiling range @760 mm Coefficient of cubical expansion Av./*C, liquid Color (Saybolt) F l a s h point Freezing point Latent heat of vaporization @B. P. Refractive index @ 15'C Residue on evaporation Solubility in water @25*C Solubility of water in solvent @lo% Specific gravity @20/4*C Specific heat Liquid, 20'C Vapor denclity (B. P . , 760 mm) Vapor pre8sure g3O.C Viscosity liquid @2O'C Water: no cloud @ 15.C Weight p e r gallon @ 2 0 %
0 . 0 0 0 5 % by wt. max.
48.0-48. 5'C 47.0-48.5.C 0.00136 24 max. 4'C 50 'C 73.7 cal/g 1.4490 0.0007% by
wt,
max.
0.63 g/100 g 0.03 g water/100 g 1.257 0.270 cal/g/ 'C 3.67 g/liter 395 mm 0.41 centipoise 0.004% by wt, m u . 10.49 lb
V a p o r density (B. P., 760 m m ) Vapor premsure @ 30 * C Viscosity liquid @ Z O * C Water: no cloud @-15.C Weight p e r gallon @20%
118
396'C 178'C Not m o r e than 5% d i s tills below 173'C Not l e s s than 95% d i s t i l l s below 179'C Not m o r e than 2 yellow Lovibond 1 . 0 % max. 55'C 64. 1 cal/g 1.457 1.219-1.224 0. 369 c a l 41.8 dynes/ a q c m 1.2 mrn 2.0653 centipoises 10. 17 l b
Color (500 rnrn tube) Ethylene dichloride F l a s h point (C. C. ) Latent heat of vaporization @ 178 'C Refractive index @ 2 0 T Specific gravity @ Z O / Z O * ~ Specific heat @20-30'C Surface tension @25*C Vapor premmure @ 2 0 T Viscosity @Z5*C Weight p e r gallon @ZO'C
G I yc erol DichIorohydr in
Dichl oroisopropyI AI coho1 1,3-Di ch Ioropropanol-2
Q-
Ropenyldic hl orohydri n
1 .3-DICHLORO-Z -PROPANOL FORMS AZEOTROPES WITH:
PHYSICAL PROPERTIES Boiling point Boiling range F l a s h point Refractive index Specific gravity Vapor premmure (1,3-) 174% ( 1 , 2 - ) 183% 174-176% 74'C 1.47-1.48 1.36-1.39 7 mm (95%)
7Q
91 39 32 62 43 85 78 45 Bromobenzene
0-
B. P. ' of Azeotrope C 155.5 170. 5 172.8 152.8 168.9 158.0 160.0 165.5 162.2 155.0 162.0 173.5 173.0 178.6 165.9 166.8 156.0 173.1 178.5 163.0 150.4 164.4 142.5 166.8 166.5
Bromotoluene
b
55
15
0-
B. P 'C of Azeotrope . Bromotoluene 171.6 156.0 171.0 160.0 169.3 172.5 153.0 170.8
55
62 85 33. 5 30 10 52 43 50 41 35 57 63. 5 63 85 38 40
Dimethyl oxalate Indene Iodobenzene Isoamyl butyrate Isoamyl e t h e r d-Limonene Mesitylene p Methylanlaole Methylheptenone o-Phellandrene
60 68 60 43 80 50
a Pinene
Pseudocumene Styrene a-Terpinolene Thymene
Halogenated Hydrocarbons
Table 3.27: Dichloromethane (22)
119
CHzC12
Methylene chloride is a clear, waterwhite liquid at ordinary temperatures. with a pleasant, ethereal odor. It 15
highls volatile and mobile. Methylene chloride is completely miscible with most organic liquids.
TYPICAL PR 0P E RTI ES
Molecular \$'eight 84.93 Boiling Point, "F 103.6 "C 39.8 Freezing Point, O F - 142.1 "C - 96.7 Flash Point (Tag open cup) none lgnition Temperature, "F 1224 "C 662 Specific Gravity of Vapor 2.94 (air = 1.00) Density at 20C, pounds per gallon 11.15 Viscosity at 20C, centipoises 0.425 Specific Heat at 20C, calk# "C) 0.29 Vapor Pressure at 2OoC,mm 348.9 Evaporation Rate at 25 "C (ether = 100) 71 Heat of Vaporization, caVg 75.3 BtuAb 135.5 Solubility .g methylene chloride/100 g water 2.0 at 20C
g water/100 g methylene chloride at 25 "C Azeotrope with Water, Boiling Point, "F "C Azeotropic Water Content, wt '70
VAPOR PRESSURE
40
(continued)
120
z
30 23 94.8 Ac et one Biallyl
B.
P. 'C of A z e o t r o p e
51. 6 56.5
-5.0
1. 3-Butadiene
C h l o r o m e t h y l m e t h y l ether C y c lopentane Diethylamine Ethanol Idomethane Iaoproponol Pentane Propylene oxide tert-Butanol Water
20
30
55
54 38.0
52.0
54.6 39.8
11.5 21
8
51 23
56.6
35.5 40.6
51. 1 38. 1
6
1.5
C5H 1OC'2
PHYSICAL PROPERTIES Acidity as HCl Average chlorine content Distillation Evaporation r a t e @ 109.F:Minutes 3.83
8.00
PHYSICAL P R O P E R T E S Acidity
as
acetic acid
Nil
Boiling point @ 7 60 nun Hg @ S O rnm Hg @10 rnrn Hg Congealing point Distillation Range @160 nun Hg F i r e pcint (Cleveland 0. C. ) F l a s h point (Cleveland 0. C. ) Moisture content Molecular weight Pounds p e r gallon Purity Refractive index NU D Side chain chlorine Specific gravity @ts/zs'c Surface tenaion, DuNouy @25*C Vapor p r e a s u r e @l30*C
ZOO. 5 %
113.0.C
11. O'C
14.20 90.00 Flaah point (0.C. ) Heat of vaporization Kauri-butanol value Solubility in water Specific gravity @ 2 0 T Specific heat Surface tension @tS*C Viscoaity @25*C Water azeotrope @80-9l*C Water content Weight per g8llon
100% 9?*F 68.5 cal/g 61 c c Negligible 1.01-1.08 0.369 c d / g 31.8 dynea/crn 0.016 poiae 66% CfiioCla (appr=. None 8.94 l b
-13.C 199-ZOZ'C 383.F 199'F Nil 161.04 10.34 99.0% 1.5480 None 1.241 min. 1.251 m u . 38.29 dynes/crn 100 mm Hg
Halogenated Hydrocarbons
Table 3.30: Epichlorohydrin (7)
3-Ch loropropylene-1 ,2-oxide
121
O-CH2-CH-CH2CI
Epichlorohydrin i s a colorless, mobile, highly reactive liquid. I t i s completely miscible with many organic liquids such as acetone, carbon tetrochloride, alcohols, benzene, ethers, halogenated hydrocarbons, fixed oils, etc It i s not miscible with glycerin and water. The two reactive functional groups make i t a very useful chemical intermediate. In the presence of a catalyst, its epoxy group enters into an exothermic reaction with the active hydrogen atoms of alcohols, amines, carboxylic acids, phenols, mercaptans, etc. The atom i n the molecule reacts w i t h acid salts, alkali metal phenolates, and alcohalates, amides, amines, etc.
Epichlorohydrin i s used to o large extent as a raw material i n the manufacture of epoxy resins. When condensed with dihydric phenols or phenolic resins, epoxy resins are obtained which range from liquids to solids. It i s also used i n the manufacture of ion exchange resins, adhesion resins and a lorge number of other chemicals.
cps.
1.1
ABP/AP.,
at
0.044 115.2 45 16
-58.1
174 92.53
MolecuIar weight
Refractive index, nD a t
20C.
1.4359
5.9 1.2
ASG/A T.
at
20" to 30C.
Specific gravity at 20/20C. Vapor pressure at 2OoC., mm. Hg Flash point (open cup),
OF.
CzHsCl
TYPICAL PROPERTIES
Molecular Weight: 64.52 Description : Ethyl chloride is a colorless mobile liquid at 1 atmosphere below 12.4"C (54F). Above the boiling point, i t is a colorless gas. Ethyl chloride has an ethereal odor and is highly volatile and flammable. Freezing Point, "C "F
Refractive Index of Vapor, nk5 1 .oo 1 Vapor Pressure, mm Hg 0C (32F) 464 10C (50F) 692 101 1 20C (68F) 2.23 Specific Gravity of Vapor (air=]) Solubility at 0"C, 0.447 g ethyl chloride/100 g water - 138.3 g water/100 g ethyl chloride 0.07 -217 Solubility: Ethyl chloride is soluble in most organic solvents.
(continued 1
122
Flash Point, Tag open cup, "C -43 Reactivity: "F -45 At ordinary temperatures the oxidation and hydrolysis of ethyl chloride take place Explosive Limits, 3.16 to 15 slowly. In the absence of air and water, it volume % in air Autoignit ion Temperature, "C 519 can be used with most common metals up "F 966 to 200C (392F). Ethyl chloride burns with a green-edged flame, producing hydroSpecific Heat at P C , cal/ (9) ("C)or Btu/ (Ib) ("F) 0.37 gen chloride, carbon dioxide and water. It is thermally stable t o 400C (752F); Heat of Vaporization at Boiling Point 92.5 thermal splitting yields ethylene and hydrocalk Btu/lb 165.6 gen chloride. The reactivity of ethyl chloViscosity at 1 O"C, cps 0.279 ride as an intermediate is often based on Density at 2WC, pounds/gallon 7.461 the affinity of alkali metal atoms for its chlorine atom.
Purity, wt % Color, APHA Appearance Acidity as HCI, wt % Water, wt % Nonvolatile Residue, wt % Total Impurities, wt % Distillation Range, "C Specific Gravity, oOC/4"C
99.5 minimum 20 maximum clear, free of suspended matter 0.002 maximum 0.02 maximum 0.01 maximum 0.5 maximum 12 t o 13 0.922 to 0.925
0.0010
<0.0001
Solubility, Approximate, g/100 g Solvent at 25OC Acetone Benzene n-Heptane Ethanol (21OC) Methanol Water ( 2 0 ' ~ ) 103 110 87 48 37
0.6
TEMPERATURE, OF
Halogenated Hydrocarbons
Table 3.32: Ethylene Chlorohydrin (7)
123
CICH2CH20H
CI CH2 -CH2CI
PHYSICAL PROPERTEES Acidity aa H C l Apparent ignition t e m p e r a t u r e i n air Boiling point Boiling range e 7 6 0 mm Coefficient of cubical e x p n a i o n Av./.C, liquid (10-30.C) Color (500-mmtube) {Laviboad) Dielectric conatant @ 2 0 T E l e c t r f c a l conductivity Explomive limit. i n a i r F i r e point F l a a h point (ASTM 0. C. ) F r e e z i n g point Heat of combuation Latent heat o evaporation @ B. P. f Nonvolatile m a t t e r Not m o r e than 0.001% 449'C 83.6.C Below 82.5.C Above 84.O.C 0.00116 Not m o r e than 1.0 yellow 10. 5e0.3 3 x 10-8 6.2-15.9% by 28% 21'C -35'C 2720 cal/g 7 7 . 3 cal/g Not m o r e than 0.001 g/loo c c
VO~.
Purity Refractive index Solubility i n water Q20.C Solubility of water in solvent @ZO'C Specific gravity @20/2o*c Specific heat Specific reairtivity Surface tenaion @25'C T h e r m a l conductivity @ 2 0 % Vapor dcnaity (B. P., 760 mm) Vapor preraure @ 2 0 T @30T Viacoaity @25*C
W a t e r cant ant
none none
9.0 x 10' ohma/cm 37.5 dynea/cm 0.0038 cal/cm/msc/'C 3.88 g/liter 6 3 mm 99 mm 0.0078 poime Not m o r e than 0.02% 10.38 lb
Weight p e r gallon @ 2 5 %
(continued)
124
m
18 6 79 19.5 37
38
B. P. 'C
Allyl alcohol tert-Amyl alcohol Carbon t e t r a c h l o r i d e 1, 1-Dichloroethane Ethanol Formic acid Isobutanol Isopropyl alcohol Propanol n-Propyl f o r m a t e Trichloroethylene Methanol Water
of Azeotrope
79.9 83
75. 6
72
70.3 77.4 83. 5 74.7
6. 5 43. 5
19 10 I8
32 8.2
-30
-20
-10
10
20
PHYSICAL PROPERTIES Average weight @.?O'C Boiling point @760 m m Hg F l a s h point (0.C. ) Molecular weight Solubility i n water @ Z O X Solubility of w a t e r i n 8olvent@LO*C Specific gravity @LO/ZO*C Vapor premsure @LO*C
7. 33 lb/gal
PHYSICAL PROPERTIES Boiling point Boiling range (ASTM) F l a s h point (0. ) C. Refractive index @ Z 5 * C
w(
0.1% by 0.8833
wt
1 . 3 rnrn ng
Halogenated Hydrocarbons
125
a
Y &
$
W
I
w
N
i n
o
1c
N
w
IC
1
Y d
rd
u
s
Y Y
+
V
x
Y
0
0
&
x
u
V s.
l4 0
rs'
E
*
P
f x
W
C
f
. 5
d
m
@,
P
4 ,
Y
E E
1
u
a
d
9
I -
d
v
ai
%
.r( Y
5
&
126
" 6 '
Boiling range Flamh point
Specific gravity @zO/ZO*C
13"
133-135.C
95T
0.871
Product Description Methylene chloride is a clear, colorless, heavy, nonflamtoxic ofliquid with a pleasantand is not photochemically mable the chloromethanes ethereal odor. It is the least
reactive. As one of the most powerful solvents in the chlorinated group, it has found a wide range of applications where superior solvency is important. Vulcan's methylene chloride is available in Technical, Aerosol, Degreasing, Special and Decaffeination grades. The Technical and Decaffeination grades meet the requirements of the American Chemical Society Reagent Chemical Specifications, 7th Edition, 1987, the Food Chemicals Codex, 3rd Edition, the National Formulary XVI and Military 180 Specification MIL-D4998D.
Physical Properties Formula CH,CI, Molecular Weight 84.94 Boiling Point 40.1"C; 104.2"F Density 10.98 Ibs./gal. @ 25C Specific Gravity @ 25i25"C 1.320 Freezing Point -96.7"C; -142.1OF Viscosity @ 25C 0.430 CP Flash Point None Latent Heat of Vaporization @ b.p. 78.7 cal/g; 141.7 BTU/lb Specific Heat, liquid @ 2O'C 0.276 callgPC Solubility @ 25'C water in solvent 0.1 70g/l OOg solvent solvent in water 1.32glOOg water
E,
150
,20
1
I
3
. . . . .
- - i1I I
-
6o
30
Ij-
-4
__
-30
-20
Halogenated Hydrocarbons
Table 3.39: Isopropyl Chlorlde (7)
127
C H3C HCICH3
Boiling point Freezing point Refractive idu Solubility in water @12, 5'C Specific gravity @ L O / 4 T Vi8COdty @ 22. 5 'c Weight per gallon 35.4.c
-117.C
CH3CI
S p x i f w Heat. cal.
................
Cntical Pressure R h v e lndex Vapor at 2 5 O C. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1.O00703 Solubihty. cc/lOO a. solvent at 20 C . Water . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 303 Benzene . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 4723 Carbon Tetrachloride . . . . . . . . . . . . . . . . . . . . . . . . . . . 3756
EthylAkohoi . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
....................
3740
(continued)
128
Fo-Hozss~s
SO1
WEE
C M /DEG / MOLE
55
E~NERGY FUNCTION
so
5580 56 21
57 50 02
LOG,onr
10 960
300
400
9 73 9 76
11 50
18
1080
500
600
700 800
900 IOW
1100 1200
1300
1400
1500
I
13 28 14 64 I5 92 17 03 17 76 I8 86 1 60. 9 20 26 20 82 21 32 21 75
18560 20720
55 80 55 a6 50 91 61 70 64 19 66 55 68 75 70 30 71 75 74 58 76 32 77 97 79 52
81 01
59 07 60 I5 6@ 97 61 27 63 31 64 32 65 32 66 27 67 20
14952 14918
12907
269
. 455
705
- 1097
. 1427 . 1715
.I967
0 850,
- 70
-68
0007
/ '
0 825
0004.
/ '
/.
2
0 040
0 0 0 1 4
TEMPERATURE. "C
0 010
23
95 2 71 4 52 Z
$ 6
m
DM)
I 800
600 400
37 26 v, 17 9
11
7;
g 2
P
E
200
100 -40
-30 -20
-10 0 10 2 30 40 50 60 0 TEMPERATURE, O C
39, 517 (Apnl 1947)
1 75
'
1 50
40
20
20
40
60
80
IO0 120
ref
TEMPERATURE. "C
(continued)
Halogenated Hydrocarbons
Table 3.40: (continued)
129
0 134
0 128
0 122
w
m 0 116
3 0104
0098
0 092
$ 0110
0086y
-40
-20
'
20 40 60 TEMPERATURE, "C
80
100
120
TEMPERATURE, C '
TEMPERATURE, OC
140
180
40
36 32
28
5 24
m 20 i
16 12
l/
8
4
-100
-60
100
140
130
C HC 12-CC 1 3
PHYSICAL PROPERTIES Acidity a* HCI Boiling point @760 mm Coefficient of cubical expansion Av./.C. liquid Color (Saybolt) Explodon limits Flash point F r e e halogen FreeAni point Latent heat of.vaporization @ B. P. Nonvolatile matter Refractive index Solubility in water @25*C Solubility of water in aolvent
0.001% by wt. mu.
%
3
f B. P. *C o Azeotrope
161.9.C 0.0009097
18 m u .
26
97 9.9
None Nonflammable Noqe -22.O.C 43.6 tal/ 78.4 BtuAb 0.0007% by wt. m a .
1. M 3 5
36 28 22. 5 32 65 50
16
0.05 g/100 g
46
50
@to%
Specific gravity @ t o . 4 % Specific heat Liquid, 20% Vapor d e n d t y (B. P. and 760 rnrn) Vapor p r o m u r e @ 30 *C Viscosity liquid @20DC Weight per gallon @2O'c
43
9 56
6 mm 2.45 centipoirea
14.00 lb
97 9. 5
89
Acetamide Butyric acid Camphene Chloroacetic acid Cyclohexanol Cyclohexanone I , 3-Dichloro-2-Propanol Dlmcthyl oxalate Ethyl lactate 2-Furaldehyde Glycol Hexyl alcohol Isoamyl propionate Iaobutyric acid Isovaleric acid Mesitylene Methylheptenone Phenol u-Pinene
155.2
154.5
155.8
158.7
152.9
PERCHLOR
pletelg misciblc w.iih most organic liquids. The stabilized product. Perchlor, can be used \vith any or the common construction meials. Te~racliloroeth).lene: pcrcliloioethylene CCI 2 cc I 2 ; Chemical Formula. Chemical Naines
at 760
'50.1
90.2
5.22 0.326
c\ /c' ,c=c,
C I
CI
5.83
14.2
Halogenated Hydrocarbons
Table 3.43:(continued)
TYPICAL PROPERTIES
131
Freezing Point. "F "C Pounds per Galloii .it 68F (20C) Kilograrns per Liter at 20C Refractive index. Dielectric Constant at 1000 cps and 25C Specific Heat at 20C cal/(g) ("C) or Btu/(lb) ("F) Flash Point (Tag open cup) Fire Point (Tag open cup)
165.85 250.0 121.1 -8.2 -22.3 13.57 I .63 1.5053 2.365 0.205 None None
nho
Evaporalion Rare dt 77F (15C) (erher = 100) 9 gal/(ft?) (day) 0.15 Flammability Nonflammable Viscosily at 20C. cps 0.88 Solubility at 2S"C, g Perchlor/IOO g water 0.015 g water/100 g Perchlor 0.0 105 Azeotrope with Water, Boiling Point, "F 189.2 "C 87.7 Azeotropicwater Content. wt % 15.8 Permissible Exposure Limit (8-hour TWA) ppm
100
Typical Analysis
Appearance Color, APHA Odor Spot Test Specific Gravity, 2O"C/~O"C Nonvolatile Residue, wt % Free Chlorine Moisture Distillation Range (loon),"C "F PH
Clear, free of suspended matter 15 maximum Characteristic; no residual No spot or stain 1.623 to 1.628 0.0025 maximum None No cloud at 0C 120.0 t o 122.0 248.0 to 25 1.6
0.0003 None No cloud at -5C 120.8 to 121.6 249.4 to 250.9 Drycleaning. 6.8 Degreasing, 8.4
Perchloroethylene (53)
Waler %tent K Cloud pt.
e a
E 70
-30
-20
20
132
Propylene chlorohydrin i s a colorless liquid with a milk odor; i t i s freely soluble i n water. It i s largely used i n organic syntheses, for the purpose of introducing the hydroxypropyl group.
PHYSIC A L PROPERTIES Acidity a s HCl Absolute viscosity @ 2 O T Apparent specific gravity @20/20*C Boiling point @760 mm Hg 50 mm Hg 10 mm Hg Coefficient of expansion @ 5 5 % Constant-boiling mixture e 7 6 0 mm: Chlorhydrin approx. 46% Water 54% F l a s h point (Cleveland 0. C. ) Molecular weight Solubility in water Vapor p r e s s u r e @ZO'C Weight p e r gallon @ZO'C
0 . 0 2 % by wt
4. 7 centipoises
1.1128 127.4'C 59-2 31.C 0.00097 B.P. 95.4.C 125.F 94.54 Miscible i n a l l p r o p o r tions
4 . 9 mm Hg
9.29 l b
C H3CHCICH2CI
9 3 9 9'C
0.001108-20'c 0.001153-55'C
8 . 9 2 5 recip. o h m s @ 2 6 *
Specific gravity @ i ? o / ~ ~ . c Specific heat Liquid, ZO'C Surface tenaion @25*C Vapor density (B. P . , 760 mm) Vapor p r e s s u r e @ZO*C Viscosity @ZO*C Weight p e r gallon e 2 0 . C
1. 157-1. 163
0 . 31 cal/g/*C o r Btu/lb/*P
Halogenated Hydrocarbons
Table 3.46: 1,1,2,2-TetrachIoroethane (7)
133
Acetylene Tetrachloride
Bonoforrn
Acidity a s HCl Boiling point Coefficient of cubical expansion Av. / * C , liquid F i r e point F l a s h point F r e e halogen F r e e z i n g point Heat of vaporization @B. P. Refractive index Residue on evaporation Solubility in water
0.0027% by wt, max. 146.5% 0.000998 (15-99%) Nonflammable Nonflammabk None -43'C 55.1 c a v a 1.4942 0.00062% by wt 0.32% by wt 0.03% by wt 9 mm 1. 7 centipoiaea 0.032% by 13.25 l b
wt
@,?sac
Solubility of water in solvent @20*C Vapor p r e s s u r e @3O'C Viscosity liquid @ZO*C Water: no cloud @ - l o % Weight p e r gallon @25*C
1 , l I 2.2-TETRACHLOROETHANE FORMS AZEOTROPES WITH: % B P ' C o Areotrope . . f 45 3. 55 74 27 39 97 9 32 9a 37 7 15 52 60 34 45 Butyl propionate 152.5 145.7 146.3 159.1 158.2 147.5 151.5 161.6 145.1 150.1 131.3 144.9 144.8 147.5 143.3 140.4 150.2 143.5
I. 8
134
u
P
h
Y
"
V
d
ai
n
N
U U
$ ! Y
JL
Halogenated Hydrocarbons
Table 3.47: (continued)
TEMPERATURE
50 68
135
86
I04
122
140
158
176
194
212
164
162
160
158
156
154
152
IO
20
so
40
50
60
C
70
80
qo
loo
TEMPERATIJHE
50
68
86
104
E
c
10
20
30
40
50 60 70 80 90 TEMPERATURE, "C
100 1 1 0 120
136
1.2.3-
TRICH OROBENZENE CI
1.2.4TRICHLOROBENZENE CI
I . 3.5TRICH O R 0 BENZENE
Q'
C I
una Trrc hloro bcnsrnr
213'C (41 5 . 4 . F )
CI,
6
I
Synonym: Physical state Boilins point e l 6 0 mm Density: 25/2 5 % Flash point (Tat C.C. ) Index (") o f RcfrEtron:
VIE-
Trichlorobenzene
s y m -Trichloro-
benzene
White crystals
C o l o r l e s s liquid
1 . 6 9 (solid)
Il3.C (235.4-F)
1. 5 7 7 6
I . 451 (liqurd)
I10.C (23O.O.F)
1.5732
107'C (224.6'F)
I . 5662
TLV-TWA Values
SOLVENT
Solvent I l l @(1,I ,I-trichloroethane) Trichloroethylene Perchloroethylene Methylene Chloride Chloroform 1,I ,2-trichloroethane Stoddard Solvent Toluene Xylene Turpentine Methyl Alcohol (Methanol) Benzene
T LV-TWA*
(ppm in air)
3 so
SO
50 100
10 10 100 100 100 100
200
10
*1985-86values
(continued)
Halogenated Hydrocarbons
Table 3.49: (continued)
I37
Solvent 111@, General Purpose Grade meets requirements of Federal Specification O T 620c (1,l.l-trichloroethane, technical) and Military Specification MIL-T-81533A (1.1,I-trichloroethane, vapor degreasing )
Aerosol Grade
COMPONENT Appearance Color, APHA Specific Gravity @ 25125OC. Distillation Range, OC. 760 mm. IBP t o DP Free Halogens Acidity, HCI Nonvolatile Matter Water Purity: 1,,1-trichloroethane content I 1.1.1-trichloroethane content Individual halogenated impurities Total halogenated impurities Acid Acceptance as NaOH SPECIFICATIONS Clear, free from suspended matter 15 max. 1 295 - 1.303
68 - 78 None 0 0 0 1 % by w t max 0001% b y w t max 00100% by w t max
(continued)
138
Molecular.Weight . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Freezingpoint,
OC
. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . ..........................................................................
8oiiit'tgPointatl atm,
Heat of Vaporization at Boiling Point, callg . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 54.4* Btu/lb . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 98* Specific Heat, Liquid at 2OOC. cal/glC (Btu/lb/OF) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Critical Temperature, O C . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Critical Pressure, atm
. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
0.25* 272.5'
. 39.8*
0.080 1.319 .I 0.97 0.00116
Thermal conductivity, Liquid at 2OoC, Btu/hr/ftVoF/ft . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Specific Gravity of Liquid, 25/2SoC . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Liquid Density, pounds per gallon at 25OC . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Average Coefficient of Cubical Expansion, Liquid, per OC, (0 to40OC) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
Dielectric Strength, Liquid at 25OC, kV, (ASTM D 877) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 25 Dielectric Constant, Liquid, 100 kHz, at 25OC (ASTM D 924) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . VaporPressure . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Density of Liquid
. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
7.0
. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
5
6
. . . . . . . . . . . . . . . . . . . . . . . . .
Explosion Point (ASTM D 1310) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Autoignition Temperature, O C . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Flammable Range, % v in Air at 25OC . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
7.5 - 15.0 35
Evaporation Rate (Ether=100) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Binary Azeotropes: Component Water Methanol Ethanol Isopropanol n-Propanol Hexane
% by wt 4.3 23.0 17.4 18.2 7.1 28.9
Boiling Point 65.OoC (149OF) 55.5OC (132OF) 64.4OC (148OF) 68.7OC (155.6OF) 72.3OC (162OF) 60.0C (14OOF) (continued)
Halogenated Hydrocarbons
139
w-
N (m o O
140
Boiling Temperature
10
20
30
40
50
60
Specific Gravity
1.3
1.2
1.1
1.o
10
20
30
40
50
60
(continued)
Halogenated Hydrocarbons
Table 3.49: (continued)
141
Properties
Solvent 111'
Trichloro. ethylene
Perchloro. ethvlem
Methylene Chloride
Boiling Point
188 (867)
(OC)
-1 22(-85.5) 1.456
(cal/glCl
or (Btu/lb/OF)
0.21
50.8
0.28
78 7 141 7
Heat of Vaporization, calls Btullb Refractive Index at 25OC Viscosity at ZOOC. C P Density at 25"C. (Ibr./gal) Flash Point Fire Point Vapor Density at bp. Ib/ft' Vapor Specific Gravity ( a i r = l 0) Kaurkbutanol value (ASTM D 1133) Evaporation Rate,
91.4 1.503
0.88
1.424
0 42 1098
None None
12.10
None None 0 278
13.47
None None
0 326
4 54 129 28
84
5.73
90
9 39
Ether=100
Carbon Tetrachloride= 100 Energy required to convert 1 Ib liquid at 7OoF to vapor at bp and 1 atrn, [Btu) Energy required to convert 1 gal. liquid at 7OoF to vapor at bp and 1 atm. ( M u )
100
127
124
125
151
1410
1500
1690
1660
142
Specific gravity @ 2 0 / 4 T Specific heat Liquid, L O T Specific r e s i s t i v i t y Vapor density (B. P . , 760 mm) Vapor p r e s s u r e @ 3 0 X @90*C @lOO.C @ 110.C @ 114% Water Weight p e r gallon @ 2 0 T (194'F) (212'F) (230'F) (237.F)
1.441 0.266 cal/g/*C 5.2 x 10' ohms/cm 4.21 g/liter 36 rnm 369 mm 505 mm 680 mm 764 mm 0.007% by wt, m u . 12.04 lb
113.5.C 111.8-113.3.C Nonflammable Nonflammable None -36.7.C 68. 7 cal/g None i.4711 0.48 .@/loo g (5-9574
@ZO*C
0.03 g water/100 g
PHYSICAL PROPERTIES Acidity a s HC1 Boiling point Boiling range @760 mm Coefficient o expanaion p e r ' f C Color (Saybolt) Dielectric conatant, 1000 cycle F i r e point F l a s h point (ASTM 0. C. ) F r e e chlorine Freezing point Latent heat o vaporization @EL P. f Nonvolatile m a t t e r Power factor. 1000 cycle Refractive index @27*C Solubility i n water @Z5*C Solubility of water i n solvent @25'C Specific gravity @to/2o*c Surface tension @25% Vapor p r e r s u r c @-2O*C @- 9% Not m o r e than 0.001% 86.7.C 95% o r better distills from 86.0-87.5.C 0.00115-20*C 24 max. 3.27 Nonflammable None @B. P. None -86.4.C 57.3 c a v g
0.00067% by wt, mu.
0.02% by
1.4655
wt
32.0 dynes/cm 4.5 nun 9 . 0 mm 17.4 mm 56.0 nun 145 mm 230 mm 385 m m 562 m m
0%
d 2O.C
@ 77.C
Vircosity @Z5*C Water coatent Weight p e r gallon @ Z O * C
(continued)
Halogenated Hydrocarbons
Table 3.51 : (continued)
143
(Ha
PSlA
17.36 yL02
a8 6
19.34 1147 11.60 1.14
5 m
387
1.93 1.55 1.16
0.77
as
an
looC -20 -10 O F -4 14
0 10 20 30 40 50 MI 70 80 W1W 120 140 160 180 200 32 50 68 86 104 122140 176 212 248 284 320 356 392
I08
10
(0
144
k
3. 8
B. P . 'C of Azeotrope Acetic acid Allyl alcohol tert-Amyl alcohol Butanol tert-Butanol 1.2-Dichloroethanc Diethoxymethane Iaobutanol Isopropanol Propanol Propyl formate Ethanol
87.0 81.0 86.7 86. 9
15. 8
16
7. 5
2 5 .
33
12
46.
8
30
17
80
27
Trichloroethylene (53)
Water Content vs. Cloud Pt.
Halogenated Hydrocarbons
145
Rf
PE
ag
RIB
RIB
a,
I46
PHYSICAL PROPERTIES Analysis. % W Trichloropropane Epichlorohydrin Clyce r o l dichlorohydrin Color, P t - C o Distillation range, 1BP
90% 95%
97.0 1.5 1.5 15 150'C 156.1.C 156.1 *C 156.6% 165'F 147.44 1.4832 1.385
z
35
30 15
PHYSICAL PROPERTIES Acidity a s HCl Boiling point Q 760 nun Boiling range @760 mm 0.01% by w t . max. 241.3% Not m o r e than 5% di8t i l l s below 235.C Not l e s a than 95% d i s tills below 242.C
2 5 max.
Color (Pt-Co a c a k ) Dryness @ t o % F l a a h point (0.C. ) Solubility i n water @ZO'C Solubility of water in solvent @tO'C Specific gravity @ZO/ZO*C Vapor p r e s a u r e @ Z O T Weight p e r gallon @ Z O ' C
Miscible with 19 vol. 60'Bi gasoline 2 50 'F 1.89% by w t 0.83% by wt 1.1950-1. LOO0 0.06 mm 9.97 l b
Halogenated Hydrocarbons
Table 3.56: Vinyl Chloride (7)
MonochI oroethyI ene
PHYSICAL PROPERTIES
Acetaldehyde Boilily point e 7 6 0 mm Boiling range @760 mm
147
C H2m C HCI
Not m o r e than 0. 5% by
-13.9.C
wt
Color Freezing point Heat of evaporiration Reridue Specific gravity @B. P. Specific heat Solubility in water @ 2 5 T Weight per gallon @2O*C
Water -white
-159.7% 81.6 cal/g Not m o r e than 0. 5% by vol. 0.97 0.27 cal/g/*C Slightly soluble 7. 59 lb
Molecular Weight (theoretical) Odor Appearance Color Solubility of monomer in H,O at 25'C. weight % . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Solubility of H,O in monomer at 25C. ........................ weight% ................... : Boiling Point (760 mm Hg). 'C Freezing Point,
...........
1015 APHA
0.021 0.0335
31.56
'c
............................
......._.. 122.5 -
Vapor Pressure
log P,,
= 6.98200~1104.29/(t+237.697l
Crerwr.
(mn,
no)
60
40 20 10 5 1
(continued)
148
-20
+20
Pounds/ gallon
T o ~ r o t u r o(OC)
-20
0 20
Index of Refraction
Tomporotun ("C)
Absolute Viscosity
lomporotum (OC)
+20
-20 0
0
7 3.16.0
1058
=
=
Q Value
e Value Lalent Heat of Vaporization, A Hv cal/mole at 25C at Boiling Point Latent Heat of Fusion, A Hm callmole Heat of Polymerization, A Hp k callmole at 25C A H p BTUllb at 7' 7F Heal of Combustion, Liquid Monomer A Hc k cal/mole Heat of Formation, Liquid Monomer, A HI k cal/mole Gaseous Monomer, A H f k callmole Heat Capacity, Liquid Monomer, C. callmole deg at 25.15'C Heat Capacity, Ideal Gas State C callmole deg at 25.15"C .
....................................................
0.22
0.36
= 334 (exothermic)
=
261.93 & 03 .
=
.
E
....=
=
26.745
16.04
51.3
= 219
Halogenated Hydrocarbons
COMPARATIVE DATA Table 3.58: Alpha Cleaning Solvents (62)
Alpha 564M and 565 Alpha 564M and 565 are functionally deotropic blends of a chlorinated solvent and a polar component, designed for effective cleaning of postsoldering flux residues from pcb's and other electronic assemblies. Both formulations have no flash points. Compared to the fluorocarbons, they are more aggressive, more effective cleaners, yet lower in cost. Alpha 1001 and 1003 Alpha 1001 and 1003 are azeotropes of Fluorocarbon 112 (tetrachlorodifluoroethane) and polar alcohols formulated for effective cleaning of postsoldering flux residues from pcb's and other electronic assemblies. Compared to chlorinated solvents, they are less aggressive and can be used on normally solvent-sensitive plastic materials. They are more effective solvents than Fluorocarbon 113 (trichlorotrif1uoroethane)-based products, because of the extra chlorine atom.
149
564M
Perchlorethylene and propylene glycol monomethyl ether.
1001
Contains 28% isopropyl alcohol and has a Tag Open Cup Flash Point of 85F.
565*
1,l.l.-Trichloroethane and n-propyl alcohol.
1003
Contains 15% n-propyl alcohol and has no TOC Flash Point below its boiling point of 180F.
e
1.540 -t 0.010 12.81 25 50(max.)
565
1.285
+. 0.005
SPEC1FICATIONS'
PropertySpecific Gravity Lb./Gal. Residue on Evaporation @pm max.)
__ 1001
1003
10.69 10
Clear 15 74C (165F) -34 c" ( - 30F) 0.272 133 0.268 92.8 25.0 206 0.55 0.2 345
Kauri-Butanol Value 182 Evaporating Rate (relati~e)~ 0.21 Solubility of Water in Solvent (grams/lOOcc) <O.I Toxicity (TLV)* 100 Flash Point' Tag Open Cup NONE Tag Closed Cup NONE Fire Point NONE
pH of Water Extract Neutral Min. Acid Acceptance (cal. as Wt. % NaOH) 0.50 0.22 Appearance clarity Clear color (Max. A.P.H.A.) 15 Boiling Point 76C (168'F) 82'C (18O'F) Freezing Point - 14'C (6'F) 6'C (43'F) Vapor Density at Boiling Point (Ib./cu. ftJz 0.268 0.323 Latent Heat of Vaporization at Boiling Point (Btu/lbJZ 128 100 Specific Heat (Btul1b.l OF)' 0.323 0.271 Vapor Pressure (mm HQ)' 42.0 39.7 Kauri-Butanol Value3 71 Evaporation Rate (relative)' 0.53 Solubility of Water in Solvent (grams/ 100 cc) 5.6 1.a Toxicity (TLV)' 470 455 Flash Points5 Tag Open Cup 29C (85F) None to BoiIing Ta Closed Cup None None Fire point ___ 29% (85F) None Notes: 'Unless specified, properties are room temperature (25C; 77F) and 1 atmosphere (760 mm Hg). 'Galc uIated values. 'Major constituent only. 'Relative evaporation rate calculated with a value of 1.00 assigned to F113. 5As per OSHA recommendations. Use of Cleveland Open Cup Test yields values significantly higher.
NOTES: 1. Unless specified, properties are at room temperature (25C; 77F) and 1 atmosphere (760 mm Hg). 2. Calculated values. 3. Relative evaporation rate calculated with a value of 1.00 assigned to FC113. 4. As per OSHA recommendations.
1.50
11.0
~_
14.5
1, 1, 1Trichlorethane
Carbon Tetrachloride Ethylene Dichloride
70
None
64
None
a2 155
1.07 0.15
I I I 1
356-361
n-Butyl Acetate = 1
80
NONE
10 5
159
__
85
98
NON
MONOCHLOROBENZENE
ORTHODICHLOROBENZENE---PERCHLORETHYLENE TRICIILORETHYLENE Ezlracl
II
300'1
0 19
0348
IJ0 59 D
--?E!~
__ 0 03
0 34
011
I07 ___
I3J
0.15
240
.
,
zn
1 1
-22 -22 I
R64
___
160
NONE NONE
9 22 -________ N2F NO
NONE
100
93
C)
4 4b
no
10 5
Halogenated Hydrocarbons
Table 3.61: Dow Chemical Chlorinated Solvents (23) Physical Properties of Chlorinated Solvents
SOLVENTS INHIBITED 1.1.1TRICHLOROTRICHLOROETHANE ETHYLENE
C C I? H , , 133.4
~~
151
PROPERTIES
Chemical Formula Molecular Weiqht Boiling Pt. @ 760 mm HP Freezing Point Specific Gravity @ 25125C Pounds per Gallon @ 25C Vapor Density (air = 1.OO) Specific Heat @ 25C calh0C Heat of Vaporization @ Boiling Point cal1g BTU1lb Refractive Index @ 25C Viscosity @ 25C centipoises Flash Point Tag Open Cup ASTM, Method D-1310 Tag Closed Cup ASTM, Method 0-56 Solubility (g11OOg) @ 25C H in solvent O , solvent in H O , Surface Tension (dyneslcm @ 25C) Kauri Butanol Value Solvent-Water Azeotropic Boiling Point Flammable Limits (volume % of solvent in air) @ 25C Lower Limit Upper Limit
METHYLENE CHLORIDE
CH,CI, 84.9 103 5F (39 7C)
~ ~~
PERCHLOROETHYLENE
c,c
I1
165.8 250F (121 1C) -9F (-22.8"C) 1.619 13.47 5.76 0.209
12.11 4 53 0.226
14 22
7.5 12.5
none none
(conti nued)
152
n-Butyl acetate Ethanol* Perchloroethylene Methyl alcohol Trichloroethylene Methyl ethyl ketone 1,l .I-Trichloroet hane Acetone Methylene chloride
'95% Et OH, 5% H O ,
t Evaporation rates measuredwith respect to n-butyl acetate Larger numbers reflect lastec evaporation.As measuredby ASTM 03539.76
Plastics Polypropylene (General Purpose Grade) ....................................... Polyethylene 3300 (High Density) ................................................ Polyethylene (Linear) ................................................................. Polyallorner (Ethylene Propylene Copolymer) ................................ Acetate (Cellulose Acetate) ......................................................... Butyrate (Cellulose Acetate Butyrate) ........................................... Propionate (Cellulose Acetate Propionate) .................................... Brand of Elastomers and Rubbers Chardon 15093' ......................................................................... Chardon 15096-2' ...................................................................... Chardon 15120. Hycar 1000 x 132' ...................................................................... (Acrylonitrile/butadienehigh acrylonitrile content) Hycar 1014' (Buna N low acrylonitrile content) .............................. Thiokol 3000 FAd (Polysulfide Rubber) .......................................... Thiokol 3600 ST-Cd .................................................................... Thiokol E45Sd ............................................................................ Dow Cornin 94-002b (Fluorosilicone Rubber) ............................... Silastic LS-63 (Fluorosilicone Rubber) .......................................... Silastic S-6526b (Silicone Rubber) ................................................. Silastic 80b (Silicone Rubber) ...................................................... Silastic 67Sb ..............................................................................
56.0
.........................................................................
80.5
76.5
44.5
55.0 52.5 50.0 64.0 16.0 16.5 34.5 24.0 38.5
4.5
-1.5 -0.5
4.5
-2.0 0
-0.5
-0.5
Key: (Negative sign indicates sample decreased in size. Data to nearest 0 5 . .%)
a. Chardon Rubber Company . b. Dow Coming Corporation c. B.F. Goodrich Chemical Company d. Thiokol Chemical Company
A. Distorted and softened 6 . Partially dissolved or disintegrated C. Totally dissolved or disintegrated
(continued)
Halogenated Hydrocarbons
Table 3.61: (continued)
Solubilities of Resins. Waxes and Fats in Methylene Chloride Solubilityt Solubilityt Material or Brand Material or Brand Resins >100 Rosin (wood) .............................. ABALYN . Resin esterified SARAN** F-120 . Vinylidene >I00 with glycerine .......................... < 1 chloride-acrylonitrile ACRYLOID 6-82 -Acrylic ester >I00 SARAN F-220. Vinylidene AMBEROL 801-XLT . Phenolic ....... >I00 chloride-acrylonitrile < 1 AMBEROL ST-137-X . PhenolVELSICOL AE9 . ET0 adducts <10 formaldehyde .......................... >I00 VERSAMIDE 940 . Polyamide >100 BAKELITE CKR-5254 . Phenolic < 20 VlNYLlTE AYAA . Vinyl acetate >100 BECKACITE 1001 . Phenolic .......... >I00 VlNYLlTE WHH . Vinyl chloride BECKACITE 1112 . Phenolic >I00 acetate ................................... <50' CUMAR Wi1 . ParacumaroneOils & Resins indene >I00 ALINCO Z . 2 Linseed oil .............. >100 D.E.N.* 438 . Epoxy novolac >I00 Lanolin anhydrous ....................... >100 D.E.R.* 331 . EPOXY ..................... >I00 O K 0 S-70. Soybean oil >100 D.E.R. 332 . EPOXY ....................... >I00 D.E.R. 661 -EPOXY ....................... >I00 Waxes < 5 Beeswax ..................................... D.E.R. 664 . Epoxy ....................... >I00 < 1 Candelilla wax ............................. D.E.R. 667 . EPOXY ....................... >I00 Carnauba wax ............................. < 1 D O W Resin PS-3 . Polystyrene ..... >I00 Ceresin wax ................................ < 1 EPON 812 . Epoxy ....................... >I00 < 1 EPON 836 . Epoxy ....................... >IO0 Japan wax ................................... Montan wax ................................ < 1 EPON 1004 . Epoxy ...................... >I00 Paraffin 4749C ........................... <15 EPON 1109 . Epoxy ...................... >I00 <20 White petrolatum ........................ GENEPOXY 175 . Epoxy ................>I00 GENEPOXY M-180 . EPOXY ............ >I00 Fatty Acids & Derivatives GENEPOXY 190 . EPOXY ................>IO0 Calcium Stearate ......................... < 1 GENEPOXY 525 . EPOXY ................>I00 Potassium Oleate < 1 GENEPOXY 925 . EPOXY ................ >I00 Sodium Oleate GENEPOXY 1800 . Epoxy .............. >I00 HERCOLYN . Resin esterified with Miscellaneous >IO0 glycerine ................................. Silicone >100 D.C.R.-5061 . Polymethyl methacrylate ............... >IO0 D.C.R.-5581 . Silicone ..................>100 NEVINDENE Rs . Cumarin PARLON S-5 . Chlorinated indene .................................... >I00 rubber ..................................... >100 Orange Shellac ............................ < 1 PAKLON S-20 . Chlorinated PlCCO 420 ES . Indene polymer ... >IO0 rubber ..................................... >100 PICCOLASTIC A-75 . Polystyrene >I00 PARLON S-300 . Chlorinated PICCOLYTE S-85 . Polyterpene ..... >I00 rubber .................................... >60' Hydrocarbon >I00 PICCOPALE 100 . Polyvinyl Chloride ....................... < 1 Polyalkyl styrene .... >I00 Resin 276-V9 . *Trademark of The Dow Chemical Company 'Too viscous for further addition. **Trademark of The Dow Chemical Company overseas tSolubilities were determined by the incremental addition of solute to 100 grams of methylene chloride at room temperature. Solute was added in the following increments: 1 gram. 5 grams. 10 grams and so on in 5-gram steps up to a maximum of 100 grams Thus a notation of <5 indicates that more than 1 gram but less than 5 grams of solute can be dissolved in 100 grams of methylene chloride Similarly. a notation of - 4 0 indicates that more than 35 but less than 40 grams of solute will dissolve. Where 100 grams of solute dissolve. the result is reported as >IO0 Resin riolubilities were obtained on uncured material suitable for use in paints. adhesives. and coatings.
153
......
.................
......
..........
.................................... .........
...............
......................... ...........................
..................
..
.....
(continued)
154
Industrial Solvents Handbook
8
6
0 r
% I WW
.c
>.
y.
W .-
v)
Y
Halogenated Hydrocarbons
155
5
W
E I
156
CI
m
0
0" .-: I
>
6
-?
3
m
'
j ! i
+
v G
u)
Z Z P P
. . . . . : .
:Pas .
0 - -
-I
O m 0 N
+
L $
0 W
+ +
. . z.y . L . * z Az .
?q
0-U
+ o
. . .
LL
. . .
. . . . . . . .
. . . . . . . . .
S S~ . . . . . . . . . . . . . . . .
. . . . .
.
. .
. . . . .
. .
Halogenated Hydrocarbons
157
-0 al
C .Y
0
v
..
2 al
158
Table 3.61 : (continued) Blending Solvdnts to Eliminate Flash Points F W Poiits ("F) -Tag Closed Tater
Volume 96 Chlorinated Solvent Family Alcohol Flammable Constituent Data Source
0 60
10
20
30 40
50
- - - - - _ .
Ethanol
n-Butanol
54
48 NF
106 94
84 25 81 32 23 49 64
NF
Ester
Butyl Acetate
76 NF
34 21 39 41 NF 22 NF
Ethyl Acetate
Hydrocarbon Heptane Octane Ketone MethylIsobutylKetone
21 59
64
NF
64
62 NF
Temperature, OF
9 q
E
Temperature, O C
4'
C
v
,m
700
500
3: E E
M 300 200
100
!E so
30
70
8
l -
2o
10
E ;
9 3
2
I
-70 -60
-so
4 0 -30
-20
-10
o + I O +2(1
+30 +40
so
-I
-60
-so
-40
-30
-20
-10
+ I O i 2 ( 1 +'r)
$40
is0
Temperature, O C
Temperature, O C
Halogenated Hydrocarbons
Table 3.61: (continued)
IS9
I
I
I
1
I
Temperature, O C
X = Freezing Point
Glycerol Ethanol Calcium Chloride Methanol Sodium Chloride Trichlorofluoromethane Methylene Chloride
= 64.8% Wt. (Aqueous Solution) = 56.8% Wt. (Aqueous Solution) = 29.0% Wt. (Aqueous Solution) = 38.4% Wt. (Aqueous Solution) = 2 1.O% Wt. (Aqueous Solution) = 100% Wt. = 100% Wt.
160
Table 3.62: Vertrel Cleaning Agents (7 7) Vertrel KCD-9547 Cleaning Agent Introduction Vertrel KCD-9547 is a proprietary azeotrope-like blend of Vertrel XF hydrofluorocarbonwith trans-l,2-dichloroethylene and cyclopentane. It is ideally suited for use in vapor degreasing equipment to remove light oils, fingerprints, and particulate contaminants. Vertrel KCD-9547 is specially formulated to provide a high degree of compatibility with plastics, elastomers, and other nonferrous metals, such as in aerospace parts. Vertrel KCD9547 is nonflammable, has "zero" ozone depletion potential, and has low global warming potential. It can replace CFC-113,l ,I ,1-trichloroethane (1,I ,I -TCA), hydrochlorofluorocarbons(HCFC), and perfluorocarbons (PFC) in many applications. Physical Properties
Vertrel' KCDProperty' Boiling Point Liquid Density Vapor Pressure Surface Tension Freezing Point Heat of Vaporization at boiling point Heat Capacity at 2OoC (68F) Viscosity Units
"C
O F
47.6 117.6 1.56 13.1 334 6.5 17.3 -35 -3 1 35 63 0.2 1 0.21 0.68
g/cc Ib/gal rnrnHg psi dyn/crn "C O F cal/g Btullb cal/g "C Btu/lb O F CPS
0 10 20 25 30 40 50 60
(32) (50)
(68)
(77) (86) (104) (122) (140)
<-58
47 85 0.21 0.21 0.65
Exposure Limits
Component VertrePXF trans-l.2dichloroethylene Cyclopentane Limit, pprn AEL 200 400 TLV 200 TLV 600 Type
<200
AEL-DuPont's acceptable exposure limit. TLV -Threshold limit value established by the American Conference of Government & Industrial Hygienists (ACGIH). TWA-Time weighted average. 'A ceiling limit is the concentration that should not be exceeded during any part of the working day.
(continued)
Halogenated Hydrocarbons
Table 3.62:(continued)
Vertrel KCD-9548 and KCD-9550 Wipe Solvents
16I
Introduction
Vertrel KCD-9548 and Vertrel KCD-9550 are two proprietary blends formulated as wipe solvents. Vertrel KCD9548 is an azeotrope-like blend of Vertrel XF hydrofluorocarbon with cyclohexane and acetone, whereas Vertrel KCD-9550 is an azeotrope-like blend of Vertrel XF hydrofluorocarbon and acetone. Both solvents are ideally suited for use as a gross wipe solvent: however, Vertrel KCD-9548 has a slight VOC compared with zero VOC for Vertrel KCD-9550.
Physical Properties Vertrets KCD9548 52.0 125.6 1.37 11.5 186 3.6 15.6 C-50 Vertret' KCD9550 60.6 141.1 1.37 11.5 191 3.7 15.6 C-50 <-8O 46 83 0.30 0.30 0.62 Vertret" KCD-9548 Specifications Vertrel'XF. % Acetone, % Cyclohexane, % Appearance Nonvolatile Residue, ppm Moisture, ppm E m o s u r e Limits Component Vertre1"XF Acetone Cyclohexane Limit, ppm AEL 200 400 TLV 750 TLV 300 Type 8- and 12-hr TWA Ceiling* 8-hr TWA 8-hr TWA 85.0 f 1.0 10.0 f 1.0 5.0 It 1.0 Clear, Colorless 10.0 max. c200
Property* Boiling Point Liquid Density Vapor Pressure Surface Tension Freezing Point Heat of Vaporization at boiling point Heat Capacity at 20C (68F) Viscosity
Units "C O F g/cc lb/gal mmHg psi dyn/cm "C O F cal/g Btu/lb cal/g "C Btu/lb O F CS P
c-80
43 77 0.30 0.30 0.64
TLV -Threshold limit value established by the American Conference of Government & Industrial Hygienists
(ACGIH). TWA-Time weighted average. *A ceiling limit is the concentration that should not be exceeded during any part of the working day. Vertrel" KCD-9550
*At 25C (77OF) except where indicated. Vertret@KCD-9548 Density and Vapor Pressure Change with Temperature Temperature, ("9 "C Density, glcc (Iblgall 1.42 1.40 1.38 1.37 1.36 1.34 1.32 1.30 (11.9) (11.8) (11.6) (11.5) (11.4) (11.3) (11.1) (10.9) Vapor Pressure, mmHg (psi) 52 98 155 186 248 362 569 776 (1.1) (1.9) (2.9) (3.6) (4.8) (6.9) (11.0) (15.0)
"C
0 10 20 25 30 40 50 60
~
("Fl
(32) (50) (68) (77) (86) (104) (122) (140)
Vapor Pressure, mmHg [psi) 52 98 155 186 248 362 569 776
~
0 10 20 25 30 40 50 60
Preliminary Elastomer Compatibility Immersion: 5 Minutes at R o o m Temperature 25C (77F) Compatible Polysulfide (Thiokol's FA) Silicone Chlorosulfonated PE Urethane Buna-S Buna-N EPDM (Nordel") Butyl Rubber Natural Rubber Neoprene Adiprene \/iton@A and Viton" B
Vertrei" KCD-9550 Specifications Vertrel" XF, % Acetone, 'YO Appearance Nonvolatile Residue, ppm Moisture, ppm 85.0 f 1.0 15.0 f 1.0 Clear, Colorless 10.0 max. c200
(continued)
162
Table 3.62:(continued)
Vertrel MCA Cleaning Agent
Introduction
Vertrel MCA is a proprietary azeotrope of Vertrel XF hydrofluorocarbon with trans-l,2-dichloroethylene. It is ideally suited for use in vapor degreasing equipment. Its enhanced solvency power, compared to Vertrel XF alone, makes it particularly effective for precision and specialty cleaning applications in difficult soil situations. Vertrel MCA is nonflammable, has "zero" ozone depletion, and has low global warming potential. It can replace CFC-113, i,1,1 -trichloroethane (i,1,1 -TCA), hydrochlorofluorocarbons (HCFCs), and perfluorocarbons (PFCs) in many applications.
Physical Properties
~~
Property*
CFC-113 39 (102) 47.6 (117.6) 1.41 1.56 11.8 13.1 Vapor Pressure 464 33 4 9.0 6.5 15.2 17.3 Surface Tension Freezing Point "C ( O F ) C-50 (c-58) -35 (-31) Solubility of Water wt% 0.065 0.01 1 Heat of Vaporization cal/g 43.3 35.1 at Boiling Point Btu/lb 77.9 63.1
Unit Boiling Point Liquid Density "C ( O F ) g/cc Ibigal mmHg psia dyn/cm Heat Capacity at 20C (68F) cal/g-"C Btu/lb-"F CS P
Vertrel' MCA
1.47 (12.3) 1.44 (12.0) 1.42 (11.8) 1.41 (11.8) 1.39 (11.6) 1.37 (11.4) 1.35 (11.3) 1.33(11.1)
162 (3.1) 258 (5.0) 375 (7.3) 446 (9.0) 552 (10.7) 795 (15.4) 1 1 1 1 (21.5) 1509 (29.2)
Viscositv
Preliminary Elastomer C o m p a t i b i l i t y Immersion: 1 Week at 55C (131F) Compatible Polysulfide (Thiokol FA) Chlorosulfonated PE Buna-S* EPDM (Nordel') Butyl Rubber" Natural Rubber"
EPOXY
Phenolic Teflon' TFE, FEP, PFA Polyimides
Require Additional Testing ABS Acrylic Polyvinyl Chloride Polvsulfone Polycarbonate Polystyrene Polyphenylene Oxide
200 400
200
TLVc
'AEL is the DuPont Acceptable Exposure Limit. Where governmentally imposed occupational exposure limits that are lower than the AEL are in effect, such limits shall take precedence. bA ceiling limit is the concentration that should not be exceeded during any part of the working day. TLV is the Threshold Limit Value established by the American Conference of Government Industrial Hygienists (ACGIH).
(continued)
Halogenated Hydrocarbons
Table 3.62: (continued) Vertrel MCA Plus Cleaning Agent Introduction
163
Vertrel MCA Plus is a proprietary azeotrope of Vertrel XF hydrofluorocarbonwith trans-l,2-dichloroethylene and cyclopentane. It is ideally suited for use in vapor degreasing equipment for precision cleaning and specialty applications. Its enhanced solvency power makes it particularly effective in difficult soil situations. Vertrel MCA Plus is nonflammable, has "zero" ozone depletion, and has low global warming potential. It can replace CFC-113, 1,1,1 -trichloroethane (1,1,1 -TCA), hydrochlorofluorocarbons (HCFC), and perfluorocarbons (PFC) in many applications. Density and Vapor Pressure Change Physical Properties wlth Temperature
VertreP
MCA
hop-*
HCFC141b
Unit
1,1,1 TCA
74 165 1.31 11.0 140 2.7 25.9 c-50
c-58
Freon. TF
Boiling Point Liquid Density VaporPressure Surface Tension Freezing Point Heat of Vaporization at boiling point Heat Capacity at 2OoC(68"F) Viscosity Flash Point ,
*C
'F g/cc Ib/gal mmHg psi dyne/cm
"C
OF
<-58
55 98 0.22 0.22 0.61 None
32 90 1.24 10.3 594 11.5 19.3 -103 -154 53 94 0.25 0.25 0.43 None
4 8
118 1.56 13.1 226 4.4 17.3 -35 -31 35 63 0.22 0.22 0.67 None
Density, g/cc (Iblgal) 1.33 1.31 1.29 1.28 1.26 1.24 1.21 1.18 (11.1) (10.9) (10.8) (10.7) (10.5) (10.3) (10.8) (9.83)
Vapor Pressure, mmHg (PSI) 124 222 321 440 517 776 1034 1396 (2.4) (4.3) (6.2) (8.5) (10.1) (14.9) (19.9) (27.1)
0
10 20 25 30 40 50 60
Polyimides Polypropylene Polysulfone (e.g., GE's Ultem) PVA PVC TeflonQTFE, FEP, PFA
Exposure Limits
Component VertrePXF trans-l,2dichloroethylene Cyclopentane VertreP MCA Plus Limit, ppm AEL 200 400 TLV 200 TLV 600 AEL 221 400
TVRe
YO
46.0 f 1.0 40.0 f 1.0 14.0 f 2.0 Clear, colorless 10.0 max.
<200
AEL-OuPont's acceptable exposure limit. TLV-Threshold limit value established by the American Conference of Government & Industrial Hygienists (ACGIH). TWA-Time weighted average. *A ceiling limit is the concentration that should not be exceeded during any part of the working day. **Calculated in accordance with ACGIH Formula for TLVs for mixtures.
(continued)
164
Table 3.62: (continued) Vertrel SMT Cleaning Agent Introduction Vertrel SMT is a proprietary azeotrope-like blend of Vertrel XF hydrofluorocarbonwith trans-l,2-dichloroethylene and methanol. It is ideally suited for use in vapor degreasing equipment with solvency power for cleaning ionic soils and flux residues from electronic assemblies. It can also be used for precision and general industrial cleaning where this enhanced solvency is required. Vertrel SMT is nonflammable, has zero ozone depletion potential, and has low global warming potential. It can replace CFC-113, 1,1,1 -trichloroethane (1,1,1 -TCA), hydrochlorofluorocarbon (HCFC), and perfluorocarbon (PFC) fluids in many applications.
Physical Properties Property. Boiling Point, "C (OF) Liquid Density, g/cc (Ib/gal) Vapor Pressure, mmHg (psia) Surface Tension, dyn/cm Freezing Point, "C ( O F ) Solubility of Water, wt% Heat of Vaporization at Boiling Point, cal/g (Btu/lb) Heat Capacity at 20C (68F). cal/g."C (Btu/lb."F) Viscosity, cPs Vertrel' SMT Freon* TMS Temperature, "c (OF) Density and Vapor Pressure Change with Ternoerature Density, glcc (Iblg) Vapor Pressure, mmHg (psia)
37 (99) 39.7 (103.5) 1.35 (11.3) 1.48 (12.3) 429 (8.3) 486 (9.4) 17.4 15.5 C-50 (c-58) -55 (-66) 0.34 0.27 49.5 (89.1) 50.4(90.7) 0.27 (0.27) 0.49 0.24 (0.24) 0.70
1.41 (11.7) 1.38 (11.5) 1.36 (11.4) 1.35 (11.3) 1.34 (11.2) 1.31 (11.0) i.i 1.29 i o 8 1.27 (10.6)
169 (3.3) 265 (5.1) 397 (7.7) 486 (9.4) 581 (11.2) 839 (16.2) 1,192(23.i) 1,627(31.5)
Preliminary Plastic Compatibility Immersion: One Week a t 55% (131OF) Compatible Polyethylene Polypropylene Nylon Polyester, PET, and PBT Acetal HD Polyethylene Epoxy Phenolic Teflon. TFE, FEP, PFA Polyimides
Polychloroprene Silicone
Require Additional Testing ABS Acrylic Polyvinyl Chloride Polvsulfone Polycarbonate Polystyrene Polyphenylene Oxide
Exposure Limits
Component Vertrel' XF
Ceilingd
8-hr TWA 8-hr TWA 8-hr TWA
trans-1,2dichloroethylene
200 200
trans-1.2-dichloroethylene
Methanol Stabilizer Appearance Nonvolatile Residue Moisture *Wt%
Methanol
Stabilizer
250
20
TLVb
'AEL is the DuPont Acceptable Exposure Limit. Where governmentally imposed occupational exposure limits that are lower than the AEL are in effect, such limits shall take precedence. bTLV is the Threshold Limit Value established by the American Conference of Government Industrial Hygienists (ACGIH). OSTEL is short-term exposure limit. A STEL is the concentration to which workers can be exposed continuously for a short period of time, usually 15 min, without suffering from acute effects, e.9.. irritation. dA ceiling limit is the concentration that should not be exceeded during any part of the working day.
(continued)
Halogenated Hydrocarbons
Table 3.62: (continued) Vertrel XMS Cleaning Agent Introduction
165
Vertrel XMS is a proprietary azeotrope-like blend of Vertrel XF hydrofluorocarbon with trans-l,2-dichloroethylene, cyclopentane, and methanol. It is ideally suited for use in vapor degreasing equipment with solvency power for cleaning ionic soils and flux residues from electronic assemblies.
Physical Properties
HCFC141b VertreP Freon" with XMS TMS MeOH 36 96 1.22 10.2 465 9.0 15.9 C-50 <-58 61
110
Unit
"C
O F
40 104 1.48 12.3 429 8.3 17.4 -55 -67 50 91 0.24 0.24 0.7 None
29 85 1.22 10.1 527 10.2 18.5 C-103 <-154 62 111 0.26 0.26 0.45 None
Surface Tension dyne/crn Freezing Point "C O F Heat of Vaporization at boilingpoint Heat Capacity at 20C (68F) Viscosity Flash Point cal/g Btu/lb cal/g "C Btu/lb "F C P
0 10 20 25 30 40 50 60
Plastic Compatibility Immersion: 15 min at boiling point of VertreP XMS (35.5"C [96"FI)
Compatible Acetal EPOXY HD polyethylene Nylon Phenolic Polyester, PET and PBT Polyethylene Polyirnides Polypropylene Polysulfone (e.g., GE's Ultern) PVA PVC Teflon' TFE, FEP, PFA
Exposure Limits
Component VertrePXF trans-1,2dichloroethylene Cyclopentane Methanol VertreP XMS Limit, ppm AEL 200 400 TLV 200 TLV 600 TLV200 AEL 210 400 Type 8- and 12-hr TWA CeiI ing 8-hr TWA 8-hr TWA 8-hr TWA Calculated** Ceiling*
Elastomer Compatibility Immersion: 15 min at boiling point of Vertrets XMS (35.5"C [96"F1)
Compatible Buna-S* Butyl Rubber* Chlorosulfonated PE EPDM (e.g., Nordel") Natural Rubber" Neoprene Polysulfide (e.g., Thiokol's FA) Polyurethane Viton' A VitonQ B
AEL-DuPont's acceptable exposure limit. TLV-Threshold limit value established by the American Conference of Government & Industrial Hygienists (ACGIH). WA-Time weighted average. *A ceiling limit is the concentration that should not be exceeded during any part of the working day. **Calculated in accordance with ACGIH Formula for TLVs for mixtures.
Yo
54.5 It 1.0 25.0 f 1.0 14.0 f 2.0 6.0 f 0.3 0.5 f 0.1 Clear, colorless 10.0 rnax. e200
(continued)
166
Vertrel XF is a proprietary hydrofluorocarbon fluid with "zero" ozone depletion and a low global warming potential ideally suited for use in vapor degreasing equipment for cleaning, rinsing, and drying. It can replace current hydrochlorofluorocarbon (HCFC)and perfluorocarbon(PFC) fluids in most applications. Unique physical properties include a higher boiling point and lower surface tension compared to CFC-113. This combined with nonflammability, chemical and thermal stability, low toxicity, and ease of recovery by distillation make Vertrel XF ideal for a broad range of applications. Solvency is more selective than CFC-113, but can be enhanced by use of appropriate azeotropes and blends with alcohols.'
Physical Properties
~
VertreP Property'
Molecular Weight Boiling Point, "C
(OF)
"C (OF)
Solubility in Water, ppm of Water, ppm Critical Temperature, "C (OF) Critical Pressure, psia (atm) Critical Volume, cclmol
Vertrde
XF CHF , ,, None None 20.8 0.0 0.25
Halogenated Hydrocarbons
Table 3.62:(continued)
167
Plastic Compatibility Immersion: Two Weeks at 50C (122F) Common Brand Weight Plastic Name Rating Gain, % HDPE "Alathon" 0.3 0 "Tenite" PP 05 . 0 0.3 "Styron" PS 0 01 . PVC 0 CPVC 01 . 0 PTFE ' 1 3.5 Teflon' 14 . Tefzel' ETFE 1 PVDF 0.4 "Kynar " 0 lonomer 05 . Surlyne 0 9 2 Acrylic Lucite' 0.0 ABS " Kralastic" 0 Phenolic 0 00 . 1 ' 4.7 Cellulosic "Ethocel" 00 . 0 EPOXY Delrin' Acetal 0 0.2 0.2 PPO 0 "Noryl" PEK -. 01 " UI t rapek " 0 PEEK -0.1 "Victrex" 0 PET Rynite' 0 0.2 PBT "Valox" 0 0.0 Polyarylate Arylon' 0 00 . LCP 01 . 0 Polyimide A Vespel' 0 00 . PB 0.1 "Ultem" 0 PA1 "Torlon" 0 00 . 1 2.7 PPS "Rython" Polysulfone 0 -0.1 "Udel" Polyaryl Sulfone "Rydel" 0 -0.1
Rating O-Compatible 14orderline 24ncompatible Physical Change 'More Flexible Sample Dissolved "Some Extraction
Elastomer Compatibility Immersion, Sealed Tubes: T w o Weeks at 50C (122F) Unear Swell, %
Units Hardness Change
Elastomer Rating 0 Natural Rubber 0 Butyl Rubber 0 Nordel' RPDM 0 Neoprene CR 0 SBR Nitrile Rubber 0 NBR 0 NHBR 2* Vamac' EA 0 Hypalon' CSM Fluoroelastomer 2 Viton' A 2 Viton' B 2* Zalak' 2 Kalrez' Fluorinated 2 Silicone 0 Si1icone Epichlorohydrin 0 Homopolymer 0 Copolymer I* "Adiprene" U 0 FA Polysulfide Thermoplastic 2* Alcryn' 0 "Santoprene" 1* "Geoplast" Hytrel' Polyester 0
Rating: 0-Compatible;
-0.6
1 .o -1.0
0.2
-1 -1 -2 1
07 .
0
2 -8 -12
-0.6 39 . 1. 39 13 .
17.3
22.8
0
-1 4 -34 -13
-20
-1 1 -4
1 2 -2 0
13 0 -3
0
1-Borderline; 2-Incompatible
Vertrel' XF Specifications Fluoropentanes Appearance Nonvolatile Residue (NVR) Moisture Acidity, mg KOH/g
99.9% min. Clear, Colorless 2.0 ppm max. c50 ppm 0.01 max.
Exposure Limits Component Vertrel' XF Limit, ppm AEL. 200 Type 8- and 12-hr TWA Ceilingb
400
(continued)
168
Vertrel XSi is a proprietary blend of Vertrel XF hydrofluorocarbon and hexamethyldisiloxane. It is ideally suited for use in medical applications as a solvent for cleaning or depositing of silicone oil-based lubricants. It is also used as a swelling media for silicone rubber tubing. Physical Properties Solubility of Typical Silicone Fluids in VertreP XSi at Room Temperature Property Vertrel' Freon' HCFC(% Oil Loading in Solvent) (at 25C) Unit XSi TF 141b
Boiling Point Liquid Density VaporPressure Surface Tension Freezing Point Heat of Vaporization at boiling point Heat Capacity at20"C (68F) Viscosity Flash Point "C
O F
g/cc Ib/gal mmHg psi dyne/cm "C O F cal/g Btu/lb cal/g O C Btu/lb O F C P
48 118 1.56 13.1 226 4.4 17.3 -35 -31 35 63 0.22 0.22 0.67 None
32 90 1.24 10.3 594 11.5 19.3 -103 -154 53 94 0.25 0.25 0.43 None
Vertrel. XSI 14 21 33 45 28
Freon. TF 19 24 39 51 29
Hexane 25 46 58 65 31
~-80
38 69 N/A N/A 0.60 None
Es
Solubility of Silicone Fluid (DC-360) In a Blend of VertreP XF + Hexamethyldisiloxene
J6%1%'A
7 _---- -1 --WC11017)
if 2o _ _ _ _ _-_- - - - _ _ - 10
- o"---*
40%
c _ _ - - -
50%
Elastomer Compatibility Immersion: 15 min in Vertrel' XSi at Boilina Point 56.6"C 1133.9OF)
Comaatible Polysulfide (e.g., Thiokol's FA) Chlorosulfonated PE Buna-S* Polyurethane Viton@ A
*Swelling, but with low extractable
Exposure Limits
Component VertrePXF Hexamethyldisiloxane VertreP XSi Limit, ppm AEL 200 400 IHG 200 AEL 200 400 Type 8- and 12-hr TWA Ceiling' 8-hr TWA Calculated** Ceiling'
400
AEL-DuPont's acceptable exposure limit. IHG -Industrial Hygiene Guidelines. WA-Time weighted average. *A ceiling limit is the concentration that should not be exceeded during any part of the working day. **Calculated in accordance with ACGIH Formula for TLVs for mixtures.
Halogenated Hydrocarbons
169
.........
. . .. . ..
. .
.. .
. .
170
Industrial Solvents Handbook
.. . . .
... . . .
.... .
a E
C
Y
Halogenated Hydrocarbons
171
f
z.
i 2
z
c
..-.
z
r
c E
Y
C
2 s
s:
cl
0 0
d
E:
i
SI
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's
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30
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o N \
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GI
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i :
. I
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z" z"
c N
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s
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0
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Sales Specification
OXSOL" 10
Monochlorotoluenes
Specifications
Formula Molecular weight Specific gravity @ 25"C/25"C Density, Wgal (gA) Freeze point, "C (OF) Boiling point, "C (OF) Flash point CTCC), "C (OF) Vapor pressure @ 2OoC, mm Hg Kauri-butanolvalue Water, ppm
C7H7a 126.59 1.07 9 (1070) -25 (-13) 159 (318) 50.6 (123) 2.6 110
<100
11
3 105
> c l n .
z
C
a"
3
e 1 2
CT
0 95
I
09 -20
I
10
I
40
1
70
1
100
1
130
1
160
Temperature (C)
(cont inued )
Halogenated Hydrocarbons
Table 3.63: (continued)
I73
0.4
0.25
-20
10
40
70
100
130
160
Temperature (C)
(continued)
174
.
I I
I I
I
I
1 I
r
I
I
I
U .2 0.8 0.A
0.6 0.4
0.2 0,
I I 10
40
-20
70
100
130
160
Temperature (C)
(continued)
Halogenated Hydrocarbons
Table 3.63: (continued)
175
160
190
220
250
280
310
340
Temperature (C)
140
120
100
80
60
40
20
0 -20
10
40
70
100
130
160
Temperature (C)
(continued)
176
I E E v
CJ,
100
a
v)
?
10
2 a
b. 0
1
01
-20
10
40
70
100
130
160
Temperature (C)
-20
10
40
70
100
130
160
Temperature (C)
(continued)
Halogenated Hydrocarbons
Table 3.63: (continued)
177
OXSOL 100 OXSOL 100 is a purified grade of p-chlorobenzotrifluoride (PCBTF) with the characteristic odor of chlorinated aromatic solvents. OXSOL 100 is a clear water-white liquid with solvency characteristics similar to the classical chlorinated and fluorinated solvents. PCBTF has been commercially produced for over thirty years as a chemical intermediate. OXSOL 100 has been used as a solvent since 1992 as a replacement for solvents with Ozone Depletion Potential (ODP), Volatile Organic Compounds (VOC) and Hazardous Air Pollutants (HAP). OXSOL 100 is not regulated as an ozone depleter. OXSOL 100 is not regulated as a Hazardous Air Pollutant. And on October 5, 1994, the EPA published in the Federal Register, a revised definition of VOC which specifically exempted OXSOL 100 from VOC regulations. The exemption was based on the very favorable atmospheric profile of the molecule.
The use of OXSOL 100 or other PCBTF based OXSOLs will allow many solvent users to eliminate or reduce their use and emissions of VOCs without giving up the many benefits received from organic solvents. OXSOL can be used to extend or replace many organic solvents, including toluene, xylene, mineral spirits, acetone, methyl ethyl ketone (MEK), trichloroethylene, perchloroethylene, 1, I ,I -trichloroethane and n-methyl pyrrolidone (NMP)>
Physical Properties o OXSOL 100 f Freezing Point, "C Boiling Point, "C Flash Point, TCC, O F Evaporation Rate at 25"C, n-BuAc = 1 Solubility Parameter ( c a l / ~ m ~ ) ' / ~ Density @ 25"C, lb/gal Kauri-Butanol Value Solubility of water in OXSOL @ 25"C, ppm Solubility of OXSOL in water 6%25"C, ppm Surface Tension @ 25"C, dynes/cm2 Heat of Combustion, BTU/lb Viscosity @ 25"C, cp CAS#
-36 139 109 0.9 7.3 11.2 64 240 35 25 7100 0.79 98-56-6
Sales Specifications Appearance Color, APHA Acidity, ppm (by specific ion probe) Alkalinity, ppm a s NaOH Water content, ppm Specific Gravity @ 25"C/25"C Non Volatile Residue, Wt. %
(continued)
178
Industrial Solvents Handbook
0
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0.
8
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9
c
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c
-s 9
3
8 " Fc 3
.E
f
- 0
e
c
" k i P 0
"
N 0
..
Halogenated Hydrocarbons
179
8 -
-z
180
Vapor Pressure, mm of Hg
s!
L
c
F?
Q)
llJi
>
1
f
Halogenated Zyydrocarbons
181
182
Industrial Solvents Handbook
C .-
P 3
+-
c u 0
E: X
0
u)
>
c
I
c
m) ( 1
Q)
Halogenated Hydrocarbons
183
184
Industrial Solvents Handbook
8
0
0
N OD
3
N
e N
N N
:
0
0
W
7
8 aD 0
W 0
0 t
N 0
N
0
'f
..
Halogenated Hydrocarbons
185
v )
( D
(0
v ) v )
Ln
v v )
-8
c
186
Industrial Solvents Handbook
Halogenated Hydrocarbons
Table 3.63: (continued)
OXSOL 2000
187
Chemically, OXSOL 2000 is alpha, alpha, alpha-trifluorotoluene, an HFC. OXSOL 2000 has a number of desirable properties for precision cleaning, electronics cleaning, aerosol applications, and wipe cleaning. It is a pure compound, with a relatively fast evaporation rate and toluene-like odor. In its pure form, OXSOL 2000 i a good s replacement for hexane, toluene, and VM&P naphtha where a rapid evaporation rate is desirable and a flammable solvent can be used safely. In addition, OXSOL 2000 can be blended with classical solvents like trichloroethylene yielding non-flammable, very fast evaporating compositions.
Physical and Chemical Properties of OXSOL 2000: Property Chemical Formula Molecular Weight Boiling Point: "C (OF) Dielectric Constant, 25C Flash Point, TCC "C (OF) Fire Point, TOC "C (OF) Kauri Butanol Value Evaporation Rate, n-BuAc = 1 Latent Heat of Vaporization (B.P.), BTUllb Specific Heat, Liquid 20C (BTU/lb/"F) Density, 20C, gm/cc Density, 20C, Ibs/gal Vapor Pressure (20C), mm Hg Vapor Density (Air = 1) Surface Tension in Air: Dynes/cm:2O0C Viscosity (Cp), Liquid, 20C C ,, ,F H 146.11 102 (216) 11.5 12 ( 5 4 ) 23 (74) 49 2.8 97 0 306 1185 9 88 30 5.0 23 0 56
1.20
0 0 1.18 \
v
cn
.-
2 1.16 ,
v)
1.08
1.06
-40
-20
20
40
60
80
100
120
Temperature (C)
(continued)
188
C I
n =
3
0
0.35
I- 0.33
9 .P
0.31
0"
c )
L 0.29
E a
.g0.27 J
0.25 -40
-20
20
40
60
80
100
120
Temperature (C)
(continued)
Halogenated Hydrocarbons
Table 3.63: (continued)
189
f 0.005
! F
2 0.004
0.002
40
-20
20
40
60
80
100
120
Temperature (C)
-40
-20
20
40
60
80
100
120
Temperature (C)
(continued1
190
0.030
0 025
.0
v)
g 0.020 $
0.015
L
5
P >" 0.010
0
0 005
.___-
t
1 :
0.000
---+,I
. : . 1 . : : 1 . . ~ . i , , ' ' I . . , , I , " '
0 .c
c 108 --
-40
-20
20
40
60
80
100
120
Temperature (C)
(continued1
Halogenated Hydrocarbons
Table 3.63: (continued)
191
100
10
__
/ ' /
' +---
_60
-+-_ _ __
80
___
2 .
~___
120
I
0
1 -40
-20
20
40
100
Temperature (C)
29
E 0 3 27
E
0 .v)
s
E
0
0)
c 25
23
21
; .u)
19
17 15
-40
-20
20
40
60
80
100
120
Temperature (C)
(conti nued)
192
Sales Specification
OXSOL"550
Test
Appearance Color, APHA Acidity, ppm as Total Inorganic Acidity (by Specific Ion Probe) Alkalinity, ppm as NaOH Water Content, ppm Specific Gravity Q 25"C/25OC Residue on Evaporation, Wt. % Phvsical ProDerties OXSOL 550 is a clear, colorless blend of Halogenated Aromatic solvents with a characteristic chloroaromatic odor and the following physical characteristics: Distillation Range, 0 760 mm Hg Flash Point, (TCC) Freezing Point Evaporation Rate (n-BuAc=l .O) Solubility, Q 25% Density, Q 25OC Vapor Pressure, Q 20C !(eat of Combustion Kauri-Butanol Value 142-159C 113'F <-6O"C 0.7 <150 ppm in H20 10.11 Ibs/gal 3.9 mm Hg 9,900 BTU/lb 92 Soecifications Clear, Free of Suspended Matter 30 Max. 3 Max.
10 Max. 150 Max. 1.20-1.22 0.0025 Max.
Sales Specification
OXSOL"73
Test Appearance Color, APHA Acidity, ppm as Total Inorganic Acidity (by Specific Ion Probe) Alkalinity, ppm as NaOH Water Content, pprn Specific Gravity Q 25'C/25"C Residue on Evaporation, Wt. % Phvsical Prooerties
OXSOL 73 is a clear, colorless, non-flammable blend of Monochlorotoluenes and Perchloroethylene with a characteristic chloroaromatic odor and the following physical characteristics:
SDeciflcations Clear, Free of Suspended Matter 30 Max. 3 Max. 15 Max. 100 Max. 1.22-1.26 0.0025 Max.
Distillation Range, Q 760 mm Hg Flash Point, (TCC) Freezing Point Evaporation Rate (n-BuAc=l .O) Solubility, Q 25C Density, Q 25C Vapor Pressure, @ 20C Heat of Combustion Kauri-Butanol Value
*
129-158OC NFt-6' -33% 0.6 4 5 0 ppm in H20 10.35 Ibdgal 8-10 mm Hg 8,300 BTU/lb 114
(continued)
Halogenated Hydrocarbons
Table 3.63: (continued)
193
Sales Specification
OXSOL@253
Test
Appearance Color, APHA Acidity, ppm as Total Inorganic Acidity (by Specific Ion Probe) Alkalinity, ppm as NaOH Water Content, ppm Specific Gravity 0 25'C/25"C Residue on Evaporation, Wt. % Phvsical ProDerties
OXSOL 253 is a clear, colorless, non-flammable blend of Halogenated Aromatics and Perchloroethylene with a characteristic chloroaromatic odor and the following physical characteristics:
Soeclf icatlons
Clear, Free of Suspended Matter
30 Max.
Distillation Range, @ 760 mm Hg Flash Point, (TCC) Freezing Point Evaporation Rate (n-BuAc=l .O) Solubility, @ 25% Density, 0 25OC Vapor Pressure, @ 20C Heat of Combustion Kauri-Butanol Value
* NFTB -
127-159C NFTB * <-60C 0.6 4 5 0 ppm in H20 10.81 Ibs/gal 10 mm Hg 7,600 BTU/lb 109
No Fhsh to Boiling
Sales Specification
OXSOL"325
Test
Appearance Color, APHA Acidity, ppm as Total Inorganic Acidity (by Specific Ion Probe) Alkalinity, ppm as NaOH Water Content, ppm Specific Gravity 0 25OC/25'C Residue on Evaporation, Wt. %
SDeclfications
Clear, Free of Suspended Matter 30 Max. 3 Max. 15 Max. 100 Max. 1.40-1.46 0.0025 Max.
Phvsical Prooerties
OXSOL 325 is a clear, colorless, non-flammable blend of Halogenated Aromatics and Perchloroethylene with a characteristic chloroaromatic odor and the following physical characteristics:
Distillation Range, 0 760 mm Hg Flash Point, (TCC) Freezing Point Evaporation Rate (n-BuAc=l .O) Solubility, 0 25OC Density, 0 25OC Vapor Pressure, Q 2OoC Heat of Combustion Kauri-Butanol Value
'NFEI
~
121-155C NFTB C-50% 1.2 4 5 0 ppm in H20 11.95 Ibs/gal 13 mm Hg 5,100 BTUllb 100
No Flash to Boiling
(continued1
194
OXSOL SAs are based on parachlorobenzotrifluoride (PCBTF or OXSOL loo), an "environmentally friendly" solvent alternative. PCBTF has a unique atmospheric profile, making it one of the few volatile organic solvents not suspected of causing stratospheric ozone depletion or tropospheric ozone and smog. PCBTF is not an ozone depleting product (ODP). It is exempt from USEPA Volatile Organic Compounds (VOC) regulations. It is not a hazardous air pollutant (HAP). It is not on the SARA Title 111, Section 313 list of toxic chemicals. It is not a carcinogen and is considered only "mildly toxic" (from Federal Register 50 FR 4221 6-4221 10/18/85.
As a result of its favorable regulatory status and excellent properties, PCBTF is an ideal candidate for formulating environmentally friendly solutions without giving up the excellent physical and chemical properties of organic solvents.
OXSOL@
Dielectric Breakdown*
Product OXSOL OXSOL OXSOL OXSOL OXSOL 73 253 325 550 Test # (kv) I 30 50+ 50+ 35 48 40 Test #2 (kvl 38 50+ 50+ 40 50 50
100
OXSOL 1000
Sales Specification
OXSOL@1000
Test Appearance Color, APHA Acidity. ppm as Total Inorganic Acidity (by Specific Ion Probe) Alkalinity, ppm as NaOH Water Content, ppm Specific Gravity @ 25OC/25OC Residue on Evaporation, Wt. % Soecificatlons Clear, Free of Suspended Matter 20 Max. 3 Max. 10 Max. 150 Max. 1.47-1.49 0.0020 Max.
Phvslcal PrQDertieS
OXSOL 1000 (3,4-Dichlorobenzotrifluoride) is a clear, colorless solvent with the following physical characteristics: Boiling Point, @ 760 mm Hg Flash Point, (TCC) Freezing Point Evaporation Rate (n-BuAc=l .O) Solubility, 0 25C Density, 0 25OC Vapor Pressure, 0 2OoC Heat of Combustion Kauri-Butanol Value 174C 170'F -12.4% 0.2 11.6 ppm in H20 12.36 Ibs/gal 1.6 mm Hg 4,830 BTU/lb 69
Halogenated Hydrocarbons
Table 3.64: 3M Hydrofluoroether
195
3Mm HFE-7100, methoxy-nonafluorobutane (C,F,OCH,), is a clear, colorless and low-odor fluid intended to replace ozone-depleting materials. This proprietary fluid has zero ozone depletion potential and other favorable environmental properties. It has one of the lowest toxicological profiles of the new CFC replace materials, with a time-weighted average exposure guideline of 600 ppm (eight hour average).
The high boiling point, increased solvency and low surface tension of 3M HFE-7100 make it suitable for use in vapor degreasing applications as a neat (pure), azeotropic or co-solvent parts cleaner. In addition, its chemical and thermal stability, non-flammability and low toxicity make it useful for other industrial applications such as specialty solvent and heat transfer applications.
Properties
Vapor Pressure' Viscosity? Heat of Vaporization' Specific Hear
3M HFE-7100 CFC-113
210 0.6 I 30 0.28 33 1 0.68 35 0.22
HCFC-14lb
0.43 53.3
I
1
HCFC-225cdcb
290 34.6 0.34
HFC-4310
0.27
Property
3M HFE-7100 CFC-113
HCFC-14lb
HCFC-225 cdcb
HFC-4310
(continued)
196
Halogenated Hydrocarbons
Table 3.64: (continued)
197
Practically non-toxic (>5g/kg) Practically non-initating Minimally irritating Not a Skin Sensitizer 600 ppm Exposure Guideline' No abnormal effects observed Not a mutagen No signs of sensitization at exposures up to 100,000 pprn In Progress In Progress
Coniprrtihle $et. one h o w esposirre at boiling teniperrttiire. *Brrtyl Rirhber best for estended e.\-posirre > I niortth Exceptions: some swelling of PTFE und Silicone Rtrhher-. Some sirtfcrce oxidation of copper dirritig heot ttp'n,y.
in an azeotrope formulation 3M"" HFE-71 DE is a hydrofluoroether, Methyl Nonafluorobutyl Ethers (C,F,OCH,), with trans-l,2-dichloroethylene. This mixture is a true azeotrope, with constant vapor and liquid composition at its boiling point. This fluid is suited to medium duty cleaning and degreasing tasks, as well as specialty solvent applications, and is intended to replace ozone-depleting materials. It has zero ozone depletion potential and other favorable environmental properties. 3M HFE-71 DE has a time-weighted average exposure guideline of 600 ppm for the 3M"" HFE-7100 component, and 200 ppm for trans-l,2-dichloroethylene (8 hr average). The increased solvency and low surface tension, nonflammability and constant composition during boiling of 3M HFE-71 DE make it suitable for immersion and vapor degreasing applications. These properties also may make the azeotrope suitable for certain coating and lubricant deposition applications where increased solvency is required. 3M HFE-71DE Typical Applications
Cleaning, Rinsing and Drying Agent Cleaning of oils, greases, waxes Specialty solvent applications For infomiation on other applications, contact your 3M representative or 3M authorized distributor.
(continued1
198
3 M HFE-71DE CFC-113
Azeotrope' 41 -24' 1.37 16.6 27 None None C,Cl3F, 48 -35 1.56 17.3 31 None None
Vapor Pressure' Viscosity' Heat of Vaporization' Ozone Depletion Potential-ODP' G'lobal Warming Potential" Atmospheric Lifetime (yrs) mmHg @ 25C
' 6 1.7% HFC-4310 (CsH2F,,,), 38% trans- I , 2-dichloroethylene (Dupont Vertrel MCA) ' cps @ 25C
cal/g @ boiling point CFC-I1 = 1.0 GWP - 100 year ITH, CO, = 1 .O 4. I - 3M HFE-7 100,0.01 trans- 1, 2-dichloroethylene
' '
SO% by weight
' 3M HE-7100 (C,F,OCH,) consists of two inseparable isomers wlth essentially identical properties. These are (CF3),CFCF2OCH3 (CAS No. 163702-08-7) and CF3CF,CF2CF10CH, (CAS NO. 163702-07-6).
(continued )
Halogenated Hydrocarbons
Table 3.64: (continued) Regulatory Status
I99
The U.S. Environmental Protection Agency (EPA) has completed its Pre-Manufacturing Notification (PMN) review and has permitted 3M to commercialize 3M" HFEs immediately. Both components of 3M HFE-71 DE are TSCA listed. 3M is pursuing an "Acceptable" listing for Methyl Nonafluorobutyl Ethers under the EPA's Significant New Alternative Policy (SNAP) program. Trans-l,2-dichloroethylene is approved under SNAP for use as a cleaning solvent. As a result of its lower toxicity, trans-l,2-dichloroethylene is far less regulated in its use compared to "chlorinated solvents." The only regulations affecting 3M HFE-71DE due to the presence of trans are VOC emissions and reporting requirements if it is emitted into water or if a spill of 2000 Ib or more occurs. Trans is not considered a Hazardous Air Pollutant and is not subject to annual reporting requirements. The following table lists the regulations covering trans compared to chlorinated solvents.
I
r
Kcgvlatitm
VOC Designation
__
. . .- .
?'r:ins-l,2-dichloro ethylene
'rrichloro ethylene
Perchloro ethylene
YttS
Methylene Chloride
NO
-.
_~_~____~
Yes
~
t I;lz,ardous Waste
~
Yes Yes
.~~
Yes
100 Ibs
Yes
. _ .
1 0 0Ibs ,0
.... ...
Yes No
No
No
No
Tvpical Phvsical ProDerties of HFE L-13938 Boiling Point ("C) Freezing Point ("C) Flash Point ("C) Solubility for water (ppm) Solubility in water (ppm)
60 -135 None 9s
<10
Density (gm/ml) Specific Heat (J/Kg "C) Viscosity (cSt) Thermal Conductivity (W/m "C)
1.54
1.63
1053 I .07 ,082
1133 .60
,074
(continued )
200
P r o w of HFE L-13938 Ozone Depletion Potential (ODP) Volatile Organic Compound (VOC) Atmospheric Lifetime GWP (IPCC 1994) HGWP
0 (CFCII = I ) No 4.0 years 500 (CO, = 1, 100th year) 0.09 (CFC11 = I )
Toxicolopical P r wrties of HFE L-13938 Oral Eye Irritation Skin Irritation Skin Sensitization Inhalation ALC Chronic Toxicity
Practically non-toxic orally No imtation No Imtaiton Not a Skin Sensitizer No observable effects at 10,OOO ppm > 100,000 ppm (4hrs) In Progress
Methyl Alcohol (20% in water) Ethylene Glycol (31% in water) Elbyl Achohol @%in water)
Propylene G l y c o l
(33% in water) Dowtbcnnn
J
XLT
Syllhcrm'"
HFE L-13938
Tyfaxltw 1.21 Tyfoxit'" 1.15
-60
-ss
-50
-4s
-40
-35
-30
Cooling Limit
-io
-s
IO
15
(continued)
Halogenated Hydrocarbons
Table 3.64: (continued)
IZM
201
GJ Shewood E& =
IMO
11%
1100
IO M
ImO
9m
G C l l (18% in water)
900
8sn
BM
150
7l a
650
wo
SM
500
4%
400
3M
Mo
250
Syltherm'* Xlli'
200
150
L13938
Tyfooxit'" 1.21 TyfoxitT" 1.15
45
100
M
0 60
ss
so
3s
-30
25
20
1s
10
10
IS
20
Coottng L,nl,t
Temperature "C
W Shewood 3M EFBS
N K L (198 in water)
$m3(27% in waler)
Methyl Alcohol (20%in water) Elhylenc Glycol (31% in water) Elhyl Alcohol
(2.5% in water)
HFE L13938
TyfoxitTM1.21
Tyloxit'"
1.15
(continued1
202
-45
40
-35
-30
-25
-20
-1s
-10
IO
0 Cooling
Limit
~~
Temperature "C
~ ~~ ~
60
-135 None 95
73 -117 None
92
48
("C)
Freezing Point -35 None
170
110
("C)
Flash Point
("C)
Solubilih, for Water (ppm)* Solubility in Water (ppm)'
<lo*'
<IO'*
. ..
to
25r
GF90CH, (HFE A)
1 50
<ZHJCCIJ
(TCA) 132
0 83
Liquid Densitv
(g/d)
Viscosity (CP) Surface Tension (dynes/cm) Heat of Vaporization (cal/g) Specific Heat (cal/g/T)
0.6 I
0.61
13.6
0.68 17.3 35
13 6 30
0 28
25 1
58
30
0 29
0.22
0 21
(continued)
Halogenated Hydrocarbons
203
E
n
eg
% -
4 i
I
(continued)
204
P .
x
2
-t. \o
c! a
r-
v f
; i
Halogenated Hydrocarbons
205
c .c . '
0 V
r(
0 r.
v1
8
0 0 0 r(
N
r(
0 0
N 0
vi
m
u. w
- <
E
!"
cn
206
C990CzH~
CFC-113
100.0
99.9
100.0
100.0
100.0
80.8
-~
Solvency of MFEs
Compound
CFC-113 l,l,l-trichoroethane
q 1 4
Kauri-Butanol Value*
32 123
0
Neat HFE
Soil.:
HFE Azeotrope
-+
Cleaning C&olvent
10
27
>150
(continued)
Halogenated Hydrocarbons
Table 3.64: (continued)
207
Soil R e m o v e d
____
Test ccmditions: one minute immersion in boiling sdvent with -tion Hydrccarbsn oil: Metalub 525
CFC-I13
100.0 80.8
CFC-lI3/
EtOH
Soil Removed
Resuits
avy Oil
99.9
100.0
----100.0
RMAFlux
Use of HFE employed a 1minute m e r s i o n in P e l d m Solvating Agent 24 w i h soniuh followed by 30 seconds immersion tinsing at the biling point CFC-113 used a 1 minute immersion with sonication at the boiling point. Heavy Oil -DuoSeal Pump Oil (Sargmt-WeW1 Scientific Co.) Solder Flux - Alpha 611 (Alpha Metals, lnc.)
~erults
& -
Electrical Connector
(continued)
208
Summary: Performance of Hydrofluoroethers in Cleaning Applications + Physical Properties Which Closely Match OD!%
t Very Good
Environmental Profile Not Precursors to Photochemical Smog (VOCs ) Zero Ozone Depletion Potential Short Atmospheric Lifetimes Low Global Warming Potentials
t Solvency for
a Number of Soils
E"
IPA Kerosene Mineral oil Limonene AVD 19
<1 <1 <I <I <I
HFC"'
Miscible 2
<1
&j&.hyl HFE"$
Misdble 5 <1
20
3.5 Miscible
Miscible
IO
20
30
40
SO
60
70
Rfl
90
snils
Cutting Oil EP Grease RMA flux Wax
PF 3370
:g
0 12
$5
01-
Lg o u
OW
~
I
0.02
1
60
RO
100
120
I40
I60
Percent Freeboard
(continued)
Halogenated Hydrocarbons
Table 3.64: (continued)
209
7.00
.
i
C4F9OCH3
0 HFC43-10
HCFC-225
0 CFC-113
> m400 a
0
f 5 0 0 5
A
T
;300
2
200 100
ow
. . . --I
..
~
A HCFC-141b A
A
G
:Perchloroethylene
A
A
I *
I
-+E 00
c
I
000
2M)
400
6 00
10 00
12.00
Phase 2 - Advanced Tests Ecotoxicity Inhalation Range Finding (28 day) Developmental Toxicity Cardiac Sensitization 90 Day Inhalation
(continued)
210
Plastics Acrylic Polyethylene Polypropylene Polycarbonate Polyester Nylon Epoxy PMMA PVC PET ABS
+ +
+
+
Some rwellmg of PTFE and SIIICUIW Rubber. Sonic surface oxidahon of copper during heat agmg
Halogenated
Silicone Hydrocsrbon
Oil
Oil
Oil
Test conditions: one minute immersion 111 boiling wlvenl with sonication followed by one inhute vapor rinse. Halognatecl Oil: Krytox 157FSM (Uulunl) SiliconcOil. AK 350 (Wackrr Chemle) tlyrlraarbon Oil: Mobilmct Omicron
Hydrofluoroethers
A Family of New Fluorinated Solvents
+ Cover a Range of Boiling Points
Nitroparaffins
Table 4.1: Angus Nitroparaffins (34)
Nitromethane CH,NO,
CAS Registry No.75-52-5
7-Nitropropane CH,CH,CH,
CAS Registry No. 108-03-2
N0 ,
Specifications
Purity, % by wl (min.)*. ............................... Total nitroparaffins,96 by wl (m1n.p.. ................. Speclfic gravlty at 25/26"C .......................... Acidity a8 acetic acid, % by wl (man) ................ Water, % by wt ( m a ) ................................ Color, APHA ( m a ) .................................. *Delemlned by gar chrornat~raphy Nitromethane 98.0 99.0 1.124-1.135 0.1 0.1 20 Nitroethane 98.0 99.0 1-Nitropropane 98.5 99.0 2-Nitropropane 96.0 99.0
0.2 20
0.2 0.1 20
0.1 0.1 20
80
16
aooom
084 .4
0.740
(continued)
211
212
..............................
Nitromethane -1 69.3 9.147 8.23 -27.03 25.33 0.415 35.87 3.50 3.1 7 83.59 76.4 6.4 10.5 11.1 19.3 1.8 2.1 7.6 2.5 12.7
Nitroethane -325.6 9.94 9.08 -33.9 33.10 0.441 28.06 3.58 3.19 87.22 71.0 6.0 4.6 4.7 6.6 0.9 1.1 3.0 2.5 11.1
9 1.63 63.5 6.0 1.5 1.5 2.2 0.8 0.6 1.7 25 10.7
88.55 70.6 6.2 1.7 1.7 2.3 0.5 0.5 1.8 2.5 10.7
I I
2-N itre2-ethyl-l.3-propanediol
[CAS Reg. No. 597-09-1 1
(NMP") FH3
CH,--C--CHzOH
I Noz
I I
(NB") H
CHSCHZ-C-CHZOH NO2 2-Nit ro-1- butanol [CAS Reg. NO.609-31-41
I I
(conti nued )
Nitroparaffins
Table 4.2: (continued)
213
Product Specifications*
___-_
MeRlng Pt., "C (Mln.)
&11d Form NMP (pellets)t 86-90 05 TRlS NITRO (solid) t 23.60% (mln) by wl. of bound formaldehyde. 1.6%(max.)by w t of stearic acid. h r a y , % by wt. (mln.) Free Formaldehyde % by wt. (max.) 1 .o 1 .o
1.o
Free Formaldehyde
%bywt.
_.
---__
l%bywt.
(Max.) 006
___
20-5.0 5 Gardner
Aqueour Solutlonr TRlS NITRO 25% TRlS NITRO 37.5% TRlS NITRO 50% NEPD Aqueous NMP Concentrate
25.0 37.5
50.0
55.0
60.0
1 .o
0.5
2.0- 5 0 .
5 5 1
NMPO
NEPO
___-
NB
TRlS NITRO
119.12 90 94
5.1
135.12 2 1 60
decomp.
149.15 ~150
decomp.
5.4
5.5
350
80
50 .
220
400
AB@
2-Amino-1-butanol CAS Registry No. 96-20-8 CH,CH,CHCH,OH
AMPD"
2-Amino-2-meth yl-l ,3-propanediol CAS Registry No. 115-69-5 CH,
I
NHZ
HOCH2-C-CH20H
NH Z
AMP
2-Amino-2-methyl-1-propanol CAS Registry No. 124-68-5 CH,
AEPDB
2-Arnino-2-ethvl-l.3-propanediol CAS Registiy No.'115-70-8 CH,CH,
TRIS AMINO@
Tris(hydroxymethy1)aminomethane CAS Registry No. 77-86-1 CH,OH HOCH,-C-CH,OH
H,C-C-CH,OH
I
HOCH,-C-CH,OH
NH Z
I
NHZ
NH, (continued)
214
Neutral Equivalent Water, % by wt. (max.) Melting point, O (min.) C Color (max.) Color of 20% aqueous solution (max.)
20APHA
20APHA
2 Gardner
50 APHA
40 APHA
wc. cps
Vapor pressure at lOOOC, rnm Hg 150C, mm Hg Specific gravity at 25I25OC C Coefficient of expansion per O OC Refractive index, n, at 2 O Heat of vaporization at 110OC. kcallmole 1W C , kcal/mole l W C , kcal/mole 165OC. kcallmole Heat of dissociationat 25OC. kcal/mole
0.942 0.00096
Table 4.4: Angus DMAMP-80 (34) 80% 2-Dimethylamino-2-Methyi-1 -Propanol Solution CAS Reg. No. 7005-47-2
2-Dimethylamino-2-methyl-1 -propanol, a member of the family of Angus amino alcohols, is the tertiary-amine homolog of 2-amino-2-rnethyl-1 -propanol (AMP). 2-Dimethylamino-2-methyl-1 -propanol is available as DMAMP-80 which contains about 20% by weight water.
(continued)
Nitroparaffins
Table 4.4: (continued) Typical Properties
The following are typical properties of DMAMP-80;they are not to be considered product specifications.
Neutral Equivalent. . . . . . . . . . . . . . . . . . . . . . . Specific Gravity @ 25/25"C. . . . . . . . . . . . . . . Weight per Gallon @ 25C. . . . . . . . . . . . . . . . Flash Point. Tag Open Cup. . . . . . . . . . . . . . Tag Closed Cup . . . . . . . . . . . . . . Freezing Point . . . . . . . . . . . . . . . . . . . . . . . . . . Boiling point @ 760 mm Hg . . . . . . . . . . . . . . Viscosity @ 25'C, Gardner . . . . . . . . . . . . . . . pH of 0.1 N Aqueous Solution . . . . . . . . . . . . .
. . . . . :-148 . . . . . . . .0.95 . . . . . . .7.9 Ib . .150"F/66"C . .153"F/67"C - 4"FI - 20'C 208'F/-- 98C . . . . . . . .A-A, . . . . . . . .11.6
215
Table 4.5: Industrial Amines Ranked in Order of Decreasing Base Strength (34)
Bolllng Polnt ' C Amlne Cyclohexylamine
Flash
Point
llatmJu3QU
10.79 10.74 9.87 9.82 9.52 9.44 9.40 9.31 9.24 8.88 8.80 8.76 8.70 8.43 8.03 7.86 7.77 99 101 117 89 89 61 75 89 17 105 119 105 133 87 121 191 149 95 57 1.o 0.7
1 .o
Triethylamine Diethylaminoethanol (DEAE) + AMINOMETHYLPROPANOL (AMP-95m) + AMINOBUTANOL (AB"') Monoethanolamine(MEA) Monoisopropanolamine(MIPA) Dimethylethanolamine (DMEA) Ammonia (29.4%) Diethanolamine (DEA) + AMINOEMYLPROPANEDIOL (AEPDB) + AUINOUETHYLPROPANEDIOL(AMPDm) Diiiopropanolamine (DIPA) Morpholine + TRIS(HYDR0XYMETHYL)AMIND METHANE (TRIS AMINO.) Triisopopanolamine (TIPA) Triethanolamine (TEA)
0.36 0.6 4.0 357 ao.01 <0.01 <0.01 0.02 10.08 <0.01 0.0008 <0.01
300
L, D
AcuteSkln Penetratlon
Eye injury
Rabbtts Severe Severe Severe Severe Severe Severe
LD,, _3)
Prlmary Skln lrrltatbn Severe Corrosive Severe Severe Corrosive Trace Minor
Threshold
urnn
Flash Polnt (Tag Closed Cupl 172F 185F 140F 105F 95F 1 7
AUP
2.9 g k g (Rats)
None
(Cornbustible)' Corrosive None (Combustible). None (Cornbustible)' Flammable ~ Flammable ~ None
( D W
(DUW)
Morphdlne
Trlethyhmlru
0.5gkg
0.42 g/kg
20 PPM
25PPM None Est.
TrkthnoIamlne
>200"F
216
n p i c a l Properties of
NIPAR 640
112-133 2.-100 13 2.6-3.0 % 1.01 , -8.4 0.001
Specifications
Nitroethane, % by wt ................ 35-40 1-Nitropropane,% by wt ............. 60-65 Total nitroparaffin content % by wt (min) ........................ BB.0 Water, 96 by wt ( m u ) . ................. 0.15 Color, APHA (max.) ..................... 20
Distillation range at 760 mmHg (9096 min.), "C .................. Freezing point, "C .............................................. Vapor pressure at 20"C, mmHg ................................. Density o Vapors (ai-1) ( a c . ................................ f cld) Specific gravity at 20/20"C ..................................... Weight per US. gallon at 20"C, lb ............................... Coefficient of expansion per "C ................................. Flash point Tag closed cup, O .................................. F Evaporation rate, by vol ......................................... (n-butyl acetate=100) Solubility in water at 20% % by wt .............................
94
100 2.6
Azeotropes of NIPAR640 Components (Nitroethane and 1-Nitropropane) Azeotrope with Nitroethane Component "A" Water Ethyl Alcohol n9ropyl alcohol Isopropyl alcohol n-Butyl alcohol sec-Butyl alcohol Isobutyl alcohol t-Butyl alcohol Amyl alcohol Isoamyl alcohol Ethylene glycol monoethyl ether n-Heptane n-Nonane Toluene Ethylbenzene @Xylene Ethyl butyrate Ethyl isobutyrate Isobutyl acetate Ethylene glycol monomethyl ether Boiling Point, "C 100.0 78.3 97.2 82.4 117.8 99.5 108.0 82.4 138.2 131.9 135.1 98.4 150.8 110.8 136.2 143.6 121.5 110.1 117.4 124.5 Weight % Component "A" 28.5 87.4 68.2 89.4 45 72.4 60 95.5 17 22 Boiling Point, "C 87.2 78.0 94.5 81.8 107.7 97.2 102.5 82.2 137.8 112.0 89.2 106.2 Azeotrope with 1-Nitropropane Weight % Component '3'' 36.5 Boiling Point, "C 91.63 96.95 115.3 99.4 105.28
91.2 -
72 75 27 73 40
41.0 15.0
127.5 130.9
58.7
121.4
It is desirable that the optimum quantity of NIPAR640 be used for each particular system. This optimum will vary from system to system, but normally it will fall in the range of 8% to 25% of the solvent blend. ResistivitK megohm Dimethylforrnamide Ektasolve EM+ NIPAR640 Ektasolve EE+ Ektasolve EB+ Isopropyl alcohol, 99% lsophorone Methyl ethyl ketone n-Butyl alcohol Methyl isobutyl ketone Isobutylalcohol Cyclohexanone
~
0.02 0.02 0.03 0.04 0.05 0.07 0.07 0.07 0.08 0.1 3 0.15 0.20
Nitroparafins
Table 4.7: (continued)
217
2%
4%
6%
3%
6%
This significant improvement in cure time and film performance is best achieved when 3-6% (by weight) of the total solvent blend is replaced with NIPAR 640.
u o m u
I I
N I ~ 640 will provide the benefits of superior wetting, R improved film integrity and improved cure time while enhancing electrostatic spray performance through its contribution to optimum resistivity of the coating.
Specific Gravities of Nitromethane-Methanol Fuel Mixtures (34)
0.02
a 01
50
60
70
80
OF
90
Temperature,
218
0
2%
4 Oh
6%
01
I
3%
~ W U
(continued)
Nitroparaffins
Table 4.8: (continued)
219
60
50
so
40pb&4
30 l01
30
40
50
60
70
80
50
60
70
80
500
450
A = methyl ethyl ketone B = COMSOL 1 1 x 0C = NiPar S 3 " -0 D = methyl isobutyl ketone E = n-butyl acetate
400
350
350
300
250
200
150
c
20
150 2oo
I
40
60
80
20
40
60
a0
220
SPECIFICATIONS
Nitromethane, % wt. ......................... 75 - 85 l-Nitropropane, % wt. ...................... 15 25 2-Nitropropane, % wt. (max.) ........... 0.1 Total nitroparaffins,% wt. (min.) 99 ...... Water, % wt. (max.) ......................... 0.2 80 Colour, APHA (max.)........................
B. P. ("C)
100.0 78.3 97.2 82.4 117.8 99.5 108.0 82.4 138.2 131.9 135.1 98.4 150.8 1 10.8 136.2 143.6 121.5 110.1 1 17.4 124.5
B. P.
("(3
87.2 78.0 94.5 81.8 107.7 97.2 102.5 82.2 < 37.8 112.0 89.2
9 1.63
106.2
121.40
Nitroparaffins
Table 4.10: COMSOL 820 (34)
221
PRODUCT SPECIFICATIONS
Total Nitroparaffins, % wt. Specific gravity, 25/25 "C Water, YO wt. Colour, APHA
99.0 min. 1.001 1.009 0 2 max. 80 max.
TOXICITY DATA
: : :
non-irritating non-irritating due to the composition of the product no mutagenic effects m s be expected. ut non-sensitizing
Chemical Names: Carbon Disulfide, Carbon Bisulfide Common Names: Carbon Disulfide, Carbon Bisulfide Formula: CS,
PROPERTIES Grades: Commercial or Technical, and USP Important Physical and Chemical Properties
Physical State: Liquid. Color: Clear, colorless liquid. Odor: Almost odorless when pure; the commercial grade has a strong disagreeable odor, due to presence of sulfur compounds. Specific Gravity a t 20" C/4" C (68" F/39" F) (Water = 1): 1.263 Vapor Density (Air = 1): 2.63 Boiling Point (760mm): 46.3" C (115" F) Melting Point: - 108.6" C ( - 163" F) Flash Point (closed cup): -30" C (-22" F) Explosive Limits (per cent by volume in air): 1 to 50 Ignition Temperature: 100" C (212' F) Corrosive: Commercial grade slightly corrosive to some metals due to impurities. Dangerously Reactive: No. However, it has an extremely low ignition temperature. Hygroscopic: No. Light Sensitive: Turns yellow when exposed to sunlight.
V A P O R PREWURE OF C A R B O N
DISULFIDE
-78.2
-42.8
-26.35
-21.8
- 109 -45 - 14
-7 +32 53 87 115
0
11.54 19.7
46.3
222
223
Y
3
c s E
9 m F
g w
.-e . o .-l
'I
224
100
10
0.1
__--
50
100
150
200
250
TEMPERATURE, "C
_ _
_____
1 0904
10955
________
40
50 75 100 125
__ -
_ ~
-
-~
_~
10200
~
0 9946
______ _
____
150
0 974
Viscosity (cP)
__
__
0 916
___
0 546
_
0 691
__
--
125
225
40
80
120
160
Table 5.7: Initial Sorption Rates of DMSO at Various Relative Humidities at 22C (36)
20
40
60
80
RELATIVE HUMIDITY, %
100
80
60
40
20
DMSO, weight %
226
14 12 10 8
6
4 2
0
-2
4
10
WEIGHT % WATER
Solutions (36)
I' -
E E a
-25
L1
-50
25
50
75
(00
02
04
04
0.8
wt % DMSO
w t % Water
2000
0 F 1600
4
U
0
z 3
1200
z z
9
50
WEIGHT % DMSO
I
M
227
Solutions (35)
25C 40C 60C
g
u Y
n 98
0 20
40
60
80
100
WEIGHT % DMSO
Solutions (36)
25 50 75 WEIGHT % DMSO
100
Table 5.14: Results of Reflux of DMSO for 24 Hours with Various Compounds (35)
COMPOUND (1009) IN 3009 DMSO REFLUX TEMP.,"C DMSO RECOVERED % OF ORIGINAL DMS'"'
63
31 14 15
20
148-164'0
182-1 87 181- 148'9' 189
22
33
11
66
15
30
30
(a) Dimethyl sulfide (b) Dimethyl disulfide (c) Bis(methy1thio)methane (d) Methyl mercaptan (e) Reflux temperature decreased from 185C to 140C over the first 16 hours. (0 Reflux temperature was 148C for 20 hours; increased to 164C during the last 4 hours. (9) Reflux temperature decreased gradually From 181C to 148C.
228
7 - -t-
0.1
0.01
/ I
J
. - .
. . -. . . . ..
-~~
I
. . . -. . .. . .. .
__
1
. .
__
__
_. ..
~-~~ -
0 001
100
120
140
160
180
200
TEMPERATURE, "C
TIME HR.
5 15
0 0.15
155
5 8
99.8 99.3
0.1 0.6
0.1 0.1
0 0
131
6 12 5 9 16
99.9 99.8 99 8 99 1 99 0
0.1 0.2
01 02 02
0 0
0 0
0 05 06
DMSO ONLY
191
01
02 02
H,SO,
36N
H,SO,
36N
125
H,PO,
85%
100
55
55 54 54 50
75 67 67
~
~p
SOME
H3P0,
85%
125
25 33
33
100 100 100 100
HCI
12N
95
~~
HCI
12N
115
SOME
229
Material Acetic acid Acetone Acrawax Acrawax B Aniline Anthracene Beeswax Benzene Benzidine Benzidine methane sulfonate Bromoethane Butenes n-Butyl acetate Butly carbitol Calcium methyl sulfonate Camphor Candelilla wax Carbon Carbon disulfide Carbon tetrachloride Carbowax 600 Carbowax 6000 Carnauba wax Castor oil Ceresin wax Chloroform Chlorosulfonic acid Citric acid Coconut oil
Material Dyes Burnt Sugar FD&C Blue Pistachio Green B 1-Eicosanol Ethyl benzoate Ethyl alcohol Ethyl bromide Ethyl ether Ethylene dichloride Formalin (37%) Formamide Formic acid Glucose Glycerine Glycine Hexane 4-Hydroxy benzoic acid Hy-Wax 120 Imidazole Isophthalic acid Isoprene Kerosene Lanolin, hydrated (Lanette 0) Lauryl amide (Armid 12) Linear alcohols Lorol5 Lubricating oil Methionine Methyl borate Methyl caprate Methyl iodide Methyl isobutyl ketone Methyl laurate Methyl mercaptan N-methyl morpholine Methyl palmitate Methyl salicylate Methyl sulfonic acid Methylene chloride Microcrystallinewax Morpholine Naphthalene Neoprene Nitrobenzene Oleic acid Ouricuri wax Oxalic acid Palmitic acid Paraffin Paraformaldehyde Paradichlorobenzene Pentaetythritol n-Pentane Pentene 1 &2 Perchloric acid Petroleum ether
<1
Insol. Miscible
>1
4
2
<1 Miscible Soluble Insol. Miscible
21 .
Miscible Miscible Soluble Soluble Insol. 90 Miscible Miscible Insol. Miscible <1 Miscible Reacts > 70 0.3
Soluble Soluble Soluble Insol Miscible Miscible Miscible Miscible Miscible Miscible Miscible Miscible
Reacts
54
Miscible
.e 0.05 29 .
01 .
Soluble
<l
24
<1
80 68
Miscible
76
8
c1
0.5
1 1 (gets
cold)
10
Miscible Miscible 0.4
> 20
1.3 Misc.-160"C
Miscible Cresylic acid Cumene Miscible 4.67 Cyclohexane Cyclohexene Miscible Cyclohexylamine Miscible Decalin 4.5 n-Decane 0.7 Di-n-butylamine 11 o-Dichlorobenzene Miscible p-Dichlorobenzene Very Soluble SDichlorodiphenyltrichloroethane 4 100 Dicyandiamide 40 Dicyclohexylamine 4.5 Diethanolamine Miscible Diethylamine Miscible Diethyl ether Miscible bis-(2~ethylhexyl)arnine 0.7 Diethyl sulfide Miscible Di-isobutyl carbinol Miscible Di-isobutylene 3.3(0.6% DMSO soluble in di-isobutylene) Disopropyl ether 11 Dimethyl ether 4.4 Dimethyl formamide Miscible Dimethyl sulfide Miscible Dimethyl sulfone 33.9 Miscible Dioxane Miscible Diphenyl Very soluble Dipentene 10 Dodecanol >loo n-Dodecane 0.38 Dodecylbenzene (Neolene 400) 3. 5
01 .
Miscible Miscible Miscible 7 40 (Reacts) Miscible lmmiscible Miscible Miscible Miscible
0.3
Miscible Reacts
Miscible
Misc. 130180C
<1
Miscible
40
Insol. Miscible Miscible
Miscible lnsd
38 100
Insoluble Insoluble 56 Slightly soluble
5-10 0.35 71 .
Reacts violently
30
i:
rltinued)
230
Material Phenol Phosphoric acid Phosphorustrichloride Phthalic acid Picric acid Pyridine Pyrogallol Rosin Rosin soap (Hercules Dresinate X) Sevin Silicon tetrachloride Sorbitan sesquioleate Sorbitan trioleate Sorbitol Soybean oil Starch, soluble Stearic acid Succinic acid Sugar (sucrose) Sulfamic acid Sulfuric acid
Material Tallow Tallow amide, hydrogenated (Armour Armide HT) Terephthalic acid Tetrahydrophthalic anhydride Tetralin Tetrapropylene Thiourea Toluene Toluene di-isocyanate Tributylamine Tricresyl phosphate Triethanolamine laurylsulfate Triethanolamine Triethylamine Trinitrotoluene Turpentine Urea Xylene
1.9 > 40 33
85
110
(continued)
231
Insol.
<1
<1
Modified Novalac R7522 (Ceca) R7550 (Ceca) Norsophen Resin P 13 KDF Chime) H Polycarbonates Lexan (General Electric) Polyesters Dacron (DuPont)
CX 1037 (Goodyear) Atlac (ICI-America) Poly(ethy1ene terephthalate) Poly(buty1ene terephthalate) Hvtrel (DuPont)
7 50
Silicones Dow Corning 803 soh. Dow Corning 805 soh. Dow Corning "Sylkyd 50" Dow Corning 26018 (flake) Sulfur Resins Polyphenylene sulfide Ryton V107 (Philips) Polyethersulfone Victrex 660P (ICI) Ultrason E3000 (BASF) Udel (Amoco) Urethanes Vithane (Goodvear) Vinyle-Polymers & Cc-polymers Butvar 8-76 (Monsanto) Formvar 7/70 E Monsanto) Elvanol 51-05 (DuPont) Elvanol 52-22 (DuPont) Elvanol 71-24 (DuPont)
20 42 90 15 30
(continued)
232
Material Polyvinyl pyrrolidone (GAF) Geon 101 (WC Goodrich) Vinylite WHH (Union Carbide) Teslar (DuPont) Vinylidenes Garvan (Goodrich) Saran film (Dow) Geon 200 x 20 (Goodrich) DNA (Goodrich)
30 2
>loo
10
30 Partiallv sol. at 160-170C
5
30 20
>5
25 at 130C
70
Insol. Insol. Insol. Insol. lnsol Insol. Insol.
>lo0
50
5 >loo
10
Reacts
60
60 6.5 0.2 1 0.013 20 12 2 38 20 <0.01 <0.01 130
2 20
50 180
<0.01
1.6 <1.o 0.4 10 1 12 0.035 30 20 20 24.2 1 25 40 5 10 Reacts violently Reacts violently 5 30 1 >loo 30' 55 <0.01
6
20 150'c 27
20
31.4 10.2 10 41.1 10 31.5 1.o
60
b) possible reaction
233
60.0
1.a 1.46 x 104 1.95 x l W 0.5 (reacts) 2.5-3.0 7.92 x 10-
0.00
2.99 x 10 Miscible (possible reaction) 6.44 x 10 Reacts 0.6
009 .4
1.a 58.2
57.4 (reacts)
6 ,
9.0 9.3 8.2 8.5 8.8 9.8
5
8.0 8.1 5.6 6.7 6.0 8.8 7.4
4
5.0 3.6 5.0 5.5 3.5 2.0 5.3
6 ,
13.0
12.8 11.1 12.1 11.2 13.3 12.8
9.0
6, 7.6
7.8
5 ,
5.1 2.5
s,
3.4 6.0
6,
8.8
6,
5.0
s,
3.6
30% Aromatic 150 60% Isopropyl alcohol Butyrolactone Cellosolve Cyclohexanone Dimethyl acetamide Dimethyl formamide Ethyl amyl ketone Ethylene glycol butyl ether acetate lrophorone 9.3 7.9 8.7 8.2 8.5 8.0 8.1 4.5 31 5.6 6.7 2.5 3.6
7.0 100% DMSO
8.0 9.0
8.1
5.9
5.0
33% DMSO 67% 8utvl alcohol 40% DMSO 60%,Aromatic 100 67% DMSO 33% Amvl acetate 80% DMSO 20% 2-methyl butanol 30% DMSO 70% Aromatic 100 20% DMSO 60% Butyl alcohol 20% Amyl acetate 50% DMSO 40% Aromatic 100 10% n-Butanol 20% DMSO 80% MlBK
7.0 2.4
5.0
5.4 2.0
8.1 8.1
2.8 4.0
6.7 3.6
8.0
3.3
6.6
8.9 7.8
4.1 3.8
3.5
~
78
44
25
25
(continued)
234
3.0
2.0
2.7
2.6
3.5
2.8
70% DMSO
3.6
7.3
2.8
5.0
5.0
2.0 3.6
8.1
8.0
8,
9.1
6 P
6,
3.7
Radius
Polymethylmethacrylate Rohm & Haas Epoxy - "Epicote" 1001 Shell Chemical Polystyrene BASF Polyvinyl acetate "Mowilith" 50 Farbwerke Hoechst Nitrocellulose 1 0 sec. H 23 A. Hagedorn Cellulose acetate "Cellidora" A. 8ayer A.G. Polyester "Desmophen" 850 A.6ayerA.G. Polyvinyl chloride "Vipla"KR Montecatini
5.1
4.2
10.0
5.9
5.6
6.2
10.4
2.8
2.1
6.2
10.2
5.5
4.7
6.7
7.5
7.2
4.3
5.6
91
6.2
5.4
3.7
10.5
7.3
6.0
8.2
8.9
3.7
4.1
1.7
80 20 87
60 40
50 50
93
40 60 80
20 80 38
0 100
42
99
ns
77
85
81
60
32
ns
ns
35
70
87
91
84
73
86
89
84
77
57
28
67
65
65
ns
n s
74
89
61
ns
ns
85
83
14
57
35
ns
ns
ns
68
ns
ns
ns
Solvency = lW[l-(AS/
235
Polymer DMSO, % MIBK, % Polymethylrnethacrylate Rohm & Haas Epoxy - "Epicote" 1001 Shell Chemical Polystyrene BASF Polyvinyl acetate "Mowilith" 50 Farbwerke Hoechst NitrocelluloseIR sec. H 23 A. Hagedorn Cellulose acetate "Cellidora" A. Bayer A.G. Polyester "Desrnophen" 850 A. Bayer A.G. Polyvinyl chloride "Vipla" KR Montecatini
v ' M I E K methyl isobutyl ketone
i'J Solvency
100
0
80
20
60 40 84
40 60 67
20
80 38
100
0
42
77
77
ns
73
15
72
58
27
38 30 43
9 21
28
ns
12
6
73
64
74
8 1
54
0
39
ns
ns
ns
85
ns
74
ns
58
ns
1 6
ns
ns
ns
= f O O l l - ( A S / R H See appendix. equation 5 for explanaoon //Solvency < 0, rating is "ns" indicating notsoluble.
DIMETHYL SULFOXIDE (DMSO) Dirnethylforrnarnide(DMF) N-Methyl-2-pyrrolidone(NMP) Butyrolactone Cyclohexanone lsophorone Diacetone alcohol Propylene Carbonate Sulfolane
3.0
4.0
10.3@ 30C
1,570
2,280
3,840 15,400
20,000
236
SULFOLANE
Table 5.29: Properties of Sulfolane (4)
property Distillation, Range, "C, 760 mm 5% 50"/0 95% Specific Gravity, 3014C 10014C Flash Point, "F Freezing Point. "F Composition, vjt. % Sulfolane (Water-free) Ash Content, wt. % Water Content, wt % S , Stability, mg SO4250 ml/hr O Molecular Weight Boiling Point, "C Melting Point. "C Density, 15C Viscosity, mPa.s ( = cP). 30C 100C 200C Refractive Index, no, 30C Heat of Fusion, kJikg' Dielectric Constant Surface Tension, 30C mN1m ( = dynicm)
'To conwrl J to cai, divide by 4.184
Typical Value 284.8 285.2 285.6 1.264 1.201 330 79 99.9 0.006 0.06 4 120.17 287.3 28.5 1.276 g1cm3 10.3 2.5 1.o 1.48 11.44 43.3 35.5
ASTM D 891 Literature Value PPCO-651 8-CH Gas Chromatography PPCO-651 7-CG-1 PPC0-7505-CF ASTM D 1744 PPCO-6533-CZ Literature Value Literature Value Literature Value Literature Value Literature Value Literature Value Literalure Value Literature Value Literature Value Literature Value Literature Value
This producl is also sold as Sulfolane-W, which is 3 0 wt % water added to Sulfolane, Anhydrous Phillips Chemical's Sultolane-Wmeets all specificationsfor tho SMolaiie process licensed by UOP, Inc
2.0 77 76 37.5 392 0.02 76 Miscible 'Test performed at atmospheric pressure approx 34" F ahow the normal
FINDINGS: Sulfolanc has good thcrmal stability up to and including 428" F, but has a rathcr sharp dccomposition ratc beyond this tcmperaturc. Excessive tempcraturcs will cause Sulfolanc to "crack" to a dark polymcr and SO,.
'Description of test method available
on request.
237
- water mixtures
Monohydric Alcohols
METHANOL
Chemical Family Chemical Formula Chemical Structure Chemical Abstract Service Number Molecular Weight Synonyms
Alcohol CH,OH H,-C-OH 67-56-1 32.04 Methyl Alcohol Carbinol Wood Alcohol 385 (725) 64.7 (148.4)
Critical Temperature, "C ("F) Critical Volume, cc/g (cu ft/lb) Density, Ib/gal @ 15.6"C (60F) Explosive Limits, YOVolume in Air, Lower Upper Flash Point, Tag Closed Cup, "C (OF) Heat of Formation, Liquid, @ 25C K caVg mol @ 77"F, BTU/lb mol Heat of Formation, Vapor, @ 25C K cal/g mol @ 77"F, BTU/lb mol Heat of Fusion, @ -97C K caVg mol @ - 142.6"F, BTU/lb mol Refractive Index, NF Solubility in Water, @ 20C (68F)
Auto Ignition Temperature, @ 760 mm Hg, "C (OF) Boiling Point, @ 760 mm Hg, "C (OF) Freezing Point, "C ("F) Coefficient of Expansion, per "C @ 20C per "F @ 68F Critical Compressibility Critical Density, g/cc (Ib/cu ft) Critical Pressure, Kg/cm2(PSIA)
- 97.7 ( - 143.8)
0.001 19 0.00066 0.224 0.272 (16.952) 81.12 (1153.95)
- 57.021 - 102.6~10~
- 48.08 - 86.5~1 O3
238
Monohydric Alcohols
Table 6.2: Properties of Aqueous Solutions of Methanol ( 7 3)
YITIIANOL WT. VOL fRllZlNG WIMT 'f
239
BOILING
POlMT 'f
7.
0
Yo
0 12.35 24.33 35.95 47.11 57.71 67.69 76.98 AS50 Y3.19
100.0
~
VISCOSITY (YllLlPOlSl SI
0%
20%
ZS'C
IO
20 30
40
so
60 70 80
vo
loo
~~
,9999
I30
107
94 n4
,9842
.Y725
9(A),1
7.2
9.2 10.9 11.9 12.3 12.2 10.9 0.6
8.1
5.9 7.4
8.6
,9159
.9345
,9156 .8Y.U,
Im.3
76 6'4 63 58 53 49
.W87
.v(YH)
.8715
.8lbY
12.2
10.1
7.7
7.9 7.Y 7.2 6.4 5.6 4.6 3.6
,8202 .7Yl7
THERMAL CONDUCTIVITY (CAL / S l C I C Y V C I C Y 1 A T VARIOUS TfYPlRATURfS 10% W C 10%
7.9
5.5
6.5 4.8
5.5
4.1
Imc
1.004 1.039 I .04Y 1.054 I .OS7 1.028
WT
T o
20.C
30%.
0 10 20
30 40
50 60 70
307 350
3W 427 462 503 557 620
66.5
75.5 87.0 99.0
80 90
100
760 1030 1260 1450 1600 17W 1880 2020 21'40 2380
0.990
1.015
0.W4 1.022
1.014 0.W7 0.979 0.Y28 0.1169
1m .
1.032 1.035 1.031 1.026 0.988 0.WI
I .Ooo
0.974 0.947
0w .
W.5 92.2
Y6.0 100.0
o.wo
0.%1 0.951 0.918 0.887
2600
0.665 0.626
0.w5
0.886 0.m 0.826
-n
-ca
-60
-m
- Im
1 0
(0
Io
Io
Concentration of Methanol. %
240
Table 6.4: Density and Specific Gravity of Methanol-Water Solutions at 15C (34)
0 e9913
I
2
3 4 5
o am ow m
lam0 0 9*11
0 0 991% 0 0 99115
50 51
51 112
Y 139
59 Is)
(0 773
0 99543
0 91 9s
u
55 51 51 Id 59
51
51
61 nl
I
1
099029 00 s0 11
0 Pay1
I 9
09lI950 0 9m a 098632
0 wtn
00 01241 0 09 m 3 09 m 0 9n60
6m 1 63 in u ni am Srn
61 893
IO
II
I2
13
098326
0
$$In
60
61
62
09OWO
9651 69 601
14
0 91881 0 91145
~ 0 91M2 0 91461
6 3
4
mu1
11 490
IS
I6
11
o9
6
66
67
72 4 m
73 3b4 9 14 2
15 172 76 017
0 91311
0 97231 0 910%
ia
I9
ZQ
096955
0 96814 0 96671 0 96533 096392 0 96251 0 %IC# 00 w1 1 09568
0 95518
095366 09913 09506 0944% 0 UlY
0 91321 o 9iim 09 1 m
sa
69
70
71
n n
H
It
n
7s 16 71
'3 14
m a
n
26
a It2
11 26 2
27
WOn
n
30
7a
a365
Yao
0 %499
00 S2 I3
u
33
31
a, ai
Iz
& I 84
6499
s 310 w I10
I611
34
0 94918 0W 6 1 0O W
a1 a s
894u 90 212 9w 0 91 716 92 4%
I
1
31
3 )
0 94510
O W 0 9231 0 9MSl
E
S
ai ad 89
0 94.319
09I 4U 0 93975
0m 1
39
41 (0
00 urn O W 093365
90
iia
93 912
u u
44
91
92
9 . 3 94
94 611
95326 96 017
6 Y
o rum!
95
% 91
96 M1
91 3m
980%
41
u
19
0 mu
O W
0 92516 0 92322
0 nla
s
99
io0
986%
99 1 1
Irn m,
Monohydric Alcohols
Table 6.5: Density and Specific Gravity of Methanol-Water Solutions at 30C (34)
241
Sf&& Dens
30/4sE.
Metknd
%by Weight
SPeCl&
0
1
2 3 4 5 6 7 8 9
0 9957
$3i 1 .oooo
0.9982 0.W 0.9946 0.9929 0.9911 0.9893 0.9874 0.9857 0.9840 0.9824 0.9807 0.9791 0.9775 0.9759 0.9743 0.9728 0.9712 0.96% 0.9680
0W .
Vdum
%by
Densty.
31' 04C
5br2i
0 9123 0.9103 0.9082
0.W
58089
5 057 6 310 7 559 8 802 10 042 11 278 12 511 13 738 I4 962 16 182 I7 398 18 610 19 820 21 024 22 224 23 420 24 612 25 799 26 983 28 152
51 52 53 54 55 56 57 58 59
60
59 121
4 140 61 148
62 149 63 146
64 136
0.8999
0 9@38
65 114 66 093 67 059 68 019 Ea 981 69 929 70 872 71 809 72 7 U 73 656 74 566 75 471 76 369 77 261 78 146 79 017 79 881 80 729 81 580 82 425 83 253 84 085
84wo
IO
11
12 13 14 15
16
61 62 63
4
0 9717
0 9701
65
66
17
18
67
Ea
19
69 70 71 72 73 74 75 76 77
18
20 21 22 23 24
25 26 27 28 23
0.9647
0.Wl
B3 3a
30 509 31 676 32 839 33 998 35 149
o 9526
0.8%
0.8480 0.8154 0.8129
0.W
79
80
0.8439
0.8114
M
31 32
33
34 35 36 37 38 39
40 41 42 43
81 82
83 84
0 . 0
0W .
0.8272 0.8245
0.8218
0.8335 0.8308
0.82aI 0.m
0.8226 0.11199
41 952 13 067 U 179 45 285 46 387 47 479 48 572 49 654 50 732 51 805 52 867 53 925 54 977 56 cQ4 57 059
0 9318 0 9Mo
0 9281 0 9263
0.9412 0.9394 0.9376 0.9358 0.9340 0.9321 0.9303 0.9284 0.9265 0.9246 0.9226 o.9zm 0.9185
0.9165
85
86 8J 88 89 90 91
0.8171
o.nu
0.8115 0. 0.8057
0.8021
U
45
46
92 93 94 95
96
95 415 96080
96 737
97 m
0.79% 0.717
0.1931
47 4 48 9
0 9146
0 9126 0 9105
91
98 99
9w 8
0.91u
98302 99 355
1w
I ax, w
0.m
0.7a1 0.71153
242
Table 6.6: Resultant Volume When Methanol and Water are Mixed (37)
METHANOL. P E R CENT
Monohydric Alcohols
Table 6.8: Llquid Density o Methanol (70) f
Temperature, "F
243
- 200
1.o
- 100
100
200
300
400
500
600 08
0.8
$
2
0 ,
06
0.6
0.2
0.2
0
-160 -120 -80 -40
0 0
40 80 120 160
200
240
280
320
Temperature, "C
Temperature, "F
- 200
1.4
- 100
100
200
300
400
500
1.4
1.2
1.2
Oa
Y
5
8
. ( ) J
1.0
1.o
s .0
a
i
0.8
0.8
1
P
. L
2
0.6
0.6
0.4
-160
-40
40
80
120
160
200
240
280
Temperature. "C
244
0
0.9
200
400
600
800
1,000
1,200
1,400
1,600
1.800
0.9
08
0.8
13r
Z
m
V
0.7
0.7
0.6
m
0.5
05
3 t-
0.4
0.4
0.3
-
300
400
500
600
700
800
900
1,000
Temperature, "C
- 200
350
- 100
100
200
300
400
500
600
600
300
500
. 01 - 250 0 m
400
.2
O .K-
200
150
200
50
100
-160
-120
-80
-40
40
80
Temperature, "C
120
160
200
240
280
320
Monohydric Alcohols
Table 6.12: Surface Tension of Methanol (70)
245
- 200
6 x 10.'
- 100
100
200
300
400
500
0.14 0.12
0.10
0.08
F g
0.04
ixio-'
3
0.02
0
-120 -80 -40
0
0
40
80
Temperature, "C
120
160
200
240
280
246
200
400
600
1,200
1,400
1.600
1,800
E - 25x10 -
3x10 '
0 07 0 06
. . I n
0 m
L .> .-
0 05
(j 2 x 1 0 Y
5.
* 2
004 15x10'
003
5
C
f . .
0 0
1x10
0 02
05x10'
>"
0 01
0 0
100 200
- 100
300
600
700
800
900
1,000
- 100
100
200
300
400
500
-200
-100
I
lff
- 1
lo-'
I"
E E
16
I"
E E
w E
c
102
10-3
g
a
u)
10
10.'
10-5
10-' -100
100
300
-150
-100
-50
Monohydric Alcohols
Table 6.16: Vapor Viscosity of Methanol (70)
Temperature, "F
247
200
400
500
800
1,000
1.200
1.400
1,600
1,800
350
300
.3
0 .-
20x10
8 250
15x 200
5x
50
- 100 0
100 200
300
400
500
600
700
800
900
1,000
Temperature, "C
- 100
100
200
300
400
500
600
3.0
60
50
v) Q)
2.5 .E
.-
'R E
8
40
2.0
s
1
10
0.5
0
-120
0
-80
-40
40
80
120
160
200
240
280
320
Temperature. "C
248
0
l n
m
d
l n
. u
c
c U u
3
u
2 b
3,
e r
G O
- u h C
W E
r 4
;s
5 ;
2;
m m m m
- 0l1 N n
Y
w
5 5
x
x 0
u
c
w
-
0 a
3
v .2. 2 u
2 % 5 5
2 2
~ c a r - r n
. n. , .c .
L. 0
Q k
Q h
Monohydric Alcohols
ETHYL ALCOHOL
249
0.0015% by
wt. m i x .
Latent heat of fusion Latent heat of vaporization at 78.3.C M(5C Melting point MoleculAr weight Non-volatile m a t t e r
78.32.C 0.0334*C/mm H g
0.00060 per
1 ' F
-114.4.C 46.07
10 max.
6 3 . 1 atm
243. I'C
0 . 7 8 5 1 g/ml
25.7
1 . 7 0 ~
IO"
1 . 3 5 x IO-'
3.L8
- 19%
ohm"
cm-'
61'F
-40.1 kcal/mole -114.l.C
0.581 cal/g
AF. at 2S.C
Freezing poht Heat capacity. Cp. Liquid at ZS'C Cp. Vapor.90'C.l atm Cv. Vapor.90.C.l atm
Specific gravity at 15.56'C ( 60/60*F) Specific haat at 20.C Specific tension at 25'C T h e r m a l conductivity, k. at b8.F Toxic it y
Heat o combustion f
Heat of formation. Liquid. AH at 25'C Heat of solution in Water at 13'C Heat of solution of Water in Ethyl Alcohol, mole fraction of Water 0.640 at 77'C 0.843 at 79.2.C
6.61 Ibs
-0.018
-0,038
acetic acM
- 80-c
Permsn#uute time Reducing s u b t u x e s Relative svaporuion rate. n-Butyl Acetate = 100 Specific gravity at 15.56 (60/60'r) Welght p r idlam at 20.C
30 minutes. min.
At h a s t 25 minutee p ? l n M g ~ U tC h .
at 15.C
230
0.8160
6.16 Ibs
Twbl Roarrbkr
2000
TedMsthcd
ullib
1w"
m
78.4 173.1
Manual
AddnyasAcetic Acid,maximum ................. d100ml .0.0025 ...... 0.0025 ......ASTMD1613 Non-Vowlle Matter, maxlmum .............. ~/I00ml .0.0025 ...... 0.0025 ......ASTM D 1353
m-rm.
n?inhum
..........................
0.816 ........0.794 ........ASTM D 891 Cdor,maxlmum .................. PtCo ......10 ............. 10 ............. ASTMD1209 Odor .................................... Fme fnnn tordpn odors ................Organoleptic
pa 4 ............................................... : 0.0011 ......0.0011 P t ................................................ ST o.oO062 .....o.ooo62 MPOM ....21 18 ASTM D 1310 ... (Tag Own CUP) ....69 6 5 ASTM D 56 ........................ "c ........... 17 ............. 14 (Tag Closed Cup) ............... ......... 62 ............. 57 Weight per Gallon @ 60"F (15.56 4;) ................ lbs .......... 6.794 ........6.610 water W i i.................... soluble in all pmpoctiom bT
OF...
250
%
Oh llcohol % Alcohol BY to be ilolume BY at 60F Converted Weight
Alcohol Volume at 60F 1257 2 510 3 758 5 002 6 243 7.479 8.712 9.943 11.169 12.393 13.613 14.832 16.047 17.259 18.469 19.676 20.880 22.081 23.278 24.472 25.662 26.849 28.032 29.210 -_ - . 30.388
BY
% Alcohol By Yo Alcohol '10 Alcohol Volume to be to be By By at 60F Converted Weight Converted Weight
Oh
llcohol
%
Oh
Alcohol ilolume to be By at 60F Converted Waght 82.121 82.967 83.805 84.636 85.459 86.275 87 083 87.885 88 678 89.464 90.240 91.008 91.766 92.517 93.254 93.982
94.700
BY
1 2 3 4
5
0795 1593 2392 3 194 3998 4804 5.612 6.422 7.234 8.047 8.862 9.679 10.497 11.317 12.138 12.961 13.786 14.612 15.440 16.269 17.100 17.933 18.768 19.604 20443
6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25
31 555 32719 33879 35033 36181 37323 38.459 39.590 40.716 41.832 42.944 44.050 45.149 46.242 47.328 48.407 49.480 50.545 51.605 52.658 53.705 54.746 55.780 56.808 57830
26 27 28 29 30 31 32 33 34 35 36 37 38 . . 39 40 41 42 43 44 45 46 47 48 49 50
21 285 22 127 22 973 23820 24 670 25.524 26.382 27.242 28.104 28.971 29.842 30.717 31.596 32.478 33.364 34.254 35.150 36.050 36.955 37.865 38.778 39.697 40.622 41.551 42487
51 52 53 54
55
43.428 44.374 45.326 46.283 47.245 48.214 49.187 50.167 51.154 52.147 53.146 54.152 55 165 .56.184 57.208
76 77 78 79 80 81 82 a3 84 85 86 87 88 89 90 91 92 93 94 95
68.982 70.102 71.234 72.375 73.526 74.686 75.858 77039 7a.233 79.441 80.662 8 i . a ~ 83.144 84.408 85.689 86.989 88.310 89.652 91.025 92.423 93.851 95.315 96.820 98.381 100.000
56
.~
67.690 68.641 69.586 70.523 71.455 72.380 73.299 74.211 75.117 76.016 76.909 77.794 78.672 79.544 80.410 81.269
60 61 62 63 64 65 66 67 68 69 70 71 72 73 74 75
__
II
67.870
__
96 97 98 99 100
0 10 20 30
40
2
< I
50 60
70
80
? !
p
C
5
<
90
1340
1345
1350
1355
1360
1365
INDEX OF REFRACTION ND
Dale from International Crilical Tables
Monohydric Alcohols
251
252
110
100
80
?
f w
111
70
60
$52
0
5 L
7 .
40
30
20
10
CONCENTRATION V N W
10
20
30
80
90
100
20
0
- 20 - 40
-50
2 ?
6o
5 -70
-80
EE!?
-1
-60
;D' 2
2
-80
33 8
39 0 46 3 56 1 68 75
- 2
3
-100 $i
- 120
5
61
- 87 - 94
13 8
80
83 5 89 5
110
-120 29 9
-106 12 2 14
-140
93 5
96
- 160
-180
40
16 18 9 20
100
30
10
50
60
70
80
90
100
Monohydric Alcohols
253
254
2 0
5
W
r
(ID
a I
cn
(ID
a 0 a l
z
r
al
r
0 0
al
n
v)
r?
..
al
(0
Monohydric Alcohols
Table 6.33: Latent Heat of Vaporization of Ethyl Alcohol (34)
255
2.56
The following table will be helpful in the preparation of reports showing disposition of 190 proof and anhydrous (200 proof) tax-free and specially denatured alcohol.
Fluid Ounces
1 1 2
Milliliters
30.
I
I I I
Wine Gallons
T l
1
I I I
190 proof
0.008
,016 .023 ,031 .039 ,047
~
1
I 1 I
3
4
I I I
59. 89. 118. 148. 177. 207. 237. 266. 296. 325.
I
I I
5
1 1 6 7
,088
,103 .119 ,134 ,149 ,164 ,179 ,194 .209
,055
,063 ,070 ,078 ,086 .094 ,102 .lo9
1
I
8
9 10 11 12 13 14
,156
.172
,187 ,203 ,218
355. 385.
414.
I I I I
1 I I I
1 1 I I
I 1 I I
,224 ,238 .475 ,950 1.425 1.900 9.500 57.000 102.600 104.500
I I
I
I
I I ,500 I 1.000 I
,234 .250 1.500 2.000 10.000 60.000 108.000 110.000
30.000 54.000
55.000
Corresponding values for proof, parts by vo ume of water and alcohol, weight Q alcohol and specific gravity in air.
US. PROOF degrees at 60F PARTS BY VOLUME ' OF WATER ETHYL ALCOHOL WEIGHT % ETHYL ALCOHOL
at 60/600F-(15.56"/15.560~)
SPECIFIC GRAVITY fIt68"/WF (20"/20"C)
at 7 P I T F (25725C)
100.00
0.0
0.00
1.0000
1.0000
1.0000
,9978 ,9970
,9978 .9970
97 65
2.5
1.99
.9963
,9963
'The Parts by volume of water and the parts by volume of ethyl alcohol do not add to unity (100) at any one proof reading, because of the shrinkage in volume whch occurs When ethyl alcohol and water are mixed The parts by vdume of ethyl alcohol are the same aspercent by vdume of ethyl alcohol used to determineproof fortax purposes Ethyl alcohol proof, by legal definition. IS twice the percent by volume
(continued)
Monohydric Alcohols
Table 6.36: (continued)
257
PARTS BY VOLUME* OF
WATER
ETHYL ALCOHOL
at W160"F (15.56115.~~)
at 7pln"F (25"125"C)
3.0
X :
I
1
2.39 2.79 3.19 3.60 4.00 4.40 4.80 5.21 5.61 6.02 6.42 6.83 7.23 7 64
'The parts by volume of water and the parts by volume of ethyl alcohol do not add to unity (100) at any one proof reading. because of the shnnkage in volume which occurs when ethyl alcohol and water are mixed. The paas by volume of ethyl alcohol are the same as percent by volume of ethyl alcohol used lo determine proof for tax purposes. Ethyl alcohol proof, by legal definition. is twice the percent by volume.
(continued)
258
at 60F
WATER
ETHYL ALCOHOL
WEIGHT '10 __ SPECIFIC GRAVITY ETHYL at 60160F at WIWF ALCOHOL (15.56"/15.56"C) (20120C)
at r p l 7 P F (25"/25"C)
46
79.03
23.0
18.77
,9729
,9720
,9710
77 69 77 24 76 79 25 0 25 5
20 02 _ _ 20 44 20 86
- -
9692
9686 9679
I I
I
52
53
54
I I I
I I I
I
I
1 I 1
1 I I
I I I
I I I
74.08 73.62
28.5 29.0
,9635
71.81 713 5
31 .O 31.5
-.___--.
25.52 25.95
.9626 ,9619
,9609 ,9602
I I I
64
I 1 I I
70.89
I 1 I I
32.0
I I I
,9613
I I I I
,9595
-4 I
I I I
67
68
1
I
I
I I I
,9610 ,9604
.9593 ,9586
___28.97 29.41
35.0
35.5
9; % :
,9584 9576 9570
1
1 I
.9572 ,9579 ,9565 9557 9550 9542 ,9535 9527 9519 ,9512 ,9504 ,9496 ,9488 ,9479
,9471
71
67.66
66 25
37 0
30 72
9562
75
65.78
37.5 38 0 38 5 39.0
,9489
,9481 9473
63.90
39.5
13 p
62.47 83 61.99
9464
,9456 9447
,9501 ,9493
Monohydric Alcohols
Table 6.36:(continued)
259
U.S. PROOF
PARTS BY VOLUME' OF
degr-8
84
at 60F
WATER
ETHYL ALCOHOL
at 7Tl7?T 125"/25"C)
85
I I
I
1
I I
1
I I
I
,9485 ,9477 ,9469 ,9460 ,9452 9443 9434 9426 941 0 9402
I
,9454
,9446 ,9437 9421 941 2
1 !: 1
94
95 96 97 98 99
100
88
59.59 58 63 5911 58 14
1
~
:t:
45 5 47.0 47.5 48.0 48.5 49.0 49.5 50.0 50.5 51 .O
-
38 32
,9399 ,9389 .9380 ,9371 ,9361 ,9352 .9342 .9332 ,9322 ,9345 ,9336 ,9326 ,9316 ,9306 ,9296 ,9338 ,9328 ,9319 ,9309 ,9299 ,9289 ,9279 ,9269
101 102
105
106
44.85 45.33 45.80 46.28 46.76 47.24 47.73 48.21 48.70 49.19 49.68 50.17 50.66 51.15 51.65 52.15 52.65 53.15
,9292 ,9282 ,9272 ,9262 ,9252 ,9241 .9230 ,9220 ,9210 ,9199 ,9188 ,9177 .9166 ,9156 ,9144 ,9133 ,9122 ,9111
,9266 ,9256
107 108
.9225 ,9214 ,9204 ,9193 ,9182 .9171 ,9161 ,9150 .9139 ,9128 ,9116 ,9105
109 110
111
48.25
~
112
47.75
56.0
117
118
t :::::
___
,9142
.-. -
. .
45.23
- 44.72 44.22
43.71 43.20 42.69
,9094
,9083
260
Table 6.36:(continued)
PARTS BY VOLUME* OF
-
WATER
ETHYL ALCOHOL
at 60 /60"F (15.56/15.56C)
at 77177F (25'/25"C)
42 18
61 5
53 65
9100
907 1
904 1
,8971
.~ __-.
~
38.08 37.57
lG * d
139 33 95
---I 1
58.24 5876 59 28
-__
57.72
,8978
,8948
69 5
61 91
72.0 72.5 146 147 ____ 148 149 150 151 152 30 29 29 76 - __ ____ .- _ 29 24 _ - _-__ ~ 28 71
-
.a848 .a836 65 67
-
73 0 73 5 - _ _ - -_74 0 _ _ _ _ _ _ ~ _ 74 5
-
66 77
~.
_ . .
67 32
-
8823 __ 8810 -__ 8797 - __ - _ 8784 8771 8758 8745 8732 _____ 8718 8705
__ -___8793 ______ --_ 8754 ___ _ 874 1 ___ 8728 8715 8702 ____ 8688 8669 8655 8642
-~
__ 28 19
27 66 27 13
75 0 75 5 76 0
-~
67 87
68 43
8709
68 98
_ _ _
153 26 60 76 5 ~ _ _ _ _ _ _ _ _ _ __ _ _ ~ 154 26 07 77 0
_______
25 54 25.01 24.47 23.94
_______._________________
69 54 _ _ _ 70 10 70 67
155
77 5
8674
156
23.40 22 87 22 33
80 5
Monohydric Alcohols
Table 6.36:(continued)
261
at 6O0/6O"F (15.56115.5WC)
at TI"/TI"F (25"/25"C)
21.80 21.26
81 .o 81.5
74.69 75.27
,8608
.E577 ,8563
8544
178 179
180
--_-
._____
89.0
.E369
.a337 ,8321
,8305
__-
,8353
,8336 ,8320 ,8303 ,8286 ,8268 ,8251 8233
~.______-.-~--
-___
89.65
197
1.93
98.5
__
100 00
7936
U S Departmentof Commerce STANDARD DENSITY AN@VOLUMETRIC TABLES CIRCULAR OF THE BUREAU OF STANDARDS NO 19 (Washington U S Governmenl Printing O(flce 1924) pp 8 9 8 I 8 U S Treasury Department GAUGING MANUAL EMBRACING INSTRUCTIONS AND TABLES FOR DETERMINING THE OUANTITY OF DISTILLED SPIRITS BY PROOF AND WEIGHT (Washington U S Governmenl Printing Office 1970)
Spenftc Gravity at 2 0 20 C arid 25 25C from Table 52 003 OFFICIAL METHODS OF ANALYSIS OF THE ASSOCIATION OF OFFICIAL ANALYTICAL CHEMISTS Twelnh Edltlon 1975 'The Parts by VOlUme 01 waler and the parts by volume of ethyl alcohol do not add to unity ~1001 any one proof reddlng because 01 Ihe shrinkage In volume which occurs when ethyl alcohol and jl water are mixed The pans by volume of ethyl alcohol are the same as percent by volume of elhyl alcohol used IO determine proof for tax purposs Ethyl alcohol proof by legal dellnilon IS twice the percent by volume
262
Industrial Solvents Handbook
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Table 6.38: Authorized Denaturants for SDA 386 (30)
277
The properties of SDA 38B are a s diverse as are the denaturants used in this formula and the products formulated with it. The authorized composition of SDA 38B requires that 10 pounds of any one, or a total of 10 pounds of two or more, of the oils and substances listed below are t o be added to 100 gallons of alcohol. The authorized denaturants include: Anethole, U.S.P. Anise oil, U.S.P. Bay oil (myrcia oil), N.F. Benzaldehyde, N.F. Bergamot oil, N.F. Bitter Almond oil, N.F. Camphor, U.S.P. Cedar leaf oil, U.S.P. XI11 Chlorothymol, N.F. Cinnamic Aldehyde, N.F. IX Cinnamon oil (Cassia oil), U.S.P. Citronella oil, Natural Clove oil, U.S.P. Coal tar, U.S.P. Eucalyptol, U. S.P. Eucalyptus oil, N.F. Eugenol, U.S.P. Guaiacol, N.F. Lavender oil, N.F. Menthol, U.S.P. Mustard oil, volatile (allyl isothiocyanate) U.S.P. Peppermint oil, U.S.P. Phenol, U.S.P. Phenyl salicylate (Salol), N. F. Pine oil, N. F. Pine needle oil, dwarf, N.F. Rosemary oil, N. F. Spearmint oil, N.F. Spearmint oil, terpeneless Spike lavender oil, natural Storax, U.S.P. Thyme oil, N.F. Thymol, N.F. Tolu balsam, U.S.P. Turpentine oil, N.F. Wintergreen oil (methyl salicylate) U.S.P. Because of the virtually infinite number of authorized denaturants and denaturant combinations, only a typical set of properties for SDA 38B have been listed
278
Table 6.39: Denaturants Authorized for Completely Denatured Alcohol (CDA) and Specially Denatured Alcohol (SDA) (30)
DENATURANT Acetaldehyde Acetone N F Acetaldol Almond oil, bitter N F Ammonia. aqueous Anethole U S P Anise oil U S P Bay oil (myrcia oil) N F Benzaldehyde N F Benzene Bergamot oil N F Bone oil (apples oil) Bonc acid U S P Brucine alkaloid Brucine sulfale N F IX n-Butyl alcohol ten-Butyl alcohol USED IN S.D.A 29 S.D.A. 23A; 23-H C.D.A. 18 S.D.A. 38-8 S.D.A. 36 S.D.A. 38-8 S.D.A 38-8 S.D.A. 23-F; 38-8, 39-D S.D.A. 38-8 S.D.A. 2-8; 2-C. 12-A S D A. 23-F; 38-8 S.DA 17 S.D.A. 38-F S.D.A. 40 S D.A. 40 S D A 44 S D A 39. 39-A 39-8. 40,40-A. 40-8 40-C DENATURANT USED IN
Methyl isobutyl ketone C D A 1 8 . 1 9 , S D A 1 , S D A 23-H Methyl normal-butyl ketone C D A 18,19,SDA 1 Methyl violet (methylrosaniline chloride) S D A 33 S D A 33 Methyl violet (methylrosaniline chloride) U S P Mustard oil volatile (allyl isothiocyanate) U S P XI1 S D A 38-8 Nicotine solution Peppermint oil U S P Phenol U S P Phenyl mercuric benzoate Phenyl mercunc chlonde N F IX Phenyl mercuric nitrate N F Phenyl salicylate (salol) N F Pine needle oil dwarf N F Pine oil N F Pine tar N F Polysorbate 80 U S P Potassium iodide U S P Pyridine bases Pyronate Quassia, fluid extract of N F VI1 Quassin Quinine N F Quinine bisulfate N F Quinine hydrochloride U S P Ouinine sulfate U S P Resorcin U.S.P. Rosemary oil N.F. Rubber hydrocarbon solvent Salicylic acid U S P Shellac (refined) Soap, hard N F Soap, medicinal soft U S P Sodium iodide U S P Sodium, metallic Sodium salicylate U S P Spearmint oil N F Spearmint oil terpeneless Spike lavender oil, natural Storax U S P Sucrose octa-acetate Thimerosal N F Thyme oil N F Thymol N F Tolu balsam U S P Toluene Turpentine oil N F Vinegar Wintergreen (Methyl salicylate) U S P SDA 4
Camphor U.S.P. Caustic soda, liquid Cedar leaf oil U.S.P. Xlll Chloroform Chlorothymol N.F. Cinchonidine Cinchonidine sulfate N.F. IX Cinnamic aldehyde (cinnamaldehyde) N.F. IX Cinnamon oil (cassia oil) U.S.P. Citronella oil, natural Clove oil U.S.P. Coal tar U.S.P. Denatonium benzoate N F. (Bitrex) Diethyl phthalate Ethvl acetate Ethyl ether Eucalyptol U.S.P. Eucalvotus oil N.F Eugeibl U S.P. Formaldehyde solution U.S.P. Gasoline Glycerol U S P Guaiacol N F Iodine U S P Kerosene Lavender oil U.S.P. Menthol U.S.P. Mercuric iodide, red N.F. Methyl alcohol Methylene blue N.F.
S D.A 27, 27-A. 38-8 S.D A. 36 S.D.A. 38-8 S.D.A. 20 S.D.A. 38-8; 38-F S.D.A. 39-A S.D.A. 39-A S.D.A. 38-8 S.D.A. 38-8 S.D.A. 38-8 S.D.A. 27-A; 38-0 S.D.A. 38-8
S.D.A. 1.40-8 S.D.A. 39-8; 39-C S.D A. 29: 35. 35-A S D A 13-A. 19 32 S D A 37,38-8 S D A 38-8 S.D.A 38-8 S.D.A. 22; 38-C; 38-D
S D A 38-0 S D A 38-8.46 S D A 42 S D A 42 S D A 42 S D A 38-8 S D A 38-8 S D A 38-8 S D.A. 3-8 S D A. 38-F S D A 25.25-A, 42 S D A. 6-B C D A 18
S.D.A. 39 S.D.A. 40 S.D.A. 39-A S.D.A. 39-A: 39-D S.D.A. 39-A S.D.A. 39-D S.D.A. 23-F S.D.A. 27; 38-8 S.D.A. 2-8; 2-C S.D.A. 23-F; 39 S.D.A. 45 S.D.A. 31-A S D A 27-8 S D A 25,25-A S D A 2-C S D A 39 39-D S D A 38-8 S D A 38-8 S D A 38-8 S D A 38-B S D A 40-A S.D.A. 42 S.D.A. 38-8 S.D.A. 37; 38-8; 38-F S.D.A. 38-8 S.D.A. 2-0: 2-C: 12-A S.D.A: 38-B S.D.A. 18 S.D.A. 38-8: 46
S D A 25 25-A
C.D.A. 18; 19: 20
S.D A. 27-8; 38-8
S.D.A 37; 38-8; 38-C; 38-D; 38-F S.D.A. 42 S.D.A. 3-A; 30 S.D.A. 4
Primary Denaturants Authorized for Denatured Spirits-Title 27 Code of Federal Regulations 2 1 2 110
Monohydric Alcohols
Table 6.40: Uses of Specially Denatured Alcohol* (30)
279
PRODUCT OR PROCESS Acetaldehyde Acetic acid Adhesives and binders Aldehydes miscellaneous Alkaloids (processing) Animal feed supplement Antibiotics (processing) Antifreeze. propnetary Antiseptic, bathing solution (restricted) Antiseptic solutions, U S P or N F Bath preparations Bay rum Biocrdes miscellaneous Blood and blood products (processing) Brake fluids Candy glazes Cellulose coatings Cellulose compounds (dehydration) Cellulose intermediates Chemicals (miscellaneous) Cleaning solutions Coatings miscellaneous Collodions industrial Collodions U S P or N F Colognes Crude drugs (processing) Cutting oils Dehydration products miscellaneous Dentifrices Deodorants (body) Detergents, household Detergents, industrial Detonators Disinfectants Drugs and medicinal chemicals Drugs miscellaneous (processing) Duplicating fluids Dyes and intermediates Dyes and intermediates (processing) Dye solutions miscellaneous Embalming fluids etc Esters, ethyl (miscellaneous) Ether ethyl Ethers, miscellaneous Ethyl acetate Ethylamines Ethyl chloride Ethylene dibromide Ethylene gas Explosives External pharmaceuticals (not U S P or N F ) External pharmaceuticals, miscellaneous (USP orNF) Fluid uses miscellaneous Food products, miscellaneous (processing) Fuel uses miscellaneous Fuels, airplane and supplementary Fuels, automobile and supplementary Fuels, proprietary heating Fuels rocket and jet Fungicides Glandular products (processing) Hair and scalp preparations Hormones (processing)
CODE NO 55 1 512 036 552 344 910 343 760 220 244 142 112 410 345 720 015 01 1 31 1 034 579 450 016 034 24 1 122 34 1 730 315 131 114 450 440 574 410 575 349 485 540 351 482 420 523 56 1 562 52 1 530 522 571 572 033 210 249 750 332 630 612 61 1 620 613 410 342 111 342
FORMULAS AUTHORIZED
35-A
1 , 3-A. 3-8, 23-A, 30, 36, 38-8,39-8, 39-C, 40,40-A, 40-8, 40-C 23-A, 37, 38-8. 39, 39-8,39-D, 40,40-A. 40-8, 40-C 1, 3-A, 3-8, 23-A, 23-H, 27-A, 27-8, 30, 37, 38-8. 398, 40, 40-A, 40-8, 40-C 1, 3-A. 12-A. 13-A, 23-A, 30 1, 3-A
13-A, 23-A. 35, 35-A, 45 1. 23-A. 30 1, 2-8, 3-A, 32 1, 3-A, 12-A, 13-A, 19, 23-A. 32 1, 2-8. 2-C, 3-A, 6-8, 12-A, 13-A, 17, 20, 29, 30, 32, 36 1, 3-A, 23-A, 23-H, 30, 36, 39-8,40, 40A, 40-8,40-C 1 . 23-A 1. 3-A, 12-A, 13-A, 19. 23-A. 32 13-A. 19, 32 38-8, 39, 39-A, 39-8, 39-C, 40, 40-A, 40-8, 40-C 1. 2-8. 3-A. 23-A. 30 1, 3-A: 12-A
1 , 2-8. 3-A 31-A, 37, 38-8. 38-C, 38-0 23-A, 38-8, 39-8, 39-C, 40, 40-A, 40-8. 40-C 1, 3-A, 23-A, 23-H. 30, 36, 39-8, 40, 40-A, 40-8.40-C 1, 3-A, 23-A, 30 1. 6-8 1, 3-A, 3-8, 23-A. 23-H, 27-A, 27-8, 30, 37, 38-8, 39-8,40, 40-A, 40-8, 40-C 1. 2-8, 2-C. 3-A, 6-8, 12-A, 13-A, 17, 29, 30, 32 1, 2-8, 3-A, 13-A, 23-A. 30, 35-A, 38-8 1, 3-A, 30 1, 2-8, 2-C, 3-A, 12-A, 29, 36 1, 2-8, 3-A, 12-A 1, 3-A, 23-A, 30, 39-C. 40, 40-A, 40-8. 40-C
1, 3-A, 22. 23-A 1, 2-8. 2-C. 3-A, 6-8, 12-A, 13-A, 17, 29, 32, 35-A 1, 2-8. 13-A, 29, 32 1. 2-8. 13-A. 29.32 1, 2-0, 29, 35-A' 1, 2-8. 2-C. 3-A, 12-A, 29, 36 1, 2-8. 29, 32 1 , 2-8. 29. 32 1, 2-6, 29, 32 1, 2-8, 3-A 23-A, 23-F. 23-H, 27-A, 27-0, 36, 37, 38-8, 38-F, 39-8, 40, 40-A, 40-8, 40-C 23-A. 25,25-A, 38-8
1 , 3-A, 23-A, 30 1. 2-8, 3-A, 13-A, 23-A, 30, 32, 35-A 1, 3-A, 28-A 1, 3-A, 28-A 1, 3-A, 28-A 1 , 3-A, 28-A 1, 3-A, 28-A 1, 3-A, 3-8, 23-A, 23-H, 27-A, 27-8, 30, 37, 38-8, 39-8.40, 40-A, 40-8.40-C
3-8, 23-A. 23-F, 23-H, 37, 38-8, 39, 39-A, 39-8, 39-C, 39-D, 40, 40-A. 40-8, 40-C 1. 2-8, 3-A, 12-A, 13-A, 23-A, 30, 32, 35-A
'Other products or processes may be authorized by the Director of the Bureau of Alcohol Tobacco and Firearms, Department of the Treasury, Washington. D C Uses of Specially Denatured Alcohol-27 CFR 212 105
(contin u ed )
280
PRODUCT OR PROCESS
FORMULAS AUTHORIZED
3.A. 22 37 38.8.39.8.39.C 40.40.A. 40-8.40-C 1.3-A, 13.A 23.A. 30.32. 33 23.A. 32 1.3.A. 3.8.23-A. 23.H 27-A. 27-8,30,37,38-8,39-8.40,40-A,40.8.40 .C 25. 25-A
Incense . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 470 Inks . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 052 Inks (including meat branding) ........................ 052 Insecticides . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 410 Iodine solutions (including U.S.P. and N.F. tinctures) . . . .230 Laboratory reagents (for sale) ........................ 810 Laboratory uses . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 810 Lacquer thinners . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 042 Liniments (U.S.P. or N.F.) . . . . . . . . . . . . . . . . . . . . . . . . . . . . 243 .113 Lotions and creams (body. face. and hand) . . . . Medicinal chemicals (processing) 344 Miscellaneous chemicals (processing) . . . . . . . . . . . . . . . . 358 . Miscellaneous products (processing) . . . . . . . . . . . . . . . . . 359 132 Mouth washes ..................................... Organo-silicone products . . . . . . . . . . . . . . . . . . . . . . . . . . . . 576
. .
3-A. 30 3.A. 30 1 . 23.A 27. 27-8.38-8 23.A 23.H. 31.A. 37. 38-8.39.39.8. 39.C. 40.40-A, 40.8.4 0.C
1.2.8. 2.C.3.A. 12.A. 13.A. 17. 23.A 30.32. 35-A 1.2.8. 2.C. 3-A. 12.A 13-A. 17. 23.A. 30. 35-A 1.2.8. 2.C. 3-A. 12.A 13.A 17. 23-A. 30.3 5-A 37.38-8. 38.C. 38-D.38-F
..
2.8. 3-A
.331 Pectin (processing) . . . . . . . . . . . . . . . . . . . . Perfume materials (processing) ....................... 352 Perfumes and perfume tinctures . . . . . . . . . . . . . . . . . . . . . . 121 320 Petroleum products ................................ Photoengravin dyes and solutions . . . . . . . . . . . . . . . . . . .481 353 Photographic c%emicals (processing) . . . . . . . . . . . . . . . . . . Photographic film and emulsions ..................... 031 Pill and tablet manufacture . . . . . . . . . . . . . . . . . . . . . . . . . . . 349 Plastics. cellulose . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 021 Plastics. non-cellulose (including resins) . . . . . . . . . . . . . . . 022 Polishes . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 051 Preserving solutions . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 430 041 Proprietary solvents (standard formulas) . . . . . . . . . . . . . . .
30.35-A 1. 2.8.3.A. 12.A. 13.A. 30 38.8. 39. 39.8.39.C. 40. 40.A. 40.8. 4 0 4 1.2.8. 3-A 1. 3.A. 13.A. 30.32 1. 2.8. 3.A. 13.A. 30 1.2.8. 3.A. 13.A. 19.30. 32 1. 2.8. 3.A. 13.A 23.A. 30.35.A. 38-8 1.2-8. 3.A. 12.A. 13.A .30 1 2.8 3.A. 12.A. 13.A. 30 1.3-A. 30. 40.40-A. 40.8 . 40-C 42. 1. 3.A. 12:A. 13.A. 22. 23:A 30.32. 37.38-8. 44 1
. .
Refrigerating uses . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 740 Resin coatings. natural . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 014 Resin coatings. synthetic . . . . . . . . . . . . . . . . . . . . . . . . . . . . 012 Resins. synthetic. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 590 Room deodorants . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 470 Rosin (Drocessina) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 354 Rotogiavure dyeg'and solutions . . . . . . . . . . . . . . . . . . . . . . 481 Rubber (latex) (processing) .......................... 355 Rubber. synthetic . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 580 Rubbing alcohol . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 220 Scientific instruments . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 710 Shampoos . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Shellac coatings . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Soaps industrial . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 440 Soaps. toilet . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 142 Sodium ethylate. anhydrous (restricted) . . . . . . . . . . . . . . .524 (dehydraticn) . . . . . . . . . . . . . . . . . . . . 312
1.3.A. 23.A. 30 1 . 23.A 1. 23.A. 30 3.A. 29. 30.3 . 5A 3.A 22.37.38.8.39-B.39.C. 1. 3. . 12-A A 1 3-A.; 13.A.330. 2 1. 3-A 29. 32 23-H
1. 3-A
3-8. 23-A. 27-8. 31.A. 36. 38-8. 39-A. 39-8 40.40-A 40-8. 4 0 4
1.3-A, 23-A 30 1 . 3.A. 3-8. 23-A. 30.36.38-8. 39-8. 39-C. 40. 40-A 40-8.40-C 2-8 1 2-8. 3-A 1. 3-A. 23-A. 30 I . 3-A. 23-A. 30.39-8.40. 40-A. 40-8 40-C 1.2 3-A 1. 3-A 1.3-A. 23-A. 30 1. 3-A. 12-A. 13-A. 22. 23-A. 30.32. 37.38-8. 44 42.
Solutions. miscellaneous . . . . . . . . . . . . . . . . . . . . . . . . . . . . 485 Solvents and thinners. miscellaneous . . . . . . . . . . . . . . . . .042 Solvents, special (restricted sale) ..................... 043 Stains (wood) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 053 Sterilizing solutions . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 430 Theater sprays . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Tobacco sprays and flavors . . . . . . . . . . . . . . . . . . . . . . . . . . Toilet waters . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Transparent sheetings . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Unclassifieduses . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 470 460 122 032
.................................
035
3-A. 22. 37. 38-8.39-8. 39-C. 40. 40-A. 40-8. 40-C 4 38-8.39.39-A. 39.8.39-C. 40.40.A 40.8.4 0.C 1. 2.8. 3.A. 13.A. 23-A
900
1. 3. A
343 Vacane (processing) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Vinegar . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 51 1 Vitamins (processing) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 342 Xanthates . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Yeast (processing) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 573 342
1.2.8. 3.A. 12.A. 13.A. 23.A. 30.32.35-A 18.29.35A . I. 2.8. 3.A. 12.A 13.A. 23.A. 30.32. 35-A
1.2.8. 2.C. 29
I. 2-8. 3.A. 12.A. 13.A 23.A. 30. 32. 35-A
'Other products or processes may be authorized by the Director of the b r e a u of Alcohol. Tobacco and Firearms Department of the Treasury. Washington Uses of Speually Denatured Alcohol-27 CFR 212.105
. D.C
Monohydric Alcohols
Table 6.41 : Filmex Special Industrial Solvent Formulations (30)
__ ... Quantum's Filmex Solvents are typically used in flexographic printingfor cleaning equipment, formulating and thinning inks and in producmg rotogravure etchings; in the textile industry to promote adhesion. improve dye penetration and to soften fibers; in chemical and pharmaceutical pmassing; and in chemical specialties production, such as latex coagulants and lacquers, among others.
~
281
Code #
Pmol
Formulation
CDA
Applications
CDA 19-1 ....190 ....4.0 gal. methyl isobutyl ketone ....... Cleaning fluids, 1.Ogal. kerosene, odorless antifreeze, thinners, detergents. brake fluids CDA 19-3 .. ,190 ....4.0 gal. methyl isobutyl ketone .......Cleaning fluids, antifreeze, thinner, 1.O gal. rubber hydrocarbon solvent detergents, brake fluids CDA 19-3.... 200 ....4.0 gal. methyl isobutyl ketone .......Cleaning fluids, 1.O gal. rubber hydrocarbon detergents, antifreeze, solvent thinners, brake fluids
Propsolv 1-1 ........... 100 gal. SDA 1-1 (190" or 200") ......Shellac, 1.0 gal. rubber hydrocarbon chemical specialties, solvent latex coagulants 4.25 gal. ethyl acetate Propsolv 1-2 ........... 100 gal. SDA 1-2 (190" or 200") ...... Shellac, chemical specialties, 1.0 gal. rubber hydrocarbon solvent latex coagulants 4.25 gal. ethyl acetate Propsolv 111-1 ......... gal. SDA 1-1 (190" or 200") ......Shellac, 100 1.0 gal. methyl isobutyl ketone chemical specialties, 1.0 gal. rubber hydrocarbon latex coagulants solvent 0.87 gal. ethyl acetate Propsolv 111-2 .........100 gal. SDA 1-2 (190" or 200") ......Shellac, 1.0 gal. methyl isobutyl ketone chemical specialties, 0.87 gal. ethyl acetate latex coagulants 1.0 gal. rubber hydrocarbonsolvent
282
Industrial Solvents Handbook
,Z'
v
v)
a
o
) L n L n
u
n
l 0 n
a
4
a
n
L n a
2 4
Monohydric Alcohols
Table 6.45: Composition and Typical End Uses of Specially Denatured Alcohols (30)
283
284
~ n d ~ ~Solvents Handhook i a l
e$?",",,
&&
-- 1 %&E/
1 3
Monohydric Alcohols
Table 6.48: Typical Physical Properties (79)
ASTM
285
Product
at 20C
0.00109 0.00107
0.00110
at 5S"C
0 001 1 3 0 00 1 1 1 0 00 1 14
"1:
oc'
INKSOLP Solvents
Phl-6118 I'M-61 27 I'M-6129 I'M-61 93 I'M-6264 57 62 59 58 55 14 17 6 62 6.62 0 65
15 -_._. _
14 13
0.00107 0.00109
000112 000117
6 77 6 62
6 70 6 60
0.00402 0 00402 0.00402 0.00398 0.00402 0.00402 _0.00402 0.00402 0.00412 0.0041 2 0.00402 0.00398 0.00407 0.00407
-
0.00107 0.00110
0 00108 0 00109
0 001 1 2 0 001 14
0 001 12
61 55
(I
16 13 16 14 16 14 16 13
13
755-805 75.5-80 5 770-805 77.0-80 5 75.0-800 74.0-80 0 76.0-81.0 76.0-80.0 76.0-80.0 75.0-79.0 76.5-80.5 77.0-82.0 74.0-79.0 74.0-79.0
320 200 360 380 330 350 370 360 330 350 370 380 . . __
0 001 13 0 00 1 1 1 0 001 14
1 57
0 0OlOT 0 00110 0.00108 0.00110 0.00109 0.00112 0.00107 0.00108 ._ 0.00109 0.001 11
60 . 8 i 60 56 ._ 55 53 62 58 58 55 53 47 57 51
12 17 14 14 13
6 80 6.66
0.00413 0.00410
_ _
12 8
6.78 6.62
0.00406 0.00406
14 11
Completely Denatured Alcohol (CDA) Ethanol CD-19 190 Proof 290 6.79 330 6.61 200 Proof Specially Denatured Alcohol (SDA) Ethanol SDA-ZB 300 6.80 190 Proof 330 6.61 200 proof ____ _ Ethanol SD:\-3A 190 Proof 320 6.78 200 Proof 360 6.62 Ethanol S D - 4 190 6.82 ____ Proof - .._290 __ Ethanol SD-23A 190 Proof 370 6 78 410 6 63 200 ProofEthanol SD-23H 190 Proof 390 6.78 _ _ ~ Ethanol SD-29H 190 Proof 290 6.80 200 Proof 310 6.62 -- Ethanol SD-291: 190-Proof 290 6 79 _ _ ~ _ Ethanol SI)-30 190 Prool' 330 6 78 62 200 Proof - . . _ 370 __ -6 __ Ethanol SI)-33,\ I90 Proof 3IO 6.83 6 66 ZOO Proof 340 ~__ . _ _ ~
0.00407 0.00402
0 00109 0 00110
000113 0 001 14
54 51 _
58 .~
12 11
76.0-82.0 76.0-82.0
0 00105 0 00 107
0.00109 0.00113
55
~
14 13
77 0-80 0 77 0-80 0
- -_
62 56 63
0.00111
0.004 16 _
0.00401 0 00396
0 00107 0 00403 0 00395
000111
17 14
16 16 15 14 11
000410 0 00407
(continued )
286
6 79
6.80
6.83
6.n I 0.62
(1.7') 0.62 0.70
0.00 I 0 7
0.001 I 1
0.00 1 10
61
63
(13
16
17 17
0.00106
0.00 107
0.0011 1
0.001 I I 0.001 I 1
61 57
I(1 14
0.00402
0.00402 0.00307
0.00 I IO
0.00107 0.00 IO0
0.00 I07 0.00 Iox
0.00 I I I 0.00 I I4
0.001 I I
I 58
(1
IO
14
6.62
0.00 I I3
0.00 I I I 0.00 I IO
02 5X
112
57 50
0.00 Iox
0.00 I I 2
15
f12 5X
17 14
7x.2 7x.3
Monohydric Alcohols
Table 6.50: Vapor Pressure of Pure Ethanol at Various Temperatures (79)
1 .000 000 X(I0 700
287
I0.000
'J.000 x.000
7.000
(l.000
000
500
400
:io()
5.000
4.000
3,000
200
2.000
E E
c' L
bc
<
U
1
2
100
90
= L 4
80 70 60
VI
50 40 30
20
200
10
.O (321
100
10 (50)
(68)
20
120 12481
140 (2x4)
(320)
160
Temperature, "C W)
in Azeotrope,
or Layers
1.197
Ethanol Carbon Disulfide Water Ethanol Carbon Tetrachloride Ethanol Carbon Tetrachloride Water Ethanol Chloroform Ethanol Chloroform Water
I _I--_.-
" -
46.5 100.0
11 -1
Homogeneous
~
-1.377
783 76 5
15 8 84 2
10.3 86.3 3.4
1.oooo
U 0.935 L 1.519
1.403
59.4 55.5
7.0 93.0
4.0 92.5 3.5
U 0.976 L 1.519
-. (continued)
288
(:ompound(')
tithitnol Cyrlohexane
CVatrr
.~ ~
.. . . .. - .
30/20"(:
. _
1 .oooo
. .
78.3 80.7
100.0
62 h
0.7905 0.00 I8
.-
7s :i -I i
71 X
.?
_____
iX.3
-- .' ,
1
70 E
- . .
100.0
- . .
-71 0
0.7905
7Y.3
I 040
1.2556
.
3x5
.
0.7005 1.2556
1 .0000
78 3 8x5 100.0
67
1 04 1 : ,
I 1 I67
0.729
Monohydric Alcohols
Table 6.52: Proof Definitions and Conversion Factors (19)
289
Proof: The ethanol content of a liquid at 60F (15.56%) stated as twice the percent of ethanol by volume. Proof = 2 x volume percent ethanol in a liquid (at 60F) Apparent Proof: The equivalent of proof for ethanol solutions containing ingredients other than water (Le., denatured alcohol). Apparent proof is determined by specific gravity readings for ethanol-water mixtures at 60/60"F. Proof Gallon: Amount of ethanol in one wine gallon of 100 proof alcohol at 60F. Proof gallons = wine gallons at 60F x 100/proof Wine Gallon: A United States gallon of liquid measure equivalent to the volume of 231.2 cubic inches. 1 Wine gallon = 231.2 cubic inches Tax Gallon: The unit measure of spirits for the imposition of tax under section 5001, IRC. For spirits that are 100 degrees of proof or more when withdrawn from bond, the tax is determined on a proof gallon basis. When less than 100 degrees of proof, the tax is determined on a wine gallon basis. Table 6.53 covers ethanol-water compositions from 0 to 200 proof. Keep in mind that, because of the contraction that occurs when ethanol and water are mixed, 100 volumes of ethanol of the designated proof result from mixing the volumes of ethanol and water given in columns 2 and 4. Table 6.53: Proof Conversion Tables (79)
Piire 200 Proof.. Ethanol, Elhanol. Parts by by Volume Wright at 60F al60'F
Proof aI 60'F
Sprcilir Gravity
a1 60/60'F
Proof
at
60'F
Purr 200 Proor Elhanol, Ethanol. '%, b? Parts h? Volume \Yeiglit at 60F a l 60'F
\Vater,
Specific Gravity
at
60/6O"F
3
3 4
)
00 05 10 15 20 25 30 35 40 45
~
0 00 0 39 0 80 1 19 159
1 09 2 39 3 79 3 19 3 60
4 00
1 .0000
0.0993
0.0983
0.9978 0 9970 0.9963 0.9956 0.9949 0.9942 0.9935 0.9928 0.9921 0.99 13 0.9908 0.9902
~~ ~
40 41 42 4 :3 4 'I
4' i 40
SI 7 2 X I 27 XO 82 80 3 8
i'I.'):{
6 7 8 9
4 i 48
40
22.5 23.0 23.5 24.0 24.5 25.0 25.5 26.0 26.5 27.0 27.5 28.0 28.5 29.0 29.5 30.0 30.5 31.0 31.5 32.0 32.5 33.0 33.5 34.0 34.5 35.0 355 36.0 36.5 37.0 37.5 38.0 38.5 39.0 39.5
70 4 X
7')0 3 7 8 .,X
I
I ') 00 20 0 2
20.44 20.80 21.29 21.71 22 1 3 22.50 3 9 ')7 23.40 23-82 24.24 24.67 25. IO
-2.3-
77 I 4
--.oo ,
77.24 76.79 70.34 75.89 - J.44 I
74.08 74.. 3 i 74.08 73.62 73.17
10 II I2
13
14 15
16
50 55 60 65 70
4 40 4 80
5 21 5 61
6.02 6.42 6.83 7.23 7.64
3.05 8.45 8.86 9.27 3.68
50 jl 32 53 54
JJ
17
18
I9
20 21
Y _ _7 Y -.'3
75 80 85 90 93
IO 0
10 5
__
0.9708 0.9703 0.9697 0.9692 0.9687 0.968 1 0.0676 0.0670 0.9664 0.9659 0.9653 0.9647 0.964 1 0.9635 0.9629 0.0623 0.9617 0.9619 0.9604 0.0507 0.9300 0.0584 0.9-577 0.9570 0.9652
56 57 58 39
60 61 62 63 64
24
II 0 II 5 12 0
12 5 13 0 13 5 14 0 14 5
s0.s I so 30
3.- - 7
ss.0 0
xs.43
.-~
25.05 26.38
. .
25 26 27 28 29 30 3I 32
33
34
15 0 15 5 I6 0 16 5 17 0
17 5 18 0 18 5 19 0 I9 5
10.09 10.50 10.91 11.32 11.73 __ 12.14 12.55 32.96 13.37 13.79 14.20 14.hl 15.03 15.44
65 66 67 68
00 70 71 72 7'3 74
0.08 10 0.9805
0.9800
os I 2
07 66 07. IO 00.72 00 25
( . ).)
0.0794
0 .(J780
30 28 30 72 3 I IO 3 1 .fJO
:3 2.04
35
36 37
38
8 3 .0 5 x:3.50
X3.Oh
X2.fI
3')
15.35
X2.IO
75 76 77 78 70
is
(13 :I I
32 48
32.w
h4.84 (14 37
fI?.OO
(continued)
290
Proof at 60F 80 81 82 83 84 85 86 87 88
Pure 200 ... . - .Proof Ethanol. Ethanol. % b) Parts by Weight Volume at 60'F at 60'F
--
Water. Parts by Volume at 60'F 63.42 62.95 62.47 6 1.99 61.52 610.04 60.56 60.08 59.59 59.1 I sx.6:3 5x. I 4 5 7.66 57. I 7 5f1.6X
Proof at b0'F
Pare 200 Proof - - - - ..__ Ethanol, Ethanol. % b\ Parts b\ Volume' I V e cgh t at 60'F a1 6O'F 70.0 70.5 7 I .o 71.5 72.0 72.5 73.0 73.5 74.0 74.5
~~ ~~
- ..-~
~
40.0 40.5 41.0 41.5 42.0 42.5 43.0 43.5 44.0 44.5 45.0 45.5 46.0 40.5 47.0 47.5 4X.0 4x.5 40.0 49.5 50.0 50.5 51.0 51.5 52.0
33.36
33.81
34.25 34.70 35.15 35.60 36.05 3 (I. 50 36.05 37.41 37.x7 3X. 32 :ix.7x 30.24 30.70 40. I (I 40.b2 4 I 00 4 I.55 42.02 42.49 42.96 43.43 43.90 44.37 44.85 45.33 45.80 46.28 46.76 47.25 47.73 48.2 I 48.70 49.19 49.68 50.17 50.66 51.15 51.65 52.15
0.9517 0.9509 0.9501 0.9493 0.9485 0.9474 0.9469 0.9460 0.9452 0.9443 0.0434 0.0426 0.94 I 7 0.040x
I40 141 142 143 I44 I45 I4(1 I47 I 4x I40 150 151 152 153 154 155 156 157 I58 159 I60 161 I62 I63 I64 I65 I66 I67
33 .43
32.0 I
0.XX"
o.xxx(,
0.8874 O.XX6 I o.xx40
O.XX36 O.XX23 O.XXI0
:32.:3x
(14.50
(15.13
3 I .MI 3 I.34
30.X2 30.29 20.7fl 21J.24 2x.7 1
..~
no
1,5.(,7 flfl.22 Of1.77 f17.:$2 67.87 68.43 68.98 69.54 70.10 70.67 71.23 71.80 72.38 72.95
-~ ~-
0.X707 0.X7X4
00
91 02 03 04 05
0 (1
75.0 75.5 76.0 76.5 77.0 77.5 78.0 78.5 79.0 79.5
~~ ~~
.~
0.877 1 0.8758 0.8745 0.8732 0.87 I 8 0.8705 0.8691 0.8678 0.8664 0.8650
~~
56. IO
55.70 55.2 I 54.72 54.22 53.73 53.24 52.74 52.25 51.75 51.25 50.75 50.26 49.76 49.26
~~
o.o:3xo
0.03XO
07
0x
99
-~ ~~~.
~
25.54 25.01 24.47 23.94 23.40 22.87 22.33 21.80 21.26 20.72 20.18 19.64 19.10 18.55 18.01 17.46 16.92 16.37 15.82 15.27 14.72 14.16 13.61 13.05 12.49 11.93 11.37 1o.xo 10.24 9.67
__
80.0 80.5 81.0 81.5 82.0 82.5 83.0 83.5 84.0 84.5 8.5.0 85.5 86.0 86.5 87.0 87.5 88.0 88.5 8'1.0
73.53 74.1 1 74.69 75.27 75.86 76.45 77.04 77.64 78.23 78.X4 79.44
0.8636 0.8623 0.8608 0.8594 0.8580 0.8566 0.8552 0.8537 0.8522 0.8508 0.,449:3 0.X478
109
52.5 53.0 53.5 54.0 54.5 55.0 55.5 56.0 56.5 57.0 57.5 58.0 58.5 59.0 59.5 60.0 60.5 61.0 61.5 62.0
168
69 70 71 72 73 74
110 111
112 113 114 115 116 117 118 119 120 121 122 123 124 125 126 127 128 129 130 131 132 133 134 135 I36 137 I 38 139
48.76 48.25 47.75 47.25 46.75 46.24 45.74 45.23 44.72 44.22 43.7 1 43.20 42.69 42.18 41.67 41.16 40.65 40.14 39.62 39.11 38.60 38.08 3 75 7 37.05 36.54 36.02
0 9241 0 9231 0 9220 0 9210 0 9199 0 9188 0 9177 0 9167 0 9156 0 9144 0 9133 0 9122 0 911 I 0 9100 0 9088 0 9077 0 9065 0 9054 0 9042 0 9031
0 9019 0 9007 0 8996 0 8984 0 8972
80.05
x I .2x
82.52 Y3.14 83.78 x4.4 I 85.05 85.69 86.34 86.99 X7.65 8X.3 1 88.08
80.62
0.846:3
0.8447 0.X432 0.84 16
-13
76 77 78 79 80 81 82 83 84 85 86 87 X8 X9
'70
1 )
8 1.90
o.woi
89.5
90.0 90.5 91.0 91.5 92.0
~-
0.8385 0.8361) 0.8353 0.8336 0.x320 0.x303 0.X286 o.xm 0.825 I 0.X233 0.x2 15 0.8 I [)(I 0.x I7X O.XI5X 0.X I3IJ 0.x I I x
52.65
53.15 53.65 54.15 54.66 55.17 55.67 56. 18 56.70 57.2 I 57.72 58.24 58.76 59.2x 59.80
(10.33
__
62.5 63.0 63.5 64.0 64.5 65.0 65.5 66.0 66.5 67.0 67.5 68.0 68.5 69.0 60.S
x o 65
0.09
8.52 7.94 7.36 6.77 6 .I x 5.50 4.00 4.30 3.7x
w.0
_.
1 )
93
'74
0.xoox
O.X05(I
o.xo77
35.50
34.99 34.47 33.')5
60.X5 6 I.38 (1 I .0 I
15 )7
)O
07.5 OX.5
00.0 00.5 IOO.0
3 17 I 03 I 20
O.fl5 0 00
o.xo10
0.70x7
0 7002
0.7037
Monohydric Alcohols
291
4
c W
0
0
N
4
O
5
w
c
c t u
9 : x x 11
2 2
N A N N
v u
r u u r
292
n-PROPYL ALCOHOL
n-Propanol
CH~CHZCH~OH
n-Propyl alcohol i s a colorless, volatile liquid.
Acidity a s a c e t i c acid Alkalinity a s ammonia Autoignition t e m p e r a t u r e Boiling point a t 760 mm Coefficient of cubical expansion, 0 94'C
0 . 0 0 3 % by w t , m a x .
0.003% by wt. m a x . 540'C 97.15.C 0.000956 x lo-' 5 rnax. 0.2734 49.9 atm 263.7.C Z'C including 97.15.C
2 x lo-'
C o l o r , APHA C r i t i c a l density Critical pressure Critical temperature Distillation range a t 760 m m E l e c t r i c a l conductivity, mhos p e r c m a t 25'C Explosive l i m i t s , Lower Wper F i r e hazard F l a s h point (open c u p ) (closed cup) F r e e z i n g point Heat of combustion Heat of vaporization a t 97. I5'C L i m i t s of flammability ( i n air by volume ) Melting point Molecular weight Non-volatile m a t e r i a l Odor Refractive index at 2O'C Reid vapor p r e s s u r e a t 100'F Relative evaporation r a t e (butyl a c e t a t e = 1 ) Specific gravity a t 20/4'C a t LO/ZO'C Specific heat at L5.C S u r f a c e tension i n a i r , -5.C ZO'C 60'C Toxicity Vapor p r e i s u r e 'C ' F 0 32 10 50 20 68 30 86 40 104 50 122 60 I40 70 I58 80 176 90 194 97.19 206.9 Viscosity. O'C 2O.C 40'C 90'C W a t e r content Weight p e r gallon at ZO'C (68'F)
2 . 6 % by vol. in a i r 13.5% by vol. i n a i r Dangerous when exposed t o heat o r flame. 90'F 59.F -127'C (-196'F)
8020 cal/g
3.44 7.26 14.5 27.6 50.2 87. z 147.0 239.0 376.0 574.0 760.0 3.8827 2.2563 1.4050 0.5310 centipoise. centipoiee. centipoise. centipoiies
0.2% by w t . m a x . 6. 7 Ibs
Monohydric Alcohols
Table 6.56: Azeotropes of n-Propyl Alcohol (31)
293
n - P R O P Y L ALCOHOL
70
%
27.4 21 7.6 82.3 5 84 9 79 8.5 81.5 9 79.5 8 47.2 17.6 59.5 8 72 17.5 55.9 20 60 21 59.5 25.3 16.5 11.7 68.1
B . P . of Azeotrope ' C Water Acetaldehyde dipropylacetal Water Benzene Water Carbon t e t r a c h l o r i d e Water 1.3-Cyclohexadiene Water Cyclohexane Water Cyclohexene Water Dipropoxymethane Water Ethoxypropoxymethane Water
83.8 86.4 63.2 66.6 67.8 65.4 67.0 87.6
63 83. I
75
31
89.5 82 36 88.5 17 82 91 69 78 89 45 70 49 72
81
96.9 74.8 67.2 89.4 67.7 86.2 95.3 85.7 93.4 85.5 80.7 80.2 65.7 96.2 94.2 93.0 93.2 95.0 70.9 93.5 94.4 89.5 96.0 96.0 97.1 94.2 69.7 80.6 92.4 87.7
I -Chloro-3 -methylbutane
1 -Chloro-2 -methylpr,opane
Diethoxymethane Dioxane Di-n-propyl e t h e r Ethyl propionate Ethyl sulfide Ethylene chloride Fluorobenzene n-Hexane 1-1odobutane 2-Iodobutane
1 -1odo-2-methylpropane
82 96 34 47 55 60
3 -1odopropene
Water Nitromethane Water 3-Pentanone Water Propyl acetate Water Propyl chloroacetate Water Propyl ether Water Propyl formate Water Trichloroethylene
78.2
82.3
Isobutyl f o r m a t e
81.2
30
94.6 65 53 74 32 37 1.5 60 91 90.2 47.5 28.3
Is obutyronit r i l e
Methyl a c r y l a t e 3-Methyl-2-butanol Methyl butyrate Methyl isobutyrate
2 Pentanone
82.2
88.6
74.8
13
82 7
81
70.8
71.6
294
(79)
PROPANOL.
'
PK
AA N U P
* o
(79)
(19)
L1
P R O P ~ ~ O ~
0 B Y TITRATION
Monohydric Alcohols
ISOPROPYL ALCOHOL
Isopropanol, Dimethyl Carbinol, 2 -Propanol
295
Acidity, a s acetic acid Boiling point a t 760 m m 50 m m 1 0 mrii C o e f f i c i e n t of expansion a t 55'C Color. P t - C o scale Critical pressure Critical temperature D i e l e c t r i c c o n s t a n t a t ZO'C 40'C 80C Distillation a t 760 m m
0 . 0 0 2 % by w t , rnax.
H e a t of fusion Heat of v a p o r i z a t i o n L o w e r l i m i t of f l a m m a b i l i t y in a i r MAC M ol e c ula r weight Non-volatile m a t t e r Odor Purity R e f r a c t i v e i n d e x at ZO'C Specific gravity a t ~ O / Z O . C S p e c i f i c h e a t a t 2O.C Surface tension at 25C T o x i c it y V a p o r p r e s s u r e a t 2O'C V i s c o s i t y a t ZO'C W a t e r content Weight p e r gallon a t 20'C 60'F
2 1 . 0 8 cal/g
M 2 . 3'C
287 Btu/lb 2 . 6 5 % vol. 400 ppm in a i r 60.09 0.002 g/100 m l . m a x . Non - r e s idual 99.5% 1.3772 0.7862
27C 2C
0.d0lli
10 max.
53 a t m . 234.9-C 18.62 16.24 11.91 D i s t i l l s e n t i r e l y within 1 . 0 " C r a n g e which Includes 8 2 , 3C D a n g e r o u s when e x p o s e d t o heat or open f l a m e 70'F
- 99.9% by v o l .
0.7867
0 . 5 9 6 cal/g/'C
20.3 dynes/cm
Fire hazard
- 87.8"C
79i0 cal/g 7942 c a l / g
33.0 mm Hg
2.4 cps.
0 . 5 % by w t , m a x .
6.55 l b 6.58 lb
15 max.
D i s t i l l s e n t i r e l y within a 1 . O'C r a n g e which i n c l u d e s 80.4.C D a n g e r o u s when e x p o s e d to h e a t o r open f l a m e 75'F 0 . 0 0 5 g/100 m l . rnax. Non-residual 30 m i n u t e s , m i n i m u m , at 15'C when using the B a r b e t e n d point 91 09% by v o l u m e , m i n i m u m , a t 15.56.C.
~
0.8175
0.8185
6.81 I b
6.84 lb
6' 0F
296
Specific Gravity
1.000
k VOl.
20/2o*c
% Wt.
0.0
0.6 .. . 1.3
k VOl.
20/2o*c % wt.
Specific Gravity
0.9990 0.9980 0.9970 0.9960 0.9950 0.9940 0.9930 0. 9920 0.9910 0.9900 0.9890 0.9880 0 . 9870 0.9860 0.9850 0.9840 0.91~30 0.9820 0.9n10 0.9800 0.9790 0.97110 0.9770 0.9760 0.9750 0.9740 0. 9730 0.9720 0.9710 0.9700 0.9690 0.9680 0.9670 0.9660 0.9650 0. 9 6 4 0 0.9630 0.9620 0.9610 0.9600 0.9590 0.9580 0.9570 0.9560 0.9550 0.9540 0.9530 0.9520 0. 9 5 1 0 0.9500 0.9490 0.9480 0.9470 0.9460 0.9450 0.9440 0.9430 0.9420 0.9410 0.9400 0.9390 0.9380 0.9370 0.9360 0.9350 0.9340 0.9330 0.9320 0.9310 0.9300 0.9290 0.9280 0.9270 0.9260 0.9250
0.0 0 .. .8 l.6 2.4 3.2 4.0 4.8 5.6 6.5 7.3 8. 1 8.9 9.8 10.6 11.5 12.3
13.2
1.9 2.6 3.3 3.9 4.5 5.2 5.8 6. 5 7. I 7.8 8.4 9.1 9.8 10.5 11.2 11.9 12.6
13. 3
0.9240 0.9230 0.9220 0.9210 0.9200 0.9190 0.9180 0.9170 0.9160 0.9150 0.9140 0.9130 0.9120 0.9110 0.9100 0.9090 0.9080 0.9010 0.9060 0.9050 0.9040 0.9030 0. 9020 0.9010 0.9000 0.8990 0 . n980 0.8970 0.8960 0.8950 0.8940 0.8930 0. 8920 0. 8910 0.8900 0.8890
0.
50. 7 51.2 51.6 52.0 52. 5 52.9 53.4 53.8 54.2 54.7 55.1 55. 5 56. 0 56. 4 56. 4 57.3 57.7 58.1 58.6 59.0 59.4 59.8 60. 3 60. 7 61.1 61. 5 62.0 62.4 62. 8 63. 2 63.6 64. I 64. 5 64. 9 65.3 65.7 66.1 66. 5 66. 9 67. 3 67.7 68.0 68.4 68. 8 69.2 69.6 69. 9 70. 3 70. 7 71.1 71.4 71.8 72.2 72.6 12.9 73.3 73.7 74.0 74.4 74.8 75.2 75.5 75.9 76. 3 76.6 77.00 77.36 77.72 78.08 78.44 78.80 79.16 79.52 79.88 80.21
43.3 43.7 44.2 44.6 45.0 45.5 45.9 46.3 46. 7 47.2 47. 6 48.0 48.5 48.9 48.9 49.7 50.2 50.6 51.0 51.4 51.8 52.3 52. 7 53. I 53.5 53.9 54.4 54.8 55.2 55.6 56. 0 56. 5 56.9 57.3 57.7 58.1 58.6 59.0 59.4 59.8 60.2 60. 7 61. I 61. 5 61.9 62.3 62.8 63.2 63. 6 64. 0 64.4 64.9 65. 3 65.7 66. I 66. 5 67.0 67. 4 67.8 68.2 68.6 69. I 69. 5 69.9 70. 3 70.75 71.17 71.59 72.01 72.43 72.85 73.27 73.69 74.11 74.54
u. aino
0.817U
0. 0.
0.8190
no. 6 0 80.96
mi,o
n i . 32
81.68 82.04 82.40 82.76 83.12 81.48
81. n4
84. 20
84. 55 R I . 70 85.25 85.60 85.95 86. 10 86.65 (17.00 87.31 87.69 88.03 88. 36 88.69 89.02 89.35 89.68 90.01 90. 3 4 90.67 91.00 91. 32 91.63 91.93 92.23 92.53 92.83 93. I 1 93.43 93.72 94.01 94.30 94.58 94.86 95. I 4 95.42 95.69 95. 96 96.23 9 6 . 50 96.77 91.04 97.31 9 7 . 57 97.83 98.08 98.13 98.58 98.83 99.08 99.33 99.58 99.8)
100.00
74.95 75.37 75.79 76.21 7 6 . 63 17.04 77.45 7 7 . 86 78.27 78.68 79.09 7 7 . 50 77.91
80.12
no. 7 3
81. I 4 n i . 55 81.96 82.37 82.78 83.19 83.60 84.01 84.42 84.83 85.24 85.65 86.06 86.47 86.88 87.29 87.70
88. I O
28.7
29.4 30. 1 30.8 31.4 32.1 32.7 33.3 33.9 34.5 35.1 35. 7 36.3 36.8 37.4 18.0 38.5 39.0 39.6 40. 1 40.6 41.1 41.6 42. I 42.7 43.2 43.7 44.2 44.7 45.2 45.6 46.1 46.6 47.1 47.5 48.0 48.5 48.9 49.4 49.8
14.1 14.8 15. 5 16.2 16.9 17.5 18.2 18.8 19.4 20.1 20.7 21.3 22.0 22.6 23.2 23.8 24.4 25.0 25.6 26.2 26.7 27.2 27.7 28.2 28.7 19.2 29.7 30.3 30. 8 31.3 31.8 32.3 32.8 33.3 33.8 34.3 34.8 35.2 35.7 36.1 36.6 37.0 37.5 38.0 38. 4 38.8 39.3 39.7 40.2 40.6 41.1 41.5 42.0 42.4 42.9
0.0290
0 . 82no
0.82IO
0.8200
0. 8870 0. 8860
neeo
0. 8850
0. 8840 0.8830
0.8820 0.8810
0,8800
0.8150 0.8140 0 . 8 1 10 0. 8120 0.8110 0.8100 0.8090 0.8080 0.1070 0.8060 0.8050
0. SO40 0.8030
0 . 8790
0.8780 0.8770 0.8760 0. 8750 0.8740 0 . 8730 0.8720 0.8710 0.8700 0.8690 0.8680 0.8670 0.8660 0.8650 0. 8640 0.8630 0.8620 0.8610 0.8600 0.8590 0.8580 0.8570 0.8560 0.8550 0.8540 0.8530 0.8520 0.8510 0.8500
0.8020 0.8010 0.8000 0.1990 0.7980 0.7970 0.7960 0.7950 0.7940 0.7930 0.7920 0.7910 0.7900 0.7890 0.7880 0.7870 0.7863
88.50 88.90 89. 30 88.70 90. IO 9 0 . 50 90.90 9 1 . 30 91.70 92.10 92.49 92.88 93.27 93.66 94.04 94.42 94,80 95.18 9 5 . $6 95.94 96.32 96.70 97.08 97.46 97.84 98.22 08.60 98.98 99.16
??. 7 4
100.00
50.3
Monohydric Alcohols
Table 6.64: Vapor-Liquid Compositions of Isopropyl Alcohol-Water Mixtures and Their Boiling Points (8)
297
Table 6.65: Refractive Index VI Composition of Isopropyl Alcohol-Water Mixtures at 25C (79)
298
%
56 66.7 66 68 40 28.1 92 82 77 82 57 64 67 73 48 45.5 91 Acrylonitrile Benzene 2 -Bromobutane
B . P . of A z e o t r o p e ' C 71.7 71.9 77.5 77.9 84. 7 79.0 44.6 67.0 70.8 64.0 79.2 70.4 b8.6
70.5
7 0
7.5 73.8 7.5 74 7.5 71 10 9.3 10.4 67.7 7.7 73.3 I1 76 4.7 88 6 32 13. I 48.7 Water Benzene Watei Cyclohexane Water Cyclohexene Water Diisobutylene Water E t h y l butyl e t h e r Water Ethylene dichloride Water Isopropyl acetate Water Isopropyl e t h e r Water Nitromethane Water Toluene
B . P . of A z e o t r o p e ' C 66. 5
2 - Butanone
n-Butylamine Butyl i s o p r o p y l e t h e r C a r b o n disulfide Carbon tetrachloride
1 -Chlorobutane
64.8
61.1
7L.3
73.4
69.7
79.6 77.8 53.8 81.0 79.0 74.0 62.0 78.0 7L. 7 74.5 76.4 62.7 81.5 63.8 80.1 66. L 76.0
77.6 63.3 77.3
75.5
L , 3-Dimethylbutane
1 , 3-Dimethylcyclohexane 2 , 5 -Dlmethylhexane
Ethyl a c e t a t e Ethyl propyl e t h e r Ethyl s u l f i d e Ethylene d i c h l o r i d e Fluorobenzenc n-Heptane Hexane
1 -1odo-2 - m e t h y l p r o p a n e
22
38 74 90 48 60.8 70 49.5
77
61.6
78.0
76.3
Isobutyl c h l o r i d e Isopropyl acetate Isopropyl e t h e r Methyl a c r y l a t e Methylcyclohexane Methylcyclopentane Methyl e t h y l ketone Methyl I s o b u t y r a t e Methyl propionate Octane Pentane Propyl ether Propyl formate Tetrachloroethylene Thiophene Toluene Trichloroethylene Vinyl a c e t a t e Water
70 35 62 16 94 48 64 19
57
31
81.4 16.4 81.8 >5.5 78. L 76.9 81.7 76.0 80.6 74.0 70.8 79.5
72 77.6
12.2
Monohydric Alcohols
Table 6.68: The Effect of Isopropyl Alcohol on the Dilution Ratio of Solvents (74)
299
Table 6.69: Viscosity of RS % Sec. Nitrocellulose In Mixtures of Toluene, Isopropyl Alcohol and Methyl Isobutyl Ketone (74)
1
110
H O P P L E R VISCOMETER A T
1
4
2O.C
I
SOLIDS C O N C E N T R A T I O N
P
yz s e c
SOLVENT % W '
120
8% by weight R S
Nitrocelluiose
C O M P O S I T I O N OF
DILUENT
TOLUENE
I3
5T
7,
ALIPHATIC P E T R O L E U M NAPHTHA
4"
IO
.'U
1U
50
LO
7u
P E R C E N T BY W E I G H T
OF T O L U E N E
Table 6.71 : Methanol-Isopropyl Alcoho1:LlquidTable 6.70: Methanol-Isopropyl Alcohol: Boiling Vapor Equilibria at Atmospheric Point vs Composltlon at 760 mm Hg (79) Pressure (79)
Y E T H A N O L . MOL
P f R CENl
IO
20
30
5a
60
70
10
SO
10 0
300
cn
>
..
Monohydric Alcohols
n-BUTYL ALCOHOL
n-Butanol, Butanol-1, Butyric Alcohol
301
CH3CH2CH2CH20H
PHYSICAL P R O P E R T I E S O F n-BUTYL ALCOHOL Acidity a s a c e t i c acid Aldehydes Boiling point a t 760 m m Chlorides Coefficient of c u b i c a l expansion p e r 'C per ' F Coloi, Pt-Co Critical pressure Critical temperature D i e l e c t r i c constant a t 25'C Distillation range (including 117.7.C) E l e c t r i c a l conductivity a t 25.C Explosive l i m i t s in a i r , Lower Upper Fire hazard F l a s h point, T a g open cup F r e e z i n g point H e a t of combustion Heat of fusion Heat of vaporization a t boiling point Ignition t e m p e r a t u r e Iron MAC Melting point Molecular weight Non-volatile m a t t e r Odor R e f r a c t i v e index a t ZO'C, nD Relative evaporation r a t e n-butyl a c e t a t e = I Solubility of w a t e r in n-Butanol at ZO'C Specific g r a v i t y a t ZO/ZO*C Specific heat of liquid a t 2O'C S u l f u r i c acid t e s t ( P t - C o ) S u r f a c e tension a t 20'C Suspended m a t t e r Toxic ity
I
0.005% by w t . m a x .
1.45% by vol. 1 1 . 2 5 % by vol. Moderate 115'F -89.0.C 8626 cal/g 29.9 cal/g 141.3 cal/g 367'C None
100 ppm i n a i r
-09.8.C 74.12 c a l c u l a t e d
0 . 0 0 5 g/100 m l , m a x .
C h a r a c t e r i s t i c , nonresidual
I . 3992
0.45 7.8% by wt
2 0 . 1% by wt
Solubility in w a t e r a t ZO'C
0.8109 0.563 cal/g 25 m a x . 2 4 . 6 dynes/cm Substantially f r e e Moderately toxic by inhalation, ingestion and skin absorption 4 . 3 9 mm Hg 18.6 mm Hg 5 9 . 2 m m Hg 1 3 1 . 3 m m Hg 4017.0 mm Hg 2.948 c e n t i p o i s e s
0 . 1 0 % by w t , m a x .
Vapor p r e s s u r e a t 20'C 40% 6O'C 75'C 100.8'C V i s c o s i t y a t LO'C W a t e r content Weight p e r gallon a t ZO'C
6 . 7 5 6 Ibs
302
..
Monohydric Alcohols
Table 6.77: Solubility of Butyl Alcohol in Water at Various Temperatures (79)
303
u
60 70
50
101.0
110.7 117.6 117.3 105.8 93.3 117.8 115.3 97.0 79.8 82.0 117.6 108.5 101.9
113.0
48
I2
29
21
68 73 25
32
2, 5-Dimethylhexane Ethyl borate Ethyl butyrate Ethyl carbonate Ethyl isobutyrate Heptane Hexane 2-Hexanone 3 -Hexanone
115.7 116.5 109.2 93.3 67.0 116.5 117.2 117.3 115.9 114.5 113.5 115.5 112.0 95.3 71.8
k
37.3 35.3 41.8 7.9 29.3 27.7 21.3 68.7 3. I 85.0 Water Butyl acetate Water Butyl chloroacetate Water Butyl e t h e r Water
93. I
I -1odo- 3 -methylbutane
Loamy1 formate Iaobutyl acetate Isobutyl e t h e r Isopropyl isobutyrate Isopropyl sulfide Methylc yclohexane Methylc yclopentane
50 5L 46 55 86 92
91.0
Butyl formate
Water Carbon tetrachloride
83.6
64.7
304
ISOBUTYL ALCOHOL
Isobutanol, 2-Methyl Propanol -1, Isopropyl Carbinol (CH 3 )2CHCH2 O H
Alkalinity Boiling point at 760 m m Coefficient of cubical '-uxpansion a t 10 to 30'C Color, APHA Critical p r e s s u r e Critical t e m p e r a t u r e Distillation range (including 107.9.C) Electrical conductivity at 25'C Evaporation r a t e (n-Butyl Acetate = 1 . 0 ) Explosive limits in lower limit F i r e hazard F l a s h point, Tag open cup Heat of combustion Heat of vaporization at boiling point Ignition t e m p e r a t u r e Melting point Molecular weight Non -volatile m a t t e r Refractive index at ZO'C, nD Solubility in water a t 25'C Solubility of w a t e r in isobutyl alcohol at 25'C Specific gravity a t 20/2o*c Specific heat a t 15'C Surface tension at 20.C Toxicity Vapor density ( A i r = 1 . 0 ) Vapor premaure at 2O.C Vimcoaity at 20.C Water content Weight p e r gallon a t 2O.C
air,
0 . 0 0 3 % by w t . max.
107.9.C 0.95 48 a t m 265'C Z'C max. 8 x lo-' mho per c m . 0.8 1.68 % by volume Mode rate 103'F 6382 cal/g 138 cal/g/mole 440'C -108'C 74. I 2 calculated 0.001 g/lOo m l , m a . 1.3959 8 . 8 m l per 100 m l 20.0 m l per 100 m l 0.8034 0.716 cal/g/'C 2 2 . 8 dynes/cm Highly toxic by inhalation o r ingemtion 2.55
8.8 mm
10-3
7 0
90.7 36.4 60 37 78 88 86 85.8 44 48 87 91 73 97.5 45 79.4 93.8 27 75 68 95
10
79.9 103.4 103.0 107.1 94.5 79.4 78.1 80.5 102.2 105.5 98.9 84.0 90.8 68.3 107.4 97.8 82.7 105.8 101.3 92.6 71.0 107.5 107.9 101.8 101.7 105.5
101 .o
10 max.
Cyclohexane Cyclohexene 1.3-Dlmethylcyclohexane Ethyl isobutyrate Ethyl propionate Fluorobenzene Heptane Hexane Isobutyl acetate Isobutyl formate Isobutyl vinyl e t h e r Imopropyl sulfide Methyl butyrate
9 81
L -Pentanone
3-Pentanone Pinacolone Propyl acetate Propyl e t h e r Toluene 2.2.4-Trimethylpentane
80
68 83 90 55 73
89.5
101.2
6.68 centipoises
92.0
0.2% by w i , max.
6.68 lbm
Water Isobutyl acetate Water Isobutyl chloroacetate Water Isobutyl formate 80.2 90.2 86.8
Monohydric Alcohols
Table 6.81: Relative Evaporation Rates of Various Butyl Alcohols and Acetates (47)
305
:w -
.
0
< I>
10-
-f
0
/h
io
io
io
io
RATE
io
r6
1
loo
r;orio
IVAPORAIION
IN YlNUItS
sec-BUTYL ALCOHOL
sec-Butanol, Butanol-2, Methyl Ethyl Carbinol CH3CHOHCH2CHj
%
61 93 84.6 13.7 32 71 79 46 53 68 62 92
60
B.P. of Azeotrope 'C tert-Amyl ethyl ether tert-Amyl methyl ether Benzene mc-Butyl acetate Butyl formate 1-Chloro-3 -methylbutane Cyclohexene 2,s -Dimethylhexane Ethyl propionate Ethyl aulfide Heptane Heune Iiobutyl formate Methyl butyrate Methylc ycloheune Methylc yclopentane Methyl iaobutyrate 3 -Pentanone Pinacolone Propyl acetate Propyl ether Toluene 94.5 86.0 78.6 99.6 98.0 91.5 78.1 93.0 95.7 89.0 89.0
67.2
IO max.
46.9 atm 265.19.C 98.0-101 .O*C Dangeroua when expoaed t o heat or name
8O'F 75.F -114.7.C 134.4 g cal/g 74.12 0 . 0 0 2 ml. m u . 99.0% min. 1.39719
I20
41 59 88.5
77
91.7 97.7 89.9 69.7 92.0 98.0 99.1 96.5 81.0 95.3
22.5% by w t 60.0% by wt 0.8079 0.596 23.0 dynea/cm Moderate 12.1 m m 3.78 cpa. Miacible without t u r bidity with 19 vol of n-heptane at 20'C 6.73 l b
42 16 48 78 45
306
tert-BUTYL ALCOHOL
tert-Butanol, 2-Methyl Propanol-2
7 0
63.4 94 76
41
61.5 63 60 93 65 94
33
I I . 4 cgs unita
81.5-83.0.C 1.65 x 10" Dangerous when exposed t o heat o r flame 60'F (approx. ) 48'F (approx. ) 25.57.C 6290 cal/g 6302 cal/g 6426 cal/g
2 1 . 8 8 cal/g
Diisobutyl alcohol 2.3-Dimethylbutane lI3-Dimethy1cycIohexane 2.5-Dimethylhexane Ethyl acetate Ethyl n i t r a t e Ethyl aulfide Fluorobenzene Heptane Hexane Isobutyl chloride Methylc yclohexane Methylc yclopentane Methylc yclopentene
87
10
23 75 38
81.5 76.0 78.0 79.8 76.0 78.0 63.7 65.5 78.8 66.6 69.5
30
69
38 78 83 34 74
70
Non -volatile m a t t e r
Purity Refractive index a t 20*C, nD Solubility a t 20.C. in water water in Specific heat a t 26'C Specific gravity at 2 6 / 4 * ~ Surface tension at LO'C 34.5.c 80'C Toxic it y Vapor p r e a a u r e at 3O.C Viscosity at 30'C Water
0.002 g / l o o m l . max.
99.0% by w t . min. 1.3841 Complete Complete 0.726 g cal/g 0.7793
LO. 7 dynes
19.45 dynes 14.6 dynes Mode r a t e 57.3 m m 3.316 cpa. Miacible without turbidity with 19 vol. of n-heptane at 20.C 6.50 l b
Monohydric Alcohols
PRIMARY AMYL ALCOHOL
Primary amyl alcohol, a mixture of isomers all of which are primary alcohols, i s composed of approximately 60% pentanol-1 (CH3CH2CH2CH2CH20H); 35% 2-methyl butanol-1 (CH3CH2CH (CH3)CH20H); and 5% 3-methyl butanol -1 (CH3CH (CH3)CH2CH20H).
307
133.1.C 68'C 39'C 0.20% by wt, max. 0.00092 p e r 'C 15, max. 127.5.C 139.0.C. Mode rate 118.F Sets t o glass below -9O'C 242 Btu/lb 98.0% by 1.4084 1.7% by wt 9.2% by w t
0.81 34
wt,
max.
min.
PRIMARY n-AMYL ALCOHOL Table 6.87: Physical Properties of Primary n-Amyl Alcohol (37)
Acidity ( m g KOH/g) Boiling point Clarity Coefficient of expansion p e r 'C Distillation. initial final F i r e point F i r e hazard F l a s h point (open cup) Heat o vaporization f Melting point Molecular weight Non-volatile m a t t e r a t IOO'C Refractive index at ZO'C Specific gravity a t 20/2o*c Specific heat Toxicity Viscosity at ZS'C 60'C Weight per gallon 0.06 m u . 137.8.C No turbidity or s u s pended m a t t e r 0.00092 Not below 134.8-C Not above 140.0'C 140.F Moderate 135'F 120.6 cal/g ( c a l culated )
-78.5.C
88.15 (calculated)
5.
o mg/100
rnl, m u .
1.4099
0.82
0.712 cal/g Highly toxic by inhalation and ingestion 3.31 cantipoises I . 33 centipoise. 6.82 lbs
308
rr:
4
U
U V
5
m
U
Y I .
V *
a
V
2
a
P .-
a *
U
v
D
V
G .
c)
0
W
2 x b 5 5 w
D
U
6
*
m U
I!
v)
i
V V
M U
i f u
I 0
00
0 0
* U m
\
I .
0
EJ
M
V?
..
m
0
a l
QD
r
m m m m m o rUr-.uuum ? ......m 3
nI-wm.39 -.ucImm
v)
0 0
0
0
4
d
e u
m
2-u 2 m
c c
00m
r-
Monohydric Alcohols
sec-n-AMYL ALCOHOL Table 6.90: Physical Properties of sec-n-Amyl Alcohol (31)
309
Acidity as acetic acid Boiling point Coefficient of expansion p e r 'C Distillation, 95% F i r e hazard Flash point Freezing point Heat of vaporization Non -volatile at 1OO.C Refractive index a t 20.C Specific gravity a t 2O'C Toxicity Viscosity at 25.C 60'C Weight per gallon a t ZO'C
117.6.C
Highly toxic by inhalation and ingestion 4.12 centipoires 1.09 centipoiser. 6.81 lbs
%
97 80
77
B.P. of Azeotrope 'C Cyclohexane Heptane Methylcyclohexane 4-Methyl-2 -pentanone Toluene 80.0 96.0 97.4 115.0
106.0
65 65
310
(CH3)2COHCH2CH3
Dangerous when exposed to heat or flame 70.F -11.9-c 93.4 cal/g 88.15 (calculated)
0.06 max.
0.003 g/lOO c c . m i x .
Camphor -like
I .4052
0.81
- 0.82
0.753 cal/g Moderate 3.70 centipoiies 0.99 centipoises None 18.0 min. 6.75 lbs
z
85 85
84
B . P . of Aaeotrope 'C
Bcnsene 1.3-Cycloheudiene Cyclohexane Cyclohexens 1.3 -Dimethylcyclohe xane 2,5-Dimethylhexane
80.0
79.1 18.5
80.8
83 32
50
73.5
96
60
Heptane Heune
MethylcycloheMethylcyclopentane
&tMO
95 25
80 44
Propyl ether
Toluene
Monohydric Alcohols
ISOAMYL ALCOHOL
3-Methyl - 1 -Butanol, Primary Isoamyl Alcohol, Isobutyl Carbinol (CHS)~CHCH~CH~OH
31 1
131.4.C 0.00090 0.00050 No. 1 0 m a x . 307'C None None A 5 m l . sample is c l e a r l y miscible with a t l e a s t 19 p a r t s of 60 Be'gaaoline a t 60.F Not m o r e than 0.060% a s amyl acetate Mode rate 125'F 794.5 g r a m caloriea per gram 105.4 g r a m calorie. per gram 100 ppm in a i r
%
15 82.5 35 76 Bromobenzene Butyl acetate Butyl e t h e r Camphene Chlorobenzene Cumene
B . P . of Azeotrope 'C 131.7 125.9 129.8 130.9 124.4 131.6 116.6 107.6 130.5 97.7 129.1 123.6 112.1 119.8
131.2
66
6 73
85
1.3-Dimethylcyclohexane 2 . 5 -Dimethylhexane Ethyl iaovalerate Heptane Isoamyl acetate Isoamyl formate Iaoamyl vinyl e t h e r Isobutyl e t h e r Iaobutyl propionate Meaityl oxide Methylcyclohexane Octane Paraldehyde a-Pinene Propyl iaobutyrate Propyl aulfide 2.2.4-Trimethylpentane
0-,
Esters F i r e hazard F l a s h point, Open cup Heat of combustion Latent heat of vaporization
42 93 2.6 74.5 88 78
28
MAC
Melting point Molecular weight Non-volatile m a t t e r Odor Refractive index at ZO'C Solubility in water at 14.C Specific gravity a t Z O / L O * C Specific heat a t LO'C Surface. tension a t 2O'C Toxic it y Vapor p r e s s u r e a t 20'C V i a c w i t y ( a b s o l u t e ) a t 23.8.C Weight p e r gallon at ZO'C
76 87 65 78
- I 17. Z'C
88.15
0.003% ma;.
Alcoholic , non r e s idual 1.4014
26 47
21
2.0% by
0.810
wt
- 0.813
95 48
0.544 g r a m c a l o r i e s p e r g r a m p e r 'C
2 3 . 8 dynes p e r c m
m - , o r p-Xylene
Highly toxic by ingeation and inhalation 2.8 m m Hg 3.86 centipoisea 6.76 lbs approx.
%
44.8 24.0 46.2 6.5
32.4
B . P . of Azeotrope *C Water Isoamyl acetate Water Iaoamyl chloroacetate Water Isoamyl formate 89.8 95.4 93.6
48
312
ACTIVE AMYL ALCOHOL Table 6.96: Physical Properties of Active Amyl Alcohol ( 7 3)
Acidity ( m g KOH p e r g ) Boiling point Coefficient of expansion p e r 'C Dimtillation: 95% 30% F l a s h point, Open cup Freezing point Heat of vaporization Refractive index at ZO'C Re sidue Specific gravity a t Z0/4'C Viscomity a t 20.C 60'C Weight p e r gallon at ZO'C 0.06 max. 128'C 0.00078 Between 1 2 5 131.C min. Above 130.C max.
120.F
Lems than -7O'C
1F '
Color. APHA Distillation range (ASTM) below I 1 O'C below 120.C below 130 'C above 135'C Drynesm
0.00051-0.0006 0.00092- 0.001 1 No. 10 max. None Not m o r e than 1 5 % Not lems than 60% None A 5 m l . sample is clearly miscible with at l e a s t 19 p a r t s of 60' B6 gas oline at 6O'F
F i r e hasard F l a s h point, Open cup Clomed cup specific gravity at ZO/ZO*C Toxicity Water molubility at ZI'C, 100 c c solvent dissolves Weight per gallon d ZO'C
Monohydric Alcohols
METHYLAMYL ALCOHOL
Me thy1 lsobuty I Corb in01, 4-Me th yl pentan01-2,
313
MlBC
(CH-J)~CHCH~CHOHCH~
Acidity a s acetic acid Azeotrope with water: boiling point, 760 m m . * C methyl amyl alcohol, %w Boiling point a t 760 m m Coefficient of cubical expanaion at 2 o * c / * c Color, P t - C o s c a l e Critical p r e s s u r e , a t m . Critical temperature Diatillation range, 760 m m F i r e hazard Flaah point, T a g open cup Tag closed cup F r e e z i n g point
0.005% by wt. m i x .
98.6 g cal/g
2 5 ppm in a i r
102.17
0.005 g/100 m l m i x .
131.8.C
Non-volatile m a t t e r Odor Purity, minimum Refractive index a t ZO'C, nD Solubility in water at 20.C Solubility of water in, a t ZO'C
42.4
- 1.87ebywt - 6.2% by wt
- 1.4113 - 0.8080
133.0.C
Specific gravity at 20/20*c Specific heat at 20.C Surface teniion at 2O.C Suspended m a t t e r
0.8079
Moderate
0 . 5 2 g cal/g-'C
0.02% max.
147.0.C None Not m o r e than 5% Not leas than 95% None 0.000892 to 2O.C 0.000921 t o 55'C Miacible with 19 vol. of 60. Be' gasoline 58.C (137.F) 196 Btu/lb
102.17 0.005% max.
Solubility in water at LO'C Solubility of water in, a t LO'C Specific gravity at 20/20'C Specific heat at 25.C Surface tenaion a t 28'C Vapor p r e s s u r e aL 20.C Viscosity a t LO'C Weight p e r gallon at LO'C
160'C
N m -volatile m a t t e r
Refractive index at ZO'C
1.4229
314
n-HEXYL ALCOHOL
n-Hexanol, Hexanol-1,
Amyl Carbinol
Refractive index a t 20.C. nD Solubility in water at 2O'C Solubility of water i n , at ZO'C Specific gravity at 20/20*c Specific heat a t 16.9.C at 13.C Surface tension at 3n.C Suspended m a t t e r Vapor p r e s s u r e a t 20'C Viscosity ( a b s o l u t e ) a t 20.C Water content
157.1.C 89'C 60'C 153 t o 160'C 15 max. Moderate 165'F -44.6.C 213 Btu/lb 530 min.
1 . 2 min.
0.544 Cal/gm/'C 0.500 Cal/gm/*C 23.6 dynes/cm Substantially f r e e 0.43 m m 5.4 cps Miscible without turbidity with 19 vol. of 60' API gaaoline a t 20'C 6.83 lbs
%
63.5 27 52 56 46 65 53
11
B . P . of Azeotrope ' C Anisole Benzyl methyl e t h e r Camphene 151.0 156.7 150.8 153.5 154.0 149.5 152.5 157.0 156.7 155.0 153.5 157.7 150.8 152.5 156.3 144.0 138.3 143.6 137.0
o -Chlorotoluene
p -Chlorotoluene Cumeme 2,7-Dimethyloctane Isoamyl e t h e r Iaoamyl propionate Isobutyl butyrate Me8itylene Phenetole ,?-Pinene Propylbenrene P a e udoc m e ne Styrene m -Xylene o-Xylene p-Xylene
40 60 45 19 60 55 32 77 a5
82
87
Monohydric Alcohols
CYCLOHEXYL ALCOHOL Table 6.103: Physical Properties of Cyclohexyl Alcohol (3 1)
Boiling point a t 7bO m m Boiling range a t 7 b 0 m m , 5.95% Color, A P H A C r y s t a l l i z a t i o n point Dielectric constant a t 25'C E v a p o r a t i o n r a t e a t 45'C (toluene = 100) F i r e hazard F l a s h point ( C l o s e d c u p ) (Open c u p ) F r e e z i n g point Heat of c o m b u s t i o n , liquld Heat of fusion Heat of vaporization Ketone a s cyclohexanone Phenol R e f r a c t i v e index a t ZO'C Solubility in w a t e r a t 20% Solubility of w a t e r in a t L O T Specific g r a v i t y a t 20/4'C Specific heat a t 15-18'C S u r f a c e tension a t 16.2.C 1 6 l . l ' C (322'F)
1 56 - 1 6 3.C
315
Toxicity Vapor density ( a i r = 1.00) Vapor p r e s s u r e a t 20 ' C 70 80 100 120 140 150 161.1
8893 c a l / g 4.9 c a t / g
108 c a l / g
0.5% rnax. 0.05% rnax. 1.4656 3.6% by wt.
20% by wt.
%
70 38 59 85 62 45 8 72 Anisole Benzyl m e t h y l e t h e r Camphene Chloroacetal o-Chlorotoluene p-Chlorotoluene Cineole Cumene Cymene Indene Isoamyl ether I s o a m y l propionate Isobutyl b u t y r a t e
0-P h e l l a n d r e n e
B. P. of A z e o t r o p e ' C 152.5 159.0 151.9 155.6 155.5 156.5 160.55 150.0 159.5 160.0 158.8 157.7 156.0 158.0 153.8 155.1 158.0 158.3 159.8 138.9 143.0
28
25 22 37
80
35 60 83 40 35 22 95 86
o-Xylene
316
HEPTYL ALCOHOL
Heptanol-1, Alcohol C-7 C7H 15 0 H
"h
80 90 53 50 63 92 48 72 60 Benzyl methyl e t h e r Camphene Cymene Dipentene lsoamyl e t h e r Isobutyl isovalerate p -Methylaniaole Phenetole a-Terpinene
B.P. of Azeotrope 'C 167.0 159.3 172.5 171.7 170.4 171.0 173.0 169.0 169.7
2-HEPTYL ALCOHOL
Heptanol-2, Methylamyl Carbinol 2-Heptyl alcohol i s
a
Acidity as acetic acid Boiling point a t 760 rnrn Boiling range a t 760 rnm, below below below above Color (Pt-Co r c a l e ) Dryneas a t ZO'C F i r e hazard Flaah point (Open cup) Solubility i n water a t ZO'C Solubility of water in a t 20% Specific gravity a t Z ~ / Z O * ~ Vapor p r e s a u r e a t 2O.C Weight p e r gallon a t 2O'C 155% 158% 162'C 165%
0.03% by wt., max. 160.4.C None Not m o r e than 5% Not l e a s than 95% None 15, max. Miacible with 19 vola. 60' B6 gaaoline
Mode r a t e
160.F 0.35% by wt. 5.80% by wt. 0.8187
1.0 rnrn
6.81 lbr.
Monohydric Alcohols
3-HEPTYL ALCOHOL
Heptanol-3 CH3CH2CH (OH )C4Hs
31 7
2-ETHYLHEXYL ALCOHOL
2-Ethylhexano1, Octyl Alcohol
167 Btu/lb 130.22 1.4316 0.10% by wt 2.6% by wt 0.8339 0.564 cal/gm/'C 30.0 dynes/cm 0.2% max. 0.05 m m 9 . 8 cps. 6.94 lbs
nD
ethyl hexanol
Vapor p r e s s u r e at ZO'C Slight 185.F -70.C s e t s t o glass below Viscosity at 2O.C Weight p e r gallon at 2O'C
n-OCTYL ALCOHOL
n-Octanol, Octanol-1
197'C
- 440
1.3 max.
318
%
80
88
B . P . of Azeotrope 'C N, N-Dimethyl-o-toluidine Indene Iaoamyl isovalerate Iaobornyl methyl e t h e r Iaobutyl carbonate d -Limonene Phorone 7-Terpinene Thyme ne 184.8 182.4 192.6 191.9 189.5 177.5 193.5 182.5 179.6
85 70
80
92
20
90 93
Boiling range f i r r t 5% 90% Denaity, I b i p e r gallon F i r e hazard F l a a h point Hydroxyl n u m b e r Melting point Methyl hexyl ketone content Mole,cular weight Refractive index a t ZO'C Specific gravity a t 2O'C Water content
174 6.8
- 181.5'C - 388
- 178'C - 18L.S.C
414
-38'C
130.23
- 1.4262
0.818 a t 25.C
- 0.5%
%
I4 50 89 73.5 56 40 28 83 55 73 43 48 Amyl e t h e r Butylbenzene Butyl irovaleratc Cineole Cymene Indene Iaoamyl butyrate h o a m y l ether d -Limonene a-Terpinene T e rpinolene Thymene
B . P . of Azeotrope 'C 179.8 178.2 177.4 175.9 174.0 176.0 180.3 172.7 174.5 171.8 179.0 176.0
Monohydric Alcohols
ISOOCTYL ALCOHOL
319
Acidity a8 acetic acid Carbonyl number Cozfficient of expansion p e r 'C Color (Hazen, P t - C o ) F i r e hasard F l a a h point ( T a g open c u p ) P o u r point Purity Refractive index at 2O.C. nD Solubility in w a t e r at 25.C a t 50'C Solubility of w a t e r in, at 5'C ZO'C 40.C Specific gravity a t zo/2o*c 60/60*F Specific heat, 50 150.C
0.001% by wt
Surface tension at 20'C Vapor pressure. *C ' F 50 122 75 167 100 212 125 257 150 302 175 347 180 356 ' F Viacosity. 'C 37.8 100
20.0
29.5 dynca/cm mm 1.95 8.4 30 94 250 600 700 Centistoke8 6.4 12.7 51.3 84.4 224.2 0.02% by wt 6.95 lba, approx.
68
15 -25
Aldehyde content Boiling point a t 760 mm Color, Saybolt Distillation (ASTM), initial
5%
wt
50% 95% max. F i r e hazard Flaah point (Open cup) F r e e z i n g point Heat of vaporization ( L v ) , 100.F 300'F 400 *F Mixed aniline point Neutralization number Refractive index at LO'C, nD Solubility in water a t 20.C Solubility of w a t e r in, a t 20.C Specific gravity at Z O / ~ O * ~ Vapor p r e s s u r e at 20.C Viscoaity at 0.C at 20'C Weight p e r gallon a t ZO'C
80.C (176.F) -65'C 22,000 Btu/lb mole 19,000 Btu/lb mole 17,400 Btu/lb mole -15'C 0.02 m g KOH/g 1.4390
0 . 0 6 % by wt
wt
320
3,5,5-TRIMETHYLHEXYL ALCOHOL Table 6.1 16: Physical Properties of 3,5,5-Trimethylhexyl Alcohol (37)
Boiling point at 10 m m 760 m m Boiling range at 760 m m , firmt drop 90% dry Color ( APHA) Flaah point (Open cup) Freezing point Molecular weight P u r i t y (by hydroxyl n u m b e r ) Refractive index at 25'C, nD specific gravity at tSj4.C Viacority at 25'C Water content Weight p e r gallon at 25'C 83.C ( 1 8 1 . F ) 194'C ( 3 8 I ' F ) 190'C 194 f 1'C 195.5.C
2 5 max.
ZOO'F
6.86 l b r
Oxo Process
Less than 0 . 0 1 2 by wt.
2.3% by wt.
0.0015% by wt.
Solubility of water in at 20% 231'C (448.F) 90% between 229-233.C Specific gravity at Sulfur Suspended m a t t e r Vapor p r e s s u r e . 0.003 m u . , Dichromate 1.3 max. "C 75 100 I25 150 175
200
217.3.C
21 9-22 1.5%
~o/~o*c 0.837-0.840
4 ppm. max. Substantially f r e e
0.829 at 20/4)'C
0.00086 5
*F mrn
167 212
257 2.1
8.4
28.2 82 225
Slight
22 0 9 ~
Viacoslty,
' F
210
500 Centiatokes 1.76 21 115 209 701 1649 8826 0.03-0.07%bywt. 7.03 Iba. 6.96 Iba. approx. 13.83 centipoimes
below -6o'C
158J8
0.25%
1.1388-1.4390
1.43682
Monohydric Alcohols
ISODECYL ALCOHOL Table 6.1 18: Physical Properties of lsodecyl Alcohol (37)
Aridity a s a c e t i c acid Aldehydes, a s dccanal Boiling point at 7 6 0 mm Boiling range a t 760 m m . Ibp DP Coefficient of expansion a t 55'C 0.002% by wt., max.
0 . 0 5 % by wt.. max.
321
O.OC083
10, m a x .
Color, ( P t - C o s c a l e )
F i r e hazard F l a s h point (Open c u p ) F r e e z i n g point Molecular weight Odor P u r i t y , a s decanol R e f r a c t i v e index a t ZO'C. Solubility i n w a t e r a t ZO'C Solubility of w a t e r in a t 2O'C Specific gravity a t 20/20 S u l f u r i c acid t e s t ( P t - C o s c a l e ) Suspended m a t t e r Vapor p r e s s u r e a t 2O'C Viscosity a t 20.C W a t e r content Weight per gallon a t 2O'C n
Slight 22O.F S e t s to a glass below -6O.C 158.29 C h a r a c t e t i s t i c , non-petroleurn 98.5% by wt., min. 1.4408 L e s s than 0.01% by wt. 2.4% by wt. 0.8423
50, m a x .
Substantially Cree
Viscosity,
' C
99 20 9.4 -17.8
~
' F
210 68 15 0 -25 40 -65
0.7 m g KOH/g
5
-31.7
95,433
0.10% by wt.
Odor
P o u r point Purity R e f r a c t i v e index at ZO'C. nD Specific g r a v i t y at 20.C
7.0 lbs.
Sulfur
Vapor p r e s s u r e ,
'C
90 100 125 150 175 200 225 250
' F
194 212 257 311 347 401 437 491
322
OTHER ALCOHOLS AND ALCOHOL BLENDS Table 6.120: ALFOL Alcohol Low Range Blends C6-C,,
~ ~~
(40)
____
. .. . . .. .
. . -
Typical I'roperties Iblal alcclh(l1,WI. '6 Molccular weigh1 distrihution (Io()% alcohol hiisis) c4 C6
010
~
610 A l W
610 ADIS X I 0
YY.X
99.x
99.6
X__ I 0 lEli
W.6
4 .X
cx
~
43.2
S1.3
CIO c12 C14 Average alcohol MW Calor, APHA Water, WI. % I Iodine number Hydroxyl number Carbonyl. a% ppin C=O Aciditv. as acetic acid. ' 6 Acid Heat Color, APHA Specific gravity at O F/" F F l s h point, (PM) O F Melting range. F Boiling range, I: Saponificationnumber Viscosity, cSt 70" F
100F
0.6
45.1 53.2
0.5
-
X9.l 0.3
trace
40.5
0.5
-
135
30 0.002
153 0
141
.
BO
0.003
BO
0.003
IO
0.824 77/77 I75
1-5 S51-459
0.831
W60
0.831
W(fl
0.19 II 6.4
16.3 x.7
13.5
1.2
0.003 17
0.00334
0.0()3!5
0.00334
I -
(40)
-~
__
6
'Qpical Properties btal alcohol, Wt.% Molecular weight distribution (100% alcohol basis) C6 C8 CIO c12 c14
C16
99.4
99.9
10 99.8
trace 99.9 0. I
C18 c20 Average Molecular Weight Color, APHA Water. Wt.% Iodine number Hydroxyl number Carbonyl, as ppm C=O Acidity, as acetic acid, % Specific gravity,
at F P F Flash uoinc. (PM) 'F Melting range. 'F
I30
I
0.001 0.8335 a0 6 i 235 43-45 448453
0.8232
Boiling range, 'F saponificationnumber Viscosity, cSt 70" F 100" F Coeffcient of thermal expansion Ib/gaVF
3.5
0.00376
40 .4
14.5
9
0.00334
(continued)
Monohydric Alcohols
Table 6.121: (continued)
__-______ Typical Properties __ Total alcohol, WI % Molecular weight dimbution (100% alcohol haw) C6 C8 CIO c12 C14 Cl6 CI8 c20 Average Molecular Weight Color, APHA Water, WI.% Iodine number Hydroxyl number Carbonyl, as ppm C=O Acidily, as acetic acid, % Specific gravity, a( FI0 F Flah point, (PM) O F Melting range, 'F Boiling range, 'F Saponification number Vimsity, cS1 70" F IOO" F Coefficient of thermal exDansin lb/rdW
-
323
12 99.8
14 998
16
__
~
99 8
lGNF 99.8
~ _ _ _ _ _ _ _
18 99 6
IRNV
99 6
01 99 6 0.3
trace 04
99.4
187
5
0.3
214
5
242
5
242
5
60/60
265 13-76 490-498 0.04 80F/ I9 12.3 0.00325
0.02 0.03 258 29 0.003 0.815 12w120 290 98-1 02 567-573 0.07
64
0.01 I 0.813 125/125 300 118-121 626-631 0.06
64
0.01 1
0.813 125/125
300
113-122 626-63I 0.06
0.02 0.33 207 24 I 0.008 0.81 1 140/140 355 132-136 662-670 0.1
15
I20F/18 0.003 17
12OF/I8 0.00317
160F/I3.5 0.00309
0.003 17
(40)
1214 99.5 1214CC 99
(race
lO14CDC
99
1216 99
T i l Almhol, WI. 4 oa
H~rnlalugDistribution. WI. Lx
a
CIO c12 C14 C16
C18
x7.5 6X .
S
31 36.6 31.2
0I . 0.6 56.5
42.2 0.6
0.8 68.2
30.3 0.7
0I .
164
186
I98 0 0.08 0.05 284 45 0.838 72/72 265 7&75 518-575 14.3 100 0.003 16 0. I dearcolorI s r liquid
I95 0 0.06 0.05 287 21 0.838 7272 265 70-75 518-575 14.3 100 0.00316 0.18 clear&. lcss liquid
203
5
198
Color.APHA
Water. Wt. 'A Iodine nunibei Hydroxyl number carbonvl. DITTI C.0
Spedfi Gravity "FIO F Flash Point (PM) F Melting Range, F Boiling Rangc. 'F
0 0.02
0.04 343
31
0.0s 0. I 216 40
0.84 72/72 265 63-70 514-592 14.5 100 0.00316 0.5
c!armlor-
0.834
7272 137 354 425-525 10.4 100 0.03321 0.I clearcolorI s r liquid
Wseosiiy, CSI
Temperature, F
0.003 0.1
dear&lsr liuid
lm liquid
(continued)
324
1218DCM
99.6
lrscc
1412 99.7
bre
1416GC
1418DDU
99.Y
1418GM
99.8
1618 99.6
1618CC 99.6
1618GC 9R.5
20+
W .$I t
99.8
88.5
Homolog Dislribution.WI.9c
a
CIO
0. I 6.3
@ace
c12 C14 C16 C18 c20 c22 C24 C26 C28 C30 Ave. Molecular Weirlit C l r APHA oo. Water. Wt. Q Iodine number Hydmxyl number Carhyl. ppm C=O
Specific Gravity OF/' F
tme
I .3
61
35.7
1.4
4.6 2. I
1
222
243
263 5 0.04
0.R
IO
0.03 4.4 253 I IO 0.822 lWl00 305 95-99 582-638 11.5
100
IO
0.03 0.6 23 I
213
150
n
0.819
110/110
0.835
I10 W0
080 .4 60160
325 i i w o 628662 15.0 I22 0.00303 0.07 white d i d
0.820
140/140
Flash Point (PM) 'F Melting Range. F &line Ran=. F visulsity. cst T e m p t u n 'F CoeffKient of Thermal Expansion, Ibl@ Saponification number Appearance
325
Ilc-120
630470
15.0
100
0.0028
<1.0
13.1 140 0.00310 0.07 while solid 0.003 0.5 white solid
while sld oi
ALFOLCD 6
99.4
ALFOLB 8
99.9
ALFOLB 10
99.8
mln. 95
Molecular Weight Distribution (100% alcohol basis) C1 99.4 C6 0.6 ca trace c10 trace c12 2-Butyloctanol Average Molecule weight Color, ALPHA Water, W h Iodine Number Hydroxyl Number Carbonyl, as C=O ppm Specific gravity at FPF Flash point, (PM)' F Melting Range, F ' Boiling Range, 'F SaponificationNumber Viscosity, Cst at 70' F at IOO'F Coefficient of thermal expansion IblgalPF
trace
99.9 0.1
mln. 95
I02 0 0.04 0.05 545 28 0.8232 60WO I30 -49 313-316 <0.04 5.5 3.5
0.00376
130 0 0.03 0.03 430 12 0.8293 60/60 I80 Wan 381-385 <0.04 10.5 6 0.00351
30
0.829 6OWO 167 1-5 350-460 0.19 11 7.7 0.00334
<22
291-300 1.O max.
0.00334
Monohydric Alcohols
COMPARATIVE DATA Table 6.124: Ashland Alcohols (69)
325
Methanol Ethanol, Anhydrous Ethanol, 95% kOp~pMOl 91% Isopropanol. Anhydrous n-Propanol 2-Butanol lsobutanol n-Butanol Amyl Alcohol (primary) Methyl Amyl Alcohol Cvclohexanol 2-Ethylhexanol
'n-autyl Acetate = 1
0.791
64-65 74-80 75-00 80-81 82-83 9898 9aioi 107-109 116119 127-139 130-133 160-163 182-186
147-149 165176 167-176 178178 180-182 205208 20~214 225228 241-246 261-282 266-271 320-325 360-367
54 53
55
2.1 17
' 17
63
53
74 72 86 97 113
13 16 13 12 06
0 808
0 803 0 811 0 815 0 808
0 42 0 27 0 27
0 05
103
1403
09a4
0.834
164
< 0.01
wx
'At 30%
lOll43:l _ 17 5 _ 64
64 17 5 4) 1 000 67 56 I
46 07
78 92 7
OR12
lW.11-2 -__ 67 63 n
67 - 63-0
7 1 2313
PROPYL TEXANOL'
ALCOHOL
KcotioL
I
25zb6.774 112709
--
BUTYL A I LOHO1
BUlYl AL(.OlIOl
%(IC
--
1S.B'C
.Op.nb
'43 1W.C
326
M d
m
0
0 d
co
V
0
N \
0
N
@,
: :
Lr, H
8 a
v)
0 rl
Monohydric Alcohols
327
4 -
T--
328
Union Carbide
Synasol PM 41 Tecsol 1, Anhydrous Synasol PM 100
Quantum
Grain Processing
; C 190 Gov't Form I(1-1) P 4nhydrous GPC Gov't Form i(1-1)
Solox-1
Solox-1,Anhydrous
Synasol PM 3224
3PC 190 Gov't Form ill (1-1) inhydrous GPC Gov't Form ill (1-1)
Tecsol3, Anhydrous
Synasol PM 509
recsoi A, 95%
Tecsol A, Anhydrous
GPC 190 Gov t Form A (3A) Anhydrous GPC Gov't Form A (3A)
Tecsol A-2,95%
Tecsol A-2, Anhydrous
GPC 190 Gov t Form A2 (3A) Anhydrous GPC Gov t Form A2 (3A)
Tecsol B, 95%
GPC 190 Gov I Form B 13Al Anhydrous GPC Gov t Form B (3A)
Tecsol 8 , Anhydrous
GPC 190 Gov't Form C (3A) Anhydrous GPC Gov't Form C (3A)
T ~ C SD, 95% O~
Tecsol D, Anhydrous
GPC 190 Gov't Form D (3A) Anhydrous GPC Gov't Form D (3A)
J ~ C S D-2,95% O~
Tecsol D-2, Anhydrous
GPC 190 Gov't Form 02 (3A) Anhydrous GPC tiov'l Form D2 (3A)
Tecsol H
Monohydric Alcohols
329
P
u l -
c
0
z
Q)
a s
C
c M C 0
Q)
Q)
330
Monohydric Alcohols
Table 6.130: Shell Chemlcz! Alcohols (14)
331
Molecular Weight Specific Gravlty (Apparent) 60/60 "F 20/20 "C 25/25 "C Wt. per U.S. Gallon (in air) 60 "F 20 "C 25 "C (VOC content) Boiling Polnt at 760 mm "C
60.096 0.7893 0.7864 0.7832 6.574 6.544 6.510 82.33 180.19 0.0325 32.8 -88.43 1.37720 159.23 21.37 0.541 60 53 750
74.124 0.8060 0.8033 0.8006 6.71 2 6.685 6.654 107.89 226.20 0.0360 8.77 -108 1.3959 139
11 6.162
130.231 0.8362 0.8338 0.8312 6.964 6.938 6.909 184.8 364.64 0.049 0.20 < -75 1.4328 93
0.9441 0.9409 0.9374 7.863 7.830 7.792 169.2 336.6 0.075 0.81 -44 1.4234 90
"F
Boiling Point Change W m m at 760 mm Vapor Pressure at 20 "C, mm Freezing Point at 760 mrn, "C Refractive Index. "20 Heat of Vaporization cal/g at 760 mm Heat of Fusion at Melting R. callg Specific Heat (liquid) cal/g "C Flash Point, Tag Open Cup O F , Approx. Flash Point, Tag Closed Cup "F,Approx. Autoignition Temp. OF, Approx. Flammable Limits in Air %v of Compound Upper Lower Solubility, %wt in water at 20 "C water in at 20 "C Azeotrope with Water % w compound Boil PI. at 760 mm, "C Viscosity, cps at15"C at 20 "C at 25 "C at 30 "C Surface Tension, dynelcm at 20 "C
0.540 80 72 761
3.98 3.4
2.96 2.6
3.78 2.9
3.8
2.9
8.14 7.7
2.4
23.0
28.9
21.35
22.8
24.6
22.8
332
P
i)
v
h
v )
P
0.
v )
0
0.
6 W
a
N
W
i)
3
C
53
0
N
? )
m P
N P
"0s
0 -
__
f.
i -
m
ur
N
El
03
5 %m
0
u?
9
h N
c, 7
El
m N
h . - R 2
N
- P
. ?
9
N
N " 7
N c1
N o '
- 0 .
. 1
0
ir)
9
f
N N
B c
Monohydric Alcohols
ALLYL ALCOHOL Table 6.132: Physical Properties of Allyl Alcohol (37)
Boiling point a t 760 mm Coefficient of expansion at ZO'C C o l o r ( P t - C o . Hazen) Critical temperature Distillation r a n g e , I B P DP F i r e hazard F l a s h point (Open c u p ) (Closed cup) F r e e z i n g point Heat of combustion ( v a p o r ) Ignition t e m p e r a t u r e in a i r in oxygen Latent heat of vaporization a t 760 m m MAC Melting point Molecular weight purity R e f r a c t i v e index a t ZO'C, nD Specific g r a v i t y a t 25/25'C 96.90'C 0.00101 p e r 'C 15 max. 271.9'C 95'C, min. 98'C. min. Dangerous when exposed t o heat o r f l a m e 90'F 72'F B e c o m e s a g l a s s a t -190'C 442.4 k g c a l / g m m o l e 443'C 348'C 9550 c a l / m o l e (295 BTU/lb) 5 ppm in a i r Specific heat, Cp f o r liquid. 2 0 - 95'C S u r f a c e tension a t 20'C Toxicity Vapor p r e s s u r e a t 20'C Viscosity a t 30'C Water Weight p e r gallon a t ZO'C 0.665 g c a l / g -'C 25.68 d y n e s / c m
333
- 129'c
58.078 98.0% by wt., min. 1.4134 0.8501
%
70 82.6 70 91 17.5 85 71 93 80 78.3 89 46 55 63 95.5 48 64 49 77 58 72 Allyl e t h e r Benzene
1 -Bromobutane
B . P . of A z e o t r o p e 'C 89.8 76.8 89.5 69.4 96.5 74.5 88.3 67.0 74.0 76.3 87.0 93.2 85.1 84.5 65.5 93.0 93.5 94.7 86.4 85.0 89.8 93.4 96.0 96.0 94.6 96.7 85.7 91.5
1 B romopropane
Chlorobenzene 1-Chlorobutane
1-Chloro- 3 -methylbutane
1-Chloro-2-methylpropane
Cyclohexane Cyclohexene Diethoxymethane E t h y l propionate E t h y l aulfide Heptane Hexane Iaobutyl f o r m a t e 3 -Methyl-Z-butanone Methyl b u t y r a t e Methyl c a r b o n a t e Methylcyclohexane Methyl i a o b u t y r a t e Octane 2-Pentanone 3 Pentanone Propyl acetate P r o p y l alcohol Propyl ether Toluene
32 30
28 48 26 70
50
334
CROTYL ALCOHOL
Crotyl alcohol is a clear, s t a b l e liquid with a straight-chain, bifunctional molecular structure, CH3-CH=CH-CH20H. A highly reactive compound, crotyl alcohol should find use in the manufacture of agricultural chemicals, plastics and polymer additives, varnish ingredients, and pharmaceuticals.
The bifunctionolity or two reactive points -hydroxy group and point of unsaturation a c c o u n t for the high d e g r e e of chemical reactivity of crotyl a l c o h o l . The hydroxy group undergoes such reactions as esterification and etherification; whereas t h e double bond enters into polymerization and addition reactions. Table 6.134: Physical Properties of Crotyl Alcohol (41)
Empirical formula Molecular weight (theoretical) Physical form Color, APHA, ppm. Purity, by gas chromatography, % Acidity, a s crotonic acid, % Boiling range, 760 mm., 'C. Initial boiling point Dry point specific gravity, 20' /2o0C. Bulk density, lb. /gal. C4H8O 72.10 Clear liquid 15 97-98 0.049 121 126 0.8550 7.12
113 (45'C. )
, 20'C.
113 (45'C. )
3:l trans:cis 32.7 Completely miscible with water in all proportions miscible miscible
METHYLBUTYNYL ALCOHOL
Methylbutynol, 2-Methyl -3-Butyn-2-01 HCCCOH(CH3)2
- 105.C
Flash point, Tag open cup Freezing point Refractive index at 2O.C. nD Specific gravity, z o / 2 o * c Surface tension at ZS'C
Monohydric Alcohols
METHYLPENTYNYL ALCOHOL Table 6.136: Physical Properties of Methylpentynyl Alcohol (37)
Boiling point F i r e hazard F l a s h point, Tag open cup F r e e z i n g point Refractive index a t 2 0 C , nD Solubility in w a t e r at 25C Specific gravity at 2~/20c S u r f a c e tension at 25C
335
121
122C
90 rnm 7 . 2 8 lbs
* Ralston, A. W . , Fatty Acids and Their Derivatives, p. 733. * Hilditch, T. A., The Chemical Constitution of Natural Fats. * Brockelsby, H. P . , The Chemistry and Technology of Marine Oils with Particular Reference to Those of
Canada. p. 90.
Molecular weight Refractive index a t ZOC, nD Relative evaporation r a t e (n-butyl acetate = 100) Specific gravity a t 20C Specific heat at 15C Toxicity Vapor p r e s s u r e at 20C Viscosity a t ZOC Water a t 2OC
116.16 1.4232 14 0.9406 0.500 c a l / g m / C Slight 3.97 m m 3.2 cps Miscible without t u r b i d ity with 19 v o l . of 60 Be gasoline 7.82 Ibs
50 pprn in a i r
336
Moderate 170.F
2 5 1 Btu/lb
3.4 cpa.
155 to 156'C
Fire hazard
F i r e point Flaah point, Tag open cup Moimture content Molecular weight Refractive index a t 26.C. n Set point Specific gravity a t 45/2Q0C Toxicity Vi8co8ity a t 6O.C D
slight
40 6'F
370'F
1.5% m u . 138.19
Slight
12.8 Cp8.
.....
................ . -
.227 .715
Monohydric Alcohols
337
solublllty
nylon616
nylon6 >20
11
nylon6110
id
Zytel'
61'
I
I
g./lOOg Solutlonatb p (ca8O"C) g.1100 g. Solution at 24'C Insoluble Polymers at b.p.: Other Soluble Polymers: Slightly soluble:
* a duPonl "SOIuble" nylon
13 3
. 2 6 >26
Delrin@, Lexan? Mylar? Polyethylene (high and low density) Polypropylene, Orlona Polymethacrylate (>27wt. % at 24%): Cellulose Acetate (>28 wt. % at 24 "C): Polyvinyl Acetate (>24 wt. % at 24 ' ) C Nylon 11 (0.2 wt. %)
0.2%
5.0%
2.3
4.2
0.03
0.08
0.02
0.9 2.1
338
Mol % TrMluoroithanol
a000
2'
a00
b
00
.IO
20
30
40
so
a0
m
I O
m
1 0 2
11".,. )I.
PI...",.
WAVLLEMGltI LYICROIISI
1H,l HJH-TETRAFLUORO-1 -PROPYL ALCOHOL Table 6.148: Physical Properties of 1H,1H,3H-Tetrafluoro-l -Propyl Alcohol (37)
Acid number Boiling point at 760 rnrn Denaity at LO'C Dietillation range at 760 rnrn Fluorine content Formula weight
57.5% 132.06
Hydroxyl number
Melting point Moisture content Purity Refractive index at LO'C, nD Surface tension at ZO'C
398
-15.C
0.40%
Monohydric Alcohols
1Hll H15H-OCTAFLUORO-1-PENTYL ALCOHOL Table 6.149: Physical Propertles of 1H,l H15H-Octafluoro-1 -Pentyl Alcohol (37)
Acid number Boiling point at 760 m m Density a t ZO'C Distillation range. ASTM. at 760 mm Fluorine content Formula weight Hydroxyl number Moisture content Purity Refractive index at LO'C, nD Surface tension at LO'C 0.70 140
339
141'C
224
0.08%
> 95%
1.3190
24.5 dynes/cm
Latent heat of evaporation a t 204.25'C Mulecular weight Refractive index a t 2O.C. Solubility in water Specific gravity at 25/25*c Specific heat at 15-2O.C Surface tension (c. g. a. unit.) Toxicity Vapor presaure a t 30% Viacoaity at 20.C Weight per gallon at L O T n
11 1.5 8 gm ral/gm
mu.
20 5.3% 0.15% m a .
108.13 1.5334-1.5397
1 part in 30 parts of water
1.044-1.058
0.5402 cal/gm
39.71 Slight
0.100 mm 0.05582 cp..
9.78 lbs.
Table 6.151: VELSICOL Benzyl Alcohol (59) Benzyl Alcohol, Reagent Grade
Benzyl Alcohol is a clear, colorless liquid with a mild, pleasant aromatic odor. It is a primary alcohol with reactive methylene and nuclear hydrogen. The reagent grade is a high purity material with analytical utility.
SPECIFICATIONS Assay, (G.C.), % minimum Solubility, in 25 ml water at 25T, g Benzaldehyde content (U.V. determination), 7% maximum Halogen (Beilstein Test) TYPICAL PROPERTIES Boiling Point, 5 mm Hg, ,'F/<'C 760 mm Hg, "F/"C Vapor Prtssure, mm Hg at 86"Ff 30C at 212"F/IOO'C Melting Point, "FPC Specific Gravity, 25"/25"C Refractive Index, 25C Vapor Density (air=l) -___---
99.0 1
0.03
Negative
177.8"/81" 401"f 205" 0.1 13.3 -5"f-15" 1.042- 1.047 1.5390 - 1.5410 3.72
__
340
PHYSICAL PROPERTIES
General Properties
Molecular Weight Boiling Point (at 760 mm Hg) "C "F Freezing Point, metastable crystalline form "C "F Freezing Point, stable crystalline form "C "F Density (at 20C, 68"F), g/cm3 Specific Gravity, 20/20"C Refrzctive Index no
noz5
Other Properties
98.10 170 338
- 29 - 20.2
Physical State Color Odor Chemical Oxygen Demand, lbllb FA Biochemical Ox gen Demand (5 days, 20"Cy, Ib/lb FA Dipole Moment, e.s.u. Solubility Parameter, ( c a l / ~ m ~ ) " ~ Solubility in Water Alcohol Ether
Liquid Colorless to Yellow Mild & Characteristic 1.75 0.81 1.92 x 10'' 12.5
m m
Thermodynamic Properties
Heat of Vaporization, callg Heat Capacity, cal/g-"C liquid at - 20C liquid at 0C liquid at 25C stable crystalline form at - 40C stable crystalline form at - 20C Thermal Conductivity, kcal/m-hr-"C Heat of Combustion, kcal/gmole at constant volume at constant pressure Heat of Formation, liquid, kcallgmole Heat of Fusion, stable crystalline form, cal/g Thermal Expansion Coefficient' p/"c ( - 17.8 to 37.8%) p/"F (0 to 100F) 122 0.450 0.472 0.502 0.256 0.278 0.154 608.9 609.2 - 66.06 31.8 8.52 x O I" 4.53 x io-"
77 170 83 182
.p
= Pj2
2 (tz
- PZZ - t l ) PI P2
Flammability Limits (in dry air at 72.5-122C) % by volume Lower limit Upper limit Ignition Temperature In air "C "F In oxygen "C "F DOT Label Required
1.8 16.3
391
736 364 687 none'* See IMCO regulations
us.
International
Fluid Properties
Viscosity (at 25"C, 77"F), cps Surface Tension (at 25"C, 77"F), dyneslcm Furfuryl Alcohol-Water Azeotrope (at 760 mm Hg) Boiling Point of Vapor "C "F Composition, wt % FurfurylAlcohol Water 5 38.2
'Refers to Code 29 CFR 1910.106 of Federal Regulations. "When shippin via UPS, consult their Guide For Shipping Hazardous Materials via ~ P S .
99 210.2 ca 9 ca 91
QO" FA" Furfuryl Alcohol Specifications* Furfuryl Alcohol, Assay, wt Yo,Minimum Moisture, wt Yo, Maximum
Furfural, wt %, Maximum Cloud Point, "C, Maximum**
'Methods available upon request. '*The cloud oint of furfuryl alcohol is determined by diluting 15 ml of the alcohol witR 30 ml of water and cooling the clear solution until it becomes definitely cloudy. The solution is then allowed lo warm up with stirring until it is just clear. At this point. cooling producesan immediate 9. cloudiness; this temperature is recorded as the cloud point ( )
Monohydric Alcohols
Table 6.153: Vapor Pressure of Furfuryl Alcohol (46)
341
Table 6.154: Pounds per Gallon of Furfuryl Alcohol at Various Temperatures (46)
Temperature "C
31 8 40 55 5 56 0 60 68 0 75 5 80 81 0 95 5 95 7 100 104 0 108 5 115 9 120 129 5 133 1 140 144 0 151 8 157 0 170 0
"F
Pressure mm Hg
1 i i
1,"F
0 1 2 3 4
- 17.78 - 17.22 - 16.67 - 16.11 - 15.56 - 15 - 14.44 - 13.89 - 13.33
T, "C
Ibs/gal
89 2 104 131 9 132 8 140 154 4 167 9 176 177 8 203 9 204 3 212 219 2 227 3 240 6 248 265 1 271 6 284 291 2 305 3 314 6 338
18 55
5
0
A
63 10 16 20 3 20 44 40 535 60 78 100 1274 194 200 271 0 343 400 522 760
0 n
0 A
e
0
A
0
L
0
A 0 A 0
5 6 7 8 9 10 11 12 13 14 15 16 17 18
19 20 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45 46 47 48 49 50
-12.78
- 12.22
-11.67
-11.11
- 10.56
-
10
- 9.44
- 8.89 - 8.33 - 7.78
- 7.22
- 6.67 - 6.11 - 5.56
0
A
0
A
Quaker Oats Chemicals, Inc., Research Laboratory, unpublished data. D.R. Stull, Ind. & Eng. Chem., 39,517,
1947
9.7380 9.7337 9.7294 9.7251 9.7208 9.7165 9.7122 9,7079 9.7036 9.6992 9.6949 9.6906 9.6863 9.6820 9.6777 9.6734 9.6691 9.6648 9.6605 9.6562 9.6518 9.6475 9.6432 9.6389 9.6346 9.6303 9.6260 9.6217 9.6174 9.6131 9.6087 9.6044 9.6001 9.5958 9.5915 9.5872 9.5829 9.5786 9.5743 9.5700 9.5657 9.5613 9.5570 9.5527 9,5484 9.5441 9.5398 9.5355 9.5312 9.5269 9,5226
51 52 53 54 55 56 57 58 59 60 61 62 63 64 65 66 67 68 69 70 71 72 73 74 75 76 77 78 79 80 81 82 83 84 85 86 87 88 89 90 91 92 93 94 95 96 97 98 99 100
10.56
11.11
11.67 12.22 12.78 13.33 13.89 14.44 15 15.56 16.11 16 67 17.22 17.78 18.33 18.89 19.44 20 20.56 21.11 21.67 22.22 22.78 23.33 23.89 24.44 25 25.56 26.11 26.67 27.22 27.78 28.33 28.89 29.44 30 30.56 31.11 31.67 32.22 32.78 33.33 33.89 34.44 35 35.56 36.11 36.67 37.22 37.78
9.5182 9.5139 9.5096 9.5053 9.5010 9.4967 9.4924 9.4881 9.4838 9.4795 9.4752 9.4708 9.4665 9.4622 9.4579 9.4536 9.4493 9.4450 9.4407 9.4364 9.4321 9.4278 9.4234 9.4191 9.4148 9.4105 9.4062 9.4019 9.3976 9.3933 9,3890 9.3847 9.3803 9.3760 9.3717 9.3674 9.3631 9.3588 9.3545 9.3502 9.3459 9.3416 9.3373 9.3329 9.3286 9.3243 9.3200 9.3157 9.3114 9.3071
N 0
m m
IC:
(0
..
Monohydric Alcohols
Table 6.157: Solubility of Liquid Organic Compounds in Furfuryl Alcohol (at 25C, 77F) (46)
5 CCl5 cc 5 cc/lO cc Furfuryl Furfuryl Alcohol Alcohol
343
Table 6.158: Solubility of Solid Organlc Compounds in Furfuryl Alcohol (at 25C, 77F) (46)
1 915 CC Furfuryl Alcohol 1 g;10 cc Furfuryl Alcohol
Comoound Acid, dichloroacetic. C.P. Acid, lactic, U.S.P. Acid. valeric Alcohol, amyl Alcohol, benzyl, tech. Alcohol, ethyl Alcohol, isoamyl, tech, Alcohol, isobutyl, C.P. Alcohol, isopropyl, tech. Alcohol, propyl Aniline 1,2-Butanediol Chloroform, U.S. P. Crotonaldehyde, tech. o-Dichlorobenzene Dichloroethyl ether, tech. Diethylaniline, tech. Diethyl carbonate Diethylene glycol Diethylene glycol dioleate Diethylene glycol monobutyl ether, tech. Oiethyl phthalate, C.P. Diethyl sulfate, tech. N,N-Dimethylaniline, tech. Dimethyl sulfate Ether, ethyl Ether, isopropyl Ethyl acetate, tech. Ethyl acetoacetate N-Ethyl-N-benzylaniline Ethyl bromide Ethylchlorocarbonate Ethylene chlorohydrin Ethylene dichloride Ethylene glycol monobutyl ether, tech. Glycerol, U.S .P. Methyl acetate, tech. Methyl ethyl ketone Nitrobenzene o-Nitrotoluene, tech. Oil, lard Oil, linseed Oil, neatsfoot Oil, peanut Oil, rapeseed Oil, Turkey red Oil, whale Paraldehyde, U.S.P. Pyridine, tech. 1,1,2.2-TetrachIoroethane, tech. o-Toluidine, tech. Xylene
Compound
R S S S S S S S S S S S S S S S S S S S S S
R S R S S S S
ss
S
ss
S S S S S S S I
ss
ss
I I I S I S S S S
I (S at 125C) SS (Sat 120C) I (S at 120C) I (Sat 125C) I (Sat 120C) I (Sat 125C)
Acid, acetylsalicyllc, U S.P S Acid, anthranilic S Acid, benzoic, U S.P. S Acid, citric, U.S.P. ss Acid, monochloroacetic S Acid, naphthionic, tech. I Acid, oxalic, tech. I Acid, stearic ss Acid, sulfanilic I Acid, tannic ss Acid, tartaric, U.S.P. I Acid, trichloroacetic R Anthracene, tech. I Anthraquinone I Benzidine ss 3-Bromo-d-camphor S Carbazole I Casein I Chloral hydrate. U S.P. S oChloronitrobenzene, tech. S Dextrose I Dianisidine, tech. S p-Dichlorobenzene S Dip,/col stearate ss N,N-Dimethyl-para-nitrosoantl~~e S Oinitrochlorobenzene, tech. S Dinitronaphthalene I Dinitrophenol S Diphenyl S Diphenylamine S Diphenylguanidine S Hexamethylenetetramine, U.S.P. S Iodoform, U.S.P. I Naphthalene I alpha-Naphthol, tech. S beta-Naphthol, tech. S beta-Naphthylamine, tech. I alpha-Naphthylamine hydrochloride R (violent reaction) m-Nitroanilind S p-Nitroaniline S p-Nitrophenol, tech. S p-Nitrotoluene S m-Phenylenediamine S Resorcinol, white, U.S.P. S Saccharin, U.S.P. I Sodium acetate I Sodium benzoate. U.S.P. I Sodium naphthionate, tech. I Sodium picramate, tech. I Thiocarbanilide I 2.4,6-Tribromophenol, tech. S Triphenylguanidine, tech. S
S
I (Rat 115C) R SS (S at 95C) I (Rat 115C) SS (SS at 125C I (SS at 125C)
S-R
I (Sat 120C) I (I at 125C)
I (SS at 125C)
I (S at 100C)
I (Sat 120C)
I (S at 92C) I (S at 92C)
I (S at 92C)
I (S at 92C)
S = Soluble SS = Slightly soluble I = Insoluble R = Reacts Reactions of furfuryl alcohol in the presence of acid or acid generators may be violent; use caution.
344
Table 6.159: Solubility of Thermoplastic Resins in Furfuryl Alcohol (at Room Temperature) (46)
ResinType Cellulose acetate butyrate Cellulcse nitrate Ethylcellulose Methyl methacrylate Methyl methacrylate Nylon Nylon Nylon Nylon Nylon Nylon Nylon Polyethylene Polyethylene Vinyl acetate Vinyl acetatechloride Vinyl butyral Vinylidene chloridc
rradename (Manufacturer)
LAB-500-1 (Tennessee Eastman)
Solubility
vs vs vs
S '
S '
RS (Hercules)
N-50 (Hercules)
Plexiglass@ V(052)lOO (Rohm & Haas) Plexiglass' VMlOO (Rohm & Haas) Elvamides 8023 (DuPont) Elvarnide' 8061 (DuPont) Elvamide" 8061M (DuPont) Elvamide" 8064 (DuPont) Elvamided 80625 (DuPont) Elvamide" PB8066 (DuPont) Rilsan* BMNO (Rilsan Corp ) Dovdex" 2045 (Dow Chemical) Oowlex" 2598TB (DOWChemical) Bakelite* AYAT (Union Carbide) Bakeliteg WHH (Union Carbide) BakeliteSXYHL (Union Carbide) Saran F-310 (Dow Chemical)
vs
S '
VS'
12 16 20 24 28 32
Hours of Heating
S '
S
S I
I I
1.1440
vs
I
vs
I
12 16 20 24 28 32
Hours 01 Heating
S = Soluble from 1 g to 10 g per 100 g solvent VS = Soluble 10 g or more per 100 g solvent I = Less than 1 g per 100 g solvent = Slowly
0
Legand:
12 16 20 24 28 32
Hours 01 Heating
0- At 150'C A - At 200C A.P. Dunlop and F.N Peters, Jr., Ind. & Eng. Chem., 34, 814 (1942).
x -At
100C
Monohydric Alcohols
Table 6.161: Stabilization of Furfuryl Alcohol With an Amine (at 150C In Glass) (46)
Stabilization of Furfuryl Alcohol with an Amine (at 150C in glass)
~~
345
Sta bilizer
Time,
Hours
0.0
1.5 5.5 10.5
Refractive Index, n 20/D 1 .a870 1.4875 1.4890 1.4944 1.4868 1.4870 1.4869 1.4871
Densit d 25/2g 1.1322 1.1333 1.1356 1.1428 1.1308 1.1309 1.1310 1.1311
Water,
Yo
None
0.0
1.5 5.5 10.5
8.5
8.5 9.0
~~
A.P. Dunlop and F . N . Peters, Jr., Ind. Eng. Chern., 34, 814 (1942).
Time,
Hours
42 74 121 162 215
Furfuryl Alcohol
0.075 0.250 0.636 0.840 0.972 1.084 1.229
264 330
0.019
0.074 0.117
0 (initial)
330 (final)
0.004
0.365
0.004 0.395
0.012 0.003
0.005
0.041
346
TETRAHYDROFURFURYL ALCOHOL (46) Table 6.163: Physical Properties of Tetrahydrofurfuryl Alcohol (46)
. .
-.
Furfuryl alcohol, wt. % max. If-Pentanadlol, wt. % max. Molsture. wt.% max.
0.1
1.6 0.3
50
0.025 0.005
.03
Anthranlllc Benzolc Butyric cnrfc Cresyllc Naphthionic Oxalic Stearlc Sulfanilic Tannic
Ethers: Dichloroethyl Diethliene dycol monoethg Elhvl Ethiiene glycol monobutyl Ethylene glycol monc-alhyl Halkies: Benzyl chloride Bromobenzene Bromoform Chloroform eDlchlorobcnzene pDlchlorobenzene Dinltrochlorobsnzane Ethyl bromlde Ethylene chlorlde Iodoform eNltrochlorobenzene Tetrachloroethane
%stones: Acetone Anthraquinone Molhyl ethyl ketone S S
S
Alcohols: Benzyl alcohol Chloral hydrate Dlnltrophenol Ethanol Ethyleneglycol Glycerol lsobutanol Isopropanol a-Naphthol PNaphthol Pentanol Propanol Aldehydes: Benzaldehyde Crotonaldehyde Paraldehyde Amlnes: Anlllne Benzidlne Dlanlsldlne Diethyl aniline Dlmethyl anillne Dlphenylamlne Hexamethylenetetramine p-Naphthylamine mPhenvlenedlamlne
S S
ss s ss -s
S
S S
S S
S
ss -.-.--s
S
S
I ~ l , U * W l
S S S S S SS-s S
1
1
Trlphenylguanldlne Xylldlne
Aromatics: Anthracene Benzene Dinltronaphthalene Diphenyl , Naphthalene I pNitropheno1 eNltrotoluene pNltrotoluene xylol
011s: Anillne Castor Chlnawwd Coconut Cononseed brd Llnsood Menhaden Nest's-foot Peanut Rapaswd Sperm Turkey Red Whale Ulrcellanwum Compounds: Caffelne Camphor, monobromo Casein Chloremlne Dexlrore Sodium acetate Sodium benzoale Kay; S=Solubl* klnsoluble I I I I IlrsUlso, I- ~ 1 l s * i w
ss -s
Monohydric Alcohols
347
348
a
P
al
L
>
(R
*r
v)
s
c
al
I-
Monohydric Alcohols
Table 6.170: Specific Gravity and Pounds per Gallon (46) Temperature
O C OF 50 122.0
40 104.0 30 86.0 20 68.0 10 50.0 0 32.0
Change per % Sp Gr -4 000815 'Referred 10 water at 20C
349
Sp. Gr.*
1.031 1.039 1.047 1.055 1.064 1.072
Lbs /Gal 4 00679
Lbs./Gai.
8.588 8.656 8.724 8.792 8.859 8.927
O C
41.6 53.6 96.5 108.5 111.3 120.5 137.5 146.0 155.0 162 5 168.2 177.8
OK
314 6 326 6 369 5 381 5 384 3 393 5 410 5 419 0 428 0 435 5 441.2 450 8
._
~
1PK
0.00318 0.00306 0.00271 0.00262 0.00260 0.00254 0.00244 0.00239 0.00234 0.00230 0.00227 0.00222
~-
HERCO@PINE OIL
A Eigh-Quality, General-Purpose-Grade Pine Oil -~
HERCO@pine oil"'is a clear, p i e yellow to near-water-white, oily liquid with a distinct pinelike
odor. Derived from terpene oils of pinewood origin, it is a blend of related compounds, largely terpene alcohols. Herco pine oil meets requirements of Federal Specification LLL-P-400a for Type 1 pine oil. It is especially indicated for manufacture of high-performance cleaners and disinfectants, and for all other uses where a pine oil of uniform, high-terpene-alcohol content is required.
(a) Hsreo pine oil is registered with the Oflice of Rdicide h g n m o the US. Environmental RMcction Agency under f
.d&m
Specific gravity at 15.6/15.6% Total terpene alcohols, % min Moisture, % m a Color, APHA, max
> 500
150 (66) 7.78 (.93) 39 (4)
Outstanding Characteristics
Clear, pale color; high terpene alcohol content; piney odor; high solvent activity; excellent wetting, penetrating, and dispersing properties, high bactericidal activity when properly formulated; uniform
(continued)
350
Yarmor F produces a strong froth of good volume, satisfactory texture, and excellent cell life stability. Although normally used as a frother, it is also an effective collector for certain minerals.
Typical Properties
Specific gravity at 15.6/15.6 -C Total alcohols, % Moisture, % Refractive index at 20 *C Color, Gardner Distillation range, *C 5% 95 46 Flashpoint, COC, 'F('C) Weightlgal, Ibs (kg/l), 60 T (15.6 T) Viscosity, Ubbelohde, at 77 'F (25 T , ) cps Freezing point,"' 'F ('C)
(a)Yannor
Outstanding Characteristics
Strong froth; excellent cell life stability; excellent wetting properties; low freezing point; low volatility
Specific gravity at 15.6/15.6 -C Total terpene alcohols, % min Moisture, % max Color APHA, max
0.909-0.919
60
0.5 70
Typical Properties
Total terpene alcohols, % Moisture, % Distillation range, 'C 5%
95 % 62.7 0.3 196.6 224.9 20 0.2 500
Color, Hazen Color, (Hercules terpene) Kauri-butanol value Flashpoint, TOC, 'C (F ') Weight, lbslgal (kg/l), 60 'F, (15.6 'C) Specific gravity at 15.6/15.6 .C
6(4) 010
7.75(.91) 0.91
Outstanding Characteristics
Clear, pale color; high terpene alcohol content; piney odor; high solvent activity; excellent wetting, penetrating, and dispersing properties
(continued)
Monohydric Alcohols
Table 6.172: (continued)
351
Specific gravity at 15.6/15.6*C Total terpene alcohols, % min Moisture, % max Color, APHA, max
0.9380.946 85 0.5 70 0.941 1 6 76 92 0.35 I .481 25 > 500 172(78) 4 (5) 1 7.85 (0.94)
Typical Properties
Specific gravity at 15.6/15.6'C Secondary alcohols, % Tertiary alcohols, % Total terpene alcohols, % Moisture, % Refractive index at 20 "C Color, APHA Kauri-butanol value Flashpoint, TCC, 7; ('C) Freezing Point, 'F ('C) Weight/gal, Ibs (kgll), W F (15.6'C)
Outstanding Characteristics
Clear, pale color; high terpene alcohol content; piney odor; high solvent activity; excellent wetting, penetrating, and dispersing properties; high bactericidal activity when properly formulated.
m m d b b m lopr*
Color, AF'HA, m u
Typical Properties
Specific gravity at 15.6/15.6'C Secondary alcohols, % Tertiary alcohols, % Total terpene alcohols, % Monocyclic terpenes, % Moisture, % Refractive index at 20 'C Color, APHA Kauri-butanol value Flashpoint, TCC, 'FCC) Weighugal, Ibs (kg/l), 60 'F (15.6'C)
Outstanding Characteristics
Clear, pale color; piney odor; high solvent activity; excellent wetting, penetrating, and dispersing properties; high bactericidal activity when properly formulated; uniform.
(continued)
352
TERPINEOL^^ 101
m rqu9YIy
Specific gravity at 1 . / 5 6 C min 561.', Tertiary alcohols, min, % Moisture, max, % Color, Hazen (APHA), max Appearance
(a) Essesenlially Free of Foreign Mallei
0.935 94 06 . 70 EFFM'"
Typical Properties Specific gravity at 15.6/15.6"C Tertiary alcohols, % Moisture, % Distillation range, "C(7)
5%
95%
Color, Hazen (APHA) Flashpoint, COC,' ('F) C Freezing point, "C("F) Weight/gal, Ibs (kgll)
Outstanding Characteristics High purity; natural origin; light ~0101,pleasant floral odor; strong masking agent; excellent soIveiit; promotes surface activity; antibacterial activity when properly formulated.
TERPINEOL^" 200
Synthetic Tertiary Terpene Alcohol
TERPINEOL" 200 is a high-purity grade of the tertiary terpene alcohol alpha-terpineol. Derived
synthetically by hydrating alpha-pinene, it is a water-white, oily liquid at normal temperatures. Its chemical nature, pleasant floral odor, and surface-active properties account for its usefulness to the essential-oil industry and to manufacturers of disinfectants, household and industrial soaps, detergents, cleaners, and other chemical specialties. General Sales Specifications
Hcr~ulriT~~IMohod.~~v.rliUimrqM
Specific gravity at 15.6/15.6eC, min Tertiary alcohols, %, min alpka/gamma-Terpineol, %, min Moisture, max, % Color, Hazen (APHA). max Typical Properties Specific gravity at 15.6/15.6"C Tertiary alcohols, % Moisture, % alphdgamma-Terpineol, % Distillation range, "C(F)
5%
0.935 95 93.5 0.6 70 0.941 97 0.2 96.2 217 (422) 220 (428) 20 88 (190) 4 5 (<77) 7.85 (0.94)
95% Color, Hazen (APHA) Flashpoint. COC,' (F) C Freezing point, "C ('F) Weight/gal, Ibs (kg/l)
Outstanding Characteristics High purity; light color; pleasant floral odor; strong masking agent; excellent solvent; promotes surface activity; antibacterial activity when properly formulated.
(writi nued )
Monohydric Alcohols
Table 6.173: (continued)
353
C l r Hazen (APHA), max oo, Specific gravity, at 15.6/15.6'C, min Moisture, max % betddelta-Terpineol, % alphdgamma-Terpineol, % Tertiary alcohols, min, %
70 095 .3 0.6 8 to 20 80 to 90
98
Outstanding Characteristics
High purity; light color; pleasant floral odor; excellent solvent; promotes surface activity; resistant to alkalies.
354
v)Ev)v)
t
v)
v)nv)v)
_ .
>A
* c
2 c .-
. .
.-
.z
d
OLn
s a.
m .
m .
rn
0-v)-
%E
> s E
m 01 0
m
cn
0
c)
C .I n E
u?
I -
Monohydric Alcohols
Table 6.175: Melting Points of Saturated Monohydric Alcohols (69)
120
355
74.0
T IO i
3
u
.d
*
0)
g
a l
20
;
M
-30
-80
-130
22
0 w I00
I-
<
80
2
E
<
c 60
z w
U
E a
40
20
' 0
50
356
Industrial Solvents Handbook
Monohydric Alcohols
Table 6.180: Specific Gravity of Aqueous Solution of Alcohols at 20C (79)
357
10,000
9,oQ)
1,000
to
100
358
Active Solvents Acetone Methyl Ethyl Ketone Ethyl Acetate (85-90%) Isopropyl Acetate 95% Secondary Butyl Acetate Methyl Isobutyl Ketone Methyl Isobutyl Ketone (82.5% w)Methyl Isobutyl Carbinol (17.5% w) Normal Butyl Acetate Mesityl Oxide Secondary Amyl Acetate Amyl Acetate (mixed isomers) Methyl Amyl Acetate CELLOS0 LVE Acetate Diacetone Alcohol Butyl CELLOSOLVE Latent Solvents Ethyl Alcohol (anhydrous) Isopropyl Alcohol (anhydrous) Ethyl' Alcohol (190 proof) Normal Butyl Alcohol (50%VIAnhydrous Ethyl* Alcohol (50%v) Methyl Isobutyl Carbinol (30%VIAnhydrous Ethyl' Alcohol (70%v) Methyl Isobutyl Carbinol (30%VIAnhydrous lsopropyl Alcohol (70% V) Normal Propyl Alcohol Secondary Butyl Alcohol Normal Butyl Alcohol Methyl Isobutyl Carbinol (60%VIAnhydrous Isopropyl Alcohol (40%v) Secondary Amyl Alcohol Amyl Alcohol (mixed isomers) Methyl Isobutyl Carbinol *Proprietary grade. Diluents Toluene Xylene
1.o
0.9
1.o
0.8 0.6
0.5 0.2
0.2
0.1
0.1
0.7
0.5
0.5
0.3 0.3
2.1
0.8
Polyhydric Alcohols
ETHYLENE GLYCOL
Glycol
I , 2-Ethanediol
HOCH2CH20H
Fire point, Cleveland, tag ASTM, open cup Flash point (open cup) ASTM, open cup Free energy of formation a t 25. C
250' F 245' F 245' F 240' F -80.2 kcal./mole -283.3 kcal./mole 0.06 cal./g. -108.1 kcal./mole 44.7 cal./g. 191 cal./g. 344 Btuflb.
0.1 ppm, max.
max.
T
Heat of combustion (const. pressure) at 20' C Heat of dilution [C,H, (OH), x 2 H,OJ Heat of formation a t 20' C
rn
Electric conductivity a t 25' C Molecular weight Odor Pour point Refractive index no 25' C no 20" C Specific gravity (apparent), 25/25' C
20/20'
62.07
Mild
-75' F
Water content
1.4306 1.4316
1.1133
1.1155
0.561
% by
VOl.
100
94.1 89.4
Sulfates ,Surface tension a t 20' C Suspended matter Vapor at 20" C (68' F) 25. C ( 7 F) 7' 93' c (200' F) 132.2' C (270' F)
Not detectable
48.4 dynes/cm.
Substantially free
0.06 0.12 11.0 75.0
Hg Hg Hg Hg
359
360
Glycol, % by Wt.
0 10 20 25 30
%by Vol.
0.0 9.1
18.4
Glycol, % by Wt.
70
% by
VOl.
~~
Glycol, % by Wt.
~~~
S by
VOl.
~
I2
74
23.2
28.0 32.8 37. R 42. 8
76
78
90
89.4
91
92 93 94
90.5
91.5 92.6
93. 6
!14. 7 95.8
35
40 45
50 55
47.8 52.9
58.0
60.1
80
81
2 52
254 356 258 260
262 265
95
82 83 84
96 07 98 99
100
309 319
330
345
3t13
388
60
62
61
85
86
66 ti8
87
88 89
86.2
87.3
268
271
88.4
275
68.4
80 78.9
90 89.4
100 100
Temp. ' F
Density in g. /ml.
1.110 1.108 1.105 1.103 1.100 1.097 1.095 1.092 1.089 1.086 1.083 1.080 1.016 1.073 1.069 1.066 1.062 1.058 1.055 1.051 1.047 1.043 1.039 1.034 1.030 1.026 1.021 1.017 1.012 1.008 1.003 0.998 0.993 0.988 0.983 0.978 0.973 0.968 0.962 0.951 0.951 1.125 1.122 1.120 1.117 1.114 1.111 1.107 1.104 1.101 1.098 1.094 1.091 1.087 1.084 1.080 1.076 1.072 1.068 1.064 1.060 1.056 1.052 1.048 1.044 1.040 1.035 1.031 1.026 1.022 1.017 1.012 1.008 1.003 0.998 0.993 1.137 1.134 1.131 1.128 1.125 1.123 1.118 1.115 1.111 1.108 1.105 1.101 1.097 1.093 1.088 1.085 1.882 1.078 1.014 1.069 1.065 1.061 1.057 1.053 1.048 1.044 1.040 1.035 1.031 1.026 1.021
1.017
- 50 - 40
-30 -20 -10
0
1.068 1.048 1.147 1.045 1.044 1.042 1.040 1.038 1.035 1.033 1.030 1.027 1.024 1.021 1.018 1.014 1.011 1.007 1.003 0.399 0.995 0.991 0.987 0.982 0.978 0.973 0.968 0.963 0.958 0.953 0.948 0.943 0.938 0.932 0.927 0.921 1.066 1.064 1.063 1.061 1.059 1.056 1.054 1.051 1.049 1.046 1.043 1.039 1.036 1.033 1.029 1.026 1.022 1.018 1.014 1.009 1.006 1.001 0.997 0.942 0.988 0.983 0.918 0.913 0.968 0.963 0.958 0.953 0.948 0.942 0.937 0.931
1.138 1.135 1.131 1.128 1.124 1.121 1.117 1.113 1.104 1.105 1.101 1.097 1.094 1.090 1.186 1.082 1.078 1.074 1.069 1.065 1.061 1.057 1.052 1.048 1.044 1.039 1.034
1.030
10 20 30 40 50 60
70
1.000 1.000 0.999 0.998 0.997 0.995 0.993 0.991 0.989 0.986 0.983 0.980 0.977 0.914 0.970 0.967 0.963 0.959 0.995 0.951 0.947 0.942 0.938 0.933 0.928 0.923 0.918 0.913 0.907 0.902 0,896 0.890
1.015 1.014 1.013 1.012 1.011 1.009 1.001 1.005 1.003 1.000 0.997 0.994 0.991 0.988 0.985 0.981 0.977 0.914 0.970 0.965 0.961 0.957 0.952 0.948 0.943 0.438 0.933 0.928 0.923 0.917 0.912 0.906 0.900
1.136 1.132 1.128 1.124 1.120 1.116 1.113 1.109 1.105 1.101 1.097 1.093 1.089 1.085 1.081 1.077 1.073 1.068 1.064 1.060 1.056 1.051 1.041 1.042 1.038 1.033 1.029 1.024 1.019 1.014 1.010 1.005 1.000 0.994 0.989
80 90 100 110 120 130 140 150 160 170 180 190 200 210 220 230 240 250 260 210 280 290 300 310 320 330 340 350
1.026 1.024 1.022 1.020 1.018 1.0i5 1.012 1.009 1.006 1.003 0.999 0.996 0.992 0.988 0.984 0.980 0.976 0.972 0.967 0.963 0.958 0.953 0.948 0.943 0.938 0.933 0.928 0.922 0.917 0.911
1.061 1.064 1.061 1.058 1.054 1.051 1.047 1.044 1.040 1.036 1.032 1.028 1.024 1.020 1.016 1.011
1.007
1.003 0.998 0.993 0.988 0.983 0.978 0.973 0.96L) 0.963 0.958 0.952 0.941 0.941
1.012
1.007
1.025 1.020 1.016 1.011 1.006 1.001 0.996 0.991 0.985 0.980
e. 983
0.917 0.912
0.981
0.988
0.961
Polyhydric Alcohols
361
Y
b
..
..
362
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dddddd
m m m o wwwc-
- ~ m w m t-rnor(m
mmmm
m c - m ~ ut - o m w o m o o o r ( m o o o o
mmmmm
mmmmm
v m m m m m ~ ( ~ ( N N O oooooo
dddd
ddddd
ddddd
ddddd
&<;A;
A;;;;;
F
0000
gsg.gs
00000
mwc-mm
0 0 0 0
o r ( N m S
0 0 0 0 0
r(r(*r(r(
r ( r ( r ( r ( r (
NNNNN
NNNNN
mwc-mm
000000
o - N m u m
11110000
Polyhydric Alcohols
363
2
c
..
364
90
8')
70
r:
4
u
t:
60
B
.?
e d
50
40
30
20
LO
10
20
30
40
50
60
70
80
90
7 0
Table 7.11: Water Vapor Dew Points Over Aqueous Ethylene Glycol Solutions (23)
Polyhydric Alcohols
Table 7.12: Key Hygroscopicity Curve for Ethylene Glycol (55) Table 7.13: Moisture Absorption of Ethylene Glycol at Various Relative Humidities (55)
365
The effect of t e m p e r a t u r e on the m o i s t u r e absorption of ethylene glycol for s y s t e m equilibrium a t various relative humidities. Valuesplotted w e r e calculated f r o m those of the key hygroscopicity curve for ethylene glycol.
Key hygroscopicity c u r v e f o r ethylene glycol showing influence of vapor p r e s s u r e of w a t e r a t t e s t t e m p e r a t u r e on amounts of m o i s t u r e a b s o r b e d by ethylene glycol for s y s t e m equilibrium a t v a r i o u s t e m p e r a t u r e s and v a r i o u s absolute humidities.
Table 7.14: Moisture Absorption of Ethylene Glycol at Various Absolute Humidities (55)
The effect of t e m p e r a t u r e on the m o i s t u r e a b s o r p t i o n o f ethylene glycol for s;rst e n equilibrium a t v a r i o u s absolute humidities. Values used w e r e calculated f r o m those in key hydroscopicity c u r v e f o r ethylene glycol.
The effect of t e m p e r a t u r e on the m o i s t u r e absorption of ethylene glycol f o r S Y S tern equilibrium of v a r i o u s absolute humidities. Values plotted w e r e f r o m experimentally obtained data.
366
Table 7.15: Kinematic Viscosity of Anhydrous Ethylene Glycol and Trlmethylene Glycol Solutions (32)
% E t h y l e n e Glycol
T e m p e r a t u r e , "C
Azeotrope
Boiling
Point, 'C a t 760 mm. 196.2 139.5 92.77 178.0
Composition, % b y wt.
Compound
& : In
72.5 27.5 6.4 93.6
In Upper Layer
Lb:er Layer
99
1
Ethylene Glycol Butyl Carbitol Ethylene Glycol Dibutyl Ether Ethylene Glycol Dichlorethyl Ether Ethylene Glycol Diethyl Carbitol Ethylene Glycol Di(2-ethylhexyl) Ether) Ethylene Glycol Di-N-hew1 Ether Ethylene Glycol Diphenyl Ether Ethylene Glycol Diphenyl Ether
2 98
u 95
15
U0.777 L1.114
u
26.1 73.9
9.9 0.959
190.1
8: 7
112. 8 t 120.4t 192.3 35.6 64.4 62.3 37.7 64.5 35.5 0.1 99.9 0.2 99.8 0.22 99.78 99.9
0.1
U 50
L 50
U 71.8 128.2 U37.6 162.4
u 0.795
L 1.115
U 1.076 L 1.114 U 1.0681 L 1.1081
u 35.3.
L64.7.
(continued1
Polyhydric Alcohols
Table 7.17: (continued)
Components Specific Gravity at 20/20" C
Boiling Poict. "C at 760 mm.
367
I I
Boiling Point, *C a t
1 6 0 mm.
Azeotrope
Iby wt'
Compound
t:iii
4 96
In
In Up,,er Layer
Lb$er Layer
Sp. C r . 20/2G' C
of ,izeotrupc or Ldyers
Ethylene Glycol Exthoxydiglycol Ethylene Glycol Methyl Carbitol Ethylene Glycol Methyl Carhitot Ethylene Glycol Methyl Carbitol tAt 50 mm. Hg $At 10 mm. Hg Heterogeneous at 20' C #At 30/20' C *At 30' C .At 200 mm. Hg
1.1155 0.9898
Ig2
45.5 54.5
1.050
1.1155 1.0211
1.025
1.033 1.051
1.1155
1.0211
157.1A 151.2.
197.5 193.6
14"
12 88
30 70
1.1155 1.0211
PROPYLENE GLYCOL
1,2- Propanediol
CH3CHOHCH20H
Boiling point at 10 mm. Hg 50 mm. Hg 760 mm. Hg &Boilingpoint/Apressure Coefficient of expansion to 20' to 55O Fire point, ASTM open cup Flash point, Cleveland open cup Freezing point Heat of combustion at 25' C Heat of vaporization at boiling point at 1 atm. Ignition temperature Molecular weight, calculated Pour point Refractive index, n, 20' C Specific heat at 20' C Specific gravity, 2 0 / 2 0 ~ c
.I Specific gravity/i\temperature, 0 to 40' C
0.042' C/mm.Hg
c c
210' F -60 (sets to glass below this temperature) 5728 cal./g. 10,312 Btu/lb. 168.9 cal./g. 304 Btu/lb. 421' C 76.094 -59.5-
1.4326
0.593 cal./g./'C 1.0381 O.O0073/"C
2.52
zoo c
40' C
368
Standard Grade Specific gravity at Z O / Z o ' C Distillation a t 760 mm. Hg Propylene glycol. min. Acidity, max. Refractive Index a t 20' C. no Solubi I i ty Chlorides, max. ( a s CI) Oxidizing substances Carbonyl groups Sulfates Heavy metals, max. (a$ Pb) Lead, max. ( a s Pb) Arsenic, max. ( A s 2 0 , ) Water, rnax. Ash, max. Color, max. (PI-Co Scale) Odor Suspended matter
1.0370 to 1.0390 Lbp, 1 8 5 ' C , max. 85 ml. 109" C, max. Dp. 1 9 4 C . max.
". s. p,
t
Grade
Air-Treatment Grade
1.0375 to 1.0400
Special Grade
1.0380 to 1.0390
1.0375 to 1.0400
t
97.5% by wt. 0.005% by wt.5 1.4316 to 1.4335
A
f
99.0% by wt. 0.005% by wt. tr
0.005% bq wt.3
0.001% by wt.
0.001% by wt.
0.001% by wt.
none
5 ppm
**
10
substantially f r e e
mild substantially f r e e
15
substantially f r e e
mild substantially f r e e
tShall entirely distill within B 5" C range which shall include 187.3' C. ishall entirely distill within a 5' C range, and 90 ml. shall distill within a 2.2' C range. Calculated a s acetic acid. This i s equivalent to 0.047 mg. KOH per g. sample. #Calculated a s hydrochloric acid. This is equivalent to 0.077 mg. KOH p e r g. sample. *Miscible in all proportions with water, acetone, and chlorform a t 25' C. ACompletely miscible in all proportions with water at 20' C. **This Is equivalent to 3 ppm. t t T h i s i s equivalent to 10 ppm.
Polyhydric Alcohols
Table 7.21: Conversion Chart for Aqueous Propylene Glycol Solutions (23)
369
90
80
2 la
W W
70
SW
s 40
30
2 0
IO
0
0
IO
20
30
70
80
90
I00
Table 7.22: Density of Aqueous Propylene Glycol Solutions (Percent by Weight) (23)
1.m
E n Y
M
u E > k
M
0 W
370
Table 7.23: Effect of Aqueous Propylene Glycol Solutions on Dew Points at Various Contact Temperatures (79)
-a o
IO
20
Y)
u)
50
so
ro
eo
'x)
10 0
110
im
iao
BO
(I)
Observed;
Polyhydric Alcohols
Table 7.25: Heat of Vaporization of Propylene Glycol at Varlous Temperatures (79)
371
Table 7.26: Refractive lndlces of Aqueous Propanediol Solutions at 20", 30", and 40C (32)
1.2 -Propanediol
1,3-Propanediol
9.94 20.03 30.23 40.01 49.41 60.04 69.50 79.43 89.74 100
1.3435 1.3552 1.3670 1.3780 1.3887 1.3995 1.4082 1.4174 1.4252 1.4324
1.3422 1.3540 1.3650 1.3758 1.3863 1.3970 1.4055 1.4144 1.4221 1.4295
1.3411 1.3522 1.3630 1.3732 1.3833 1.3940 1.4028 1.4111 1.4190 1.4255
10.98 19.96 30.21 40.34 49.94 60.32 70.24 79.87 89.68 100
1.3433 1.3540 1.3654 1.3770 1.3880 1.3997 1.4103 1.4205 1.4300 1.4389
1.3430 1.3528 1.3640 1.3755 1.3861 1.3975 1.4080 1.4163 1.4276 1.4364
1.3410 1.3511 1.3623 1.3735 1.3639 1.3951 1.4065 1.4155 1.4250 1.4332
372
RELATIVE HUMIDITIES
20%
~
30%
88.0 87.5 87.5 8M.0 89.5 90.5 90.8 91.0 91.2 91.2 91.25 91.26 91.27
40%
78.0 78.0 7M.5 79.5 81.0 83.0 84.0 85.0 85.0 85.5 85.8 8G.O 8G.5
50% 73.7 73.7 73.7 74.0 76.0 77.5 78.0 78.5 79.0 79.5 80.5 81.0 81.3
60%
70%
62.5 63.0 63.0 62.0 G4.0 66.0 66.0 66.5 66.0 67.0 67.0 67.5
80%
90%
F F F 90' F 100" F
60' 70' 80"
110' F 120' F
93.0 93.5 93.0 92.7 9J.0 93.5 93.7 94.0 94.3 94.4 94.4 94.4 94.4
70.0 70.5 71.0 71.0 71.5 72.0 72.0 73.0 73.0 73.5 74.0 75.0 75.0
45.0
46.0
47.0 48.0
50.0 51.0 52.0
68.0
30.0 30.0 30.0 30.0 31.0 32.0 33.0 34.0 35.0 35.0 33.0 33.0
Table 7.28: Specific Gravity of Aqueous Propylene Glycol Solutions at Various Temperatures (79)
Polyhydric Alcohols
Table 7.29: Specific Heat of Aqueous Propylene Glycol Solutions (19) Table 7.30: Thermal Conductivity of Aqueous Propylene Glycol Solutions at Various Temperatures (79)
0018
373
0016
I O
?
09
0014
:
2 Y
u
6 w
08
YY U Y)
07
. z
"-
0012
0010
06
0 5 -60
-40 -20
" 2
0
20
40
0008
60
00 .C
100
120
I40
160
180
TEUPERITURE
2 U
a
I. I -
0006
0004
IO
20
30
40
50 60 70 80 TEMPERATURE, * C
90
100
10 1
I20
Table 7.31: Total Pressure over Aqueous Propylene Glycol Solutions Versus Temperatures (23)
Table 7.32: Vapor-Liquid Composition Curves for Aqueous Propylene Glycol Solutions (23)
374
Compound
specific Gravity
at
20/2w
Propylene glycol dibutyl ether Propylene glycol di-(2-ethylhexy) Propylene glycol toluene
84t
ether
0.8121
1.0381 0.8683
108
Polyhydric Alcohols
1,3-PROPANEDlOL
Trimethylene Glycol 1,3-Dihydroxypropane Beta- Propylene Glycol
375
Molecular weight Refractive indices of aqueous solutions a t 20, 30, and 40" C
11.O% 20.0% 30.2% 40.3% 50.0% 60.3% 10.2% 79.9% 89.1% 100.0%
nia
1.3433 1.3540 1.3654 1.3110 1.3880 1.3991 1.4103 1.4205 1.4300 1.4389 1.055.4 1.0625 0.9028 1.3430 1.3528 1.3640 1.3155 1.3861 1.3915 1.4080 1.4183 1.4216 1.4364
nia
1.3410 1.3511 1.3623 1.3135 1.3839 1.3951 1.4065 1.4155 1.4250 1.4332
Specific gravity at 20/20' C a t 0" C at 2 1 4 " C Thermal expansion of aqueous solutions between 20 and 40" C (0 x 10')
20% 40%
60%
80% 100%
Isothermal contraction in volume on mixing with water between 20 and 40' C (ml. contraction per 100 ml. of initial volume)
20% 40% 60% 80%
376
Table 7.38: Specific Gravity of Aqueous Solutions of 1,3-Propanediol at 20" and 40C (32)
LOIS
1.001
o.s.1
0 10
*O
1.1
eo
PIOCAIICDIOL
eo
mo
40%
50% 60%
ni8
1.3452 1.3572 1.3693 1.3813 1.3920 1.4027 1.4120 1.4211 1.4297 1.4315
20'
$
1.3436 1.3553 1.3672 1.3188 1.3892 1.4000 1.4090 1.4185 1.4265 1.4347
nr
1.3420 1.3534 1.3850 1.3160 1.3865 1.3966 1.4058 1.4165 1.4230 1.4310
40%
60%
80%
100%
2o.c
(O'C
inlual Volume)
208 40% 80% 80% 1.12 1.96 1.92 1.21 1.01 1.61 1.05 1.10
40- c
0.910 1.243 1.690 2.311 3.088 4.221 6.7U 8.312 12.69 21.25
1.520 2.187 3.310 4.802 6.139 9.72 13.82 21.31 35.54 68.0
Polyhydric Alcohols
Table 7.40: Specific Gravity of Aqueous 1,2-butanedioi Solutions at 20" and 40C (32) Table 7.41 : Absolute Viscosity of Aqueous 1,2-Butanediol Solutions at 20" and 40C (32)
377
1.011
1.m0
1.018
t
0
E
. )
1.000
f
0.9.1
t
0.ws
0.100
0.100
IO
.O
1.I
eo
DUIIUI~IOL
w o
100
1,3-ButyIene Glycol
CH3CH(OH)CH2CH20H
-.
Refractive index at 20' C/D Solubility (%by weight) in castor oil in ether either in In ethyl acetate ethyl acetate in in dibutyl phthalate Specific gravity at 20/20' C Surface tendon at 25 C Vapor pressure at 10 C
Flash point, tag open cup Frwsing point Heat of vaporizatlon Hygroscopicity, weight % water absorbed in 144 hours at: 25-28' C and 81% relative humidity 25-28' C and 47% relative humidlty 25-28 C and 20% relative humidity Molecular weight, calculated Purity
Below -50 C
155 cal./g.
0.06 mm. Hg
104 cp. 89 cp. 0.5% by wt., 8.38 Ib.
mu.
378
Content of
1,J-Butanediol,
n25'C
% by Weight
19.4 39.4 49.5 58.5 64.5 69.0 79.5 89.0
D
1.3561 1.3806 1.3922 1.4032 1.4093 1.4138 1.4237 1.4319
-4 -15.5
-25
-37 -42
-51
Viscous
liquid
*/.
I.J-DUTANLDIOL
BY W C l G H l
Table 7.45: Specific Gravity of Aqueous 1,3Butanedioi solutions at 20" and 40C (32)
1.01s
.
t
. I
1.01s
Viscosity, centipoises
25.0' C
-171' * C
-37
*1 c '
1.00s
O..SS
10
40
1.1 w T m a o m L
ao
so
21 . 4.7
6.1
10.2 16.7 21 . I
50.8
98.3
Table 7.47: Absolute Viscosity of Aqueous 1,3-butanediol Solutions at 20" and 40C (32)
*.a00
1W .
r f
c
1.*00
a
f
I.000
:
i
0.-
.I0 .O
Polyhydric Alcohols
379
Tetramethylene Glycol
HOCH2CH2CH2C H 2 0 H
1.4446 Infinite Infinite Infinite Infinite 0.3 0.4 0.4 14.1 3.1 0.9 1.0154 Viscosity (cp. a t 25' C) 11.5 71.3 10.2 68.9
% Water In 1,I-Butanediol
0.0 0.1 0.5 1.o
Freezing Point
(C ')
20.0 19.8 19.0 18.1
Table 7.49: Absolute Viscosity of Aqueous 1,4-Butanediol Solutions at 20" and 40C (32)
Table 7.50: Specific Gravity of Aqueous 1,4-ButanedioI Solutions at 20" and 40C (32)
1.010
r
v)
.o
1.010
E
0.IWI
*.m
e*
4.
a*
I n
% 1,4-Butanediol
%, 1.4-Butanediol
380
2,3-BUTANEDIOL
Color, APHA
Density of liquid Distillation range Flash point, tag open cup Freezing point Hygroscopicity (% water pickup-400 hrs.) 25. C and 50% rel. hum. 25' C and 75% rel. hum. Molecular weight Purity Refractive index, n : ' Solubility (1%by weight) in castor oil in ether ether in in ethyl acetate ethyl acetate in in dibutyl phthalate Specific gravity at 20/20' C specific heat at 30' C Specific tension a t 25. C Vapor pressure at 20. C Viscosity a t 25. C at 35' C
F F. P .
24 33
90.12 95% by wt., min. 1.4371
121 cp.
90 cp.
0.5% by wt., max. 8.41 Ib.
Water content
Welght per gallon
Table 7.52: Boiling Points of Aqueous ievo-2,3-Butanediol Solutions at Atmospheric Pressure (32)
Polyhydric Alcohols
Table 7.53: Boiling Points of Aqueous levo-2,3Butanedlol-Ethanol Solutions (32) Table 7.54: Boiling Points of Aqueous ievo-2,3-ButanedioiMethanol Solutions (32)
381
X ETHANOL BY WEIGHT
382
Table 7.57: Effect of meso-2,3-Butanediol on the Freezing Point of Aqueous levo-2,3-Butanedlol Solutions (32)
-~
~~
Composition of Diol
100%levo
95% levo
40% Water
-40.4' C
60% Water
-19.4' C -21.0 -21.0 -17.2 -12.4 +1.55
-37.0
5%meso
90% levo
Polyhydric Alcohols
Table 7.58: Freezing Points of Aqueous levo-2,3-Butanedlol-Ethanol Solutions (32) Table 7.59: Freezing Points of Aqueous ievo-2,3-Butanedloi-Ethyiene Glycol Solutions (32)
383
384
%LEVO-O,I-WTANEMOL
Table 7.64: Kinematic Viscosity of 60% levo-2,3Butanediol, Glycerol and Ethylene Glycol Solutions at Low Temperatures (32)
Table 7.65: Kinematic Viscosity of Aqueous levo-2,3-Butanediol-Ethanol Solutions at 20C, Expressed in Centistokes (32)
Temp.,
'. C
Polyhydric Alcohols
Table 7.66: Kinematic Viscosity of Aqueous levo2,3-Butanediol-Methanol Solutions at 20"C, Expressed in Centistokes (32)
385
Table 7.67: Kinematic Viscosity of Aqueous levo2,3-Butanediol-Ethylene Glycol Solutions in 20"C, Expressed in Centistokes (32)
Table 7.68: Kinematic Viscosity of Aqueous levo2,3-Butanediol-Tetrahydrofurfuryi Alcohol Solutions at 20"C, Expressed in Centistokes (32)
Table 7.69: Absolute Viscosity of Aqueous Solutions of Ethylene Glycol, levo-2,3-Butanediol, meso-dextro2,3-Butanediol and Glycerol at 20C (32)
386
Table 7.73: Refractive Indices of Aqueous Solutions of meso- and levo2,3-Butanediol at 25C ( 2 3)
Diol, %
20
0 10.0 19.9 29.9 39.9 49.9 59.6 70.0 79.1 89.7 99.5
Temperature, 'C
25 1.3325 1.3445 1.3566 1.3689 1.3807 1.3915 1.4012 1.4098 1.4180 1.4247 1.4302 30 1.3319 1.3437 1.3557 1.3617 1.3793 1.3900 1.3991 1.4082 1.4162 1.4229 1.4283 35 1.3312 1.3429 1.3549 1.3666 1.3779 1.3885 1.3982 1.4065 1.4146 1.4212 1.4264
1.3330 1.3450 1.3514 1.3700 1.3820 1.3930 1.4027 1.4115 1.4197 1.4264 1.4322
% Butanedid
Polyhydric Alcohols
Table 7.74: Specific Gravity of Aqueous levo2,3-Butanediol Solutions at 20, 30", and 40C (32)
387
Table 7.75: Specific Gravity of Aqueous meso2,3-Butanediol Solutions at 20, 30",and 40C (32)
% meso 2.3-BUTANEDIOL
Table 7.76: Surface Tension of Aqueous Solutions of ievo-2,3-Butanediol and Ethylene Glycol (32)
388
BUTANEDIOLS
1.2-Butanediol
1.3-Eutanediol
1.4-Eutanediol
Table 7.78: Kinematic Viscosity of Aqueous Butanediol Solutions at 20" and 40C, in Centistokes 132)
1,2-Butanediol
1,3-B~ta~diol
1.4-Butanediol
10.125 19.69 29.72 39.79 49.685 59.88 69.37 79.73 89.40 100
1.520 2.187 3.310 4.802 6.739 9.72 13.82 21.37 35.54 68.0
0.910 1.243 1.690 2.311 3.088 4.227 5.744 8.372 12.57 21.25
9.505 19.175 30.20 39.94 49.45 60.02 70.1 80.20 89.67 100
1.51 2.295 3.529 5.419 8.313 13.44 21.57 35.36 63.43 129.8
0.91 1.291 1.818 2.593 3.695 5.600 8.413 12.88 21.21 39.70
10.51 20.01 30.02 39.86 49.70 59.95 70. 15 79.85 90.1 100
1.446 2.109 2.867 4.258 6.57 10.20 18.48 30.63 54.35 87.62
0.89 1.218 1.6602 2.382 3.202 4.707 7.982 12.62 21.40 33.8
2-BUTENE-l,4-DIOL
HOCH2CH=CHCH20H
(32)
Physical Properties of Technical Cis-2-Butene-1,4-DioI Boiling point range F i r e point (Cleveland open cup)
Purified Cis-Z-Butene-1,4-DioI 234. C 177' C 140' c 122. c 109' C 12.5. C 1.4768-1.4773 1.070
232-235' C Boiling point at 760 mm. Hg 100 mm. Hg 20 mm. Hg 10 mm. Hg 263. F 5 mm. Hg 270. F 4.0-7.0' 88.1
np
F
1.476-1.478 Specific gravity at 25/15' C 1.067-1.074 22 cp. 10.8 cp. 2.5 cp.
210. F
Polyhydric Alcohols
P-BUTYNE-1,4-DIOL
HOC H2C ECC H2 0H
389
Less than 6
1.04 to 1 -8.7 Ib.
Purified 2-Butyne-1,l-Diol Boiling point a t 10 mm. Hg 100 mm. Hg Crystal structure system principal forms 140' c 194' C Orthorhombic Basal pinacoids and p r i s m s with crystals flattened parallel to the basal pinacoids
57.5'
(Y
Melting point Refractive indices n:' Solubility (g./lOO ml. solvent) in water a t 0' C in water a t 25' C in ethyl alcohol a t 25' C in acetone a t 25' C in ethyl ether a t 25. C in benzene a t 25' C
0f
121 374 83
70
1.450 1.528
- 0.002 - 0.002
2.6 0.04
1$-PENTANEDIOL
Pentomethylene Glycol HOCH2CH2CH2CH2CH20H
390
Table 7.82: Absolute Viscosity of Aqueous 13Pentanediol Solutions at 20" and 40C (32)
1.100
1.800
1.010
L.04
1.000
8
1.000
E
Y
" :
o.ss0
0.W
O
O.tW
to & .
40
SO
80
I.*- P C l 1 A l l C O I O L
i.wo
2,4-PENTANEDIOL
Amylene G l y c o l
c
c
210' F
45.
NEOPENTYLGLYCOL
"NPG" G l y c o l 2,2-Dirnethyl-l,3-Propanediol
(continued )
Polyhydric Alcoholr
Table 7.85: (continued)
Solubility Solubility, g.1100 g of Solvent, at 5C. 15C. 60C.
391
Solvent Heat Capacity, Solid, B.t.u./lb./"F. (estd.) 0.383 cal., g./g./"C. (estd.) 0.383 Heat of Combustion, B.t.u./lb. (estd.) - 12,917 cal., g./g. (estd.) -7,176 B.t.u./lb. mole - 1,345,306 cal., g./g. mole -747,391 Heat of Fusion, B.t.u./lb. (estd.) 90 cal., g./g. (estd.) 50
aMolten
- 181 60 12 <1
173 Water Acetone 23 Benzene 0.6 Cyclohexane 0.0 Hexane 0.5 Isobutyl alcohol 87.5 Methyl ethyl ketone 25 Methyl isobutyl ketone 7.9 Toluene 0 Trichloroethylene 0.2 Specific Gravity, 25"/4"C.
41 14 <1 <1
PENTANEDIOLS Table 7.86: Klnemal.; Viscosity o Aqueous Pentanediol Solutions at 20" and 40"C, in Centistokes (32)
1,2-Pentanediol Viscosity Glycol, % 20" C 10.36 19.91 30.18 40.13 50.02 59.96 69.91 19.85 90.05 100 1.5415 2.264 2.88 4.06 5.13 8.02 13.03 19.85 38.20 68.55 4' C 0 0.9275 1.258 1.538 2.08 2.82 3.142 5.125 8.138 13.62 20.82
1.5-Pentanediol Viscosity Glycol, % 2' C 0 10.11 20.09 30.42 39.82 50.04 60.12 IO.45 80.20 89.15 100 1.516 2.246 3.300 4.135 7.08 11.30 20.9 36.22 66.25 115.65 4' C 0 0.9210 1.217 1.195 2.331 3.350 5.250 8.842 14.46 25. IO 43.58
Table 7.87: Refractive Indices of Aqueous Pentanediol Solutions at 20" and 40C (32)
1,2-Pentanediol
1.5-Pentanediol
10.36 19.97 20.64 30.94 41.26 51.05 61.28 70.00 80.04 90.05 100
1.3452 1.3585 1.3705 1.3830 1.3930 1.4050 1.4120 1.4223 1.4320 1.4390
1.3430 1.3500 1.3682 1.3800 1.3895 1.3990 1.4068 1.4182 1.4254 1.4326
10.17 20.29 20.59 30.42 40.43 50.45 60.51 70. 73 80.08 90.15 100
1.3444 1.3572 1.3100 1.3833 1.3960 1.4080 1.4198 1.4304 1.4417 1.4500
1.3420 1.3543 1.3682 1.3800 1.3910 1.4033 1.4159 1.4260 1.4367 1.4448
392
116-HEXANEDIOL
CH20HCH2CH2CH2CH2CH2OH
Boiling point at 160 mm. Hg Flash point, Cleveland open cup Melting point Molecular weight Specif ic gravity (apparent)
118.11
0.958
2$-HEXANEDIOL
CH3CHOHCH2CH2CHOHCH3
Boiling point at 760 mm. Hg Flash point, Cleveland open cup Freezing point Molecular weight Refractive index at 20' C, no Specific gravity (apparent) at 45/15.6' C Viscosity at 20' C
220.8. 220' F
HEXYLENE GLYCOL
2-Methyl-2,4- Pcntomdiol Methyl Amylene Glycol Diacetont Glycol
IMx.
c c
30. C
dt/dp at the boiling point
ais' F
T . V .
Density (in air) at 780 mm. Hg Density in air at any temp. may be obtalned from equation:
o.ns g./cc.
4 - 0.952
Becomer damirolld at -40. C without cryrtdline fornutlon Sets 0 *a. blow -so* c
- 4.02 x 10't
195 to 200' C
(continued)
Polyhydric Alcohols
Table 7.90: (continued)
393
Molecular weight
Pour point
Refractive dispersion. (Nr Nc) x lo' Refractive index, nio
n;'
Specific gravity a t 20/4* C 20/20* c A Sp. GrJA t, 0 to 55. C Surface tension. 2 . C 0 Vapor pressure, 2(P C Viscosity (absolute), 20. C Water a t 2 ' C 0 Weight per gallon a t 2 ' C 0
33.1 dynes/cm. 0.05 mm. Hg 34.4 cp. Miscible without turbidity with 19 vols. of n-heptane 1.69 lb.
Table 7.92: Specific Gravity and Freezing Point of Hexylene GlycoiWater Mixtures (74)
F r e e z i n g P o i n t s of Hexylene
C 1y c o 1 (2-Methyl-2.4-pentanediol)-Water Mixtures. (1) Observed; (11) Theoretical,
394
PINACOL
Pinacone
HOC(CH3)2 * C(CH3)20H
Boiling point a t 760 mm. Hg Melting point Molecular weight The Hexahydrate Melting point Specific gravity, d"
45.4'
HO C H ~ C ( C ~ H Z ~ ) ~ C H ~ O H
(32)
125. C 61.3' C 132.20 25% by wt. 1.052
Acidity a s acetic acid Boiling point a t 760 mm. Hg Color, Pt-Co Distillation range Flash point, open cup Freezing point Molecular weight Refractive index, 20. C, no Solubility in water, 20' C Solubility of water in, 20. C Specific gravity, ZO/Zo. C Suspended matter Vapor pressure, 20' C Viscosity, 20' C Weight per gallon (average), 20' C
243.1' C 15. max. 241 to249. C 265' F Sets to glass below -40. C 146.22 1.4511 4.2% by wt. 11.7% by wt. 0.9422 Substantially f r e e Less than 0.01 mm. Hg 323 cp. 7.83 lb.
Polyhydric Alcohols
395
Dimethyl Hexynediol
CH,
- OH
I
CH3 1 C C
CH C
I - C - CH,
OH
I
(32)
H,,
,CHIOH
H,
,CH,OH
Emplrlcal formula Molecular welght (calcd. ) Equfvalent welght Crystallizatlon polnt, 'C. Pour point, 'C. (super-cooled) Meltlng polnt, 'C. cis Isomer trans Isomer Bolllng polnt, 'C.
760 mm. 100 mm. 1 0 mm.
cBH16%
144.21 72.1
35
10
(super-cooled) (molten)
41-61 43 70
Solld:
2 7e/40C.
285
216 180
(super-cooled) (super-cooled)
1 mm.
118
2 88 284
(continued)
396
Acid number Hydroxyl number Saponification number Refractive index, n g (super-cooled) Flash point, Cleveland Open Cup, 'F. Fire point, Cleveland Open Cup, OF. Solubility, 25"C., wt. % in water water in in methanol in ethanol in diethyl ether in VM & P naphtha in benzene in acetone Heat capacity, (estd. ) Liquid: Temp., 'C.
50 100 150 200
<O. 03
<1
<1 56.4
C , B. t.u./Ib. 'F.
0.505 0.553 0.609 0.669
, B. t.u./lb.
0.648 0.716 0.794 0.877
OF.
Solid: CP'
Vapor:
B. t.u. Ab.
OF.
(estd. )
0.410
Liquid:
T e m p . , 'C.
50 100 150 200
CrItIcal temperature, Tc, 'C. (estd.) c i s ieomer t r a m isomer CrItical preeeure, Pc, atm. (estd.) CrItIcal volume, Vc, cu. ft. /lb. (estd. )
Viscosity:
457 451
34.85
0.0506
CO.
Temp., 'F.
75 100 125
S.U.S.
6568 2209 847
Polyhydric Alcohols
p-XYLYLENE GLYCOL
w ,w'-Dihydroxy-p-Xylene
397
Chlorine (total) Flash point (Cleveland open cup) Molecular weight Purity Set piint Specific gravity at 117' C Toluene insolubles
95% min.
115-117.6' C 1.100
0.5% max.
2-ETHYL-2-BUTYL-l,3-PROPANEDIOL
HOCHzC(C2 Hg)(CqHg)CH20 H
(32)
Boiling point a t 100 mm. Hg Melting point Molecular weight Solubility in water a t 20' C Specific gravity (apparent) a t 50/20' C
195' C
41.4' C
160.25
0.8% by wt.
0.931
3,6-DIMETHY L-4-OCTYNE-3,6-DIOL
Dimethyl Octynediol
CH, - CH,
I I - C - C = C - C - CH, - CH,
CH3
I
CH 3
I OH
OH
Boiling point at 20 mm. Hg Freezing point Surface tension at 25' C 5% in water 0.1% in water 0.01% In water
135. C 55.6' C
30.1 d y n e d c m . 55.3 dynedcm. 63.9 dynes/cm.
398
THIODIGLYCOL
Thiodiethy lene GIycol
HOCH2CH2-S-C
H2CH20 H
A Boiling point/A p
Color (PI-Co) Coefficient of expansion at 55. C Flash point (open cup) Freezing point
Sp. Gr./A t
320. -10.
Vapor pressure at 20. C Viscosity at 20. C Weight per gallin a t 20' C a t 15.56'
1000
BOO
000
700
000
SO0
00
aoo
100
100
90 00
70
00 SO
40
SO
to
IO
too
2 -
so0
Polyhydric Alcohols
MISCELLANEOUS GLYCOLS Table 7.103: Hydrates of Aliphatic Glycols ( 2 3)
399
Glycol Number
Hydrate Skeletal Structural Formula M.p. (' C ) -12.9 -12.9 34.4 -49.6
2
o c f
2 2
4
Atoms
no-c-c-on no-c-c-on
(cone.)
-40.7
16.8
0.67
6Wt
no on
c-c-c-c
I I
diol
4
no on
c -c -c -c
2-Methyl-2.3butanediol
I I
7.6
c -c-c-c
C
I
no on I I
liq.
23.5-4
Pinacol
c-c-c-c I 1 c c
no on I I
41.4
41.25
no on
6
Pinacol
c-c-c-c I 1 c c c-c-c-c-c-c I c c
I 1
41.4
46.5
2,5-DImethyl-2,5hexanediol
no I
yi
on
I
92
41 -2
no
9 2,6-Dimethyl-2,6heptanediol
I I
c-c-c-c-c-c-c
C
I C
76-71
60-61
no
10
2,7-Dimethyl-2,7octanediol
c-c-c-c-c-c-c-c
I C
I
on
I
92
59
I C
no
13 2,10-Dimethyl2,lO-undecanediol
on
c-c-ccccccc-
::
F- c C
on
61
14
2,ll-Dimethyl2,ll-dodecanediol
I I C-~-CCCCCCCC~-C
no
61.5
t5HZ 0 (50% H1 0) has been assigned. The maximum of the very flat freezing point curve has been found a t 55% H 0, no i formula being assigned. This composition agrees excellently with 6Ht 0 which requires 54.5% H 0. a
400
Hydrate
c C)
M.p.
n in R(OH)a x nHIO
trans-Octahydroindan-8.9diol
cb
on
J
73-4
---
0.5 to 1.0
10
96
80-5
1.0?
10
89.5
--_
60
Unknown
10 10
73 71-2 HO 53-4
3
0
__-
10
21
37
cQ(
on
105 121 1
0
10 10
cis-Terpin1 trans-Terpin$
10
p-Menthane-2.5diol
cw
HO
156-8
___
58-9
88-9
10
p-Menthane-I,Zdiol
no no'
cm
/
HO
89
52
3 0 1
10
93-4
65-15
Unknown
no
tsubject of crystalloKraphlc studies. f $Steizner's Lkeratu;&gister 1919-21 reports the formation of a hydrate and cites 0. Aschan. "Bidrag till k h n e d o n a Finlands natur ochfolk," 77, No. 1 (1918). The report appears to be without foundation.
(continued )
Polyhydric Alcohols
Table 7.104: (continued)
Glycol Number of c Atoms Name (+)-Carene-pglycol or 3,4Carane-diol (--2,3dihydroxy -3,7,7 trimethylbicyclo-0,1,4heptane) Skeletal Structural Formula M.p. ('C) Hydrate n in R(OH)2 x n H 2 0
401
10
90 -9 1 HO HO
15
11
Homoterpin HO HO
75-6
___
96
14
20
- (*)-Hydrois0
benzoin Dihydrodicarveol 3,3'-Dihydroxy3,3'-diphenyl2,2' - s o biindan
PhCHOHCHOHPh
12 1 166
Unknown
2
100
29
164
125-30
1813
31
169
134
38
175
___
__-
Table 7.105: Freezing Points of Aqueous Ethylene Glycol and Propylene Glycol Solutions (42)
402
Table 7.106: Freezing Points of Various Aqueous Glycol Solutions, "C (32)
Glycol,
%
1 0 20 30 40 50 60
1.3-
Propanediol
1,2Butanediol
1.3Butanediol
I: .!
taneBudiol
1,4Butanediol
1.2Pentanediol
1,5Pentanediol
-2.60 -2.34 -8.0 -5.2 -11.0 -10.5 -16.5 -16.8 -22.4 -25.2 -29.0 -35.3
-2.30 -2.3 -2.3 -5.48 -4.8 -4.9 -6.8 -8.4 -10.0 -14.8 -8.4 -11.3 -22.0 -10.2 -15.3 -31.3 -12.6 -21.0
Table 7.107: Freezing Points of Various Aqueous Alcohols, Glycols and Glycerol (32)
Methanol solute
Ethanol
Ethylene Glycol
Glycerol
levo2.3-ButnnedlOl
10 20 30 40 50 60
-4.49
-10.1
Table 7.108:
Water
Polyhydric Alcohols
Table 7.109: Key Hygroscopicity Curve (55)
I
- 170
-150
403
-139
-110
-90
70
-TO
-10
-10
0.0
0.1
0.2
0.1
94 .
0.5
Key hygroscopicity c u r v e s for the various glycols: (a) ethylene glycol; (b) diethylene glycol; and (c) dipropylene glycol.
404
700
I\
l \ l \ l
I
I
I
I
11 0 .0
11 00
I O
I5
20
25
30
35
40
45
SO
TIME IN HOURS
Table 7.1 15: Refractive Index, Specific Gravity, and Boiling Point Measurements of Various Glycols (32)
Compound Refractive Index 25'C. 1.4316 (17) 1. 4313t 20OC. 1.4331 (14) 1. 4324t Specific Gravity, d: 23'C. 1.0354 (17) Boiling Point, OC.. 160 mm.
187 (17)
11 0 .0
1.2-Propanediol
1.3-Propanediol
25OC. 1.4385 (17) 20'C. 1.0538 (17) 1. 4380t 1.052gt 21'C. 1.4394 (17) 20C. 1.4389? 20C. 1.437Et 25'C. 20'C. 1.4410 (17) 1.4391 (12) 1. 438Et 1.4404 (2) l.439Et 20C. 1.0024t 20C. 1.0053 (11) 1.0035 (12) 1.002 (2) 1. 0O3lt 20C. 1.0171 (10) 1.0160 (2) 1.0185t 24OC. 0.9691 (16) 2OoC. 0. 9123t 26'C. 0.9890
10 0 .1
1.2-Butanediol 1,3-Butanediol
PER CENT RELATIVE HUMIDITY AT 25-C
201t
1,4-Butanediol
20C. 1.4461 (10) 1.4459 (2) 1.4460' 24'C. 1.4390 (16) 25OC. 1.43801 20'C. 1. 4390t 26'C. 1.4480 (16) 25OC. 1.4484' 20C. 1.4500t
230 (2)
22E1
1,Z-Pentanediol
210 (16)
206t
1.5-Pentanediol
239 (16)
238+
20C. 0.9914t
'Authors' observations. $As cited in the fifth and earlier editions of Getman and Daniels' h t l i n e s of Physical Chemistry, John Wiley and Sons Inc., New York, 1931.
Polyhydric Alcohols
Table 7.1 16: Relative Solvent Properties of Glycols (23)
S = Completely Soluble I = Insoluble
405
< >
5.7 Benzene ......................... Carbon Tetrachloride . . . . . . . . . . . . 6.2 Dibutyl Phthalate . . . . . . . . . . . . . . . . . 0.5 Dichloroethyl Ether . . . . . . . . . . . . . . 10 6 Diethanolaymne . . . . . . . . . . . . . . . . . . S
DOWANOL PM GI col Ether .... DOWANOL DPM lilycol Ether . . . Ethyl Alcohol.. . . . . . . . . . . . . . . . . . . . Ethyl Ether.. ..................... Methyl Alcohol . . . . . . . . . . . . . . . . . . . Methyl Isobutyl Carbinol . . . . . . . . . . Methyl Isobutyl Ketone . . . . . . . . . . . Monochlorobenzene . . . . . . . . . .. . . Monoelhanolamine . . . . . . . . . . . . . . ortho-Dichlorobenzene ........ ... Perchloroethylene . . . . . . . . . . . . ... Phenol ....................... . . . Styrene ...................... ... Toluene, ...................... ... Urea .......................... ...
--
Ethylene Glycol
Triethylene Glvml
TriPropyl.
ene
Glycol
S
33.6 16.5
S
62
S S S
8.2
S S S S S
16.3
S S S
16.9
S S S S S S
20
S
S S
12 57
S S S S S
48.4 10 7
4.5 07
S S S S S S
15.0
S S S S S
19.0
S S S S S S S
S 22.5
S S S S
S S
S S S
S S S S S S S S S
12
S S S S S S S S S S
S
S
19.4 14.5
S
3.4 2.9 48
S
36 17.2 30 <0.5
1 1
S S
24.8
37
S S
89 28
<1
S
15 12.3 29
0.8 1 1
S S S S S S S
1 0
Castor Oil ........................ 1 1 Coconut Oil ...................... 1 Cottonseed Oil ................... Hydrous Wool Fat ................ <0.5 1 Lard Oil .......................... Linseed Oil . . ............ Oiticica Oil . . . Olive Oil ..... Pine Oil .......................... Soya Bean Oil.. ..................
<0.5
1
<0.5 1 1 <0.5 1
1 <1 1
<l <1
1 1
S 1
1 <0.5
S
3 <1 <I <1
<1 <1
<1 <1
10.5 1
1 <l 1
1
1.4 <l
0.7
1 <1 1
1 <1 1
S
1
S
1 1
<1
S
1
S
(1
S
1 1 <l 1 <lZ 1 1
S
1
<1 <1
Sperm O i l . . ...................... 1 Tall Oil .......................... <1 1 Tung Oil ......................... Turkey Red Oil ................... <1 Paraffin Oil ...................... SA No. 1 Oil . . . . . . . . . . . . . . . . . . . 0 VMP Naphtha .................... Anlmal Glue (Dry) ................ Dextrin ......................... Gum Damar.. .................... Kauri Gum ....................... Sudan 111 ........................ Shellac ..........................
Product 01 The Dow Chemical Company Forms Slable @mulrion lrom lhis concenlrelu Becomes loo VISCOUS lo slli beyond 16% Trademark of The Dow Chemical Company
1 <12 1 1 <1
1 <1 1
12
S
1
32
S
<1
4
1
1
<1
<0.5
1 1 <l
<0.5
<1
1 1
1
C0.5 <1 <0.5 <5
(0.5 C0.5
1 0
<OS
<l C0.5
<OS
<1 <0.5
<OS
<0.5
<1 <1 14 c1
<1
<l
<l
<OS
<OS
C0.5 <0.5
IO
C0.5 <0.5
(5 <0.5 <0.5
tM)%
Table 7.1 17: Effect of Various Glycols on Synthetic Rubber Samples-Results as % Volume and % Weight Increase (23)
GN427T1
Glycd GRS-531157
Reported
FA.ThiokOl
Gum Rubber
x
Vd
x
Wt
x
Vol
x
wt
x
Vol
x
wt
x
VOl
x
wt
.2
3 Days lmmrrrlon
Ethylene ............. -.2 Diethylene ........... -.12 Triethylene ........... . 1 Propylene ............ -.2 Dipropylene .......... .1
- .2 - .2 -. 1 - .2 - .2 - .3 - .1
- .1 .2
-2
-.l
-. 1
-.l . l
.o
-.5 - .5 -.5 -3
-.5
.5
.2
.O
.3
.5
.3
.1 .O
.2 .1 . 3
.2 . 1
.o
.l
. 3
.o
,l
-.l
Ethylene ............. -.2 Diethylene ........... -.3 Triethylene .O Propylene ............ . l Dipropylene . . . . . . . . . . . l
...........
-.3
.2 .O
. 3 -.2
.5
- .3
-.l
- .7
.o
-.6
. l
.3 -.l -.2
.a
.o
. l
-.l
.o
.o
.1
406
CelluloseAamte
FM 3
Ethylene ...... . . . . . . . Diethylene ... ........ Triethylene ... ........ Propylene.. .. ........ Dipropylene . ........
w second c.llulose
Nh8n
Cellulae Ambte
FM 3
Omw
Ethylene ............. Diethylene ........... Triethylene ........... Propylene ............ Dipropylene ..........
Char 1% 1% 1% 20%
Hw
5%
5% 3% 3%
Clur H z 8m 20 10% >10 30 10% >20 15% >20 30 20 10% >10 - > 4 0 5 0
~FWW
Humiditia
Ternp.r8turr
of Air'F
Glvd
10% Ethylene Diethylene Triethylene Propylene Dipropylene Ethylene Diethylene Triethylene Propylene Dipropylene Ethylene Diethylene Triethylene Propylene Dipropylene Ethylene Diethylene Triethylene Propylene Dipropylene 97.5 97.8 98.5 96.8 98.5 97.3 97.7 98.4 97.0 98.4 97.1 97.7 98.2 97.1 98.4 96.8 97.6 98.1 97.1 98.3
20% 30%
20 (-6.7'C)
93.4 95.1 96.8 91.4 97.0 93.2 95.0 96.5 92.3 96.9 93.0 95.0 96.2 92.9 96.8 92.8 94.9 96.0 93.5 96.7
89.3 92.0 94.0 90.0 95.1 89.1 92.0 93.8 90.2 95.0
m o 8 x 70%
e m
63
90%
82 86 89 77 89 82 86 88 78 89 81 86 86 80 89
78 83 83 73 85 76 82 83 74 85 75 82 82 74 85 73 81 82 75 85 72 81 82 75 85 71 80 82 78 85
72 78 78
48
52 51 40 51 42 50 51 40 51 37
68
66 55 67
68
79 69 77 77 68 79
40 (4.4'C)
80 67 65 55 67
57 68 65 55 67
60 (15.6' C)
86
78 77 88 79
48
50 40 51 36 47 50 40 51 35
80
(26.7'C)
80 85 85 81 89
79 85 84 82 89 78 85 83 83 89
84 75 76 88 79 83 74 76 88 79
62 73 75 88 79
55 85 64 55 67 53 64 64 55 67
51 63 63 55 67
100 (37.8'C)
96.6 92.7 88.4 97.6 94.8 92.0 9 . 95.7 93.2 80 97.2 93.9 90.6 98.3 96.6 94.8 96.4 97.6 97.8 97.2 98.2 92.5 94.8 95.4 94.3 96.5 88.2 92.0 93.0 90.7 94.5
84.3 89.0 90.6 86.8 92.1 84.0 89.0 90.5 86.7 92.0
46
49
40
51 34 45 49 40 51
120 (48.9' C)
Polyhydric Alcohols
407
apBJ6!lUe3see~6ea
._
c m
JZ LL ul
0"
e m
(u
..
e l
9)
B a
Y
al
ai3 n s
408
..
(RS
(D (u
T :
yc
c
OD
(u
..
T :
yc
a l -
(R
0 al
as
zi3
..
v)
(u
yc
..
(u c
T :
yc
Polyhydric Alcohols
409
is
is
a
..
..
s
s
U
r-
0
0
is
..
m
(Y
..
T:
r-
410
Industrial Solvents Handbook
o l
0 n
m m
IC
0
..
..
T :
(v m
..
T :
IC
Polyhydric Alcohols
41 1
412
"
Polyhydric Alcohols
413
414
Degrees Centigrade
Imo
c m '
6M
-I?
10
I I
50
10
90
02
- io0
-50
50
IM
150
2w
Jrm
m
lm
Do UD
Zm, Im, Do UD
4m
400 100
200
tm M
300 200
40 30
.-
r:
0
Y)
20
1 0
.5
r:
,o
0
20
10
8
6
4
8
6
4
3
2
I 08 01
04
3 2
1
08 06
04
03
03
Polyhydric Alcohols
415
416
..
Polyhydric Alcohols
41 7
m D
P
C
0
v)
..
418
Polyhydric Alcohols
41 9
420
Q
c 0
. . .
.
. . . . . . . . . . . . . .
. . . . . .
. . .
. . . . . . . .
m
. .
-. a
f 2
I -
Polyhydric Alcohols
421
422
Table 7.165: Conversion Chart for Aqueous Tripropylene Glycol Solutions (23)
1 0
2 0
30
40
50
60
70
60
90
0 6
Table 7.166: Freeze Points and Burst Points of Aqueous Solutions (23)
- DEG
-10 0
10
20
30
40
50
60
70
80
90
100
Weight % Glycol
Note: It should be remembered that the freezing points are the temperatures at which the first crystals form, and that even below these temperatures, a slushy solution exists which will still flow.
Polyhydric Alcohols
Table 7.167: Solubility of Various Compounds In Glycols (23)
423
Benzene .............................. Carbon Tetrachloride Dibutyl Phthalate ..................... Dichloroethyl Ether.. ................. Diethanolarnine ...................... DOWANOL* PM Glycol Ether
S S S S 8.2 S S
12 5.7
S
33.6 16.5 S S
S
62
S S S 16.3 S
S S S S 48.4
S S S 16.9 S
S S S S S
S S S S S S 20 S
S S S S S
S S S S S S S S S S
S S S S S S
S S S S S
S S S S S S S S S S
Methyl Isobutyl Carbinol ............. Methyl Isobutyl Ketone.. ............. Monochlorobenzene................. Monoethanolamine .................. ortho-Dichlorobenzene .............. Perchloroethylene ................... Phenol. ............................... Styrene ................................ Toluene ............................... Urea.. ................................. Castor Oil ............................. Coconut Oil. .......................... Cottonseed Oil ....................... Hydrous Wool Fat .................... Lard Oil ............................... Linseed Oil ........................... Oiticica Oil. ........................... Olive Oil.. ............................. Pine Oil ............................... Soya Bean Oil. ....................... Sperm Oil ............................. Tall Oil.. ............................... Tung Oil ............................... Turkey Red Oil .......................
S
4.5 0.7
S S 22.5 S 19.4
14.5 S 15 12.3 29 0.8 1 1 ~0.5 1 1 <1 1
10.7
15.0
19.0
S
3.4 2.9 48 1 1 1 ~0.5 1 1 <1 1
S S
89 28 <1 <1 <1 <1 <1 <1 <1 <1
S S S 12
S
1 1
S S S S 10
S
1 1 <1 1 <1 1 1 <1 ~0.5 <1 <0.5 ~0.5 <0.5 ~0.5
S 1
1 <1 1 <12 1 1 <1 ~0.5 <I ~0.5 ~0.5 <0.5 <0.5
S 1
1 <1 1 1 1 1 <1 <0.5 <I ~0.5 ~0.5 ~0.5 ~0.5
S
<1 <1 <1 <I l2 <1 <1 1 <1 <1 <1 >163 <1 <1
S
1 1 <1 1 <12 1 1 1 ~0.5 <I ~0.5 <5 ~0.5 ~0.5
S
1
S
<1
42
Product of The Dow Cbmical Company Forms stable emulsion from this concentrationto 100% Becomes too viscous to stir beyond 16%.
424
. c
Polyhydric Alcohols
Table 7.170: Technical Data: Ethylene Glycol Products (27)
Purrneten Chemlcal formula
CAS ?I
MEG
425
DEC
C,H,OO> 111-46-6 1
1
TEG
CZW,
107-21-1
1'
C,H,,O, 112-27-6
1
HMlS raUng:
Health hazard
Fire hazard
Reacuvity Molecular welght Specificgravity a t 20/20C Weight/gal (US) In lbs at 20C Refractive index at 20C Viscosity a t 20OC. CP Flash point (PMCC). 'F PC) Boiling poht. 'C PF) Freezing point. "C ("F) Vapor denslty Explosive h l t s : Lower (%) Upper (96) Autoignition temperature. O ("C) F Vapor pressure at 20C. mm Ug Surface tenslon at 20C. dyne/cm Speciflc heat a t 20C, cal/g/"C CoeNident of expansion. per "C
(10"- 40'C)
1
0 150.17 1.125 9.36 1.4559
106.1
1.118 9.31 .1.447
54 280 ( 138)
64
340 (171) 287.4 (549.5) -7.2 (19) 5.2 0.9
3.2
15.3 752 (399)
9.2
699 (370)
< 0.01
0.06
48.4 0.56
0.00062
< 0.01
44.7
45.2
0.53
0.50
O.ooo64
0.00068
Registered Trademarks
I
Registered trademark of E. I. du Pont de Neumois Registered trademark of E. I. du Pont de Neumols Registered trademark of Green, Tweed & Co.. Inc. Registered trademark of Mobay Corporation Registered trademark of Cabot Corporation Reglstered trademark of Inco Alloys International Reglstered trademark of 3-MCorporation Registered trademark of General Electric Co. Registered trademark of Phillips Petroleum Corp. Registered trademark of Pennwalt Corporation
Teflon@, KalrezO. Nylonm Neoprene. TefzeP, Viton A m Chemraz9 Buna-Ne Hastelloy Be. Hastelloy C@ Inconel". MoneP Fluorel*, Kel-P Nolylm Rflonm KYn@
426
Industrial Solvents Handbook
Polyhydric Alcohols
427
I-
428
Polyhydric Alcohols
429
430
Glycol EthyleneGlycol Diethylene Glycol Triethylene Glycol Tetraethylene Glycol PropyleneGlycol DipropyleneGlycol Tripropylene Glycol
AutoIgnition TempT'
748 435
0 0 0 0 0
0
119
138 163 204 103 121 141
1 1
0.9
9.2
700
1 1 1 1
400
218 250 285
2.6
12.5
700
0 0 0
Table 7.182: Acute Oral Toxicity (23) LD9 Values for Various Glycols Single Doses to Rats Glycol
Ethylene.......... .................. ... .... ................... ... 6.1 Diethylene...................................................... 6.6 1 Triethylene .................................. . ........ ...........22.0 Tetraethylene..................................................32.8 Propylene....................... ................................ 33.7 Dipropylene............................... ......... ............14.8 Tripropylene...... ..........................................,......3.0t ....
tLargest dose survived by all rats tested: 10.0 gmkg resuiled in Me death of all the rats tested.
I Ethylene Glycol I DiethyleneGlycol I Triethylene Glycol I Tetraethylene Glycol I PropyleneGIVCOI I Dipropvlene Glvcol
Tripropylene Glycol
1.29p/p* 1.51
'
1 I I
I
I 1
0.71
-
Polyhydric Alcohols
Table 7.184: Ethylene Glycols: Products, Grades and Specifications (27)
spedflcatlon
MEG,wt%min
431
M 0 E
ME0
[nduatrid
Fiber
MEC intifreeze
99.9
0.05
99.9 0.05
99.0
95.0
DEG,wt%max Other glycols, wt % max Color. APHA max Acidity, wt % as Acetic Acid, max Ash.wt%max Chlorides (as Cl). ppm max Iron. ppm max Water. wt % max SpecUic resistivity. ohm-cm. min
W transmittance. '/an
05 .
01 . 1 0 0.005 0.005
5.0
1 5 0.005 0.005
5
0.003
5
0.003 0.003
0.003
01 . 0.07 0.05 3 X1W 98 93
70
01 .
0.07 0.05
0.2
05 .
20l(394)
DEG
Polyester
Specificattons
Gas Treat.
TEG
MEG. wt % DEG. wt % TEG. wt % Other glycols Color. APHA max Color. sulfuric test APHA Acidity. wt % as Acetic Acid, max Ash.wt%max Water. wt % max Distillation range, "CrF) Initial boiling point Dry point
0.2max
99.3min 0.3maw 1 0 30 0.003 0.003 01 . 0.005' 99.0min 0.5max
5 0max . 1 0max .
99.0min 1 .o
95.0min 2 5 00 .1 0.005 01 .
15
25
0.005
0.005 01 . 278(532) 300(572)
0.005
0.2 242(468) 250(482)
Speclflcatlons are subject to change. This section is intended for comparison use only. Please contact your sales representative or Technical Service for the current sales specification.
Propylene Glycol Ethylene Glycol Hexvlene Glvcol DiDroDvlene GlvCol Diethvlene_ _ _ _ ~ Glvcol Tflpropylene Glycol Trlethylene Glycol
8.64
225
240 25 1 280
290
30 1
505-536 532-572
330
432
3
0 e
0
0
u
N
Polyhydric Alcohols
Table 7.187: Hoechst Celanese 1,3-ButyIene Glycol (42)
Physical Properties
AutoignitionTemperature, O C C Boiling Point at 760 mm Hg, O F Boiling Point at 760 mm Hg, O Critical Pressure, atmaspheres Critical Temperature, O C Evaporation Rate (BuAc = 1) Flash Point, Tag Open Cup, O F Tag Closed Cup, O F Freezing Point, OC Heat of Combustion, kcaVmole at constant volume Heat of Vaporization, btwb at nom1boiling point Hygroscopicity, water absorbed in
433
3.0 78 32 .0
0.06
103.9 83 .7
Monoethylene Glycol (MEG or EG) Synonyms for monoethylene glycol include: ethylene glycol, 1,2 -ethanediol, d ihyd roxyethane, ethylene alcohol, glycol alcohol, ethylene dihydrate, and glycol.
Diethylene Glycol
Synonyms for diethylene glycol include: Z,Z'-oxybisethanol. 2.2 -0xydiethanol, bis(2-hyd roxyethyl ether, diglyco1,and 2.2'dihydroxydiethyl ether.
(DEW
Triethylene Glycol (TEG) Synonyms for trieihylene glycol include: 1.2-bis (hydroxyethoxy) ethane, 3.6-dioxaoctane- 1,8-diol, iriglycol, and
2,2-ethylenedioxydiethanol.
434
GLYCEROL (GLYCERINE)
Neutral to lltmus 0.019 by wt., pax. 804' F t 290' C' 125.0. C 153.6. C 167.2. C 182.2' c 196.0' C 0.0005% by wt.. mnx. 20 max.
1 max.
400. F t
Heat of fusion Latent heat of vaporlratlon at 55' C at 195' C Meltlng polnt Molecular welght Refractlve Index at 25. F [Ipeclflc gravlty at 25/25' C Bpeclflc heat at 25' C Surface tension at 20' C
90'
47.5 cal./g. 228.7 g.-cal./g. 197.3 g.-cal./g. 17.9. C' 92.094 1.4722t 1.2627
0.677 cal./g. 'Ct
mm.
mm.
Chlorine Color, Pt-Co (Hazen) standards Fatty aclds, mez/100 g. Fire polat Flash polnt, tag open cup tag closed cup Freeslag polnt Glycerol
c
c
150. C
mm. Hg
42 mm. Hg
350' Ft 320' F t 17.9. C* 99.5% by wt.. mln. (sp.gr. at 20. C, In air 1.2626).
Vlscoslty at 25' C
Welght per gallon at 25' C
Table 7.190: Boiling Points and Specific Gravities of Aqueous Glycerol Solutions (23)
J
E mo ay mg
2608 2 s k: 9f J J c
m:
180
"b
IO
120
md
0 l 0 m 3 0 4 0 5 0 s u SLICEO*E.w3ll ERENl M 8 0 W ~
Table 7.19
Polyhydric Alcohols
Table 7.192: Density of Glycerol-Water (23)
Glycerol
(% 1
435
enslly a1
;lycerol
Denslly at
1 5C
15.5OC
2 0C
2 5C
3 0C
(% 1
1 5C
100
9 9
98
97 96 95 94 93 92 9 1 90
8 9 88 87
86
124 . 6 I5 1 2 3 1 .68 .62 1210 1215 .66 1290 1285 .50 .56 .51 1.25645 1 2 6 0 .55 1235 1230 .58 1210 .53 1285 .46 I .24600 1230 .44 1205 .47 1205 .59 1280 .43 1255 .46 1235 .40 1200 .44
1 2 1 8 1282 . 6 0 .50 I .25850 1.25545 .59 I .25590 1 2 2 0 1.25335 1.25030 .47 1200 1270 .58
5 0 4 9 4 8
1 2 8 5 I.245 .42 .49 15 1 2 1 0 1250 1220 1290 .46 .45 .33 1230 1295 1260 .40 .38 .37 1.24035 1.23725 1 2 4 0 .31 .35 I .23770 1 2 4 0 1 2 1 0 .36 1250 1220 1280 .31 .30 .29 .22 1.23245 1.22935 1 2 6 5 1 2 9 5 1.22665 I .22360 .27 1.22710 1 2 4 0 1 2 0 5 .20 .29 1.22445 1.22135 I .21830
I .22 I80
47 46 45 44 43 42 41
4 0
I190 .06 1160 .09 1145 .01 1115 .04 1085 .97
8 5 8 4 8 3 8 2
81
1280 1275 .31 .37 .31 1.23545 1 2 5 0 1 2 2 0 1.23245 .38 1205 1290 .31 .28 1 2 7 0 1.22710 .25 1 2 4 5 1.22445 .28 1 2 2 0 I .22 .22 180
39
3 8 3 7
1.09605
1030 .94 I.09070
1.08800
1.2 8 0 1.21565 17 1.21915 I .2I 0 1.21300 65 .15 1.21955 1.21915 1 2 6 0 1.21340 I .2IO35 1 2 6 0 I .2I 5 1.21 8 1 2 0 5 1 2 7 0 .19 60 30 .17 .07
.01 .00 1 2 4 5 1.21385 1.21115 1 2 8 0 1 2 5 5 .12 1210 .16 1285 .08 1260 .01 1235 .03 1200 .06 1210 .12 1285 .04 1.20570 1.20300 1205 .02 1280 .05 1255 .07 1235 .00 1200 .03 1170 .96 1255 .04 1225 .07 1205 .00 1175 .93 1220 .04 1190 .97 1175 .90
3 6 35 34 33
32 31 3 0
.18 ,11490 1 1 2 0 1.11215 1.11010 1.10945 1. I 7 0 O4 I. 1 6 0 1.10470 07 I. I 4 0 1.10200 O0 1110 1090 .03 .93 I.09860 1 0 6 5 .96 1050 1040 .99 .90 1030 1015 .92 .93 I000 1085 .95 .86 1070 .88 I .OS5 15 I. 8 4 025 1095 .77 1075 .70
I. 7 3 045 1015 .77
1.OS600 1035 .83 1000 .87 1080 .70 1055 .73 1020 .77 1 0 00 . 71 1075 .65 1045 .69 1020 .64
1070 .91 1045 .94 1010 .98 1 0 95 .81 1065 .85 1015 .82 1080 .76 10bo .7o 1035 .73 1000 .77 1085 .61 1050 .66 1035 .60 1005 .65 1055 .54 1020 .59 1005 .53 1070 .48 1055 .42 1020 .48 1005 .43 1070 .39 1055 .34 1030 .30 1005 .35 1085 .20 1050 .26 1035 .21 1000 .27 1085 .13 1.01600 1030 .16 1015 .12 1080 .09 1065 .05 1045 .01 1010 .08 0995 .94 0978 .90
1045 .97 1025 .91 1095 .85 1.08690 1040 .83 1095 .70 1065 .74 1030 .78 1010 .72 1085 .65 1065 .60
.86 1.Os390 1 0 1 5
8 0 7 9
78
2 9
2 8 2 7
7 7
7 6
7 5
74
7 3 7 2 7 1 7 0
1.19435 1 1 4 5 111 0 . 9 6 .97 1 1 7 5 1 1 7 0 1 1 4 5 1.19195 1.18900 .98 .95 .98 1.195 1. I 4 0 1.19215 1 1 9 5 1 1 6 5 IO 98 .82 .83 .90 1.19235 1 1 2 5 1.18940 1.18650 1.18365
.87 1195 1190 1160 .86 .83 1160 1165 1135 .89 .85 .89 .82 1 1 4 5 I. I 3 5 1 1 1 5 .81 88 1115 1115 1180 .83 .80 .75 1 1 8 0 1.17830 1 1 5 5 .76 .77 .70 1.1 7 8 5 5 1.17555 1 1 3 0 1.I 7 0 3 5 1.I 7 7 1 1 0 5 25 .72 1100 .73 I.1 7 5 65 1140 .68 1120 .60 1100 1170 .70 .65 1.16725 1. I 4 5 67 1.16445 1.16205 1,16170 1.15930 1. I 8 5 1.I 5655 59 .58 1. I 5615 1 1 3 0 1130 1115 .54 .50 .43 1.15065 1 1 8 0 1.14785 1.14555 1.14510 1 1 2 0 .48 1130 1110 .88 .80 1 1 10 1 1 8 0 . 81 .73 1180 .74 1155 .76 1125 .79 1100 .72 1175 .64 1155 .76 1120 .79 1. I 0 0 72 1175 .64 1140 .67
2 6 25 24 23
22 21 2 0
1050 .83 1025 .86 1095 .79 1075 .72 1045 .75 1015 .79 1095 .63 1.06670 1040 .61 1010 .65 1085 .58 1065 .52 1035 .56 1010 .50 1080 .44 1050 .49 1.04335 1005 .48 1085 .33 1050 .38 1030 .33 1.03080 1080 .23 1055 .27 1035 .22 1005 .28 1080 .14
1.01600
1.06915
1065 .65 1030 .69 1080 .57 1060 .51 1030 .55 I000 .59 1085 .42 1055 .47 1035 .42 1005 .47 1085 .32 1050 .37 1030 .32 1000 .37 1080 .22 1055 .26 1035 .21 1005 .27 1085 .13 105 .1% 103C .15
1.06355
l0I5 .60 1085 .55 1065 .50 1030 .55 1010 .50 1080 .45 1060 .40 1030 .45 1015 .40 1080 .36 1.03615 1.03370 1010 .33 1085 .28 1060 .24 1035 .29 1010 .25 1.01905 1060 .17 1040 .14 1025 .10 1.00970 1075 .03 1055 .00 1.00270 1,00035 0.99800 0.99568
69
68 67
1 9
1 8 1 7
66 65 64 63 62 6 1
60
1.15925
1160 .55 1.15370
1 1 4 5 1.16195 .67 1 1 2 0 1.15925 .60 1.15925 1 1 6 0 .55 .57 1.15655 1 1 3 5 1130 1110 .58 .50 1115 .50 1185 .43 1150 .46 1125 .48 1180 .43
I 6 15 1 4 13
12 11 IO
5 9
5 8 5 7
1.14555
9
8 7 6
5 6 55 54 53
52 51
1030 .16
1.14230 I . I 0 5 1 1 7 0 1 1 4 0 40 .34 .37 .33 I . I 9 0 1.13955 1 1 7 0 1.13465 1.13 I5 38 9 60 1 1 7 5 I. 13 8 1.13455 1.13195 1.12925 .30
4 3
2
1
-- -- -- - -- -- 0
.38 .22 .25 1 1 4 5 1140 1 1 1 0 1 1 9 0 1 1 6 0 . 3 2 .30 .20 .25 1.13I50 1.13125 1 1 9 5 1 1 6 0 1.12380
1 0 1 0 1.0111c .12 1085 108C .07 .07 .03 1.00635 1 0 6 C 1035 1035 .09 .08 1015 1015 .05 .04 0993 0995 .91 .90
436
"F
10
20
30
40
50
60
70
a0
'N,
100
Polyhydric Alcohols
Table 7.194: Freezing Points of Glycerol-Water Solutions (23)
Gi)wrol by WI.
Frcczing I ~ t r i n b Water (%) Glycerol by Wt.
(% )
437
(X)
(0
Water (%)
n.w
5.0
1nn.n
95.0
90.0
n
- 0.6 - 1.6 - 2.0 -3.1 4.8 - 6.0 - 7.0 - 9.5 - 11.0 - 12.2 - 15.4 - 18.5 - 18.8 - 23.0 - 26.0 - 28.2 - 34.7 - 35.0 -41.5 - 42.5
65.0 65.6
66.0
1n.n
11.5 15.0 20.0 22.6 25.0 30.0 33.3b 35.0 40.0 44.5b 45.0 50.0 53.0 55.0 60.0 60.4 64.0 64.7
88.5 85.0
80.0
55.5
55.0 50.0 47.0 45.0 40.0 39.6
36.0
84.8b
85.0
35.0 34.4 34.0 33.3 32.9 32.7 32.0 30.0 29.I 25.0 24.6 21.0 20.0 15.2
15.0 10.11
- 43.0 - 44.5 - 44.7 - 46.5 -45.5 - 44.5 - 44.0 - 38.9 - 37.5 - 29.8 - 28.5 - 22.0 - 20.3
- 10.5
- 10.9 - 1.6 - 1.0 7.7 7.5 13.5 17.0
35.3
Taken from literature. hActual determination. Remaining values were interpolated from curve
Glyccrtrl
%
WI.
0 10
10
20
30
0.XOOi 1.03
I .79
20 30 40 50
60
65 67 70 75 80 85
90
91 92 93 94 95
96
97 98
*Viscosityof wter taken from Properties of Ordinary Water-Substance:N.E. Dorsey, p. 184. New York (1940)
-- 9
Inn
2.44 3.44 5.14 8.25 14.6 29.9 45.7 55.5 76 132 255 540 1310 1590 1950 2400 2930 3690 4600 5770 7370 9420 2070
3.49 5.37 9.01 17.4 25.3 29.9 38.8 65.2 116 223 498 592 729
860
1.35
I.X7 2.72 4.21 7.19 9.85
11.3
35.5
60.1 109 219 259 310 367 437 523 624 765 939 ti511
1410
3900
127 147 172 202 237 281 340 409 500 612
70 6n 0.65(Xl 0.5494 0 . 4 ~ 0.4061 0.500 0.w 0.826 0.575 0.635 0.731 I .07 0.879 O.XI6 0.956 I .46 1.16 I .62 1119 1.30 2.07 I .86 1.53 3.10 2.37 2.29 2.85 5.08 3.76 2.91 6.80 4.89 3.66 3.23 7.73 5.50 4.09 3.78 4.86 9.40 6.61 5.01 6.61 13.6 9.25 6.94 9.42 20.8 13.6 10.0 14.2 21.2 33.5 22.5 15.5 60.0 35.5 17.1 25.1 68.1 39.8 19.0 28.0 44.8 78.3 21.2 31.6 51.5 89 23.6 58.4 35.4 05 26.4 21 67.0 39.9 29.7 45.4 42 77.8 66 33.6 51.9 88.9 104 38.5 59.8 96 43.6 122 69.1 r35 50.6 81.3 142 !84
xo
0.3565 0.690 0.91~ 1.25 1.84 2.28 2.50 2.911
3.80
90
0.3 105
0.763 I .05
1.52 I .86 2.03 2.34 3.00 4.03 5.52 7.93 8.62 9.46
10.3
5.13
7.28
11.0
---
11.9 13.1 14.4 15.8 17.5 .19.6 21.9 24.8 27.8 31.9
0.2x3x 0.668 0.910 I .28 1.55 I .a 1.93 2.43 3.18 4.24 6.00 6.40 6.82 7.54 8.19 9.08
10.1
--
438
Table 7.196: Hygroscopicity Curves for Glycerol and 1,3-Butylene Glycol (42)
AT 25'C AND 75% RELATIVE HUMIDITY
jl
40
CP GLYCERINE
15
T
2,34UTYLENE GLYCOL SO
IS
IM
IS0
100
150
304
350
400
450
50
100
I50
200 HOURS
250
3M)
350
400
450
n R ws
Table 7.198: Relatlve Humidities Over Aqueous Glycerol Solutions, 20" to 100C (23)
Polyhydric Alcohols
Table 7.199: Solubility of Sucrose and Dextrose in Aqueous Glycerol at 15", 24", and 35C (32)
439
Substance
Temperature 'C
15 15 15 15
Alum Ammonium carbonate Ammonium chloride Atropine Benzoic acid Boric acid Calcium hydroxide Calcium hypophosphite Calcium sulfate Codeine hydrochloride Ethyl ether Ferrous sulfate Guaiacol Iodine Iodoform Iron and potassium tartrate Iron lactate Morphine acetate Novocaine Phenacetin Phenol Potassium iodide Quinine sulfate Sallcin Sodium bicarbonate Sodium carbonate (crystals) Sodium tetraborate (borax) Tannic acid Tartar emetic Urea Zinc chloride zinc iodide
t t t
--
t
99.04 99.04
t
99.04 95
t t
t
98.5
20 25 20 15 20 20 15 20 15 15 15 15 15 20 20 20 15
--
t t
t t t t t t
15 15 15 15 15 15 15 15 15
440
Glycerol
15/15' C
1.26557 1.26300 1.26045 1.25785 1.25525 1.25210 1.25005 1.24740 1.24415 1.24210 1.23950 1.23680 1.23415 1.23150 1.22885 1.22620 1.22355 1.22090 1.21820 1.21555 1.21290 1.21015 1.20140 1.20465 1 2 190 .0 1.19915 1.19640 1.19365 1.19090 1.18815 1.18540 1.18260 1.17985 1.17105 1.11430 1.11155 1.16875 1.16600 1.16320 1.16045 1.15110 1.15490 1.15210 1.14935 1.14655 1.14375 1.14100 1.13820 1.13540 1.13265
Per Cent 50 49 48 41 46
45 44 43 42 41 40 39 38 37 36 35 34 33 32 31 30 29 28 21 26 25 24 23 22 21 20 19 18 11 16 15 14 13 12 11
10
1.12985 1.12710 1.12440 1.12165 1.11890 1.11620 1.11345 1.11015 1.10800 1.10525 1.10255 1.09965 1.09715 1.09445 1.09175 1.08905 1.08635 1.08365 1.08100 1.07830 1.07560 1.07295 1.01035 1.06170 1.06510 1.06250 1.05985 1.05125 1.05460 1.05200 1.04935 1.04685 1.04435 1.04180 1.03930 1.03675 1.03425 1.03175 1.02920 1.02670 1.02415 1.02175 1.01935 1.01690 1.01450 1.01210 1.00965 1.00125 1.00485 1.00240
1.12120 1.12450 1.12185 1.11915 1.1 1650 1.11380 1.11115 1.10845 1.10515 1.10310 1.10040 1.09775 1.09510 1.09245 1.08980 1.08115 1.08455 1.08190 1.07925 1.07660 1.01395 1.01135 1.06880 1.06625 1.06310 1.061 15 1.05860 1.05605 1.05350 1.05095 1.04840 1.04590 1.04345 1.04100 1.03850 1.03605 1.03360 1.03110 1.0286 5 1.02620 1.02310 1.02135 1.01900 1.01660 1.01425 1.01185 1.00950 1.00710 1.00415 1.00235
1.04880 1.04630 1.04380 1.04135 1.03885 1.03635 1.03390 1.03140 1.02890 1.02640 1.02395 1.02155 1.01915 1.01615 1.01435 1.01195 1.00955 1.00120 1.00480 1.00240
9 8 I 6 5 4 3 2 1
Polyhydric Alcohols
Table 7.202: Speclflc Gravities of Glycerol and Glycol Mixtures (23) Table 7.203: Speciflc Heat of Glycerol (23)
441
v.
p. mm. Hg.
Temperature,
*r
V . P . mm. Hg.
63.8 91.9 130 181 248 334 445 586 760
442
C .-
. c
I -
Polyhydric Alcohols
COMPARATIVE DATA Table 7.207: Emery CP/USP Glycerines ( 3 6)
SPECIFICATIONS specific Gravity Giycerol 25/25"C min __ _ %. min _ _______ EMERY@ 2 96% CP/USP 91 96 251 Glycerine EMERY@ 916 99 7% CPNSP 99 12612
Olwnnnn
443
Sulfate PPM
Arsenic PPM
max 20
20
20
20
mar
15 15 1.5 1.5
max
5 5 5 5
30 30
30
_I___
3 3
Kosher Glycerine -
99,7
,2612
1.2615
100 100
10
:"'
30
'
Meets USP specificatkm which is 6quh'alent to 20 APHA. MI OSN NaOH per 50 g of glycerine. tighter than matching H fluid
!hm ?u
0.007% or 70 ppm max
?1!
0.007% or 70 ppm max
0.003% or 30 ppm m a
Not more h n 03 ml. . N/2 NoOH is absorbed by 50 g of glycerine, whim is equivalent IO 0.009% os Na20,
Not more h n 0 ml. 3 H/2 NaOH is absorbed by 50 g of glycerine, witid is equivalent to 0.009% 01 Nolo,
(0.13) maximum
(0.12) maximum
444
. _
PRODUCT DESCRIPTION (CTFA ADOPTED NAME) CAS NUMBER OOlNE VALUE ACID VALUE
SPEC1FICATH)NS
COMPOSITN
x
SAP VALUE UNSAP MAX
HERS _ I
Neustrene
045
8-30
188-201
3 Gardner
47
34 18 11 5
17
Neustrene 053
Hydrogenated Marine Tnglyrerides 11 (HydrogenatedMenhaden 0 1 68002-72-2 Hydrogenated Tallow Triglycerides (HydrogenatedTallow Glycerides1 67701-27-3 ReRned Hydrogenated Tallow Triglycerides (HydrogenatedTallow Glycendesl 67701-27-3 Hydrogenated Soya rnglyiiridt 5 [Hydrogenated Soybean 0111 68002-71-1
186-201
3 Gardner
55
9 38 20 17 10
Neustrene 059
IO 193-205
5 Gardner
61
2 25 67
Neustrene 060
2.5 193-205
5.OY-0.51
62
28 67
Lovlbond
Neustrene 064'
188-200
3 Gardnrr
66
I 1 8R
PRODUCT"
~COLOR MAX
~-
SPECIFICATIONS** CHLORIDE l 0 P V MAX SULFATE ARSENIC 1.5Qpn MAX HEAVY METALS CHLORINATED COMPOUNDS X SAP F A T N ACIDS 3Owm EQUIVALENT AND MAX MAX ESTERS'..
2m O
MAX
SPW
MAX
99.7%USP (Glycerinel
56-81-5
1.2612
IOAPHA
70
Pass
Pass
Pass
Pass
Pass
Pass
I 25 I65
70
Pass
Pass
Pass
Pass
Pass
pass
0.05
Pass
Purified l.2,4-Butanetriol F i r e point, Cleveland open Flash polnt, Cleveland open cup
387' F 332. F 555 kcal./mole 165.1 kcal./mole (liquid) 151 kcal./mole (gas)
33 F 9'
343. F
14.0 kcal./mole
1.184
9.86 lb.
*Decomposes before reaching boiling point at atmospheric pressure. This I an extrapolated value. s
Polyhydric Alcohols
1,2,6-HEXANETRIOL
HOC H2CHO H(CH2)3CH20 H
445
Specific gravity at Z O / Z O * C A Sp. Gr./A t a t 10 to 40' C Vapor pressure at 20. C Viscosity at 20" C Weight per gallon at 20' A Ib./gal./A t
1.1063
0.00059/'C
conditions; usually sets to glass at below -20' C) Molecular weight Refractive index
134.17 1.4771
(I) Observed (11) Theoretical, without hydration (Ill) Theoretical, with complete hydration
446
4cc. solvent and lcc. triol at 20'C. Acetone Benzene Butanol Butyl Acetate Butyl CELLOSOLVE
M I
Ethyl Acetate Ethyl Alcohol (Absolute) Ethyl Ether Heptane Isophorone Methyl Isobutyl Ketone Mineral Oil Pine Oil Toluene Trichlorethylene
M =Miscibh
I = ImmIadbl*
M
I I
M
I M I I
M M
M
I I
Castor Oil
CELLOSOLVE Acetate CELLOSOLVE Solvent Diacetone Alcohol Dibutyl Phthalate Dichlorethyl Ether
M
I
I
I
I
PC
I
I
I I
C
I
I
Pc
C
I = Incornpatibia
1.2.6-Hex.neLlioI.
% by rl.in H,O
I n
CPS. a1
VlsC0.i~. 100F.
FmedFp Point, C.
10
0.977
-2.5
20
30 50
1.37
2.01 5.06
_ _
Polyhydric Alcohols
TRIMETHYLOLPROPANE
2,2-Dihydroxymethyl-l -Butanol
447
160' C
210. 295' C
PENTAERYTHRITOL
Tetramethy lo1methane
PE
Ash Bulk density Dipentaerythritol (combined) Hydroxyl content Melting point (capillary final) Melting point range Moisture Molecular weight Monopentaerythritol Nonvolatile Specific gravity a t 25/4* C
0.01% by wt.. max. 40 lb./ft.' 0.3% 47.0% min. (technical) 49.5% (pure) 240. 250' C initial (pure) 185-245' C (technical)
448
SORBITOL
d-Sorbi to1
Sorbi t
Sorbol d-Glucitol
C H20H(C HO H)4CH20H
Density at -5" C Heat of combustion Negative heat of solution Molecular weight Melting point, metastable form stable form Refractive index at 25' C , in 10% aqueous solution Rotation, 9
SOLIDS
Polyhydric Alcohols
Table 7.221: Hydrogenolysis of Sorbitol and Glycerol at a Hydrogen Pressure of 2,000 psi (32)
449
50
700 I50 200 250 300 350 4 0 0 450 500 550 S C O'
MlNU TES
Table 7.222: Hydrogenolysis of Sorbitol at 215C and a Hydrogen Pressure of 2,000 psi (32)
10 0
200
'300
400
500
600
rimE im1NurE.s)
450
Table 7.223: Phase Diagram of Sorbitol Solubility in Hydroalcoholic Liquids at 25C (38)
'001
Table 7.225: Viscosity Curve for Pure d-Sorbitol Solutions of Various Concentrations (38)
Polyhydric Alcohols
SUGAR ALCOHOLS Table 7.226: Physical Properties of the Sugar Alcohols (38)
451
Melting point,
Sugar alcohol
"C
120
II aY
mesO
+4.3 -4.3
meso meso
61 5 very soluble
499.9(941
+ 131.
meso mea0
- 130"
L-glucitol D,lrglucitol D-mannitol L-mannitol D,L-mannitol D-talitol L-talitol D.L-tAlitol o-iditol Liditol heptitols glycero-pulo-heptitol
D-glyCero-D-ldo-heptitOl
155 189 90.4-91.8 (me& stable) !% 7-97 7 (stable) 89-91 135-137 16 6 162-163 168 88-89 87-83 95-96 73.5 75.7-76.7 129 129 187 153 169-l i 0
720.3(94)
235
723.5(6)
21.3
very soluble
722.1(6)
835.8(124)
-11'
* In 5%
In aqueous molybdic acid (46). aqueous ammonium molybdate (27). ' A t 25C unless otherwise indicated.
452
~~
Alcohol Number
of
Name
Atoms
A. Trihydric Alcohols
(C ')
n in H(0H). nHaO
OH 6
- (or G ) - P h l o r o (Y
glucitol
185
115
4( 1,2-Dihydroxyn-propyl)-ehexanol p-Menthanei,4.8-triol
63
31
10
HO
c>(=sr(
OH OH
s Cia HIOO
110-112
96
10
e-Menthane1,2,4-triol
115
10
Glycol (a dihydroxyether ?)
---
13
Z(2.3 -Dihydroxy-
---
B. Tetrahydric Alcohols
cycloHexane-l,2, 4.5-tetrol
+ z J
HO !OH
---
195
M o H e x a n e 12 ., 4.5-tetrol
"b o? ; OH
242
A dimethylether
of a n inositol
230
10
-?)-ptrans( Menthane-l,2,6.8tetrol
156
(continued)
Polyhydric Alcohols
Table 7.227: (continued)
453
M.p.
("C)
10
p-Menthdne-1,2, 4.b-tetrol
HO
cmH
149
ti0
100
10
p-&lenthane- 1,2,
J,J-tetrol
HO HO
cQd
OH
1JO
___
38
308
1
I 4 1 - I 45
OH
C . Pentahydric Alcohols OH
Viburnitol (cyclohexane2,3,5/4,G-pentol)
181
170-5 180-5
___
205
D. Hexahydric Alcohols
G
(+)-Sorbitol
111
55 15
0.5
._ mesa-Inositol
6
(1,2,3,5/4,6cyclohexanehexol) OH
225
___
dV
& H ;
i '
248
6H
bH
Phenols
Carbolic Acid
C6H50H
PHYSICAL P R O P E R T I E S O F PHENOL
Boiling point Distillation r a n g e F l a s h point (Open c u p ) F r e e z i n g point MAC Odor Purity Solidifying point Solubility in w a t e r , above 68'C at 20.C Specific gravity a t 41/4'C Toxicity
181.6.C 95% d i s t i l l s within a r a n g e of 1 . 5 ' C 175'F Not l e s s t h a n 40.C 5 ppm in a i r Characteristic 98'10, m i n . Not l e s s than 40.7'C
In a l l proportions 8.3%
1.058 Highly toxic
92.2 22 58 49 55 57 60 37 54
202.0 180.2 186.2 185.5 196.8 175.7 174.4 186.4 175.0 184.0 156.1 159.0 182.9 183.0 184.5 168.0 189.5 196.2 189.9
28 55 85 74 17 79 20 77
33 32 87
Heptyl alcohol Indene Isoamyl ether Isobutyl c a r b o n a t e Isopropyl l a c t a t e Mesitylene 2 - Methylcyclohexanol Methyl f u m a r a t e Methylheptenone
2 -0ctanone
2-Butoxyethanol Butylbenzene Butyl i s o v a l e r a t e Camphene o-Chlorotoluene Cineole Cyclohexanol Cyclohexanone Decane E t h y l oxalate Fenchone Glycol d i a c e t a t e
30
78 97 28 13 28 65 59 75 60
184.5 195.4 184.5 lb5.0 198.8 185.5 152.8 166.0 171.5 172.3
n-Octyl alcohol s e c - O c t y l alcohol a-Phellandrene Phorone Pinacol a-Pinene Psrudocumene Terpinene Thymene
50
65
82 29
81
75
55 60
454
Aldehydes
FURFURAL
Furfuraldehyde Furol Pyromuc ic Aldehyde
CH-CH
II
II
cy O/C-CH=o
General
Molecular weight Boiling point (at 760 mm),"C ("F) Freezing point, "C ("F) Refractive index (n 1.0) at 20" C (68" F) at 25" C ( 7 7 F) Density (d t/4) at 20" C (68" F) at 25" C (7P F) Vapor pressure Vapor density (air= 1)
3.3
Thermodynamic properties
Heat of vaporization, AHVg cal/g mole Specific heat (liquid), cal/g/deg 14 to 8 6 C (57.2to 176" F) 20 to 100"C (68to212" F) Thermal conductivity, Btu/(hr)(ft2) ("Flft) at 100"F cal/(sec) (cmz) ("Ckm) at 38" C Heat of combustion (liquid), A Hm.2 kcal/mole
11,614.6 0.401 0.416 0.1525 6.3 x 10-4 -560.3 2.48 1.49 1.35 1.09 0.68 43.5 40.7 41.1 0.076 0.087 0.107
Fluid properties
Viscosity, cps, at 0" C (32"F) at 25" C (77 F) at 38" C (100.4" F) at 54" C (129.2"F) at 9 9 C (210.2"F) Surface tension, dynes/cm at 0" C (32" F) at 29.9' C (85.9 F) at 30.0"C,(86" F) Vapor diffusion coefficient, cm*/sec at 1P C (62.6"F) at 25" C (7P F) at 50" C (122" F)
(co ntinued)
455
456
Electrical properties
Dielectric constant at 1" C (33.8" F) F) at 20" C (68" at 25"C (77" F) F) at 50" C (122" Specific conductivity, mho Minimum Maximum
46.9 41.9 38 34.9 0.26x 10-5 0.37x 10-5 798 56.1 397 746.6) 83.19 1.11 8.3
m
OD
Other properties
Critical pre'ssure, psia kg/cm* Critical temperature, " C (" F) Molar volume, 25"C, ml/mole Molecular association Solubility in water, wt % at 20" C (68"F) alcohol ether
Note Furfural is miscible with most common organic solvents except saturated aliphatic hydrocarbons
Flammability properties
Explosive limits (% by vol ) 2.1 Lower limit (at 125"C [25P Fl and 740 mm Hg) Flash point 61.7( 43) 1 Tagclosed cup, "C (OF) 61 .7(143) Pensky-Martens, "C ("F) (Based on flash point, furfural is classified as Class Ill A * ) 393 (739) Ignition temperature, "C ("F)
Note:
Furfural has a high order of thermal stability in the absence of oxygen. At temperatures as high as 230" C (446"F), exposure for many hours is required to produce detectable changes in the physical properties of furfural, with the exception of color (29).
'Refers to Code of Federal Reguiatlons, 29CFR 1910 106
3000 Distillation range (Engler) 1%, ' (min.) F End point, "F (max.) Recovery, yo (min.) Residue, yo (max.) Loss, % (max.) Explosive limit,^ lower Flash Point (Cleveland Open Cup) Freezing point Heat of Vaporization Purity
Technical 0.3% Refined 0.1% 158-162OC 1.164 110 .4 1.110 1.095 1.080 109 .4 1.019
Refractive index at 6 8 7 Solubility in water at 2o'C Specific gravity at ZO/ZO'C Surface tenaion Vapor pressure at 6' 0F 1000 10 5' 15 7' 200'
250'
300
335 98.5 0.9 0.9 2.1% at 27F 5' 115F 3-' -4F 3' 1 7 5 cal./g 0.1 98.5% Technical 99.0-99.5% Refined
1.5261 8.3% 111 .6 1.158-1.160 Technical 1.59-1.161Refined 49 dynes/cm. 0,035Iba./aq. in. aba. 0.la Ibs./sq. in. abs. 0.540 Iba./aq. in. abs. 0.950 1bs.le.q. in. abs. 1.650Ibs./aq. in. abs. 4.40Ibs./sq. in. abs. 1 . 0 Ibs./sq. in. abs. 15 22.50 Ibs./sq. in. abs. 43.5Ibs./aq. in. a b . 7 . Ibs./aq. in. abs. 70 1 3 centipoisea .5 1.09 centipoisea 0.68 centipoise8 9 Ibi.
Aldehydes
Table 9.3: Solubility of Various Substances in Furfural (46)
Acetone Acids: Abietic (technical) Acetc Benzoic Butyric (technical) Cinnamic Citric Formic Lactic Maleic Naphthenic acids (practical) Oieic (U S P ) Oxalic Oxalic (anhydrous) Palmitic (technical) Phthalic Promonic (technical) Sali'cylic . Sebacic (mp 132-133C [269.6-271.4"R) Stearic (U.S.P.) Succinic Tartaric Alcohols: Amyl n-Butyl Ethylene glycol Glycerol
457
S
9.4 S 14.8
S
4.1 3.6 S S R S S 4.8 3.6 1.6 17.6 11.0
Isobutyl n-Octyl Amyl acetate Benzene Butyl acetate Carbon tetrachloride Castor oil Chinawood oil Chloroform Diethylene glycol monobutyl ether Diethylene glycol monoethylether Diethyl phthalate Ethyl acetate Ethylene glycol Ethylene glycol monobutyl ether Ethylene glycol monoethylether Ferric chloride Ferric chloride hexahydrate Hydrogen cyanide Linseed oil Nitrobenzene Nitrotoluene Paraldehyde Pyridine Quinoline Toluene Xylol Zinc chloride
S S
M
S S
M M
M M M
S S M M
0.55 20.0
M M M M
20.6
S S
SOLVENT ACTION
RESIN TYPE
YANUFACTURER
SOLVENT ACTION
Nitrocellulose Ethylcellulose Cellulose acetate butyrate Polyvinyl butyral Vinyl acetate Vinyl acetate chloride PVC
Hercules (RS) Hercules (N-50) Eastman Union Carbide (BakeliteQ) Union Carbide (BakeliteQ) Union Carbide (BakeliteQ) Uniroyal (Marvinol" VR-10)
vs vs vs
S;VSH
Goodrich (GeonQ 222) Du Pont (ZyteP 31) Du Pont (Elvamide) Du Pont (Alathon") Du Pont (LuciteB 140) Du Pont (Lucitee 130) DOW (PS-3)
S=Soluble from 1 g to 10 g per 100 g solvent VS-Soluble 10 g or more per 100 g solvent H=Temperature, 70-75C (158-167 F); time one hour B =Cloudy 1=Less than 1 g per 100 g solvent
458
Table 9.5: Specific Gravity and Pounds per Gallon of Furfural (46)
(Change per"C.Sp. G -0 00110,Ibs /gal -0 00917) r
TEMPERATURE 'C *F
SP.OR?
LBS /GAL.
SP.OR.'
LBSJQAL.
122 0 118 4 114 8 111 2 107 6 104 0 100 4 96 8 93 2 89 6 86 0 82 4 78 8 75 2 71.6 68.0 64 4 60.8
50 48 46 44 42 40 38 36 34 32 30 28 26 24 22 20 18 16
1.127 1.129 1.131 1.134 1.136 1.138 1.140 1.142 1.145 1.147 1.149 1.151 1.153 1.156 1.158 1.160 1.162 1.164
9 403 9 421 9 440 9 458 9 476 9 494 9 502 9 531 9 549 9.568 9 586 9 604 9 623 9 631 9 660 9 678 9 696 9.715
57.2 53.6 50.0 46.4 42.8 39.2 35.6 32.0 28.4 24.8 21.2 17.6 14.0 10.4 6.8 3.2 -1.6 -4.0
1.167 1.169 1.171 1.173 1.175 1.178 1.180 1.182 1.184 1.186 1.189 1.191 1.193 1.195 1.197 1.200 1.202 1.204
9.733 9.752 9.770 9.788 9.807 9.825 9.833 9.861 9.879 9.898 9.916 9.935 9.953 9.971 9.990 10.008 10.027 10.045
DENSITVFURFURAL
DENSITV-
fi BY WEIGHTI
2 c c
1.2 1.4 1.6 1.8 2.0 2.2 2.4 2.6 2.8 3.0 3.2 3.4 3.6 3.8 4.0 4.2 4.4
0.9982 0.9986 0.9990 0.9993 0.9997 1.0001 1.0005 1.0008 1.001 2 1.001 6 1.0020 1.0023 1.0027 1.0031 1.0034 1.0038 1.0042 1.0046 1.0049 1.0053 1.0057 1.0060 1. m o
20-c
2c s
1 .0054
1.0003 1.0007 1.001 1 1.001 4 1.001 8 1.0022 1.0025 1 .0029 1.0033 1 .OC36 1.0040 1.0044 1.0047 1.0051
4.6 4.8 5.0 5.2 5.4 5.6 5.8 6.0 6.2 6.4 6.6 6.8 70 . 72 . 74 . 7.6 78 . 8.0 8.2 8.32 8.4 8.65
1.0068 1.0072 1.0075 1.0079 1.0083 1.0086 1. w o0 1 .OW4 1 .OW8 100 .11 1 0 05 .1 1.0109 1.0113 1.0116 1.0120 1 0 24 .1 1.0127 1.013 1 1.01 35 1 0 37 .1
1.0058 1.0062 1.0065 1.0069 1 .w73 1.0076 1 .0080 1.0084 1 BO87 1. 1 m 1.0094 1 .0098 1 0 02 .1 1 0 05 .1 1 0 09 .1 1.0113 1.0116 1 0 20 .1 1.0122 1 0 24 .1 1.0127
'Mains, G.H., Chem. & Met. Eng., 26,779 (1922). $Saturated solutjon of furfural in water at 20C (68F). Saturated solution of furfural in water at 250C (77OF).
Aldehydes
459
..
460
e
I
r L
a a
5
I
0)
E a
n I
W
I
gs
P
JP
Lo
O L
U2!
p i
0
aal
.. 3
I
(3
..
Aldehydes
Table 9.1 1: Vapor-Liquid Composition of Furfural-Water System (46)
461
1.o
C
I
C METHACROLEIN
*IO -10
-60
-50
IO 20 30 40
60
80 X
TEMPERATURE, *C.
462
Industrial Solvents Handbook
v-
0 0
I ' 0
v
Y
Ethers
Table 10.1: Dimethyl Ether (34)
Methyl Ether
C H3-0-C
H3
Physical Properities
Molecular wight (calc.) . . . . . . . . 46.07 Boiling point at 760 mni . . . . . . . . -24.Y'C Vapor pressure at 20'C. . . . . . . . . 5.24 atm Freezing point . . . . . . . . . . . . - I4l.S'C Density at 20'C. . . . . . . . . . . . 0.661 g/ml Vapor density (air = 1.0). . . . . . . . I .59 Critical pressure . . . . . . . . . . . . 52.5 atm temperature . . . . . . . . . . I28.8.C density . . . . . . . . . . . .0.2714 g/ml Hcat of combustion. gas . . . . . . . . 347.6 kcal/niolc Hcit of formation, gas . . . . . . . . . -44.3 kcil/molc Heat of melting . . . . . . . . . . . . 25.621 call6 Hcat of vaporization at -24.8'C . . . . I I I .64 caI/g Flee energy of formation. 25'C . . . . . -27.3 kcal/molc Entropy at 25'C. . . . . . . . . . . . 63.72 cal/'C-molc Spccific heat il -27.68"C . . . . . . . 0.5151 caI/g l Surfacc tension. liquid-vapor intcrfacc, at -4O'C. . . . . . . . . . . . . .21 dyncr/cm -20 . . . . . . . . . . . . .. I 8
-10
11. . . 0 825 . . . . . . . . . 855 Diclcctric constant at 25'C . . . . . 5.02 E.S.U. Flash point, Tag closed cup. . . . . -42F
Autoignition temperature. . . . . . Explosive limits, "/. by vol. in air . . Solubility' in water at 24'C . . . . . Solubilit of water in methyl ether
at24&
..
............
25
..... .....
.
..
....
. . . .
. . . .
. . 16.13 molt
. . 11.81 . . 15.29 . . 18.55
I I . I7
. . . . . . . . . . . . . . 16
-340 - 0
-20
- 10
0 10 20 30 40
50
60 70 80
90
0.392 0.741 1.35 1.97 2.80 3.86 5.24 70 .0 9.06 11.6 14.7 18.4 22.7 27.4 33.0 39.5 46.6
g/d
Dielectric :onatant
0.0027 .0039 .0055 .0076 .0104 ,0142 .18 08 .0241 .0306 .Om5
.OW
0.7174 .7040 .6905 .6759 .6610 .6455 .6292 .6116 .5932 .5735 .5517 .5257 .4950 .4575 .4040
Enthalpy ..
liquid
Entropy
kcal/kg
3 / Y g
463
464
Table 10.1: (continued) Some Properties of (CH3)20.BF3 Molecular weight (calc.) . Meltingpoint . . . . . B o i i g point. . . . . . Density at 20C . . . . Vapor pressure at 30C . at 70C . Surface tension at 20.5% Diseociation constant . . Binary Azeotropes Containing Dimethyl Ether
. . . .
113.89 -12OC 128C 1.241 g/ml 6.1 torr . 52.7torr . 33.03 dynes/. log K = (-2983)/ T 7.228
Component A
Boron trifluoride . . . . Hydrogen chloride . . . . Ammonia at 1 atm. . . . at 11 atm . . . Sulfur dioxide at 1 atm . at 56.1 atm at 77.1 atm at 108.7 atm Dichlorodifluoromethane at 3 atm . . . . . . .
. . . . . . . . . .
.
.
. . . . .
60 38 42.5 56 65 60 60 60
90
Acrtonc
p.nini Methyl clhcr. Mole X
0.0 1.79 2.78 7.01 Y.23 I I.RJ 15.77 18.YS
knzcne
Clilurolwnicnc
p,"""
112.4 127.6 ?W.I M.II
612.X
p.mn
Methyl ether,
Mok 7 :
23.2
311.1
4113.1
3.0
5.96 8.52 12.17 lh.31 IY.Y3 -... '1 10
2.30
372.6
54x.1
w.x
'JJ9.I
503.0
634.11 761.4
762.3
913.0
1006.7
120.4 Jl(1.S
423.3
1075.0
21.00
16.27 19.50
- 1.85
-103.5 80.52
90% min.
1.39737 1.0703
Ethers
Table 10.3: Chloromethyl Ethyl Ether (2)
CICH2-0-CH2-C H3
465
This ether i s a colorless liquid which i s an irritant to the mucous membranes. It i s used as a raw material in organic syntheses. Physical Properties Assay (chlorine)
Boiling Range, 760 mm. Hg, "C.
App. 98% 79
Coefficient of expansion Constant-boiling mixtures ("h by wt.) Ethyl ether 99% Carbon disulfide 1 .O% Ethyl ether 44.5% Methyl formate 55.5% Ethyl ether 98.9% Water 1 .l% Electrical conductivity at 25C. Explosive l i m i t s Flash point
Freezing point
B.P. at 760 mm. 34.5"C. B.P. at 760 mm. 28.2"C. B.P. at 760 mm. 34.1"C.
4x 2.34 recip. ohm
- 6.190
-40F. -116.2"C. 651 Cal ./mol 83.96 cal./g at B.P. 1.3542 0.7146 0.5476 cal ./g 17 .O dynes/sq
Heat o f combustion Heat o f vaporization Refractive index at 17C. Specific gravity a t 20/20C. Specific heat at 30C. Surface tension at 20C. Solubility in water a t 20C. Solubility o f water in solvent at 20C. Viscosity at 20C. Vapor pressure at 20C. Weight per gallon at 20C. Weight per gallon a t 17C. Acidity (as acetic)
. cm .
6.9% by w t .
1.3% by wt. 0.00233 poise 442.0 mm. Hg
5.95 Ibs.
5.3542 Ibs.
0.002% by wt
., max.
466
90
80
70
I-
$ 60
0
( r
i
(3
50
5 40 0
30
20,
10
10
20
70
80
90
Acidity (as hydrochloric) Apparent ignition temperature in air Boiling point a t 760 mm. Boiling range at 760 mm. Coefficient o f expansion at 20C. Coefficient o f expansion at 55C. Constant boiling mixture (% by wt.) Dichlorethyl ether Water B.P. at 760 mm. Flash Point (ASTM, open cup) Flash Point (ASTM, closed cup)
0.005% by w t max. 396C. 178 .5"C. 170-180C. 0.00097 (per "C .) 0.00100 (per "C.)
34.4 65.6 97.7"C. 79C. 55C.
Heat of vaporization at 178C. Refractive index at 20C. Specific grovity at 20/20C. Specific heat (at 20-30C .) Surface tension at 25C. Solubility in water at 20C. Solubility of water in dichlorethyl ether at 20C. Viscosity at 25C. Vapor pressure at 20C. Water content Weight per gal. at 20C.
Ethers
lSOPROPYL ETHER Table 10.7: Properties of Pure Isopropyl Ether (74)
Molecular Formula CsH,,O Molecular Weight 102.172 Boiling Point. " C 68.5 Boiling Point Change. "C/mm at 760 mm 0 042 Freezing Point. " C -85.5 g/ml (in vacuo) Density at 20C. 0.7235 at 60F. Ib/US gal (in air) 6.07 Specific Gravity, 2O/2O0C (in air) 0.7244 Coefficient of Expansion (1) at 20C per 'c 0.00143 Refractive Index. nO/D 1.3784 n20/D 1.36820 n30/D 1.36301 Critical Temperature, " C 288 Critical Pressure, atm 27.5 Critical Volume, cc/g 3.80 Heat of Vaporization (2,3), 760rnm, cal/g 68.16 Heat of Fusion at Melting Point (4). cal/g 25.79 Heat of Formation (5) (vapor at 25OC) k-cal/mole -77 Free Energy of Formation (4) (vapor at 25" C) k-cal/mole -31
RdHmCW
467
Specific Heat (Liquid). cal/g"C (at 20C) Thermal Conductivity (Vapor at 100C) cal/(sec) (cm2) ("C/cm) Viscosity, cps at -20'C 0" c 20" c 50"C Surface Tension (6). 25C. dynes/cm Dielectric Constant (7), 85 8 kHz, 25C
0.506
0.0000483 0.545 0.419
0.333
0.255 17.28 4 449
Other Propertlea of Commerclai IPE Autoignition Temp, O F 830 Flash Point (E), Tag Open Cup, " F (approx )+15 Tag Closed Cup, O (approx ) F -18 Flammable Limits of Vapor with Air VO vol of Compound, Upper 21 Lower 14 Relative Evaporation Rate at 25C and OO/O R H I Shell Thin Film Evaporometer (n-BuOAc = 1 0 ) 8 04
7iw a 2 3 4 5 6
io
CaIcuImed via Ciapyron Equation Z = 0 95 File h Reid In6 Eng Chem 22 513 (19%) P8rkS el I I J Am Chem Soc 55 2735(1923) Kharasch M S J Rwearch NO1 I Bur S14s 2 359 (1929) vopel A I J C h m Soc Pari I 616 (1948) 7 KirC-Othmer Ency of Chem Tech 5 670 (1954) 0 Pelroleurn Enpinbsr JUM lY5 219
toc
-20 -15 -10 -5 0 5 10
mm Hg
13.4 18.4 24.9 33.3 44.0 57.3 74.0
1C
15 20 25 30 35 40 45
mm Hg
94.4 119.4 149.5 185.6 228.4 278.9 338.0
1C
50 55 60 65 70 75 80
"owt
HtO in IPE
0.41 0.43 0.47 0.53 0.62 0.72
1" c
IPE In HtO
0.73 0.73 0.76 0.83 0.92 1.04
HIO in IPE
0.82 0.93 1.06 1.20 1.34 1.49
0 10 20
50
60
70
30
40
80 90
100
468
Table 10.10: Mutual Solubility for the System: Isopropyl Ether-Isopropyl Alcohol-Water at 25%, % wt (14)
IPE
H,O
0.5 1.1 1.5 2.2 3.2
IPA
Sp. Gr.2SM0C
99.5 93.4 89.0 84.4 79.9 74.4 72.8 70.3 68.7 65.3 64.0 61.5 58.3 56.4 50.8 47.6 42.6 38.6 35.7 31.5 28.3 24.8 22.6 18.9 16.3 14.5 12.6 12.2 10.6 8.6 6.6 5.9 5.2 4.7 3.4 2.2 1.6 1.3 1.2 1.o 0.9
5.5 9.5 13.4 16.9 21.0 22.5 24.5 25.5 28.0 28.9 30.7 32.8 34.0 37.6 39.4 41.9 43.6 44.6 45.5 45.7 45.5 45.0 43.5 41.8 40.5 39.0 38.8 37.3 35.8 33.2 32.3 31.2 30.3 27.0 23.0 20.1 15.4 9.4 5.2
0.7210 0.7274 0.7326 0.7380 0.7427 0.7490 0.7509 0.7547 0.7564 0.7605 0.7620 0.7641 0.7698 0.7726 0.7812 0.7864 0.7958 0.8029 0.8091 0.8189 0.8275 0.8379 0.8450 0.8590 0.8707 0.8789 0.8884 0.8897 0.8982 0.9084 0.9200 0.9245 0.9293 0.9334 0.9437 0.9568 0.9634 0.9716 0.9796 0.9864 0.9928
4.6 4.7 5.2 5.8 6.7 7.1 7.8 8.9 9.6 11.6 13.0 15.5 17.8 19.7 23.0 26.0 29.7 32.4 37.6 41.9 45.0 48.4 49.0 52.1 55.6 60.2 61.8 63.6 65.0 69.6 74.8 78.3 83.3 09.4 93.8 99.1
Ethers
469
Table 10.11: Conjugate Solutions in the System: Isopropyl Ether-Isopropyl Alcohol-Water at 25"C, % wt (74)
Upper Layer IPE 96.4 93.0 90.1 86.1 82.8
76.3 72.1 64.2 54.2 45.4 36.9 31.5 25.3
Tie Line' 1 2 3 4 5
6 7 8 9 10 11 12 13
'See Table 10.12 2Point at which t w o layers converge into one phase. Reference: Frere, F.J., Ind. Eng. Chem. 41, 2365 (1949).
I PA
470
- Water
Lower Layer 10.0 1.o 89.0 4.4
Binary Azeotropes
B.P. "C 61. 62.2 70.5 <67.5 74.0 54.2 66.2 66.0 >69.0 <68.0 67.5
Other Components Boron Triflouride Water Chloroform Propronitrile 2, 2-Dichloropropane Acetone Isopropyl Alcohol 1-Propanethiol 1-chloro-2-methylpropane Methylocyclopentane Hexane
< 20
47
Ternary Azeotropes
Components and %wt H,O, 7.0%; Ethyl alcohol 14.7Oh; IPE 78.3% H 2 0- %; Acetone %: IPE - % H,O - Sec. Butyl alcohol IPE
IPE does not form lueotropet with Trichloroethylene 1,l-Dichloroethane 1,2-DichIoroethane 2-Chloroethanol lodoethane 2-Bromopropane Thiophene
Ethers
Table 10.14: Vapor Pressure of Isopropyl Ether at Various Temperatures (8)
471
0.75
O.'L
0.73
0.71
0.70
0.69
0.0
-20
Temperature. T:
Temperature. 'c
Table 10.16: Mutual Solubility and Specific Gravity of Isopropyl Ether, Water and Isopropyl Alcohol at 25C (2)
Isopropyl Alcohol
Isopropyl Ether
99.5 93.4 89.0 84.4 79.9 74.4 72.8 70.3 68.7 65.3 64.0 61.5 58.3
Water
0.5 1.1 1.5 2.2 3.2 4.6 4.7 5.2 5.8 6.7 7.1 7.8 8.9
-5.5 9.5 13.4 16.9 21.0 22.5 24.5 25.5 28.0 28.9 30.7 32.8
0.7210 0.7274 0.7326 0.7380 0.1427 0.7490 0.7509 0.7547 0.7564 0.7605 0.7620 0.7641 0.7698
(continued 1
472
SG d
25C.
56.4 50.8 47.6 42.6 38. 6 35.7 31.5 28.3 24.8 22.6 18.9 16.3 14.5 12.6 12.2 10.6 8.6 6.6 5.9 5.2 4.7 3.4 2.2 1.6 1.3 1.2 1.0 0.9
9.6 11.6 13.0 15.5 17.8 19.7 23.0 26.0 29.7 32.4 37.6 41.9 45.0 48.4 49.0 52.1 55.6 60.2 61.8 63.6 65.0 69.6 74.8 78.3 83.3 89.4 93.8 99.1
34.0 37.6 39.4 41.9 43.6 44.6 45.5 45.7 45.5 45.0 43.5 41.8 40.5 39.0 38.8 37.3 35.8 33.2 32.3 31.2 30.3 27.0 23.0 20.1 15.4 9.4 5.2
--
0.7726 0.7812 0.7864 0.7958 0.8029 0.8091 0.8189 0.8275 0.8379 0.8450 0.8590 0.8707 0.8789 0.8884 0.8897 0.8982 0.9084 0.9200 0.9245 0.9293 0.9334 0.9437 0.9568 0.9634 0.9716 0.9796 0.9864 0.9928
10 Color Flash point Heat of vaporization Freezing point Specific gravity at ZO/ZO"C Refractive index at 20C Surface tension at 20C Solubility in water at 20C Solubility of water in solvent at 20C Vapor pressure at 20C Weight per gallon at 20C Acidity (84 butyric) Distillation range Water content
1.3W2 B.9 dynes per 5q cm 0.03% 0.19yo 48mmHg 6.4 lbs 0.05% by wt., m a l . 137-143C 0.10% by wt., max.
Ethers
Table 10.18: Dlamyl Ether (2)
C5H1 1OCgH11
473
Commercial diamyl ether consists principally of di-n-amyl ether and di-isoamyl ether, with small percentages o f isomeric amyl ethers and diamylene. I t i s a colorless to light yellow liquid which i s quite stable. I t i s insoluble i n water but soluble i n methanol, ethyl ether, ethyl acetate, acetone, aliphatic ond aromatic hydrocarbons, fixed oils, oleic and hot stearic acids, hot paraffin and carnauba waxes, the latter two solidifying when cooled. Unlike the lower aliphatic ethers, i t w i l l not dissolve nitrocellulose when admixed with ethanol. However, a mixture o f diamyl ether and 20% ethanol w i l l dissolve ethylcel lulose.
Typical Properties and Specifications Dielectric constant Flash point (open cup) Heat of vaporization Spccific gravity at 20/2O'C Specific beat Refractive index at 20C Surfnce tension at 20C Freezing point Vapor prcssure at 20C Water azeotrooe at W98"C Weight per gniion at 2O'C Acidity (mg. ]<OHper g) Distillation Initial boiling point S o t less than 95Y0 Final boiling point Water content 3.14 116F 65.9 ce.l./g (cnlc'd) 0.78-0.80 0.513 cal/g
1.4198
24.8 dyncs/sq cm Below -75C 0 67 mm 41% amyl ether (approx.) 6.61 Ibs 0.4, max. Not below 17OoC Below 200 Not above 210 0.2% by wt., max.
n-Hexyl ether i s a colorless, stable liquid with a mild odor. It i s less volatile than the lower members of the aliphatic ether group and its solubility i n water i s very slight. It i s miscible with mast organic solvents and can replace butyl ether for many similar applications. I t i s used as a solvent medium in chemical reactions and i s a foam breaker for certain processes. Boiling point a t 760 mm. Bailing point a t 50 mm. Bailing point a t 10 mm. Flash Point Specific gravity a t 20/20C. Solubility i n water at 2OOC. Solubility of water i n solvent a t 20c. Vapor pressure a t 20C. Weight per gallon a t 20C. Acidity (as acetic) Distillation range a t 760 mm.
Color (A .P .H .A .)
Water content
226.2"C. 136C. 100C. 170OF. 0.7942 0.01% by wt. 0.12% by wt. 0.07 mm. Hg 6.61 Ibs. 0.01% by wt., max. 205 235OC. 15 max. 0.10% by wt.
474
S S
I I SA I
I I SA I
ss
S SW S
SW-G I I I
S S SA S
S S SA SA
sw
I
sw sw sw
S S
sw
S
S S I I S S
S S I
ss
S -
S S S
S S SSW SW S SS-G
sw
I I
S S
S S S S S
S S I I S I
s sw
S S 5- G
I S
S
ss
S:
G:
(J)
Butyl acetate (Po%) "Ce Iloso Ive " so Iven t "Cellosolve" acetate Dichlorethyl ether Diethyl "Carbitol"
Ethers
Table 10.22: Specific Gravities of Various Ethers (79)
475
1.30A
1.25
B C
1.20
D
1.15
B TRIGLYCOL DICHLORIDE
1.10
ci
0
( u
1.05
C D E F G H
I
J . I(
> 1.00 -
M
N
t
W
EPlCHLORHYDRlN DICHLORISOPRWYI. ETHER DIOXANE DIETHYL'CIRBITOL. ETHYLENE OXIDE DIBUTYL'CARBITOL' PROPYLENE OXlOE DIBUTYL 'CELLOSOLVE' HEXYL ETHER B U M ETHER VINYL ETHYL ETHER ISOPROPYL ETHER ETHYL ETHER
2 K
0.95
0 5
u
G
0.90
I.
1
d
0.85
I
L
Q80 h
b C
0.75
0.70
0.65L
-20 -15
-0 1
-5
IO
I5
20
25
30
35
40
45
50
55
TEMPERATURE.*C.
476
loo(
80( 70C
6O (
G
B VINYL 2-ETHYLHEXYL ETHER C DICHLORETHYL ETHER
50C
40C
30C
i
0 OICHLORISOPROPYL ETHER
-H
E DIETHYL 'CARBITOL"
H
I
TRIGLYGOL DICHLORIDE
DIBU~YL%ARBITOL.
20c
m I
. c
E E
W
Ej
IOC
8C
E
a
0
v) v)
4
111
1 1 1
7c
6C
sa
40
3c
2a
IC
50
B C D E
F
80
G
90 1 0 10 0 1
60
70
130
I50
10 7
190
TEMPERATURE ,*C.
I
20 1
230
(continued)
Ethers
Table 10.23: (continued)
477
IO00 800
roo
600
500
400
300
200
I"
E
E
W p:
= I too n
v)
g
a
a
0
80 70 60
50
40
30
20,
I O
C
-60
-50
-40
IO 20
30 40
60
80 IO0 I I
TEMPERATURE, *C.
478
0 ''
A c i d i t y (as acetic acid), % by w t . Boiling point, "C. 760 mm. 50 rnm. 10 mm. A bp/ 4 p, "C ./mm. Hg Coefficient o f expansion at 55C. Flash point (open cup), O F . Freezing point, "C. Heat of vaporization (Btu/lb. a t 1 atm.) Mo Iec u Iar weight Refractive index (nD a t 7C .) Solubility, % by w t . at 20C. i n water water i n Specific gravity, 20/20C.
0.005 (max.)
10.4 -44 -66 0.033 0.001 77 below 0 -112.5 245 44.05 1.3597
infinite infinite
o .a71 1
0.00140 o .a763 7.30 1120 0.3
ASG/A T
Specific heat a t 20C. Ib./gal. a t 60F. Vapor pressure, mm. Hg a t 20C. Viscosity (absolute) i n centipoises, 0C.
.,CRITICAL
POINT
400
300
200 154 100
14.7
10
8 6
50
100
150
200
250
300
ENTHALPY, BTU/lb.
Ethers
Table 10.26: Propylene Oxlde ( ) 2
1,2--Epoxypropone C H -CH-CH
479
\ / 2 0
Propylene oxide i s soluble in water and miscible with most organic solvents. I t i s found to be an excellent law-boiling solvent for cellulose acetate, nitrocellulose, adhesive compositions and vinyl chloride-acetate resins. I t i s also a solvent for hydrocarbons, gums and shellac. Some o f its uses are as a solvent and stabilizer i n DDT aerosol-type insecticides, and as a fumigant and food preservative. Since i t i s an acid acceptor, i t i s a150 used as a stabilizer for vinyl chloride resins and other chlorinated systems. Acidity (as acetic acid), Boiling point, "C .: 760 mm. Hg 5 0 m m . Hg 10 mm. Hg
YO by w t .
(max,)
0.01
- 26
34.0
Coefficient o f expansion at 55C. Distillation at 760 mm., "C.: Initial BP/min. DP, max. flash point (open cup), O f . Freezing point, "C. Heat of vaporization (Btu/lb. at 1 atm.) Molecular weight Refractive index (nD a t 20C .) Solubility, % by wt. at 20C.: in water water in Specific gravity, 20/20C.
SG/T.
Specific heat a t 15C. Ib./gal. a t 60F. Vapor pressure, mm. Hg a t 20OC. Viscosity (absolute) i n centipoises, 20C.
Table 10.27: Freezing Points of Solutions of Ethylene Oxlde and Propylene Oxide (79)
480
1 , ?-Epoxybutane
C H3CH2C\H/C H2
0
1,2-Butylene o x i d e is o colorless mobile liquid. This low b o i l i n g liquid has but limited w a t e r solubility, y e t is miscible w i t h most common o r g a n i c solvents. It undergoes t h e usual r e a c t i o n s of epoxides w i t h compounds having labile hydrogen a t o m s . Some o f these a r e a c i d s , amines, ammonia, alcohols, phenols, polyols, thiols, e t c . Butylene oxide can be polym e r i z e d o r c o p o l y m e r i z e d w i t h o t h e r alkylene oxides to yield p o l y e t h e r s . The resulting polymers a r e less w a t e r soluble t h a n the polymers made from e t h y l e n e and propylene oxide, of e q u i v a l e n t chain l e n g t h . Bailing point, "C. a t 760 m m . C o e f f i c i e n t of e x p a n s i o n a t 20C. Freezing point, "C. H e a t of combusion (Btu/lb. a t 25C.) H e a t of v a p o r i z a t i o n (Btu/lb. a t 1 atm.)
63.2 0 .OO 1 32
-150 14,665
23.9 141
0.54 0.41 0.33
and 63.2"C.
Molecular weight Refractive i n d e x (nD a t 20C .) Solubility, % by w t . a t 20C in w a t e r w a t e r in
.:
0C 20C. 40C.
2.65
Slwcilicatioii
40-70
CHEMICAL STRUCTURE
0
%I
CA, - CH - CB,
0
Density @ 25 "C [Ibdgal (hgil)] Color [ Gardner ] Appearance Hydrolyzable Chlorine Recommended PHR (Iiouid enoxv resins. EEW = 190)
8 17((lY7)
-13
reddish brown
liquid
<2%
2-20
DESCRIPTION
Cardolite' NC-513 is a unique reactive epoxy flexibilizer and diluent. This low viscosity fluid has predominantly one nactive epoxy group per molecule which combines chemically into the epoxy system.
APPLICATIONS: Flexibilizationof solvent f e and high solids surface tolerant marine and industrial coatings re Industrial flooring requiring excellent chemical-. water- and abrasion resistance. Preparation of amine adducts. Coatings in contact with potable water (NSF approval) ADVANTAGES: Excellent chemical and water resistance Increased thermal shock resistance Maintains electrical properties Low volatility Aids in Bis-Phenol F resin and Curing Agent compatibility
REGULATIONS :
- United Stales Deparlment of Agriculture acceptance. - National Sanitation Foundation (NSF), coatings for use with potable wzter; NC-513 is - Ozone Depleting Chemicals-certificationthat products are not classified as / are not
ls ls manufactured with C a s I or C a s I1 ozone depleting chemicals.
being used in coating that have NSF approval.
Ethers
Table 10.30: 1,rl-Dioxane (2)
1 ,rl-Dioxan 1 ,GDiethylene Oxide
Dioxyethylene Ether Diethylene Ether Diethy lene Dioxide
481
"7 /O\
y 2
H2cvc
H2
1,dDioxane i s a colorless, stable liquid with a faint, pleasant odor. Although i t has been known as far back as 1863, i t was not until 1929 that i s became commercially available. I t is chemically a di-ether obtained by the loss of water from two molecules of ethylene glycol. I t i s completely soluble in water, as well as most organic solvents. I t i s freely soluble in mineral, vegetable, blown and heot-bodied oils, and o i l soluble dyes. Most waxes are more readily soluble in dioxane when heated and examples o f these are beeswax, carnauba, montan, paraffin, gilsonite, and Japan wax.
Acidity (ne acetic) Boiling point 760 nini Distillation range n t 760 mm Coefficient of cspnnsion Kleetricnl conductivity a t 25% Flash point Freezing point Heat of combustion Heat of fusion Heat of vaporization Refractive index a t 20C Specific gravity at u)/2O"C Specific heat a t 20C Surface tension at 25C Solubility in water at 20C Solubility of water in dioxane at 20C Viscosity a t 25% Vapor pressure a t 2O'C Water content at 20C Weight per gal a t 20C
0.010% by wt, max lO1.ROC !k.-lWC 0 001030 (per 'C) to 20C O.MlOi0 (per "C) to 55C 2 X 10-8 recip. ohms 05'F 11 .i"C 551 kg callrnol 33.8cal/g 08.6 cnl/g
1.4221 1.0356 1.0353 0.420 cal/g
36.0 dynes/cm Complete Complete 0.0120 poise 20 0 mm Hg hliscible without turbidity with 19 vol. 6' Be gasoline 0 8.61 Ibs
Trioxone i s a most unusual chemical. I t i s an excellent solvent for many classes of materials. Concentrated aqueous solutions of trioxane have solvent properties which are not possessed by trioxane itself. Molten trioxane dissolves numerous organic compounds, such as naphthalene, urea, camphor, dichlorobenzene, etc. I t i s stable in alkaline or neutral solutions, yet i t i s depolymerized to formaldehyde by srnoll amounts of strong acid or acid-forming materiols, and the rate o f depolymerization can be readily controlled.
Colorless, crystalline compound Molecular weight Odor Melting point Boiling point Vapor Pressure: 25OC 86OC 114.5'C 129C Flash point Density (molten) a t 65OC
90.05 Mild, pleasant 61'C 115*C 13 mm 283 mm 759 mm 1212 mm 45OC 1.170
Properties Solubility: Water Alcohols Ketones Ethers Esters Chlorinated hydrocarbons Aromatic hydrocarbons Vegetable oils Naphthalene Phenol Petroleum ether
Readily soluble Readily soluble Readily soluble Readily soluble Readily soluble Readily sotuble Readily soluble Readily soluble Readily soluble Readily soluble Slightly soluble
482
Solubility of water in ether at 25C. Specific gravity a t 5.7/4"C. Specific gravity at 20/4"C. Vapor pressure at 25C. Vapor pressure at 70F. Weight per gallon a t 25C.
.:
50
mm.
A BP/A P ., "C
10 mm.
Coefficient of 55C. Flash paint (open cup), O F . Freezing paint, "C. Heat of vaporization (Btu/lb. at 1 atm.)
./mm Hg expansion at
20/20C.
ASG/AT.
Vapor pressure, mm. Hg at 20C. Viscosity (abs.) in centipaises, a t 20C.
.:
109.1 39
50
10
mm. mm.
. Hg
IO
0.044 0.00118
ASG/AT.
Vapor pressure, mm. Hg at 20C. Viscosity (abs.) in centipoises: 0C. 20C. 40C.
Coefficient of expansion ot 55OC. Flash point (open cup), O F . Freezing paint, "C. Heat of vaporization (Btu/lb. at 1 atm.)
Molecular weight
90
-69.7 154 106.55 1.4381
94.2 24 -4
MaIec ular weight Refractive index (nD at 20C .) Solubility, % by wt. at 20C
in water water in
.:
0.044
0.00133 15 -112.7 137
Specific gravity, 20/20C. A SG/AT Vapor pressure, mm. Hg at 20C. Viscosity (abs.) in centipoises, 20C.
Ethers
Table 10.36: Vinyl Isobutyl Ether (2)
CH2=CHOCH2CH(C H3)2
Boiling point, "C 760 mm. 50 mm. 10 mm.
483
.:
83.4 17 -7 0.045 0.00140 15 -132.3 144 100.16
ABP/AP., "C./mm. Hg
Coefficient of expansion at 55C. Flash paint (open cup), O F . Freezing point, "C. Heat o f vaporization (Btu/lb. at 1 atm.) Molecular weight
Refractive index (nD at 20C.) Solubility, % by wt. at 20C.: in water water i n Specific gravity, 20/20C.
ASG/AT.
Specific heat at 15C. Vapor pressure, mm. Hg a t 20C. Viscosity (abs.) i n centipoises, at 20C.
.:
177.7 95 62 0.053 0.00107 135 100* 129 156.26
Hg Coefficient of expansion a t 55C. Flash point (open cup), O F . Freezing point, "C. Heat of vaporization (Btu/lb. at 1 atm.) Molecu lor weight *Sets to a glass below this temperature
ABP/AP., "C./mm.
Refractive index (nD at 20C .) Solubility, Y by wt. at 2OOC.: o in water water in Specific gravity, 20/20C.
1 .4273
0.01
0.05
0.8102 0.00084 0.60 1.5 1 .o
A SG/A T .
Vapor pressure, mm. Hg at 20C Viscosity (abs.) i n centipoises:
0C. 20C.
-1220
-9 6'
(a)
-1400
-1120
200 (a)
1000
-800
.
140 (a) 1850 (a) 325O (A) 350 (a) 1100 (b)
5
1
5
2
Dbethyl.rinoethy1
- ASTM 042.
30
(continued1
484
Index
1.3947-3
Specific Gravity-
0.7694
6.17
99%
Isopropyl
1.3849
0.753
9
2o T
6.28
98%
Isobutyl
1.3965
0.768
6.40
98 % 95%
2 -Ethy1he xy 1
1.4273
20 D
0.810
6.74
Isooc t y l
1.4256
2
D
0.802
6.66
98%
Decyl
1.4278
9
b
0.812
6.75
98%
Cetyl
1.4444 25
0.822
6.85
97%
Octadecyl
1.4440
21!
D
95%
Dimethylaminoethyl
1.4225
2
D
TiT
20
6.85
99%
Ani sole Anisole i s a high-boiling, mobile, straw-colored liquid with excellent thermal stability. It i s immiscible i n water and glycols but completely miscible with most common solvents. I t i s useful os a solvent for many organic compounds and i t has unusual solvency for asphalts and pitches. Boiling point at 760 mm. Hg, "C. Flash point (Cleveland open cup), O F . Heat of combustion, kcal ./g mol Heat of vaporization at boiling point, cal ./g, Refractive index (nD at 20C .) Molecular weight Specific gravity, 18"/4"C. Specific heat:
mol
153.8 125 905.2 8.8 1.5165 108.13 0.996 0.422 0.462 8.4 25 63 140 275
24C. 31 .6"C.
Vapor pressure, mm. Hg:
Ethers
Table 10.40: Dibenzyl Ether (2)
H2C-0-CH2
485
Dibenzyl ether i s a cleor, almost colorless liquid. I t i s miscible with alcohols and ethers, but insoluble in water. benzyl ether i s used as special solvent and delustering agent for textiles. Boiling point, "C .: 760 mm. 15 mm. Distilling range, "C.: Flash point (open cup) O F . Me1ting point, "C Mol ecu lor weight Specific gravity, 25"/25"C. Solidifying temperature, O F .
Di-
5% 50%
dry point
Diphenyl Ether
Diphenyl oxide i s a practically colorless crystolline solid with a strong geranium-like odor. I t i s almost completely insoluble i n water, but dissolves i n most o f the common organic solvents. Its high thermal stability a t temperatures as high as 3 0 to 400C. together with i t s noncorrosiveness and general chemical inertness make i t eminently suitable as a com5' ponent of high-boiling heat transfer media.
TYPICAL PROPERTlES
Mokcuhr weight Diphenyl oxide cytiLn p b ?8aiig o t DYillatlon mags at 760 mm H : g Initial boiling pobt 5% by volrmv %% by volume
IlMI bouhg pobt
2o O 6. ' oc
UO'F (11S'Cj
0001% by weight
?hen01 combill
486
2gyc
15&160
G;Kty
~~
Methyl Phenyl Ether (Anisole) n-Butyl Phenyl Ether Aniyl Phenyl Ether p-tert-Amylphenyl Methyl Ether p-tert-Amylphenyl-n-Amyl Ether Amyl Benzyl Ether Amyl Tolyl Ether Amyl beta Naphthyl Ether Amyl Xylyl Ether
CHiOCJI,
120
yyp
164.1
0.9%
0.912 0.916 1.01 0.907
234.2
HS-5HH HC C 'd
Furan i s a cyclic dienic ether stabilized by benzene-like resonance. Because of its conjugated unsaturation and heteroc y c l i c atom, furan w i l l undergo many types o f reactions. I t is, therefore, o f interest as a chemical intermediate for pharmaceuticals, insecticides and fine chemicals. The heterocyclic oxygen atom i n a ring w i t h conjugated unsaturation gives furan a combination of ether, aromatic and olefinic characteristics. This polyfunctionality permits i t to undergo a variety of reactions. Compared to benzene, the furan ring has greater reactivity, and i s more susceptible to cleavage, thus resembling the vinyl ethers. Like the vinyl ethers, the furan ring i s cleaved by aqueous acids. This reaction i s accompanied by resin i f ica tion . PHYSICAL PROPERTIES Physical State Liquid Color Color l e s s Odor Characteristic ethereal S p e c i f i c G r a v i t y a t 20/40C. 0.937 Freezing P o i n t -85 .6loC. (- 122. 10F .) Vapor D e n s i t y 0.170 lb./cu. f t . B o i l i n g P o i n t (760 mm.) 31.3OC. (88.45'F .) F l a s h P o i n t (Tag. c l o s e d cup) -32'F. R e f r a c t i v e Index n20/D 1.4214 Molecular Weight 68.07 Flammability o r Explosive L i m i t s 2.3-14.3 v o l . % i n a i r Heat o f V a p o r i z a t i o n a t 31.2OC. 95.5 cal./gram Heat of Combustion a t constant v o l . 500.1 k g ca 1 / g r am-mo l e . 2 14OC. C r i t i c a l Temperature Heat o f Formation a t 25OC. -14.9 kcal./mole S o l u b i l i t y in: Water (wt. % a t 25OC.) 1 Most o r g a n i c s o l v e n t s o o
.-
Sylvan
2-Methylfuran i s a c y c l i c diene possessing ether-like properties. It i s highly reactive w i t h many inorganic and organic compounds yielding a variety o f new derivatives which await exploration for the development of commercial applications.
(continued)
Ethers
Table 10.44: (continued)
Appearance Odor Molecular weight 1)oilirrg point nt 760 m m Prccxing point Specific gravity, 204C./4'C. Iiidex of rcfruction, N20/D Flash point Vapor prcasurc at 15'C. (59F)
20'C. ( 8 Y 8')
487
-3O'C (-22F) 110.5 mm 130 mm 174 mm 216 mm Less thnn 0.3 gm/IW gm
Tetrahydrofuran (THF, tetramethylene oxide, diethylene oxide, 1,4-epoxybutane, tetrahydrofurane, oxolane) is an industrial solvent widely recognized for its unique combination of useful properties. DuPont THF is better than 99.9% pure with a small (0.025-0.040 wt % ) amount of butylated hydroxytoluene (BHT, 4-methyl-2,6-di-tertbutyl phenol) added as an antioxidant. Tetrahydrofuran is a cycloaliphatic ether and is not "photochemically reactive" as defined in Section k of Los Angeles County's Rule 66 (equivalent to Rule 442 of the Southern California Air Pollution Control District). THF has an ethereal odor.
Physical Properties of Tetrahydrofuraq
Molecular Weight Boiling Point (760 mmHg). "C ("F) Freezing Point, "C ("F) Vapor Pressure, 20C (68% mm Hg (kPa) Density, Liquid, 20C (68"F), g/mL (mg/m3) Ib/gal Vapor (air = 1) Evaporation Rate In-butyl acetate = 1) Viscosity, 20C (68"F), CP(MPas) Surface Tension in Air, 25C (77"F), dynlcrn (mN/m) Refractive Index, n f Heat of Vaporization (at bp), cal/g Btu/lb kJ/kg Heat of Combustion (-Aha at 25C (77OF) liq kcal/mol Btu/lb kJ/g Specific Heat, Liquid, 20C (68F). cal/g.C (Btu/lb,F) kJ/kg.K 50C (122F). cal/g.C (Btd1b.F) kJ/kg.K Vapor, 66C (151F), cal/gX (Btu/lb.F) kJ/kg.K
Coefficient of Thermal Expansion, 10-20C. av/"C 50-68"F. avPF Flash Point (TCC),"C
(OF)
0.001 26 0.00070 -14.4 (6) 321 (610) 2 11.8 268 (514) 51.2 (5.19) 7.54 7.25 0.01 5 1.5 1.6 9.1 5.3
Autoignition Temperature, "C ( O F ) Flammability Limits i'n Air, 25C (77F). lower upper Critical Temperature, "C ("F) Critical Pressure, atm (MPa) Dielectric Constant, E, 20C (68F) 30C (86F) Conductivity, 25C (77F). p mhoslcm p S/m Dipole Moment, p, 25-50C (77-122OF1, Debye Units Solubility Parameter, 6 Hydrogen-Bonding Index, y Miscibility: water, esters, ketones, alcohols, diethyl ether; aliphatic, aromatic and chlorinated hydrocarbons
8.0
0.48 26.4 1.4073 95 171 398 598.4 14938 34.72 0.469 1.97 0.496 2.090 0.37 1.55
Infinite
(continued)
488
Temperature, "F
8 51
H
0 0 v
H
8
C
r
J
m
e
0
s
g
2
5:
8
0
e c c"
: :
r c
. t
t
J In
rn
s:
0 N
s!
N
0 N
Ethers
Table 10.45: (continued)
Flash Points o f Tetrahydrofuran-Water Solutions (by Setaflash Closed Tester)
489
Combustible
Flammable
%THF
100 90 80 70 60 50 40 30 20 io 0 Rei.: Culver, L. J.. "Modern Paint and C0atings:Vol. 71 (1981). No. 10. pp. 145-149. (C. A. 96(10) 70460F)
Tetrahydrofuran-Soluble Plastics. Resins, a n d Elastomers Acrylic Resins Methyl methacrylate polymers Ethyl, butyl, and other methacn/late polymers Acrylic polymers and copolymers Alkyd and Amino Resins Alkyd resins Urea formaldehyde resins (uncured) Phenol formaldehyde resins (uncured) Cellulosics Cellulose acetate Cellulose acetate butyrate Cellulose acetate stearate Ethyl cellulose Nitrocellulose Miscellaneous Resins Acrylonitrile-butadiene-styrenecopolymers Styrene-acrylonitrile copolymers Chlorinated polyethylene Polycarbonates Polysulfones Epoxy (uncured) Silicones (uncured) Polyesters (low molecular weight) Polyamides (low molecular weight) Polystyrene Styrene-butadiene copolymers (some) Elastomers Sutadiene-acrylonitrile copolymers (some) Chlorinated rubbers Chlorosulfonated polyethylenes Polysulfides Polyurethanes (uncured) Rubber (natural, unvulcanized) Chloroprene elastomers Vinyl Resins Polyvinyl acetate Polyvinyl butyrate Polyvinyl butyrals Polyvinyl chloride Vinyl chloride copolymers Vinylidene chloride copolymers Vinyl acetate/ethylene (some) Natural Resins Congo ester Coumarone-indene Raw dammar Ester gum Manila copal Pentaerythritol ester gum Rosin Shellac (many)
(continued)
490
0.8
0.6
0.4
0.2
0 0
0.2
0.4
0.6
0.8
1.o
72.1)
Other common names are: Diethylene Oxide 1.4-Ep~xybutane Oxacyclopentane Oxolane The G 4 F product assays better Illan 99.8% and is stabilized with 0.025% of the antixidant BHT (4-melhyl-2,6di-left-butylphend).
Qqud Densty (20C) Vapor Oenslty (ar 1) Specific Grawty (20/4"C) vlscoslty (20C) -____ Surtacc Tensm (25C) Relractive Index (nom) cceffilent of Cutxal Expansion (lo-20C) Flash Pant (Tag closed cup) Fbmhlity Lirmts (%mi air 25C) in Ignition Temperature Specihc Heat (cal/g/"C) for Lquid
OMlKU _-___-. 0 015 max 0 025-0 04 005max 66"Cw,,,(151 'F) ______________ -lOsS"C(-163 F) _____ ______--_
-
--
_.
-___
_. __
Cdnducttwty (mhos/cm, 25C) Evgmalion Rateln-butyl acetate 1) Wutnlity Parameter Hydrogen-Bonding Index MiscihtiW with water, alcohols, diethyl ether. esters, ketones.'allphatic, aromatic. and chlorinated hydrocarbons inlinite
There &la ue
ORB8g/cc(741 Iblgal) 256calc 0886-0889 0 53 cps 26 4 dynes/cm 1 4073 Oo0129Av/C(Ooo070Av/"F) -14 4C (6F) 2 (lower). 11 8 (upper) 321"C (610F) 0 469 cak at 20C. 0 496 calc at 50C 0 37 calc at 66C 98 1 Calc 2 6 8 T (514F) 51 2 atm 597 CalC 527 calc 17Debye 758 15x10' 80 9 1 calc 53
_.
(continued)
Ethers
Table 10.45: (contlnued)
High Solvont Capacity for Roalna
Many THF applications are based on its solvent capacity lor resins. including high-molecular-weightvinyls For example THF IS the solvent-of-choice for PVC pipe welding and bonding of other molded items Vinyl lopcoating formulations, e g lor automobile roofs and upholstery Magnetic tape binder systems Thermoplastic polyurethane coatings Printing inks for plastics Polyurethane adhesives for shoes Polyester laminating adhesives Polymer reactor cleaning PVC, CPVC, polyvinyhdene,and vinyl chloride copolymers dissolve readily in THF at room temperature Solutions wdh high solids content and workable viscosities can be prepared Many other resins, elastomers, and uncured polyurethanesand epoxies are soluble The list includes
491
. . . . .
Extradon W e n t
THF is an excellent extraction solvent for many natural products, including alkaloids. fats, waxes, rubbers, and resins The following natural resins are soluble in THF Congo ester coumarone-indene ester gum dammar manila copal pentaerythritol ester gum rosin shellac A 66" boiling point allows refluxing in normal water-cooled systems without loss of THF, it also simplifies separation and recovery of the desired product Mixtures of THF and water are especially effective solvents for alkaloids, such as caffeine
Resin
Type
Polyvinyl Chloride' Chlorinated Polyvinyl Chloridez Poly (Vinyl Chloride/VinylAcetateY Polyurethane' PolyvinylideneChloride5
<3-5
(5 17-22 (3 (3
__ - '"Exon" 654 (Firestone) "Geon" 121, 101, 103EP (Goodrich) PVC-71 Dispersion (Diamond Shamrock) WC Pearls 2200. 2250 (Escambia) "Marvinol" 10 (Uniroyal) "Vinylite" QYNV (Union Carbide) "Vygen" 1 10, 120 (General Tire)
'Hi-Temp "Geon" (Goodrich) a"Vinylde" WNS, VMCH. WHH. VAGH (Union Carbide) '"Estane" 5701 F-1 (Goodrich) 5"Saran" F-242 (Dow)
492
Comparative
Solvent
THF DMF 1,4-Dioxane Ethyl Ether MEK Toluene Butyl Acetate The rate of diffusion of THF through PVC or polyvinylidene films ISabout twice that of MEK.
Evaporation Rate
800 30 310 3300 570 240 100
Advantagem of THF
Gives rapid, uniform bite into substrate Can be used uncompounded as primer coat for cement. Has short set lime or can be used with cosolvent lo control set time Compatible with inorganic fillers. Contributes excellent bond strength. Can be used with highest molecular weight resins for toughness. Low viscosity solutions simplify application by machine or hand. Stabilizes adhesive solutions and minimizes gelling. Redisperses accidentally gelled formulation. Rapid evaporation increases production rates. Exceptional capacity lor high-molecularweight resins. Coatings are dielectric heat sealable, resistant to plasticizer migration. have good strength and durability. Can be used in solvent mixtures to stabilize the cosolvent and reduce viscosity. Promotes uniform coating thickness when used in the binder system or in prime coats on polyester or cellulose acetate. Rapid drying. Increases production rates. No effect on colors. In solutions with coalescents, produces good films for transfer coating fabric laminates employing urethanebased adhesive tie coats. Produces films with strength, clarity and uniformity; more impermeable to moisture and air than many calendered or organosol-cast films. Requires minimum amount of solvent which is easily recovered for low cost. Rapid evaporation and diffusion reduce solvent retention and bubble formation.
(continued
Ethers
Table 10.45: (continued) Typical Resin-Sovent Appllcations
Cellophane coating
__
493
Advantages of THF
Minimizes gelling of coating formulation. Gives high coating speeds. Improves clarity and functional properties of cast film. Permits use of high-molecular-weight resins for ink toughness. Can be used in flexographic and gravure inks and for printing W C wire insulation and vinyl sheeting or fabrics. Quick bite and rapid evaporation reduces smears. Water flushable. Removes vinyl. polyurethane, ABS, polystyrene, and other resin deposits. Residues usually dissolve with mild agitation. Easily recov%&. Can be used to improve formulations for paint removers based on nonflammable solvents. Has synergistic effect in cold cleaners.
Printing inks
II
' 0 '
Phyrical Properties Colorless liquid with characteristic odor 84.11 8546C
0.923
Pentamethylene Oxide
Tetrahydropyran reacts with chlorine to form mono-, di-, tri- and tetrachlorotetrohydropyrans. Reaction with acid chlorides yields omega-haloamyl esters. Conversion to dihalides such as 1,5-dibromopentane and 1,5-dichIoropentane can be effected. Ammonia and aliphatic and aromatic amines yield piperidine ond substituted piperidines. I t i s used as a solvent for resins, plastics and rubbers. Lacquers can be made by dissolving certain organic film-forming substances i n tetrahydropyran. Solutions of high solids content a t a working viscosity can be obtained. A solution of nitrocellulose i n tetrahydropyran gives clear, nonblushing films. Tetrahydropyran i s miscible with water, drying oils and most common organic solvents. The ether-like structure and ability of tetrahydropyran to dissolve a wide range of nonresinous materials suggest its use as a reaction medium for chemical processes such as Grignard reactions.
Appesrunce Colorlee&,mobile, liquid Odor Ether-like hloleculnr weight 86.13 Boiling point &3'C at 760 mm 0.8814 Specific gravity, 2OoC/4'C Index of refraction, N20/D 1.420 Flash point -4'F Solubility-Miscible with nater; less soluble in hot than cold water. Miscible with alcohol, ether, and most common organic solvents.
494
Determined
on specially
purified sample
Molecular Weight ..................................... 116.16 Apparent Specific Gravity a t 20/20C. . . . . . . . . . . . 1.0272 ,4 Sp.Gr.A t., 10 to 40OC. ............................ 0.00083 per OC. .1.0254 g. per ml. True Density a t 20C. ................................ Bailing Paint a t 760 mm. Hg . . . . . . . ........................ 186.8OC. a t 300 mm. Hg . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 154OC. at 1Omm. Hg . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 72OC. Vapor Pressure a t 2OOC. . . . . . . . . . . . . . . . . . . . . . . . I b.p.l.4 p., 750 to 770 mm. Hg . . . . . . . . . . . . . . . . . Absolute Viscosity ............................. 29.3 cps. a t 0C. a t 20C. ................................. 11.0 cps. a t 40C. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 5.4 cpr. Surface Tension a t 25C. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 34.1 dynes per cm. Freezing Point . . . . . . . . . . .............. -70C. (a) Heat of Vaporization a t 1 atm. . . . . . . . . . . . . . . . . . . . . . . . . . 164 Btu per Ib. 173 Btu per Ib. a t 300 mm. Hg ..................... 1.4581 Refractive Index, nD 20C.. . . . . . . . . . . . . . . . . . . . . . . . . . . . . h nD/A t., 20 ta 4OOC. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 0.00043 per 'C. Solubility In Water a t 20C. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Complete Water In a t 20C. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Complete Solubility in Organic Solvents a t 25C. ocetone, benzene, ethyl ether, heptane, Complete methanol, carbon tetrachloride . . . . . . . . . . . . . . . . . . . . . Flash Point, Cleveland open cup (ASTM Methad D92) . . . . . 200OF. (b)
Sets to a glass belor this t.mp.rolur. (b) Commorciol motwial
(0)
Terposol
No. 3
This terpine ether known as terpinyl methyl ether i s a light, colored liquid with a pleasant odor, which contains some impurities. I t i s a strong solvent for resins and i s used in alkyd enamels to the extent of 2 per cent to which i t imparts
flow.
(continued)
Ethers
Table 10.49: (contlnu2d)
Aniline point Color (hvibond 51)o Amber Series OIMIW~) Dislillalion ranue (A8TM)
5%
495
W%
80%
95%
Flwh point (Cleveland open cup) Freezing point Kauri-Butanol aolvency value Moirture Ilelractive index at 20C Specific gravity at 1 . / 6 5 C 551.' Viscority at 2C (Ubbelohde) 6 '
1.4712
0.9192 31.8 cp
Glycol Ethers
Table 11.1: ARCOSOLV Ethylene and Propylene Glycol Ethers (70) Physical Properties
WIOENAME
ARC0
PM
PE PNP
CHLMlUl NAME
us#
107-98-2 52125-53-6 1569-01 -3 57018-52-7 513165-8 34590-94-8 29911-27-1 132739-31 -2 29911-28-2 25496-49-1 55934-93-5
MOL.
w.
u _
90.1 104 1 118.2 132.2 1322 148.2 176.3 190.3 190.3 206.3 248.4
PT. r lomm 120 133 150 153 170 188 212 212 229 242
ioluna
OWCIFIC GRIVlTY
eiworunoi
m o
7.65
7.50 7.38 7.25 7.30 7.90 7.70 7.54 7.58 8.03
LOW# 20%
&ETA FUSH'F
RAE
-.
BUltdml
89 TCC2 95 119 TCC 2 113 136 167 19OCC3 188 214 232 255 PMCC'
88
47 21 25
m
PNB DPM DPNP DPTE DPNB
0.880
0.951 0.922 0.907 0.912
7
2 1.3
1.5 0.4
02
TPM
TPNB
0.962
094 .3
096 .6
0.931 0.913 0.902
0.889
7.80
<.l
53
35 22
6
EM
Ethylene Glycd Methyl Ether Ethylene Glycol Ethyl Ether Ethylene G i y d Propyl Ether Ethylene Glycol Butyl Ether Ethylene Glycd Hexyl Ether EthyieneGI@ Ethyl Hexyl Ether
kthylene Glycol Methyl Ether
109-86-4
11080-5
EE
EP EB EH EEH
DM
208
224 191 198
1 0.3 2 2
208
191 TCC2
195TCC2
DE DP
Lhthylene G l v l Ethyl Ether Dethylene Glycol Propyl Ether W h y k n e Glycd Butyl Ether
202
0.963
0.955
8.04
DB
162.23
230
7.94
0.3
(continued)
496
Glycol Ethers
Table 11.1: (contlnued)
WSEN SOLUBl
EQI
497
MOElULIE
ARC0
PM
PE PNP PTB PNB
- -- - - - - WILN 0 H I MB P
MIEN
u11
COE
H
ffie
Tom1 IMEN
107 98.5
93
100
1.402 1.405
1.410
27.0 29.7 2. 70 2. 44
81 . 44 .
1 .8
7.5 74 . 76 .
32 .
27 . 24 .
75 .
11.1
0.58
0 55 0.55
100 100 17
6
6.9 65
19 .
21 . 21 .
60 .
60 .
0.55
0.63 05 .3
2. 63
29.0 25.8
0.62
0.17
00 .5
DPM DPNP
100 18 12
3.0
2.4 22 22 .
6.3
57 .
54 . 55 . 57 . 51 .
m
DPNB TPM TPNB
26.0
288 29.0 29.9
0.04 00 .2
0.03
83 .
9.5 98 . ga
5 1W
3
30 .
2A
81 . 6.6
- - -- - - - - - - -4.01
EM
EE
EP
1 w 1 w 1 w
1 w
1
30.8
1. 21 11.5 11.1
102
123.9 107.5
0.53
29.3
0.56
EB
EH
EEH DM
DE DP
88.4
0.56
7.4 64 54
0.2 100
1Mf 100
0.2
0.54
0.55
32 2
32 3
30.0
0.12 0.03' 0 02
DB
1 W
1.4316
7.8
10.0
74 3
0.54
7.7
Regulatory Information
a
1 1
3 3
0 0
rw rw
W
Ty)
o o
O
x x
B
2 2
7
2
?
0 0
0
1
1
o
O
x
B
0 0
0 0
0
11
rm
W
(w
o o
o
O
x x
x
B
1 1
1 L
0 0
'
rw rw
W
2 2 2
2
1
2
1
0
0
yes
498
Glycol Ethers
499
v ) N - O O O O ~ O Q
'
I
I
I ,
500
CHEMICAL NAME
I FORMULA
CAS'NO.3
P-Series
Propylene Glycol Methyl Ether 2-Propano1,l methoxyPropanol, (2-methoxymethyleth6iry)I
DPM
I
Dipropylene Glycol Methyl Ether Tripropylene Glycol Methyl Ether Propylene Glycol Methyl Ether Acetate Dipropylene Glycol Methyl Ether Acetate Propylene Glycol Phenyl Ether Propylene-based Glycol Ether Blend Propylene-based Glycol Ether Blend Propylene-based Glycol Ether Acetate Blend CHfl(C3HsOf3H
TPM
E-Series
E B
OB Ethylene Glycol n-Butyl Ether Diethylene Glycol n-Butyl Ether Triethylene Glycol n-Butyl Ether and Higher Homologs Diethylene Glycol Methyl Ether Triethylene Glycol Methyl Ether and Higher Homologs Ethylene Glycol Phenyl Ether Aromatic-Based Glycol Ether CH+WZHIO)~H (n = 3,4,5) C~H~OC~HIOH C&,OC2H4OH Ethanol, 2-phenoxyEthanol, 2-phenoxy122-99-6 122-99-6 Ethanol, 2-butoxyEthanol, 2-(2-butoxyethoxy)Ethanol, 2-[2-(2-butoxyethoxy) ethoxyjEthanol, 2-(2-methoxyethoxy)Ethanol, 2-[2-(2-methoxyethoxy) ethoxyl111-76-2 112-34-5 143-22-6
TBH
DM
~
111-77-3 112-35-6
TMH
EPh DALPAD A
1 ChemicalAbstract
Index (AmericanChemical Society) ChemicalAbsiracl Servlcs (American Chemical Society) 3 CAS No 101 malor component Rsler to MSOS lor detailed CAS No listing
2
(continued J
Glycol Ethers
Table 11.4: (continued)
501
Dow Method tor Gas Chromatography Assay, Wt.% Glycol Ether, (GC) (GC) Wt.% (GC)
ML-AM-85-1 22345A
Color, Water, Wt.%, APHA, max. max. (ASTM D-1209) (ASTM 0-1364)
10
15
Note 1
99
117-125t
184-193t
0.1 0.15
I
22477A ML-AM-83-55 22036 22037
I
99 98 98 .O 98 .O
-~
I
~
236-251 140-150t
0.962-0.965
15 15 15 15 15
I
0 05 0 05
I
0 15
0 15
0.01
0 02 0 05 0 01
0 01
0.5
0.5
09987A
I
~~
98.0
~-
0.5
I
169-173 227-235 191-198
I
0.898-0.901 0.950-0.954 1 017-1.021
15 10
10
0.05 0 10
0 10
0.02
0 01
0 01
EB
OB
DM
10
0 10
0 01
5.0
10
65.0
53
1.106-1.110
25
t Typical Property
Note 1' DOWANOL PM assay includes i-methoxy-2-pmpanol, 97%. minimum. and 2-methoxy-1-propanol. 3 % maximum Note 2: Dow Method 22399C is used to determine phenol using 4-aminoantipyrine reagent in OOWANOL EPh Dow Method 22484 is used lo determine phenol in DOWANOL PPh.
(continued)
Glycol Ethers
Table 11.5: Eastman Chemicals Glycol Ethers (4 7)
503
Color Pt-Co
Max
10
specific Gravltv @
2Q012i0C
0.931
ASMY Mln Wt
)c
7.75
-94
43 (110)
99.9
C~HIOC~HIOH
EKTASOLVP EP Solvent 0.20 (Ethylene Glycol Monopropyl Ether) 7.59 10 0:913 0.01 149-154 <-90 49 (120) 99.6
C,HX)CJ~AOH
EKTASOLVE EB Solvent 0.06 (Ethylene Glycol Monobutyl Ether) 7.51
10
0.902
0.01
169-173
-75
62 (143)
99.6
CIHOOCIHIOH
EKTASOLVE DM Solvent 0.02 (Diethylene Glycol Monomethyi Ether) 8.51
10
1.023
0.01
191-198
-85
88 (191)
99.3
CHJ(OCZH~ZOH
EKTASOLVE DE Solvent 0.02 (Diethylene Glycol Monoethyl Ether) 8.25
10
0.990
0.01
198-204
-90
91 (195)
CzHdOCzH4)zOH
EKTASOLVE DE-HG Solventb <0.01 8.56 (Diethylene Glycol Monoethyl EtherEthylene Glycol) ICzHs(OCzH320HJ[HOCHzCH~OH] EKTASOLVE DP Solvent 0.01 (Diethylene Glycol Monopropyl Ether) 8.04 10 1.027 0.01 190-205 -70 96 (205)
99.4
10
0.963
0.01
202-216
<-90
93 (200)
CJHAOCZ~)ZOH
EKTASOLVE DB Solvent 0.003 (Diethylene Glycol Monobutyl Ether) 7.94 10 0.955 0.01 230-235 -76 111 (232) 99.6
COC
50 0.892 0.01 224-275
<-6O
C~HO(~ZH&OH
EKTASOLVE EEH Solvent 0.003 7.42 (EthylenelDiethyleneGlycol 2-Ethylhexyl Ether) 98 (208)
C~H~CH(CZHS)CH~OCZH~OH
'For s8le outside U A on/y S bHigh gr8vity solvent
I
uniar carbids
Ocndental
504
POLYGLYME CH3-O-(CH~CHZ-O)~-CH~
Poly(ethy1eneglycol) dimethyl ether [24991-55-71
___t-
00
B.P. 275C
TETRAGLYME CH~-O-(CHZCHZ-O)~-CH~
Tetraethylene glycol dimethyl ether Bis[Z-(Z-methoxyethoxy) ethyl] ether Dimethoxytetraethylene glycol 2,5,8,11,14-pentaoxapentadecane (143-24-81
BUTYL DIGLYME Diethylene glycol dibutyl ether Bis(2-butoxyethyl)ether Dibutoxydiethyleneglycol Dibutyl Carbitol' 5,8,11 -trioxapentadecane [112-73-21
B.P. 256C
i2C.H2CHzCH3 CH~CH~CHZCHZ-O-(CHZCHZ-O)Z-C~
B.P. 216C
TRIGLYME CHB-O-(CHZCH~-O)~-CH~
Triethylene glycol dimethyl ether 1,2-Bis(2-rnethoxyethoxy)ethane Dirnethoxytriethyleneglycol 2,5,8,11 -tetraoxadodecane [112-43-21
B.P. 189C
B.P.
62"c
DlGLYME CH3-0-(CH2CH2-0)2-CH3
Diethyleneglycol dimethyl ether Bis(2-methoxyethyl)ether Dimethoxydiethylene glycol Dimethyl Carbitol' Ethane, 1,l '-oxybis[2-methoxy2,5,8-trioxanonane [ l 11-96-61
ETHYL GLYME,
CH~CH~-O-CHZCH~-O-CHZCH~
Ethylene glycol diethyl ether 1.2-Diethoxyethane Diethoxyethyleneglycol Diethyl Cellosolve' Ethane; 1,2-diethoxy 3,6-dioxaoctane (629-14-11
B.P. 121"C
MONOGLY ME
CHYO-CHLCHZ-O-CH~
6.P 85.2% -
Ethylene glycol dimethyl ether 1.2-Dimethoxyethane Dirnethoxyethylene glycol DME Ethane. 1.2-dirnethoxy2.5-Dtoxatiexane 1110 71 4 ) (continued)
Glycol Ethers
505
506
Table 11.7: Occidental Ethylene Glycol Ethers and Glycol Ether Acetates (27) Products, Grades and Specifications: Glycol Ethers and Acetates
EM
99.5
DM
DMJ
TM
EE
IO
0.01 0.964 0.967 123.5 125 0.10
15
10
0.01
10
50 98
0.01
IO
0.005 0.9290.932 134 136 0.10
Sperific gravity. 20/20"C Distillation range, IBP. min DP. "C max Water. weight % max Acid no..mgKOH/gm. max Ethylene glycol. wt % max pH. 25% solution at 25C Refractive index at 20C Anlioxidant ( B W . ppm Flash point (PMCC). "C
0.963 0.967 123.5 125.5 0.15 0.09 0.025 5.0 - 7.0 4015-1.4025 50
5.0 - 9.0
150
5 0
150
85
DE
EB
DB
10 0.01 0.9010.904
SPECIFICATXON* Triethylene Glycol Monomethyl Ether and higher molecular wt. Monomethyl Ethers. wt % min Diethylene Glycol Monomethyl Ether. wt % max Trlethylene Glycol Monoethyl Ether and higher molecular wt. Monoethyl Ethers. wt O h min Diethylene Glycol Monoethyl Ether. wt % max Methylene Glycol Monobuthyl Ether and higher molecular wt. Monobuthyl Ethers. wt % mln Diethylene Glycol Monobuthyl Ether. wt % max Water. weight % max pH. alcoholic (50/50)
Color. AF'HA rnax
HM
55.0
10.0
HHM
55.0 2.0
HE
HB
70.0
10.0
88.0
12 0.1 7.5-11.0
0.1
7.5-11.0
100
1.031.06 238
100
1.04-1.06
0.941.06
220
)94102 .8-.0
250
249
(continued )
Glycol Ethers
Table 11.7: (continued) Occidental Glycol Ethers and Glycol Ether Acetates
507
rwIcAL PROPERTIES
EM
76 1 285 124 2 -85 105 30.9 1.4021 6.2 2.05 0.00095 8.04 30.9 1.4021 6.2 35.9 1.4263 0.2 124.5 194.0 76.1 120.15
DM-J
TM
164.2
EE
120.15
90.1 235
249.0
44.0
135.5
-90
110
Flash point ITCC). "F Surface tension Q 25C. dynes/cm2 Refractive index at 20C Vapor pressure at 20C. inm Hg Viscosity at 20C. cP Coeff. of expansion at 20C Weight/gal. in Ibs. at 20C
28.2 1.4076
0.00095
::::1 ::
EB DB
<o.o 1
7.5 0.00088 8.74
3.8
2.1 0.00097 7.75
0.00088
TYPICAL PROPERTIES
Molecular weight
C Auto-ignition temp., O
DE
EEA
ERA
DBA
134.17 204 202 -76 196 31.8 1.4297 0.1 4.5 0.00090 8.25
160.2 340
204.3 200
150
165
240
Surface tension @ 25C. dynes/cm2 Refractive index at 20C Vapor pressure at 20C. mm Hg Viscosity at 20C. cP Coeff. of expansion at 20C Weight/gal. in Ibs. at 20C
1.4200 0.25
1.8
0.001 00 7.85
(continued
508
Industrial Solvents Handbook
5
. c
9)
(ID
s >
Y
>
rc
..
Glycol Ethers
509
B .. I
E
0
OD
0 OD
510
8 rn
5
Y
.$
s:
4l
>
Glycol Ethers
511
E E
0
10
r-
@,
8
c-
512
Olin produces five ethylene glycol ethers: Poly-Solv@ EM, ethylene glycol monomethyl ether (CH,OCH,2CH,2OH) Poly-Soh DM, diethylene glycol monomethyl ether (CH3OC$C%OC$C%OH)
cH3c%coc%c%)3oH Typical Physical Properties EM. DM DE Boiling Point (C) Q 760 mm Hg @50mmHg @ 1OmmHg Coefficient of Expansion @ 20C @ 55C I Density @ 25C (Ib/gal) Flash Point, TCC (C)
(OF)
TE
256 158 130
-
194 115 82
202 121 87
(F)
Freezing Point (C)
(OF)
-85 -121 379.1 120.15 1.4263 Complete Complete 1.021 2.149 0.2 3.9
-76 -105 402.4 134.17 1.4273 Complete Complete 0.989 2.308 0.1 4.5
-85 -121 555.9 76.09 1.4021 Complete Complete 0.966 2.233 6.2 1.7
118 245 -55 -67 327.6 164.20 1.4381 Complete Complete 1.048 <0.01 7.5
Heat of Vaporization @ 760 mm Hg (jouledg) M l c l r Weight oeua Refractive Index @ 20C Solubility @ 20C Poly-Soh in water water in Poly-Solv Specific Gravity, apparent @ 2O/2O0C Specific Heat @ 2OoC (jouledg-C) Vapor Pressure @ 20C (mm Hg) Viscosity, absolute @ 20C (cp)
7.8
EM
Specifications DM DE (regular)
DE
oow
TM
TE
gravity) Water, max (%by weight) Acidity, as acetic acid (%by weight) Specific Gravity @ 20/20C Color, max (APHA) Odor Suspended Matter Boiling Range (C) Initial boiling point, min 5%, min 950/, max Dry point, max
M Mld
M
F 123.5
-
M
F
191
M
F
190
M F
198
125.5
198
200 205
205
N = Substmtlallynone
C = Chamamsuc
F = SubrtmtldiyF m
(continued1
Glycol Ethers
Table 11.8: (continued)
Olin offers three propylene glycol monomethyl ethers:
513
(OGH&OH
(C3Hfj)30H
Typical Physical Properties
MPM
Acidity, as acetic acid, max (% by weight) Water, m a (%by weight) Specific Gravity @ 20/2O"C
0 01
DPM
0 01
TPM
0.01 Boiling Point Q 760 mm Hg ("C) Flash Pointc ("C)
MPM
120 32 89 90.1 -97
DPM
187 78 172 148.2 -83
TPM
242 107 225 206.3 -78
01 09220 925 10
0.1
0.9640.976= 15
S
("F)
Molecular Weight Pour Point ("C) Refractive Index, n,, @ 25'C Solubility in Water Specific Gravity @ 20120 Vapor Pressure @ 20C (mm Hg) Viscosity @ 2 0 T (cs)
Color, max (APHA) Suspended Matter Sb Boiling Range @ 760 m Hg ("C) m Initial Boiling Point, nun 119 Dry Point, max 125
2mc s o
0.9530.957 15
S
1.419 1.428 1.4036d Complete Complete Complete 0.923 12.5 1.9 0.954 0.4 3.9
"@ 2 V C
0.969
0.02
180 196
236 25 1
b= subMntlatyfircc
6.1
Alcohol
~ ~
_ _ ~ ~ .
Butanol Butyl CEI.LOSOLVE Solvent (Ethylene Glycol Monobutyl Ether) CAS 1 1 1-76-2 Butyl CARBITOL Solvent (Diethylene Glycol Monobutyl Ether)
CAS 112-34-5
___
514
METHYLAL
Di methoxymethane Methylene Dimethyl Ether Methylal i s a low-boiling solvent, stable i n the presence of alkalis and mild acids, and to high temperatures and pressures. I t differs from other ethers i n that i t forms only minute omounts of peroxides. I t w i l l dissolve such synthetic resins as nitrocellulose, cellulose acetate and propionate, ethyl cellulose, vinyl, "Epons" and polystyrene, and also many of the natural gums and waxes. Methylal as a latent solvent i s activated by the addition of esters, ketones or alcohols. Its evaporation rate, twice that of acetone, places this ether in a class with such solvents as acetone, methyl acetate and ethyl acetate i n resin formulations.
CH30CH20CH3
0.1 0.1
water-whi te 42.3 42.0 to 43.5
97
76.1
.,
HO-CH2C H2-O-CH3
Ethylene glycol monomethyl ether i s a colorless, limpid liquid of mild odor. I t i s miscible with water and with aliphatic and aromatic hydrocarbons. I t i s a solvent for essential oils, lignin, dammar, elemi, ester gum, kauri, mastic, rosin, sandaroc, shellac, Zanzibar, nitrocellulose, cellulose acetate, alcohol-soluble dyes and many synthetic resins. I t s solvency far cellulose esters i s augmented when a ketone or a halogenated hydrocarbon i s added. The uses for methyl "Cellosolve" are as a solvent i n quick-drying varnishes and enamels, i n conjunction with aliphatic, aromatic and halogenated hydrocarbons, alcohols and ketones; i n solvent mixtures and thinners for lacquers and dopes; i n the manufacture of synthetic resin plasticizers and as a penetrating and leveling agent i n dyeing processes, especially i n the dyeing of leather, animal and vegetable fibers. Other uses are as o fixative i n perfumes and as a solvent i n odorless nail-polish lacquers. "Dowanol EM" should not be added to nitrocellulose lacquers containing coumarone resins or ester gum because i t w i l l cause incompatibility between these substances.
(continued)
Glycol Ethers
Table 11.11: (Gontinued)
Acidity (as acetic acid) % by w t (max .) Boiling Foint at 760 mm. Hg, "C. Calor (APHA, max .) Coefficient of expansion at: 20C. 55C. Flash point (Cleveland open cup), " F . Freezing range, "C. Heat of vaporization (Btu/lb.) Refractive index (ng at 25C.) Molecular weight Specific gravity, 20/20C. Specific heat (average) cat ./"C. Surface tension a t ZOC., dynes/cm. Solubility: in water at 2OOC. water i n at 20C. Vapor pressure a t 2O"C., mm. Hg Viscosity: at 25"F., centipoises at 60F ., centipoises Weight per gal. a t 2OoC., Ib.
515
0.01 124.2 15 0.00095 0.00099 115 -85.1 239 1.4021 76.09 0.9663 0.534 30.8 complete complete
9.7
1.53 0.85 8.01
This colorless liquid has a m i l d and agreeable odor and combines a low evaporation rate with a strong solvent action. It i s miscible i n a l l proportions with acetone, benzene, carbon tetrachloride, ethyl ether, methanol and water. It has a powerful solvent action on nitrocellulose and alkyd resins and an extremely high dilution ratio with coal-tar hydrocarbons. This solvent w i l l tolerate 4.9 times i t s own volume of toluene before the mixture w i l l cease to dissolve nitrocellulose, while butyl acetate w i l l tolerate only 2.9 times i t s volume. Acidity (as acetic acid), % by wt. (max.) Appearance Boiling point at 760 mm. Hg, "C. Fire point (open cup), O F . Flash point (Cleveland open cut), "F. Freezing range, "C. Refractive index (nD a t 20C.) Molecular weight 0.01 wa ter-whi te 134.7 115 115 -59 1.4076 90.1 Specific gravity, 25/25"C. Specific heat (average) col ./"C. Surface tension at 25"C., dynes/cm. Vapor pressure at 25"C., mm. Hg Viscosity: a t 25"C., centipoises a t 60"C., centipoises Weight per gal. a t 20"C., Ib. 0.9311 0.53 28.2
5.3
1.84 0.94 7.72
516
OF.
Solvent
Boliing Point, O C
Freezing Polnt, O C
Pnssum. mm Hg
104.15
~
151.1
-We)
135
1.71
Surface Tansion
Coerncfent
SpeclRc Gravity, 2onooc
Solubility at 20C. H by wt
Pounds
Per Gallon
Of
Expansion at 20%
In Water
Water In
0.913
7.60
0.00095
Complete
Complete
21
26.3
32.3
HOCH2CH20C4H9
Ethylene glycol monobutyl ether i s colorless liquid, miscible in al I proportions with many ketones, ethers, alcohols, aromatic paraffin and halogenated hydrocarbons. More specifically, i t mixes in a l l proportions with acetone, benzene, carbon tetrachloride, ethyl ether, n-heptane and water. Because of i t s excellent solvency, low evaporation rate and high dilution ratios, i t i s used as a solvent i n the manufacture and formulation of lacquers, enamels, inks and varnishes, employing such resins as alkyd, phenolic, nitrocellulose, maleic modified, styrene and epoxy. In lacquers butyl "Cellosolve" i m parts a slow evaporation rate, strengthens blush resistance, heightens gloss, improves flow-out and helps prevent orange peel. Hot spray lacquers usually contain about 10% of "Dowanol" EB based on the solvent-diluent weight.
Acidity (as a c e t i c acid), % by w t . (max.) Appearance Boiling paint at 760 mm. Hg, "C. Fire paint (open cup), O F . Flash paint (Cleveland open cup), O F . Freezing range, "C. Heat of vaporization, Btu/lb. Refractive index (ng a t 25C.)
te
Molecular weight Specific gravity, 25/25"C. Specific heat (average), c a l ./"C. Surface tension at 25"C., dynes/crn. Vapor pressure at 75 "C , mm. Hg Viscosity at 25"C., centistokes Weight per gal. at 20"C., Ib.
Glycol Ethers
Table 11.17: Water Solubility of Ethylene Glycol n-Butyl Ether (23)
517
IO
20 30 40 60 PERCENT e y w E i e w DOWANOL
CH,-CH-CH2-O-CH2-CH@H I CH3
Ethylene glycol monoisobutyl ether is a high boiling ether solvent for alkyd phenolic, malic, epoxy. alcohol-soluble butyrate, and ethyl cellulose nitrate resins. Specifications
Color (Pt-Co Scale), ppm, max Specific Gravity, 20/200C Boiling Range, 760 mm, O C Initial boiling point, rnin D y point. max r Acidity, as acetic acid, w t %, rnax
IO
0.89 1-0.894 158.0 162.0
0.01
518
Molecular Weight (C6H 1402) Evaporation Rate (n-butyl acetate = 1) Weight/Vol. 30C, Iblgal. (U. S.) kg/liter Ibigal. (Imperial) Solubility, 2O"C, wt 70 In water Water in Dilution Ratio. toluene VM & P naphtha Refractive Index, 20C Vapor Pressure, 163C. mm Hg Flash Point, Tag Closed Cup, "F ("C) Tag Open Cup, " F ("C) Firc Point, "F ("C) Flamniable Limits in Air, 76 by volume Lower Upper Autoignition Tcmpcraturc (ASTM D-2 155), "F ("C) NFPA Classification 30:
118.17
0.1
7.40 0.89 8.88
Complete Complete
3.1
1.6
1.4168
752
136 145 146 (58) (63)
(63)
1.21 9.4
540
(-782)
This glycol diether i s a colorless liquid. It i s completely miscible with acetone, ethyl alcohol, ethyl acetate, isopropyl ether, heptane, ethylene dichloride and castor o i l . Because of its being a good solvent for metallic reagents, i t i s particularly suitable for the Grignard type of reaction. It i s also a solvent for inorganic halides and chlorosilanes, and i s therefore used i n silicone rubber formulations and i n the extraction of aliphatic acids from dilute aqueous solutions.
o Acidity (as acetic acid), Y by wt. Boiling point, OC. 760 mm. 50 mrn. I O mm. hBP/AP, Oc./mm. Hg Coefficient of expansion a t 55OC. Distillation a t 760 mm., "C. Initial BP, min. DP, max. Flash point (open cut), O F . Freezing point, "C.
83
0.056 0.001 05 195 208 185 -69.1
Glycol Ethers
Table 11.19: (continued)
Heat o f vaporization (Btu/lb. at 1 atm.) Molecular weight Refractive index (nD at 20C .) Solubility, '/o by w t . at 20C. in water water i n Specific gravity, 20/20C.
519
A SG/A T .
Specific heat at 20C. Ib./gal. at 60F. Vapor pressure, mm. Hg at 20C.
DOWANOL EPh
Ethylene glycol monophenyl ether i s a colorless, high-boiling, like odor.
HO-CH2CH2-O-
0
\
,, ,
Molecular Weight . . . . . . . . . . . . . . . . Freezing Point. "F . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Boiling Point, 760 mm Hg, "C . . . . . . . . . . . . . . . . . . . . . . . . 10 mm Hg, "C . . . . . . . . . . . . . . . . . . . . . . . . . . . Vapor Pressure @ 20C mm Hg . . .
Specific Gravity @ 25/25"C . . . . . . . . . . . . . . . . . . . . . . . . . .
0.62
Surface Tension, (dyneslcm) 25C . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 75C ................................................. Heat of Vaporization, (callg) @ 760 mm Hg . . . . . . . . . . . . . . . . Thermal Conductivity, K x 104 (cal/cm2 sec "Clcm) @ 60C PoundslGallon @ 25C Phenol content, max. %
42
38
80.2
38 .6
9.20
.................................. ..................................
0.5
520
HOCH2CH20CH2C6H5
Ethylene glycol monobenzyl ether is awater-white liquid which will dissolve a large number of organic substances among which are oils, fats, greases, some vinyl resins, dewaxed damar, rosin, ester gum, etc. It is used principally as a high boiling solvent in lacquers, inks, and textile dyeing. Acidity (as acetic acid), % by wt. (max.) Boiling point at 760 mm. Hg, "C. Distillation range a t 760 mm. Hg, "C. Flash point, O F . Specific gravity at 2O/2O0C. Solubility i n water a t 20"C., Yo by w t . Solubility of water in benzyl "Cellosolve" 20C. ,Yo by wt. Vapor pressure at 20C mm. Hg Weight per gal. at 2OoC., lb.
0.010 255.9
248 to 260
.,
0.02
8.90
CHg
Terpinyl ethylene glycol ether is a light-colored liquid used in enamels, inks, paints, and varnish. Aniline point Color (Lovibond 500 Amber Series Glasses) Distillation range (ASTM) 5% 10% 30% 50% 70% 90% 95% Flash point (Cleveland open cup) Freezing point Kauri butane solvency value Moisture Refractive index at 20C Specific gravity a t 15.!?~/15.5~C Viscosity a t 25'C (Ubbelohde) Below -20Oc 3.0 248.0'0 252. OC 295.0'C 263.5"C 268.0'C 2 78.0"C 284.0"C 284'F Below - 1 0 ' ~ Infinite 0.05% 1.4786 0.98 13 44.6 cp
Glycol Ethers
Table 11.23: Ethylene Glycol Butylphenyl Ethers (2) I. II.
521
'1 2H1802
'1 2H1802
II 31 1 to 350/10 315 54 325 194.3 1.016 0.1 120.7 11.6
I Boiling point, O F . Flash point (Cleveland open cup), Freezing range, O F . Fire point, O F . MolecuI ar weight Specific gravity, 7 7 / 7 7 O F . Solubility (g./lOO grams woter) Viscosity at 77"F., centistokes 140OF.
OF.
313 to 322/10 300 below -4 320 194.3 1.008 0.1 64.6 8.8
HexylCELLOSOLVE Solvent
146.23
CoeMcient of Expansion rtWC
208.1
Solubility at 2 % Hby wt 0
-50
179
0.051
Surfrce Tension
Speciflc
M12oOC
GmttK
Pounds Per
Gallon
____ In
Water
Relative
at 25%
-
dmaslun
25% Aq. Solution@)
Evaporation War In
Rate (nBuAc = 100)
Nsrt
Product
0.889
7.40
o.Oo086
0.99
18.8
0.82
30.3
28.5(c)
(a) la^ Clased Cup (b) All solutions are percent by vdume (c) 1% solution
'Seta Closed-Cup
522
This hygroscopic glycol i s a clear colorless, odorless and stable liquid. I t i s also slightly viscous, noncorrosive and nonvolatile. Because of i t s ether and alcohol group, diethylene glycol exhibits chemical properties characteristic of both primary alcohols and ethers. I t s boiling point i s considerably higher than that of ethylene glycol, and i t s solvent i s greater. Diethylene glycol i s miscible with water, ethers, lower aliphatic alcohols, aldehydes and ketones and i s partially soluble i n benzene, carbon tetrachloride, monobenzene, orthodichlorobenzene and toluene. It dissolves many dyes, resins, oils, nitrocellulose and many organic substances. Because of i t s solvent power, low volatility and hygroscopicity, i t i s used in textile lubricants, cutting oils, dry cleaning soap, printing inks, steam-set inks, and nongrain wood stains. In the textile industry diethylene glycol i s used as a conditioning agent for wool, rayon, and cotton. As a solvent for dyes i t makes a valuable assistant i n dyeing and printing. The high hygroscopicity of diethylene glycol makes i t an efficient softening agent for tobacco, paper, synthetic sponges, glues and casein. Diethylene glycol i s especially useful in the dehydration of natural gas. A mixture of diethylene glycol and monoethanolamine w i l l remove moisture, hydrogen sulfide and carbon dioxide from natural gas.
Acidity (as acetic acid), % by wt. (max.) Boiling point at 760 mm. Hg, "C. Coefficient of expansion at 20OC. Density (true) at 20"C., g./"C. Distillation range a t 760 mm. Hg Below 320C. Below 240C. Below 250OC. Below 27OOC. Electrical conductivity (reciprocal ohms) Fire point, "C. Flash point (Cleveland open cup), "C. Freezing point, "C. Heat of combustion (constant pressure) at 20C kco l/mol Heat of formation, (constant pressure), kcaI/moI Heat of vaporization at 760 mm. Hg and 244.5"C. Btu/l b cal./g.
0.02 244.5 0.000635/"c. 1.1161 none not over 20% not less than 85% not less than 95% 0.586 x 10'6 146 (approx.) 143.3 (approx.) -8 567 148.42 270 150
351 412.8 106.12 1.4475 1.1185 0.5509 48.5
.,
Ignition temperature i n air, "C. Spontaneous ignition temperature Molecular weight Refractive index (nD at 2OOC.) Specific gravity at 2O/2O0C. Specific heat at 20"C., caI./g./OC. Surface tension at 25"C., dynes/cm. Vapor pressure, mm. Hg 20C. 130C. 180C. Viscosity (absolute), in centipoises 15C. 20C. 25C. Water, % by wt. (max.) Weight per gal. at 2O"C., Ib.
Glycol Ethers
Table 11.27: Diethylene Glycol Monomethyl Ether (2)
523
HOCH2CH20CH2CH20CH3
Diethylene glycol monomethyl ether i s a colorless, stable hygroscopic liquid with an agreeable odor. I t i s completely miscible with water, ketones, alcohol, ethers, aromatic hydrocarbons and halogenated hydrocarbons. More specifically, i t i s miscible with acetone, benzene, carbon tetrachloride, ethyl ether, methanol and water. I t i s a solvent for dyes, oils, fats, waxes, many natural and synthetic resins, nitrocellulose and cellulose acetate. I t i s used as a high-boiling solvent i n such formulations as printing inks ond pastes, stamp pad inks, textile dye pastes, lacquers, and synthetic resin coatings. Its presence i n lacquers eases brushability and flow-out, and minimizes lifting of undercoats. Acidity (as acetic acid), O/O by wt. (max .) Appearance Boiling point at 760 mm. Hg, "C. Fire point (open cup), OF. Flash point (Cleveland open cup), O F . Freezing range, OC. Heat of vaporization, Btu/lb. Refractive index (nD at 20C .) Molecular weight
0.02
water -wh ite
194.1
20 0
200 -5 0 163 1.424 120.2
Specific gravity, 25/25"C. Specific heat (average), cal ./"C. Surface tension at 25"C., dynes/cm. Vapor pressure a t 75"C., mm. Hg Viscosity at 20C., centistokes
25C. 60C.
Weight per gal. a t 20"C.,
Ib.
HOCH2CH20CH2CH20C2H5
Diethylene glycol monoethyl ether i s a colorless, stable, hygroscopic liquid of a mild, pleasant odor. I t i s completely miscible with water, alcohols, ethers, ketones, aromatic and aliphatic hydrocarbons, and halogenated hydrocarbons. Owing to the fact that i t contains an ether-alcohol-hydrocarbon group i n the molecule, i t has the power to dissolve a wide variety of substances such as oils, fats, waxes, dyes, camphor and natural resins like copal, kauri, mastic, rosin, sandarac, shellac, as well as several types of synthetic resins. I t i s used as a solvent i n synthetic resin coating compositions, and i n lacquers, where high-boiling solvents are desired. Acidity (as acetic acid), O/O by wt. (max.) Boiling point at 760 mm. Hg, "C. Fire point (open cup), OF. Flash point (Cleveland open cup), O F . Freezing range, "C. Heat of vaporization, Btu/lb. Refractive index (nD at 25C .)
Molecu lar we ight Specific gravity, 25/25 "C. Specific heat (average), cal ./"C. Surface tension at 25OC., dynes/cm. Vapor pressure at 75"C., mm. Hg Viscosity at 20C centistokes Weight per gal. at 20C., Ib.
134.2
0.986
0.54 31.8 0.13 3.78 8.20
.,
EKTASOLVE DE-HG
Evaporation Rate n-BuOAcrl
Lb/ Gal @ 2Q.C
Boiling Range *C
190-205
Freezing Point *C
-70
Amy Min Wt
%
~KTASOLVE DE-HG Solvent'' <o.oi 8.56 (Diethylene Glycol Monoethyl EtherlEthylene Glycol) [CzHdoCzH*),OH][HoCH,CHPHI
IO
524
Diethylene glycol monobutyl ether i s a colorless, high-boiling liquid. I t i s miscible i n proportions with water, alcohol (methanol), ketones (acetone), ethers (ethyl ether), aromatic hydrocarbons (benzene), paraffinic hydrocarbons (n-heptane), and halogenated hydrocarbons (carbon tetrachloride). As i t i s an ether-alcohol type compound i t possesses solvent action for many substances such as oils, dyes, gums, and natural and synthetic resins. I t i s used as a high-boiling solvent i n nitrocellulose lacquers and other synthetic coatings, baking lacquers, flash-dry printing inks, and dye bath,.
0.01
water-white
A ppearance
Boiling point at 760 mm. Hg, "C. Fire point (open cup), O F . Flash point (Cleveland open cup), Freezing range, "C. Heat of vaporization, Btu/lb. Refractive index (no at 25C .)
OF.
Molecular weight Specific gravity, 25/25"C. Specific heat (average), cai ./"C. Surface tension at 25 "C , dynes/cm. Vapor pressure at Z " C . , mm. Hg Viscosity at 25"C., centistokes Weight per gal. at 2OoC., Ib.
Molecular
UklaM
148.20 Propyl CARBITOL Solvent
Freezing
Point, O C
-53
Flash
Point, OF@)
210
#pa
Pnrwm, mm Ha
0.02
0.969
8.06
0.m9
Complete
Complete
0.49
29.6
37.8
Diethylene glycol dimethyl ether i s a clear, water-white neutral liquid of faint, pleasant odor. This ether may be used as a solvent for alkali metal hydrides for use i n such reactions as reduction, alkylation and condensation. It may also be used as a lacquer solvent.
YO by wt.
(max.)
0.015
water-white
Flash point (Cleveland open cup), "F. Freezing range, "C. Refractive index (nD at 20C .) Molecular weight
168
Specific gravi ty, 20/20C. Surface tension at 25C dynes/cm. Vapor pressure a t lOO"C., mm. Hg Viscosity at 2OoC., centistokes
.,
2O"C., Ib.
Glycol Ethers
Table 11.33: Diethylene Glycol Monoethyl Ether (Special Grade) (23) CARB I T 0L Solvent POLY-SOLV DE Glycol Ether DE
Boiling point,OC Flash point (TCC), "F Evaporationrate Bu Ac = 1.O Specific gravity 25"/25"C Pounds per gallon 25C Viscosity, cs 25C Surface tension (dynes/cm) Solvent constants Solubility parameter Hydrogen bonding Dipole moment (Debye) Solubility in water m1/100 ml 190-205 198 0.01 1.025 8.52 6.9 33.5
1 1.4 16.6 2.05
03
525
Solvent
--
--
Might
Formula Molecular
FWng Polnt,
Flash
271
Hpa
Point. OFID)
Prossun. mm Hp
190.28
Cwiflclent of Expansion It20'C
259.1
Solubility It 2O-C,Hbywt
rt
-40
< 0.01
Surlrcr bnnrln rt 1'C. Iy Il m I ntc
c-
SprClHc
Omh
2MO.C
RelrUve
R8b
In
W r 1.7
War in
Nut
Product
29.6@)
0.935
7.78
O.OOO84
56.3
0.03
(a) Tag Closed Cup (b) All solutions are percent by volume (c) a1 2OOC
i s used as 9 chemical intermediate or as o crosslinking ogent. Addition of isocyanic acid produces secondary diisocyanates. Divinyl ethers hydrolyze to the glycol and acetaldehyde. Chlorine or bromine add to the double bonds. Reaction with an alcohol i n the presence of water produces a diacetal. Polymerization of divinyl ether o f diethylene glycol with acidic catalysts produce crosslinked gels. Unsaturated polyesters, crosslinked with styrene, have been made noncorrosive to metals through use of divinyl ethers to reduce hydroxyl ond acid numbeis.
Boiling point, "C 10mm. Hg 12 mm. Hg 50mm. Hg Density, 29C. Physical form Purity Refractive index Stabilizer
.:
81-82 85 115-1 16 0.975
colorless liquid 95%
1.4441-1.4452
0.01%
526
Specifications Color (Pt-Co Scale), ppm, maximum Acidity, as acetic acid, weight percent, maximum Boiling Range, 760 millimeters, 'C 10 0.01 217.0 225.0 Specific gravity, ~ o ~ / ~ o ~ Water, weight percent, maximum Appearance
Triethylene glycol i s a clear, colorless, viscous, stable liquid with a slightly sweetish odor. Because i t has two ether and two hydroxyl groups i t s chemical properties are closety related to ethers and primary alcohols. It i s a good solvent for gums, resins, nitrocellulose, steam-set printing inks and wood stains. With a low vapor pressure and a high boiling point, i t s uses and properties are similar to those of ethylene glycol and diethylene glycol. Because i t is an efficient hygroscopic agent i t serves as a liquid desiccant for removing water from natural gas. It i s also used i n a i r conditioning systems designed to dehumidify a i r . 0.01 Acidity (as a c e t i c acid), Yo by w t . Boiling point a t 760 mm. Hg, "C. 287.4 Coefficient of expansion a t 20C. 0.00069 1.1242 Density (true) a t 20C., g./"C. Fire point, "C. (approx.) 173.9 Flash point (Cleveland open cup), "C. (approx.) 330.0 Freezing point, "C. -72 Heat of combustion (constant pressure) at 20C ., kcal/mol 850 192.9 Heat for formation (constant pressure), kcal/mol Heat o f vaporization a t 760 mm. Hg and 244.5"C., caI./g. 179 Spontaneous ignition temperature, O F . 206 45.2 Surface tension a t 25"C., dynes/cm. Vapor pressure, mm. Hg: 20C. 0.01 101C. 0.4 159C. 10 202C. 60 Water miscible i n a l l proportions
7.37
Glycol Ethers
Table 11.38: Triethylene Glycol Monomethyl Ether (66)
POLY-SOLV TM CH,OCH,CH,),OH
527
Physical Properties Boiling Point (C) Q 760 mm Hg Q 50 mmHg @ 10 mmHg I Coefficient of Expansion Q 20C Q 55C Density @ 25C (Ib/gal) I Flash Point, TCC (C) 249 152 126
Specifications Water, max (%by weight) Acidity, as acetic acid (% by weight) Specific Gravity @ 2O/2O0C Color, max (APHA) Odor Suspended Matter Boiling Range (C) Initial boiling point, min 5%. min 95%, max Dry point, max
c = c w F=SulntantiallyFrc+ c
8.71
118 245 -55 -67 327.6 164.20 1.4381 Complete Complete 1.048
mw9
Molecular Weight Refractive Index Q 20C Solubility Q 20C Polj4olv in water water in Poly-Soh Specific Gravity, apparent Q 20/20C Specific Heat Q 20C (ioules/g-C) Vapor Pressure Q 20C (mm Hg) Viscosity, absolute Q 20C (cp)
<0.01 7.5
Table 11.39: Triethylene Glycol Monoethyl Ether (66) POLY-SOLV TE CH,CH,(OCH,CH,),OH Specificaitons Physical Properties Boiling Point (C) Water, m a @ 760 mm Hg 256 (%by weight) g5OmmHg 158 Acidity, as acetic acid Q 10 mmHg 130 (%by weight) Coefficient of Expansion Specific Gravity @ 2O/2O0C Q 20C Q 55C Color, max (APHA) Density Q 25C (Ib/gal) 8.50 Odor Flash Point, TCC (C) Suspended Matter Boiling Range (C) (OF) Flash Point, COC (C) 124 Initial boiling point, min 255 5%, min (OF) Freezing Point (C) -2 1 957%max -5.8 D y point, max r (OF) Heat of Vaporization Q 760 mm Hg C = Chancccnrtic F = SubstantiallyFree OOdes/g) 299.8 Molecular Weight 178.23 1.4376 Refractive Index Q 20C SolubilityQ 20C Poly-Solv iii water Complete water in Poly-Soh Complete 1.022 Specific Gravity, apparent Q 20/20C Spe~ific Heat 8 20C (joules/g-C) <0.01 Vapor Pressure Q 20C (mm Hg) 7.8 Viscosity, absolute Q 20C (cp)
528
178.22 216 -45.0 0.9862 8.23 0.02 j0.l 3.8 29.4 0.424 195 14.3 1191 179 111 1.4224 Clear, colorless Mild, non-residual Complete Complete
*All glymes are miscible in all proportions in ethanol, acetone, benzene, diethyl ether and octane.
Glycol Ethers
Table 11.43: Tetraethylene Glycol (2)
529
Tetraethylene glycol i s o high-boiling, cleor liquid of low volatility. It i s ranpletely miscible with water and o wide variety of organic solvents. For certain aliphatic hydrocarbons, i t hos a very slight affinity. Tetraethylene glycol i s used as a coupling agent for blending water-soluble and water-insoluble compounds i n such formulations as lubricants, glues, cork and textile products, etc. Acidity (as acetic acid), Oo by w t . (max.) / Ash, Yo by w t . (mox.) Boiling point: 760 mm. Hg, O F . 760 mm. Hg, "C. Color, Pt-Co scale (mox.) Fire point, (Cleveland open cup), O F Flash point (Cleveland open cup), O F Freezing range, O F . Molecu Iar we igh t Refroctive index (nD a t 25OC .) Specific gravity, 20/20C. Specific heat at 77OF. (25C .) Surface tension at ZOC., dynes/cm. Vapor pressure at 25"C., mrn. Hg Viscosity (absolute) i n centistokes: 25OC. 6OOC. Water, % by wt. Weight per gal. at 25OC., Ib. 0.01 0.01 586.0 307.8 200 375 365 22 194.2 1.457 1 .125-7 0.52 45 0.01 39.9 10.2 0.20 9.34
Table 11.44: Trlethylene Glycol Dimethyl Ether (27) TRIGLYME Molecular Weight Boiling Point, "C 760 mm Hg Freezing Point, "C Specific Gravity, 20"/20"C Weight per Gallon, Ib 20C Vapor Pressure, mm Hg/20"C Volatility, n-butylacetate = 100 Viscosity, cp 20C Surface Tension, dynes/cm 20C Specific Heat, cal/g/"C Auto Ignition, "C Heat of Vaporization, K cal/mol Heat of Combustion, K cal/mol Heat of Formation, K cal/mol Flash Point, "C closed cup Refractive index nDat 20C Appearance Odor Solubility at 25C In water Water in 0rganics*
C8H1804
222.28 275 -29.7 1.0132 8.45 0.01 (0.1 4.1 33.8 0.427 215 18.7 1480 217 141 1.4330 Clear, colorless Very mild, non-residual Complete Complete
*All glymes are miscible in all proportions in ethanol, acetone, benzene, diethyl ether and octane.
530
CH,CHOCH,OCH,
Acidity (as acetic acid), % by wt. (max.) Appearance Boiling point, 760 mm. Hg, "C. Fire point (open cup), O F . Flash point (Cleveland open cup), OF. Freezing range, O F . Refractive index (nD at 20C .) Molecular weight Specific gravity, 20/20C. Specific heat (average), cat ./"c. Surface tension at 25"C., dynes/crn. Vapor pressure a t 20C., rnm. Hg Viscosity a t 20C., centistokes 75C. Weight per gal. a t 20C., Ib.
loo
DOWANOL PPh
Molecular Weight ............................................................. Boiling Point, "C 760 mm Hg .................................................. Boiling Point, "C, mm Hg ................................................... 10 Freezing Point,"F . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Specific Gravity, 25/25"C ..................................................... Pounds/ Gallon at 25C ................. ................................... Viscosity, cs,25C ............................. ........................ -Flash Point, O (TCC)........................... F .................... Specific Heat, 25"C, cal/gm/"C . . . . . . . . . . . . . . . . . . .................... Surface Tension, 25"C, dynes/ cm . . . . . . . . . . . . . . . . . .................... Refractive Index, 25C . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Solubility in Water, 25"C, loog . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . g/ Vapor Pressure, 25"C, Hg . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . mm C l r APHA . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . oo,
23.2
260 0.52
38.1
1.522 1.I cO.1 <25
Glycol Ethers
Table 11.47: Propylene Glycol Monopropyl Ether (19) ARCOSOLV PNP
531
Bolllng Polnt, O C
Fnulng Polnl, O C
WPW
-8Wl
Speelflc CH mK
2MOOC
Wlon
7.36
Pounds Per
Coafflclent
Of
ReMIw
Ewapontlon
Rda
E
rl I 0 C , dyndcm
Nut 25% Aq.
d 2o.c
Expension
0.00104
100)
Product 27.0
8olutton~l
30.4
0.887
Complete
22
(a) Tag Closed Cup (b) All soluibns are percent by volume (c) Sets to glass below this temperature
ARCOSOLV PNB
Bdllna
Polnt, O C 170.1
Fmulng Polnt, O C
vrpa
Promum. mm Ha
132.20
-8Wl
138
0.56
0.884
7.32
0.00100
5.6
14.9
8.8
27.4
32.34
(a) Tag Closed Cup (b) All solutions are percent by volume ,(c) Sets to glass below this temperature (13 solution 5%
532
Solv PTB
__-
1 57018-52-7
0.25
0.870
7.27
145-155
3.8
2.3
1.2
113
Boiling Point. O C
Freezing Poinl, O C
Vapor Pressure, mm Hg
176.26
230.0
-9O(C)
197
< 0.01
Surface Tension at 2VC. dynedcm 25% Aq. Solution@)
Pounds
Per Gallon
Neat Product
(a) Tag Closed Cup (b) All solutions are percent by volume (e) Sets to glass below this tc#nperature
(d) An accurate determinationof the solubility of ButoxyethyiPROPASOL Solvent in water and water in ButoxyethylPROPASOL Solvent is difficult because of the similarity of their densities and the sensitivity of the solubility to slight changes in temperature. Thus, the solubility data reported here are approximate.
Table 11.51: Propylene Glycol Isobutyl Ether and Higher Homologs (23)
Boiling point, "C F l a s h point (TCCI'F E v a p o r a t i o n r a t e BuAc = 1.O S p e c i f i c g r a v i t y 25"/25OC P o u n d s p e r gallon 2 9 C V i s c o s i t y , c s 25OC V a p o r pressure @ 2 9 C ( m m H g )
Surface tension (dynes/cm)
172
138
0.09
Dilution r a t i o To Iu e n e Naphtha
Solvent constants Solubility p a r a m e t e r H y d r o g e n bonding Dipole m o m e n t (Debye) Solubility in w a t e r m1/100 ml
2.3 1.5
8.6 14.8
1.97 2.9
Glycol Ethers
Table 11.52: Propylene Based Glycol Ether Blends (23)
533
Bc-,l Bc20
120.0184.0 120.0184.0
0.60
0.919 0.924
0.25
Solut~W Riameters are usa(ul a t a guide in determining the ability 01 a solnnt or sobent midun to dissolvc nuns 4 dtscurwon 01 soolublllfl parand the basis lor these Wun a contained in an artubby H S Burnll in the Soma 1955 issue of 1ntamhsmrc.lRCVICU n
HOC3H60C3H60CH3
"Dowonol" DPM has a mild, pleasant odor. Because of its structure i t i s completely miscible with water and a wide variety of organic substances, and hos the combined solubility characteristics of an alcohol, on ether and a hydrocarbon. I t i s used i n formulations of brake fluids, lacquers, paints, varnishes, dye and ink solvents, wood stains, textile processes, dry cleaning soaps and cleaning compounds. Acidity (as acetic acid), % by wt. (max.) Appearance Boiling point at 760 mm. Hg, O C . Fire point (open cup), O F . Flash point (Cleveland open cup), O F . Freezing range, "C. Refractive index (nD at 2OOC.) Molecular weight
0.02
water-white 188.3
Specific gravity, 2O/2O0C. Specific heat (average), cat ./"C. Surface tension at 25 "C dynes/cm Vapor pressure at 20C., mm. Hg Viscosity i n centistokes: 25C.
0.951
75OC.
Weight per gal. at 20C.,
Ib.
534
Boiling Point, OC
Freezlnp Point, O C
Vapor Pressure, mm Hp
176.26
212.3
<-70
208
0.04
Surface Tension at 25OC, dynes/m Neat Product 25% Aq. Solution(b)
Expansion at 20C
0.922
7.67
0.00093
18.0
23.0
0.64
25.8
(a) Tag Closed Cup (b) All solutions are percent by volume
Boiling Point, O C
Freezing Point, O C
-70(C)
Vapor Pressure, mm Hg
190.28
Coefliclent Specific Gravity, 2w20oc Pounds Per Gallon
01
230.6
230
Relative Evaporation Rate (n8uAc = 100)
0.05
Surface Tension at 25% dyneslcm Neat Product 25% Aq. Solution@)
Expansion at 2OoC
0.917
7.62
0.00092
3.0
12.0
0.40
(a) Tag Closed Cup (b) All solutions are percent by volume (e) Sets to glass below this temperature
C,oHzz03
(continued
Glycol Ethers
Table 11.57: (continued) PRODUCT SPECIFICATIONS
TYPICAL PROPERTIES
535
Density (pounds per gallon at 25C) ..................7.6 Evaporation Rate (BuAc = 100) ......................... 1.5 Flash Point (SETA) "C (OF) ........................ 87 (188) Solubility by weight in water at 20C ...............12% Solubility Parameter (Total Hansen) ..................9.3 Surface Tension (Dyneslcm) 6 25C (77F) ......26 3 Refractive Index @I 25C (77F) ...................... 1.42 .Viscosity (centistokes) @ 25C (77F) ...............4.9 ,Vapor Pressure @I 25C (77F) (mm Hg) .......0.08
0.890 - 0.910
ASTM D-891
200C 220C
ASTM D-1078;
E-202
0.015
0.25 20
I -
ASTM E-202;
-"
APHA, m a .
D-1209
Tripropylene glycol is a water-white liquid. One of its unique features is its combination of water-solubility and good solubility for many organic compounds. Because of high boiling point and low volatility it is used in the formulation of textile soaps, lubricants, cutting oils, and similar applications.
Boiling point:
760 rnrn. Hg, O F . 760 rnrn. Hg, "C.
Fire point (Cleveland open cup), O F . Flash point (Cleveland open cup), O F . Freezing range Molecular weight Refractive index (nD at 25C.)
25 "C, 60C.
Weight per gal at 25"C.,
Ib.
536
HOC3H60C3H60C3H60CH3
Tripropylene glycol monomethyl ether i s o colorless liquid possessing a mild, pleasant odor. I t i s completely miscible with a wide variety of organic products and water. This solubility for a wide range of organic products i s due to the presence of the hydroxyl, ether ond alkyl group i n the molecule. It i s used i n the manufacture of cosmetics, liquid soaps, cleaning formulation, printing and writing inks, dyeing formulations, wood stains and i n lacquers, paints and varnish formulations. Acidity (as acetic acid), % by wt. (max.) Appearance Boiling point at 760 mm. Hg, "C. Fire point (open cup), O F . Flash point (Cleveland open cup), O F . Freezing range, "C. Refractive index (nD at 25C.) Mo lecu Ior weight
0.02
wa ter-wh ite
242.4
270
260 -42
1.428
Specific gravity, 25/25"C. Specific heat (average), cal ./"C. Surface tension at 25"C., dynes/cm. Vapor pressure at 75 "C , mrn Hg Viscosity i n centistokes:
0.967
25C.
75C.
Weight per gal. a t 2OoC.,
206.3
Ib.
8.05
DALPAD A
Molecular weight Boiling point, "C Flash point (TCC)"F Evaporation rate Bu Ac = 1.O Specific gravity 25"/25" C Pounds per gallon, 25C Viscosity, cs, 25C Vapor pressure @ 25C (mm Hg) Surface tension (dynes/cm) Dilution ratio Toluene Naphtha Solvent constants Solubility parameter Hydrogen bonding Dipole moment (Debye) Solubility in water m1/100 ml 138.0 245.0 260 <O.Ol 1.104 9.18 20.5 0.03 42.0 Insoluble Insoluble 11.4 16.6 1.67 2.3
o .oooaa
249.0 162 126 0.053
<O.Ol
<O.l
*Evaporation rate of glycol ether at 20C referenced to n-butyl acetate a t 25'C. * * A t 25'C the glycol ether is completely soluble i n acetone, benzene, ethyl ether, methanol, and carbon tetrachloride.
Glycol Ethers
Table 11.62: Ethoxytriglycoi (19)
537
@ 2oo/20"c
Aspecific gravityIAt., 1 Oa-400C, ' per C Boiling point,OC @ 760 mm Hg @ 50 mm Hg
@ 10 mm Hg
Ab.p./Ap.. 750 t o 770 mm HgPC per mm Hg Vapor pressure at 20C, m m Hg Relative evaporation rate' (Bu Ac = 100)
Freezing point, "C Absolute viscosity, cp @ 20C Solubility @ 20C in water % b y w t water in Solubility, % b y w t in heptane** Refractive index, ;n ' Heat of vaporization, E t u l l b @ 1 atm @ 300 mm Hg Flash point, closed cup, O F
-18.7 7.8
complete complete
<O.l
*Evaporation rate o f glycol ether at 20C referenced t o n-butyl acetate at 25C. * * A t 25OC the glycol ether is completely soluble in acetone, benzene, ethyl ether, methanol, and carbon tetrachloride.
206.28 1.0021
0.00082
(dec)
-47.6 10.9
complete complete complete
@ 2oO120"c
Aspecific gravity/At., 1Oo-40"C. "C per Boiling point, "C C 760 mm Hg 3 @ 50 m m Hg @10mmHg Ab.p.lAp., 750 t o 770 rnm Hg, O per mm Hg C Vapor pressure at 2 O t , mm Hg Relative evaporation rate' (Eu Ac = 100)
@ 20C
Solubility @ 20C in water % b y w t water in Solubility, % b y w t in heptane** Refractive index, : n Heat of vaporization, E t u l l b @ 1 atm @ 300 mm Hg Flash point, closed cup, "F
188 148
<O.Ol
>250
<o. 1
*Evaporation rate o f glycol ether at 20C referenced t o n-butyl acetate at 25C. * * A t 25OC the glycol ether is completely soluble i n acetone, benzene, ethyl ether, methanol, and carbon tetrachloride. * * * A t 1 0 and 50 mm Hg. 9%
MISCELLANEOUS GLYCOL DATA Table 11.64: ARCOSOLV Evaporation Characteristics, Resin Compatibility and Other Data (70)
559 391
379 207 144
100
I
L
EM
47 32
6
-EB
DPM PMA
2
34
1
1
(continued)
538
Industrial Solvents Handbook
-2
u)
c
-g
zii
Q)
u i i
E
-5:
i=
-0
Q
-z
._
z
n
r u)
n P
2
0 .c 0 Q
Q)
c
! 8 5 : % 8 W Z
>
a C
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u)
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-3
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E 0
3 c
0 .c
-0 -0
* *
a
..
E
:
0
r r W
's
51
W
"
>
Glycol Ethers
539
i'
540
Glycol Ethers
541
-0 Q) :J c: '.:; c: O .
cn c .cn Q) [[ cn
j 0 .~ cu > .c
.c ~
a.. c ~ a..
"t) I::~~ ~ 2' Q)
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~~o "'~o "-~(Q IiI .., . ., .., '"' "t)~!::: -c S!~-J ~01-o: " ~ a: -O:U-o:
~~
'.;(,jM...
"' .c :1: !a. ! "' 12 Q)
j <
"
.W ~ W
~~-o; .c -0;
~
U < ~
I X;. >!D
000
",Oa)
000 ""n...
Ig
I"""
10! 0 -
I~I
00 00
I~
00 a)0
I~
001
000 1"-00
:0Q) ~ c ; c o E..
",no", ~ .0: tr EOE .0: rr
"Oc:"O c:Oc:
E' "'
1 ""2121 Q)Q)
.;,.;, .0.0 00
I: o [1. ~ Q
>->->0>0>0>
a;
a;
~~
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:>
ccc
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~ ;:)
> c >
~"'."'
>.>.>.
tO a) 00 Oa)
6 "Qj c 0) ~
''''''to ~~(') -Xa) OQ)I() ~-a.;: ~'"O)
'j;
~ :; ,ID 'Q)
I Q) I (0 'Gi
~ ~
~ >.
1 ~ ~r--
c ~
00 I!
o
~ >. c: > Q) c: Q)
OC ~Q o~ zo 00 I, (j
!01
II
i ~I o 11.
-~
"4; c , Q) >x
NO """
"0
'E i '" I 0: "0 i '"-01 ~.c C,).c
l .2.2.2 -0;-0;-0; ~~~ OIOIC1 01 01 a,
= <
c:"'
0>-
Q) I: Q) ":>, )(
m '0; " I~
.9!.~ >-0 a.~ oa. n
aJQlW wc-
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~
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01 0. tO e
>-CD 3 Q) c
.o 0,,"'-'" cQ)Q)
I :
I~ ~
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~-
O>c:
c::0
-.C:
-0
!DUJ
0(1Ulx:0(
..:(\jo;
1::-Q)
a tO 01 :;
c 0 --c Q~~,,-CD
,"
I Q) C
I E-EE 0.0.0.
(/)(/)(/) ~~~ 0; 0; 0;, ===1 ~~~I
I I I
000 .,,"""
a>
0:0:0: 000
c:c:c: Q)Q)Q)
0:0:0:
0.0.0.
::>::>::>
U)U)U)
Q)I ;;:; ~N Q) ,
r--c NNE Q)", =~ Q)(.) Q)Q) aJaJ
I Q)1
" 10 .r:
iU! Q) u < ~ :9 5 :E u
'>
542
Industrial Solvents Handbook
E a
Q-
f
l n
?
W l n
r 8
I
0 0
W
I
0 P
I
0 0 N 0
Glycol Ethers
543
0
v)
m L
U
m
. c
e
c
544
Industrial Solvents Handbook
IN
cnm
tu t .- I N N W
mim
cy
Glycol Ethers
545
Io .+ .L
2 0
a
w
X
n
0 Q
>
z a
U
546
.Blfth Defects
I
NOAEL
1,000
LOAE
N1.F N/D NI,F
225
LOAEL NOAE
1,000 N/D 740
22s
1,000
LOAEL NOAEL
N1.V NLF N1.F N/I) N/D
%,OOO
N/D
1,000
N/D
1,000 ?,000 N/D N/D N/D 3,000 N/D N/D 560 N/D N/D 2,000 N/D -1,800 1,176 N/D N/D 600 N/D N/D 700 1,140 1,000 709 N/D N/D N/D 1,000 N/D 300 -5,000 1,000
145
370
N/D N/D NLF N/D N/D 560 NLF N/D NLF N/D N/D N/D N/D N/D NLF N/D N/D N/D N/D N/D NLF N/D N/D N/D N/D N/D NLF N/D
N/D
N/D
N/D N/1> NLF N/D N/D NLF NLF N/I> NLF N/D N/D N/D N/D N/D NLF N/D N/D N/D N/D N/D NLF N/D N/D N/D N/D
N/I>
N/D
NLF N/D N/D 2,800 N/D N/D NLF N/D NLF NLF N/D N/D NLF N/D N/D NLF NLF NLF NLF N/D N/D N/D NLF N/D NLF NLF NLF
mr:
3,000 N/D N/D 2800 N/D N/D 300 N/D -1,800 1,176 N/D N/D 600 N/D N/D 700 1,140 1,000 709 N/D N/D N/D 1,000
N/D
300
2,000 N/D 2,000 N/D N/D N/D N/D N/D 1,524 N/D N/D
Inhalation (ppm)
2,000 N/D
2,000
N/D
N/D
N/D N/D N/D 990 N/D N/D N/D N/D N/D 300 N/D
hVI>
PNB
PTB
N/D N/D
N/D
pph
300 N/D
N/I)
N/D
NLF N/D
N/D
(ppin)
DPM
-5,000
1,000
(continued )
Glycol Ethers
547
DPNP
Dennal (mg/kg/d)
Oral (nig/kg/iI)
Inllalation (ppin)
N/I)
N/I) N/I>
910
N/D N/I)
N/I>
N/I>
N/D
N/I) N/I)
N/l>
010
1,000
N/II
N/I)
N/I)
N/I)
N/D NLI;
N/I)
N/I)
NI,I
NIJ
DPNB
Dennal (ing/kg/d)
910 N/D
NLF
Ni,r; N/1>
oK1i (mg/:/kg//d)
Inhalation (ppin)
N/I> N/1)
N/I)
N/I>
i,ooo
N/D N/D N/D
I20
NLF
N/1> N/D N/D
N/D
N/D N/1)
I19
N/I>
N/D
SA)
11(J
10,000*
N/I) N/D
N/l)
120
N/lI
D~TB
I)ernlal (nig/kg/:/d)
N/I)
N/I>
111
N/D
N/D
N/Il
N/II
N/I)
N/I)
NISI:
TPM
Dernul (mg/kg//d)
Oral (nig/kg/d)
N/II
N/1>
N1.F N1.F
NLF
NLF
NFI,
N1.F
N/I)
N/D N/D
N/I)
N/D
N/l>
S/l)
-10,000
-10,000
5/11
N/D
WI)
N/D
N/I) N/D
N/D
N/D
N/D
N/I)
N/D
N/D
S/I>
N/I)
S/I)
N/D N/D
N/D N/D
10
N/D
N/D N/D N/D 50 250 250
175 -250
N/D
N/D
h/D
S/II N/Il
N/D
N/D N/D
Inhalation (ppm)
N/Il
N/D N/D
50 250
31
50
WD
TPNB
N/D N/D
10
N/D
1,000
N/D
1,000
N/D
NIJ
100
N U
100
NLF
100
EM
NNF
31
NNF
NNF
10
30 NVF
io
100
650
100
400
30 N/D
10 100
30
N/D
50
370
N/D
A/D
100
F
S/I)
N/D
N/I) 4oi
i60 88C
EE
50 NNF
N/D
N/D N/I)
NNF
NhTF
-250
1 .OOO
CO
N/D
150
i0i
N/D
300
NhF
200
N/D 93 25
150
N/D
I85
25
1,176
N121:
77
180
NI,F
NI,F
EB
1,176 1,180
SI L;
100
360
NLF
NLF
NLF
30
885
80
90
SI L;
NID = No Data NNF = No NOAEL Found (Lowest dose tested caused the effect) NLF = No LOAEL Found (Highest dose tested did not cause the effect)
Glycol Ethers
Table 11.65: (continued)
549
( 1 9 1 4
>loo
3
>loo
<1 28
>loo
7
>loo
37
21
15
>loo
>loo
>io0
>loo
<1
>loo
<1
3
>loo
>loo,
1 97
>loo
2 >loo
>loo
2
>loo
<1
>loa
>1M)
>loo
>loo
I >loo
90
>io0
I >loo I >loo
67
Triethanolamine laurate Triethanolamine oleate Triethanolamine stearate Monoisopropanolamine laurate Monoisopropanolamine oleate Monoisopropanolamine stearate
>1W
>loo
15
>loo
22
>loo 6
18
68 >loo
21
58
80
>1w
5
>loo
5
>1w
.<1
>1w
27
13
>loo
37
>loo
15 >io0
>loo
>1w
>loo
>loo
>loo
>loo
>loo
>1w
>loo
>loo
1 3 1 2 1 1 1 1 1 1 5 1 4 1 < 1 1 < 1
Triethanolaminetall oil Mixed lsopropanolamine tall oil Potassium oleate Sodium oleate
>loo
I >loo I
>loo
>loo >loo
<1
>loo
>loo
>1w
<l
>loo
Resin Solubility+
COMPOUND
Acrylic Acryloidl 6-66
PM
DPM
TPM
PMA
I DPMA I
PPh
EB
DB
OM
EPh
D E R 657
CellUlOtlc CAP-482-0.5
CAB-381-2
. . .. .. .. .. . . . . * .
0 0 . .
0 0 0 . . . 0 0 . *
* Tiademark 01
(continued)
550
PM
DPM
TPM
EB
100
isobutanol
n-butanol
ml to couple1
32.8
I
50
25
I 7 5 1
I
50
11
34.2
41 .O 42.1 42.5
75
100
I 1
I
I
I 1
I I
50
0 1
11 11 11 11
48.8
1 5 0 1
I 2 5 1
I I I
I I I
I
1 0
58.3
60.9
61.8
75
75 100
25
82 1 95.8
I
1
I
100
100
11
104.6 230.0
Milliliters 01 product required to titrale IO ml 01 mineral spirits and 10 ml 01 water Io a clear homogeneous solution at 25C
(BuAc = 1.00)'
0.71 0.02
OOWANOL
EC-300 E6 DE TEH DM TMH EPh DALPAO
(BuAc = 1.00)
0 21
0 08
<o
01
0 003
c40 01
0 02
<.io 01 c o 01 -.o 01
'Chemists use the evaporation rate 01 butyl acetate as the Standard lor determining evaporation rates 01 solvents Butyl acetale has an arbilrary value 01 1 00 All solvents evaporating laster than butyl acetate have a number higher than 1 00 Those evaporating more slowly have evaporation rales lower than 1 00 All glycol ethers evaporate more s~owly than butyl acetate
(continued)
Glycol Ethers
Table 11.65: (continued)
551
1
-A- DOWANOLPM
+ DOWANOLBC-3M
-e-- OOWANOLEB
Hours
-m-
+ WWANOLOPM
80
P .E
w
60
8 -
40
20
0
25
-++
DOWANOLOPM -t- DOWANOLOM x WWANOLOPMA OOWANOL OB t OOWANOLTPM --bL DOWANOLPR t OOWANOLER -e-
Hours
(continued)
552
102
8
6
4
I"
E
10'
8 6
4
E E !
a
c a .
v)
p"
100
8 6
4
lo-'
8
6
4 2
10-2
-10 0
10 20 30 40 50 60 70
A= DOWANOL EB
B = DOWANOL DM
110 130 160 Temperature (Cox Scale), "C C = DOWANOL DB D =DOWANOL PPh
90
190
220
260
E = DOWANDL EPh
-10 0 10 20 30 40 50 60 70
A= DOWANOL PM
B = DOWANOL PMA
110 130 160 190 220 Temperature (Cox Scale), "C C = DOWANOL DPM D = DOWANOL OPMA E= DOWANOL TPM
90
(continued]
Glycol Ethers
Table 11.65: (continued)
553
I .O
Y. c
0.9
0.8
-20
25
50
75
100
120
-e-
-20
--t-
Temperature, 4:
i 75 Temperature, 4:
50
100
120
1.1
1.o
0.9
0.8
- 8 - -
-20
25
50
75
100
120
-20
25
50
75
100
120
Temperature, 4:
- t OOWANOL -
Temperature, 4:
(continued)
554
-20
- 0 f
25
50
75
100
120
-20
--C
25
50
75
100
* DOWANOLPM
Temperature. 4:
+ DOWANOLPMA
DOWANOL DPMA
WWANOLOPM
DOWANOL EB
Temperature, 4;
+ DOWANOLDB
+ DOWANOL TMH
+ DOWANOL TBH
Temperature. 4:
- 8 - -
-e
Temperature, 4:
(continued)
Glycol Ethers
Table 11.65: (continued)
Coefficients of Expansion of Liquid DOWANOL Pmducts
OOWANOL PM DPM TPM PMA OPMA PPh
Coefficient 01 Expansion (per 'Cl Coefticient of Expansion
555
(per "V
0.00100
0 00056
0 00094
0 0008Y
0 00052
0 00049 0 00054 0.00056 0 00048
0 00097
0.00100
0 00086
BC-100 BC 200
- - - - .__ ~
0 00100
0 00099
-~ . .
0 00056
0 00055
. -
BC-300 6 OB
TBH OM
0 00098 0 00086
0 00081
0 00079
0.00091
0 00051
TMH
EPh DALPAD A
0 00079
0 00086 0 00086
0 00044
0 00048 0 00048
070
1060-
ox I 010
1
1
1030
1 020
1010
loo0
l W
1040p030-
990
"980
g1omN
E lao .
5 970 K EW
=lW-
1990-
= 950
940
930 920 910
900
950
DOWANOL PM ___*
940
930 920
l l i l l l l l l
\
I I
910
100
20
100
(continued)
556
70
Y I n
60
; 50
1
.s
40
e a
v)
E 30
0
c 20
lo 0
v)
DOWANOL O h ?
L
0 0
20
40 60 EO Volume % Glycol Ether in Water
10 I
I
1W
lo 0
1
0 20 40 60 80 Volume % Glycol Ether in Water
1 I
6 1.41 i 5 1.40
[:::1.371.361.35 1.34 3
;-
1.411.40
1 4 . -
5 1.39 -
[I :
1.36 1.351.34 1.33 0 2
I 0
'0
-ByWG)ymlE*
(continued)
Glycol Ethers
557
B
-0
8
558
10
1'0
2b
io
4b
io
io
76
io
go
Component B
Boiling Point 'C at 760 mm Hg tor Pure Component 171 2 100 179.2 1875 120.1 100 110 7
Wt. K A
20 8 75 67 51 5 30
wt. % B 79.2 25
33
48 5 70
Amnw K V o l m ekrnpr
Buna (GR-S) Butyl Neoprene
22
14 72
28
22
79
69 47
30
n
73
Tests made in manner specified lor hydraulic fluids by SAE (Lockhead Wagner FCb66-XO brake fluid cups, 120 hours at 1584.) Tests wn carried out uslng c u d rubber strips measuring appmxlmately2 x 1x 0.11 inch. 120 hours a1 158% e 3 Awrage K dlmenslon
(cont inued )
Glycol Ethers
Table 11.65: (continued)
Heats of Combustion of OOWANOL Glycol Ethers
WWMOL PM
DPM TPM
559
Obsenred Evaporation Rates For DOWANOL EB, DE, Pph, EPh or DALPAD A
BTUllb
11,115 11,700 11,900 12.915 12.300 10,043 12,500
kallmole
Lull(
6.18 6.49 6.62 7.18 6.84
556
961 1.366
f
Y
EB DB
DM
EPh
M a
1,109
670
958
5.58
6.93
125
75
50
25
0 2 4 6 8 10 12 14 16 18 20 22 24 26 28 30
Wt. % Coalescent Relative to Latex Solids
DPM
TPM
EB
7-X
iwbutanol
n-butanol
ml ~ o c o u p ~ e l
1W
75
~~
32 8 25
34 2
50
50
41 0
25
75
11
42 1
100
71 0
78 8 800
75
100
25
75
100
25
82 1
lo0
.-__
95.8
104 6
1 W
230.0
' Milliliters01 product ~quiradlo litrata 10 mi01 mineral spirits and IO mi01 water 10 a deaf homOpeneOu5solutlonat 25%
(con nued ti
560
I Viscosity of 6% [
OOWANOL nitrocellulose solutions in DOWANOL glycol ethers, at TPF
74.18 158.76 407.1 6 160.92 DB DM
~~
I 1
remperature "F
82 82 82 82
YORelative Temperature
Humiditv
'F
ITolueni Yaphtha
0.7
229.32 149.05
I
6.5 82 4.6
LJ-lImmis-
Above
Blush resistancetests wem carried out by spraying a Solution of 92% DOWANOL glycol ether and 8% nitrocellulose on a 6 x 24" glass plate from a distance01 eight ' inches. 30-40 pounds air pressurewas used and 30 minutes drying time allowed Dilution ratios were determined by dissolving 2 g of dried nitrocellulose in 20 ml 01 OOWANDL glycol ether and adding toluene or naphtha until the nitrocellutose precipitated The volume 01 toluene or naphtha required divided by 20 was taken as the dilution ratio 3 Kauri Butanol numbers am determined by adding the material being checked to 20 ml 01 Kauri Butanol reagent until 10 point type can no longer be read through the solution The number 01 mlo1 material requiredto reachthe endpoint is recordedas the Kauri Butanol number With at1 DOWANOLglycol ether products tested 500 ml were added to the reagent without the endpoint being reached 4 DOWANOL DM glycol ether seemed to be quite deliquescent
1
Acryloid 8-82
D E R 657
Melamine Cyme13 303 Isocyanate Desmodur4N100 Nitrocellulose R S VZ sec
R S X sec
. . . . . . .
0'
. . . . . .
e7
.
. . . . . .
)
,
. . . . . .
.
. . . . . . .
m
. . . . . . .
07
. . . . . . .
07
. . . . . . .
0 7
. . . . .
0 7
. . . . .
m
. '
(continued)
Glycol Ethers
561
Phosphoric Acid Rust Removers Aluminum Brighteners Metal Cleaners Carbon and Grease Removers PaintlVarnishI Silicone Removers Ink Removers Hard Surface Cleaners Oven Cleaners
0
0 0 .
. .
. . . . . . .
0
___
e
0
.
0
e
0
.
.
Penetrating Oils
. .
DOWANOL Glycol Ethers Acceptable as Inert Ingredients in Pesticide Furmutations40CFR 180.1Mn, (d) & (e)
Solvent
Stabilizer. Solvent co-solvent Deactivator tor formulations used before crop emerges from soil stabilizer
DOWANOL OM
20
0 0
20
40 60 96 Evap~~ated
8 0 1 0 0
90
0
1 0 2 0 3 0 4 0 5 0 ~ 7 0 8 0 9 0 1 0 0 c?onwmmol SdVMt A (wr. 70)
(continued1
562
MOLE% 51.10
VOLUME% 48.37
22.27 26.63
000
28.57 21 43 0.00
28.21 23.43
NBOH
HzO
0.00
CODE PM EB NBOH
HzO
SOLVENT NAME DOWANOL PM GLYCOL ETHER OOWANOL EB GLYCOL ETHER N-BUTYL ALCOHOL
Tw
FP ('F)
COST (SILB)
0.00
0.00 0.00
WATER
1490.
0.314038
0.997
0.00
DENSITY AT 25C. G/CC CLOSED CUP FLASH POINT, "F SOLUBILITY PARAMETER, SQRT (CALKC) HYDROGEN BONDING, RELATIVETO ISOOCTANE = 0 DIPOLE MOMENT, OEBYE 90% EVAPORATIONTIME, SECONDS RATE RELATIVETO NBAC AT 90% EVAPORATED
0,888
1 I
% EVAP
0.0
15.0
30.0
45.0
60.0
75.0
90.0
REL RATE
~~ ~~~~ ~
-~
~
0.00
~~ ~~
0.12 165.
FP (F)
W % PM T
WT% EB
WT% NBOH
0.00
89.97
21.33 0.33
16.40 11.16
11.84 15.26
7.67 15.92
3.63 14.36
0.35 10.99
0.00
10.03
WT% H20
3 = PEN PLOTS
(continued)
Glycol Ethers
Table 11.65: (contlnued)
563
BLEND
#
SOL. PARAM.
8.79 8.70 8.65 8.60 8.61
BOND.
H2
DIPOLE MOMENT
1.12 1.42 1.35 1.29 1.44
SOLV. x1
W D
SOLV. x2
wl%
SOLV. t3
wl%
1 2 3 4
5.56
5.53 5.59 5.65
PMA 60
5
6 7 8
I I I
1 I
I
ISOE 30
I I
I I
1
I
1
ISOG 30
lSOG30
ISOH 30
I I
MATERIAL TITANIUM DIOXIDE ACRYLOID' AT-400 METHYL AMYL KETONE RESIN SOLID DER' 661 EPOXY RESIN RESIN SOLID DOWANOL PM DOWANOL DPM CYMELZ 370 ISO-BUTANOL RESIN SOLID Totals VOC = 2.74 LB/GAL
*
DENSITY LB/GAL
34.72
LB
FORMULA GAL
2.75
SOLIDS LB
95.5
voc
GAL
2.75
LB
GAL
95.5
8.60
6.77
15.8
2.33
15.8
2.33
47.4
5.02
47.4
5.02
15.5 28.0
1.57 3.70
15.5
1.57
28.0
3.70
7.91
6.7
0.85
1 9 . 8 0 1
1 I
I
328.25 G/L
I I
I
1 I 1
I
I I 1
I
33.5 191.9
1 1
3.20 12.53
6.7
0.85
I
I
I I 1
I
4.6
55.1
1 I 0.68 I I
7.57
Trademark 01 The Dow Chemical Company Trademark of Rohm (L Haas Company 2 Trademark 01 Amertcan Cyanamid Company
(continued)
564
10
Tlme in Hours
Surface Tension
20
DLB
I I
I
(continued)
Glycol Ethers
565
0 s ..
v)
9 3
's
566
c
2
h 0
Q)
a l
L-1
E -
a i
Glycol Ethers
Table 11.65: (continued)
567
Room Temperature)
Resin B Concentrate
2ml
I 5000
8
DPM/s-BuOH
2ml
I so00
50000
PnB/DPM
EB/s-BuOH
I.
Wedc
Week
Resin B Concentrate
200001
* n
0
.-
* 8 *
10000
.z
DPM/s:BuOH
i. 10000-
: :
I 1
I 4
I 5
Week
Week
El
Aged @ Room Temp.
I
No Aging+
1
(cont I nued
568
Industrial Solvents Handbook
E a?
a?
I 2
Q 0
* .
if
I 0
v--0 I ,
0
I I "
8 a?
I
I 0
SI= 0
I ,
E 0
a? -
c"
Glycol Ethers
Table 11.65: (continued) Glycol Ether Toxicity Summary
569
Type of Study
90-day subchronic inhalation study Rabbits Rats
Species
Exposure Level
Effects
II
II
3000ppm
I
[
1000 ppm
3000 pprn
Rats
1
I
3 ml/kg 1 ml/kg Inhalation teratology study Rats Aerosols of 1 0 mglL 0 3 mg/L 0 1 mg/L
Mortality at high dose, narcosis at lower doses mild skin irritation Maternal toxicity at high dose, embryo/fetotoxicity and teratogenicity NOEL=I 0 mg/L
Rats Mice
Mild, high-dose liver effects similar to those seen with DOWANOL PM; evidence of upper respiratory tract irritation in all exposures in mice and high exposure in rats
.~
Rats
4000 pprn
400 ppm
Rabbits
(continued1
570
Exposure Species
Rats
Effects
Minor skin effects at all levels: no systemic effects at any level Increased liver and kidney weights at 1000 mg/kg NOEL-350 mg/kg
Rats
Rats Rabbits
II
I
I
Rats
1000 mg/kg/day
450 mglkglday
200 mg/kg/day
13-week subchronic dermal study Rats 1 ml/kg/day
Slight effects to body weights, clinical chemistries, and liver weights Capacity changes; not considered toxic effects NOEL Skin effects; effects to body weights, food consumption, and liver weiohts Effects to body weights and food consumDtion NOELfor systemic effects Minor maternal skin effects at all levels; no embryo/fetotoxicity or teratogenicity at any level No evidence of systemic toxicity (NOEL=1000 mg/kg); mild, transient dermal irritation at all doses
I
Dermal teratology study Rats
I
0.1 ml/kg/day
1 ml/kg/day 0.3 ml/kg/day 0.1 ml/kg/day
Rats
1000 mgfkg 300 mg/kg 100 mg/kg 77 PPm 25 PPm 150 mg/kg 50 mg/kg 10 mg/kg 300 ppm 200 ppm 100 ppm
Rats
I
I
Rabbits
Blood effects NOEL No treatment-related effects at any level Maternal and embryo lethality Maternal toxicity, embryo toxicity, fetotoxicity Maternal toxicity, embryo toxicity
Teratology studies
Rabbits
Rats
Rats
( c o n t i n u e d)
Glycol Ethers
Table 11.65: (continued)
571
Type of Study
Dermal teratology study
Species
Exposure Level
Effects
I
Rabbits Rats
loo0
Rats
No treatment-related effects at any level Maternal toxicity, slightly embryotoxic and fetotoxic Slightly fetotoxic NOEL
Rabbits
750 mglkg
250 mg/kg 50 mg/kg
Rats
NOEL for neurotoxicity 4000 mg/kg; NOEL for systemic toxicity 400 mglkg NOEL 4000 mg/kg
Rats
Rats
Slight variations in fetal skeletons at 1250 mg/kg; fetal NOAEL 1250 mg/kg Fetal NOAEL 1500 mg/kg
Rabbits
Rats
Rabbits
Minor skin effects, no evidence of systemic toxicity at any level Maternal death at high dose, maternal toxicity at 600 mg/kg, no embryo/fetotoxicity or teratogenicity at any level No reproductive effects at any level
Rabbits
Oral 5-week reproductiori study Mice 2000 mg/kg 1000 mg/kg 500 niglkg
__
(continued )
572
Table 11.65: (continued) Exposure Guidelines for DOWANOL Glycol Ethers and Acetates
DOWANOL
CHEMICAL NAME
~~
OSHA2 Standard
ACGIH, TLV4
P-Series
PM DPM PMA
Propylene glycol methyl ether 100 ppms 100 ppm 100 pprn NE NE
1 Dipropylene glycol methyl ether I 100 ppm5 ( s k W I I Propylene glycol methyl ether acetate I NE7 I
1 I
NE NE
E-Series
~~ ~~~
EB
Ethylene glycol n-butyl ether Diethylene glycol n-butyl ether Diethylene glycol methyl ether Ethylene glycol phenyl ether
I I I 25 ppms (skin) I
NE NE NE
25 ppm (skin) NE NE NE
I
NE 35 PPm 30 P P ~ 25 ppm (skin)
DB DM EPh
COD (parVpart)
BOD/theOry Yo3
P-Series
PM DPM
I
I
I
1.95 2.06
I
I
I
1.84 2.02
I
0
I
22 0
I I
58 31
DM
TMH
EPh DMPAD A
0
0
21 14 71 71
66 23 80 80
3 Biochemical Oxygen Demand (BOO) expressed as a percentage of Theoretical Oxygen Oemand A BOD 20 of
a biological wastewater treatment plant A BOD 20 of 10-50% indicates it will be partially removed
11.65: (continued)
Regulation Number (21 CFR) Title
181.30
Substances used in the manufactureof paper and paperboard products used in food packaging (prior sanctioned food ingredients). Slimicides (for use in the manufactureof papei and paperboard). Adjuvant substances permittedto be used in the preparation of slimicides. Defoamingagents used in the manufacture of paper and paperboard.
176.300
+
Glycol Ethers
573
IAdhesives.
Sanitizing solutions. Paragraph (a)(4): an aqueous solution containing iodine, butoxy monoether of mixed (ethylene-propylene) potyalkylene glycol having a cloud point of WC-10o"Cin 0.5% aqueous solution and an average molecular weight of 3300,ethylene glycol monobutylether, and diethylene glycol monoethylether, together with components generally recognized as safe. Components of paper and paperboard in contact with dry food.
~~
176.180
1 77.1650
I
I
173.315
NOTE: This inlormalion is lor use as a general guideline The noulations should be consulted lor complele dotails
28
Horizontal
Horizontal
! 8
201612-
f 4
81 4-
00
10 20
OJ-
2
0
to
5
0
30
40
50
Product/Shelf Life DOWANDL PM, DPM, TPM, EE, DB, OM glycol ether products 18 months - Drums 6 months - Bulk
~~
Conditions of Temperature and Storage Normal conditions- Store below 90F Material is hygroscopic. should be in closed containers Aluminum containers should be avoided
OOWANOL PPh, EPh glycol ether products 18 months - Drums 6 months - Bulk
Standard
Develops yellow color. Store below 110F. Aluminum containers should be avoided.
574
Table 11.66: GLYME Azeotropic Vapor Pressure and Solubility Data (27)
700
700
600
800
I" 500
E E
r"
E E
3
v)
500
E
3
v)
400
I :
W ln
400
ln
300
300
200
200
100
100
0
4
12
225
230
ZS',
240
24 5
15U
25:
PERCENT WATER
PERCENT WATER
700
700
600
800
2 500
E E
2 500
E E
E
3
400
2
v)
400
2 )
ln
w
300
9300
200
200
100
100
0
70
0
75
80
85
90
95
100
76
78
84
88
82
86
1 W
PERCENT WATER
PERCENT WATER
'Butyl Diglyme, Triglyme, and Tetraglyme do not form azeotropes with wateer.
Glycol Ethers
575
m m m n
a
I
a
m o m m
m a m u 3 3 4
r n m m m
m a 3
a,
L
576
Table 11.67: Union Carbide Glycol Ethers (79) Product Family Order
Formula Molecular Weight 76.1 120.2 164.2 90.1 134.2 178.2 104.2
1 18.2
Solvent Methyl CELLOSOLVE Solvent Methyl CARBITOL Solvent Methoxytriglycol CELLOSOLVE Solvent CARBITOL Solvent Ethoxvtriolvcol Propyl CELLOSOLVE Solvent Butyl CELLOSOLVE Solvent Butyl CARBITOL Solvent Butoxytriglycol Hexyl CELLOSOLVE Solvent Hexyl CARBITOL Solvent
Boiling Point, "C 124.5 194.0 249.0 134.9 201.6 255.9 150.1 171.2 230.6 279.8(c) 208.1 259.1
Flash Point, "FI'I 103 188'd' 238td' 108 182'd' 255 135'"'
160(d'
_ -
Vapor Pressure, m m Hg at 20C 6.2 0.1 < 0.01 4.1 0.08 < 0.01 1.6 0.6 0.01 < 0.01 0.05 <0.01
_-
Methyl CELLOSOLVE Solvent CELLOSOLVE Solvent PropylCELLOSOLVE Solvent Butyl CELLOSOLVE Solvent Methyl CARBITOL Solvent CARBITOL Solvent Hexyl CELLOSOLVE Solvent Butyl CARBITOL Solvent Methoxytriglycol Ethoxytriglycol Hexyl CARBITOL Solvent Butoxytriglycol
76 1
901
_ _
104 2 1182 1202 1342 146 2 162 2 1642 178 2 190 3 206 3
1245 1349 150 1 171 2 1940 201 6 208 1 230 6 249 0 255 9 259 1 279 8Ie'
__
_____
103 108 135'd' 160'"' 188'"' 182"" 179 214 238Id' 255 271Id' 276'"'
<001
Solvent ____ Methyl CELLOSOLVE Solvent Methyl CARBITOL Solvent Methoxytriglycol CELLOSOLVE Solvent CARBITOL Solvent Ethoxytriglycol Propyl CELLOSOLVE Solvent Butyl CELLOSOLVE Solvent Butyl CARBITOL Solvent Butoxytriglycol Hexyl CELLOSOLVE Solvent Hexyl CARBITOL Solvent
Water In 100
100
~-
---
____
8 04 8 51 8 74
7 74 8 25 8 53 760 7 50 7 94 8 19 740 7 78
100
0 00097 0 00090
0 00086 0 00095 0 00092 0 00088 0 00085
__
__ __
0 913
0 902 0 954 0 989 0 889 0 935
32 3
28 9 33 2 32 2
0 00086
0 00084
_ _ _ ~
100
10 IO0
__
28 514'
-
100
IO0
100 100 18.80 100 100 100 56.30 100
(1
62 41 21 7.8 1.5 1.3 0.82 0.24 0.04 0.04 0.03 < 0.1
~~~ ~ ~
32.1 29.4 26.3 28.6 35.9 35.2 30.3 31.0 34.7 32.2 29.2'" 30.0
~
48.4 45.1
~~
32.2
1 (a) Tag ClosedCup tinlessotherwise noted Ib) All solutions are permit by volume
if) at z"C
icl)
1% d u t i o n
(continued)
Glycol Ethers
Table 11.67: (continued)
Constant Boiling Azeotropic Mixtures o Glycol Ethers and Other Solvents f
Components
577
Solvent Methyl CELLOSOLVE Solvent Toluene ~Methyl CELLOSOLVE Solvent Water Methyl CARBITOL Solvent Ethylene Glycol CELLOSOLVE Solvent ButylAcetate CELLOSOLVE Solvent Toluene -
0868
0 966 1000
_ _ __
--
088
0 931 0 868 0931 loo0
0 991 111s
__
-
___ ___
-
_ _ _-
__
--
-__ -
Propyl CELLOSOLVE Solvent Water Butyl CELLOSOLVE Solvent Water ____ Butyl CARBITOL Solvent Ethylene Glycol ~ _ _ _____ Hexyl CELLOSOLVESolvent Water -
_ _
-
0913 loo0
0 902
loo0
_--
___-
__
259 1 1000
Solvent Methyl CELLOSOLVE Solvent Toluene Methyl CELLOSOLVESolvent Water Methyl CARBITOL Solvent Ethylene Glycol CELLOSOLVE Solvent Butyl Acetate CELLOSOLVESolvent Toluene CELLOSOLVE Solvent Water CARBITOL Solvent Ethylene Glycol Propyl CELLOSOLVESolvent Water Butyl CELLOSOLVE Solvent Water Butyl CARBITOL Solvent Ethylene Glycol Hexyl CELLOSOLVE Solvent Water Hexyl CARBITOL Solvent Water
In Azeotrope 25 7s 1s 85
. .
Relative Volume
105 9
99 9
192
.
70 30
-
1258
3s 7 643
100 900
1100
994
28 8 71 2
-
192
__
54 5 4s 5 30 70 20 8 79 2 27 5 72 5 9 91
2
98 8
(' 98 s"
-_
1962 - ~ 997
_-
___
1000
98
(continued
578
70
60
50
1
40
3
30
30
20
20
20
40
60
80
100
20
40
60
80
100
70
30
20 0
20
40
60
80
100
(continued)
Glycol Ethers
Table 11.67: (continued)
Relative Evaporation of Glycol Ethers
100
579
90
EO
E (78%)
s .m
L
70 60
50
40
v 2
30 20
IO
0 0
30
40
SO
60
70
EO
90
100
RelativeTime, hours Chart Key A Butyl Acetate Methyl CELLOSOLVE Solvent CELLOSOLVE Solvent Propyl CELLOSOLVE Solvent Butyl CELLOSOLVE Solvent Methyl CARBITOL Solvent CARBITOL Solvent Hexyl CELLOSOLVE Solvent Butyl CARBITOL Solvent Hexyl CARBITOL Solvent
B
C
D
E
F
G
H
I J
40
80
120
320
too
90
200
' I
I"
TweLiquid Phase
E
v)
MI SO 40
y
$
80
70
Region
Onetiquid Phase Region
30 20
! j
n .
E '
60
'I
6 5 4 3
50
40
0
10
20
30
40
50
60
70
80
90
100
-10 0
20
40
60
EO
120
160
240
Temperature, "C
(conti nued1
580
Industrial Solvents Handbook
0 0 0 0
5 .3
C
ssz
7 7
- e
A -a
L
A
A N
.
.U VI
.I-'
5
-c
A
L
$
U
& + , = !
m U E
A
VI
0 0 0 0 0 0
c
x
A A
A
s:w
A A A
z?9
2
.x u s
C O h h C O h d
.-
8
.5 .N
o
W U l N
m
03
wONm
N V
a
U
C .c m .-
I-'
E
5
2
c
cn c9
c
3 2
v)
cn c9 c
Y
e
c
L L
Glycol Ethers
POLYETHYLENE GLYCOLS Table 11.68: Ashland Polyethylene Glycols (69)
581
Soluble in water with resultant solutions being transparent, ASHLAND" polyethylene glycols are designated b y numbers which approximate their average molecular weight. Intermediate combinations may be obtained b y blending various grades.
ASHLAND" polypropylene glycols have average molecular weights ranging from 400 to 4,000, and encompass a wide range of physical and chemical properties. They are used in cosmetic formulations, brake fluids, lubricating oils and greases, and rubber processing.
Polyeth lene Glycols 200, 300,40g and 600 Water-soluble viscous liquids at normal temperatures, polyethylene glycols are also soluble in ketones, alcohols, glycol ethers, esters and aromatic hydrocarbons. Their viscosities and freezing points increase as the molecuiar weight increases. Used as paper softeners, in tire air bag lubricants and lotions. Fatty acid esters prove useful as emulsifiers, dispersants and lubricants.
Polyethylene Glycols 1000,1450,3350,4600 and 8000 From semi-solid to the higher molecular weight hard waxy white solids, this group of polyethylene glycols finds s use a mold lubricants and mold release agents in the rubber industry Used in preparation of ointments. cosmetic creams and lotions, metal polishes, shoe polishes, abrasives and adhesives
Product PolyethyleneGlycol 200 PolyethyleneGlycol 300 PolyethyleneGlycol 400 PolyethyleneGlycol 600 Polyethylene Glycol 1M)o
Polyethylene Glycol 1450 PolyethyleneGlycol 3350 PolyethyleneGlycol 4600 PolyethyleneGlycol EO00 PolyethyleneGlycol 20000
Lb Gal at 20'C 9 38
1.127 1.128 1.I 28 1.101(55120) 1.102 (55120) 1.1072 (a) 1.073 (a) 1.075 (a) 1.065(80/20)
9 38 9 39 9 40 9.16
3013
400 600 1000
"F
Flash Point
PM'
~300
i350 >350 2350 >350 >350 >350 2350
5.8
7.3 105 17.4 25-32 75-1 10 160-230 700-900 14,500
(55C)
9.17 (55C) 8.94 (80C) 8.95
1450
3350 4600
(80C)
>350
2350
(cl]Density
50-55
Average
Molecular Product
E200 E300 E400, E400 NF E600, E600 NF E1000 E1450, E1450 NF
Weight
200 300 400 600 1000 1450
vlscosit y at 99OC cs
44 59 74
Flash
pt
Pour Point
oCb
182 210 238 249 255 255
OC
- 65 - 13 5
20 38a 45a 52a
Solid
Solid
Solid
Solid
Solid
59a
60a 61a
582
Typical Physical Properties of CARBOWAX Polyethylene Glycols and Methoxypolye iylene Glyc 01s
g/cc 80%
~~
400 -
380 t o 420 468 to 534 570 to 630 855 to 945 950 to 1050 1305 t~ I595 3015 t u 3685 3600
to
I 1255
iEl -15 I l l h -1 to h
43 58 73
15 1 10 8 15 3
540 Blend (a) 600 900 1000 1450 3350 4000 4600 8000 __
Cornpciiind 20M
38 to 41 20 to 2 3 32 tu 36
37 to 40
xo
17 2 26 5 90 8
1-10 4 IS3 9 S2I 7
lS.655
44oi
Id)
17 i O ( 1 18)
1.03)2 (cl
1.0173 I .05 15
1.11595
I.0707
4175
111
5625
I0742
Product
Liquid
lefractive Index,
Heat of Fusion,
(conti nued)
Glycol Ethers
583
N 0
..
584
N v)
Glycol Ethers
585
H
r
w
N
w
0
: :
w
a
w I
586
Industrial Solvents Handbook
vi 0
rc
F F
..
Glycol Ethers
587
8
5:
0
H
5:
N
PD J
0
a l
aO 0
r
s
5:
o w
0
J
..
rc
r r
588
w
a 0
0 0
F:
8
U
<
8
F:
0
E O
F:
I
Glycol Ethers
589
? i
5:
rcI
w
0
N ro
B
Y
8 2
<
- 2
8
5:
N Y)
590
B 3
C
8
P
51
0 0
0 d N
N
0
- 2
0
c
E
I-
E,
Glycol Ethers
591
s
a
o
-I
Q
2
q l
0
..
w
5 5
8
c
-I
0
V
2 5
t's
w,
p i
P
H
w
0
N Y)
592
Industrial Solvents Handbook
a E 0
Y
(D 1
cn
Glycol Ethers
594
Industrial Solvents Handbook
z
0
0
0
0
Glycol Ethers
595
..
F F
596
Glycol Ethers
597
w
8
0 N
w
H
P
8 5: 8
4
o
N
m .= C
3 c
P
00
9
v )
m
N
N v)
v )
598
Table 11.70: (continued) Solubllltles of Commonly Used Substances In CARBOWAX Polyethylene Glycols 400,540 Blend and 3350
CARBOWAX Polyethylene Glycol 540 Blend Soluble Insoluble Insoluble Partly soluble Insoluble Insoluble Insoluble Insoluble Partly soluble
CARBOWAX Polyethylene Glycol 3350 Partly soluble Insoluble Insoluble Insoluble Insoluble Insoluble Insoluble Insoluble Partly soluble
Nitrocellulose Ethyl Cellulose Methyl Cellulose Shellac Carnauba Wax (No. 3) Paraffin Wax Beeswax Ester Gum Rosin Gum Arabic Raw Castor Oil Tung Oil Mineral Oil Olive Oil Pine 0 1 1 Casein Zein Chlorinated Starch Gelatin
Soluble Insoluble Partly soluble Partly soluble Insoluble Insoluble Insoluble Insoluble Soluble Insoluble Insoluble Insoluble
I _
Insoluble Insoluble Insoluble Insoluble Insoluble Insoluble .__ . --- .Insoluble Insoluble Insoluble Insoluble Insoluble Partly soluble Soluble Soluble Soluble Insoluble Partly soluble Partly soluble Soluble Insoluble
e-
Solubllltles of CARBOWAX Polyethylene Glycols 400, 540 Blend and 3350 in Common Solvents
- -
__
- . .
__
Approximate % at50"C
at20T
Water Methanol Ethanol (200-proof) Acetone Dichloroethyl Ether Trichloroethylene Methylene Chloride CELLOSOLW Solvent Butyl CELLOSOLVE CARBITOLm Solvent
S S S
S S S
S S
97 96
S S S
90
S S
99
S S S
S S
44 50
85 80
,.I
S
S S S S S S
S
<1 <1 2 <1 15 30 <1 Insoluble Insoluble 13 0.50
S S
S
S
S S S
a 8 52 63
b4
Butyl CARBITOL Ethyl Acetate Dimethyl Phthalate ._ Dibutyl Phthalate Ethyl Ether Isopropyl Ether Toluene Heptane
FOOTNOTES:
S S
90
93
74
55
1 1 .
S
Insoluble Insoluble
S
(.I
S
1 1 .
Insoluble
Insoluble
Insoluble
S
Insoluble
S
Insoluble
S
0.01
S
<0.01
Glycol Ethers
Table 11.71: Dow Polyglycols ( 3 2)
Polyelhylena Glywli Average Average Mdecuiar Freezing Welght Polnt, C
%qwr
599
Eberlei
32F
187
77F
40
69
100 F
210F
I1
Rdradlve Specilk Index Gravlty at 25C 25125'C 1459 1463 1465 1466 1124 1125 1125 1126 1204 1214 1214 1224 1224 1221
Denslly LbrlGal at 25 C
Viecoeily Index
111
CAS#
25322 68 3
t200
E300 E400
?OO
(ooi5 IO
21
'36
I O //
1(x)
340
b400
935
936 9'36 917
d
0524
0508
700
341
')(I
1'4
11
118
1'1
400
000
Y(X)
h
14
37
44
90
131
2.450
>450
>450
0498
0490 a
EGOO
E900
+1?
1'14 182
10
a a a a a
>450
>450 >450 >450 >500
a a
d
a a
a
rt
SOLID
29
(13
180
L350
54
s i
E4500 4 W E8000 H W O
60
000
Me(hoxypo1~elhylene Glycolr ME PG
CAS# 9004 74 4
350 550
0
20
30
27
56
16
38 63
>350
1455 1461
1097 1102
914 911
138 181
30
>400
>450
750
53
99
1463
1096b
904b
a Designates properties not applicable for solids b At 50' ' Cosmetic Toiletry and Fragrance Association
Liquids Miscible in all Proportions with Uquld Polyethylene Glycols E200, E300, E400, E600
___
Dichloroisopropyl Ether Diethanolamine' DiethyleneGlycol' 1,4-Dioxane' DiphenylOxide' DipropyleneGlycol' Ethanol(95%) Ethanolamine. Ethyl Acetate Ethyl Bromlde Ethyl Chloroacetate Ethyl Lactate EthyleneChlorohydrin EthyleneDibromide' EthyleneDichloride' EthyleneGlycol' EthylideneDichloride Formamide Furfural Glycerine' Hydrochloric Acid (conc.)' lsophorone Isopropanol(99%) Isopropyl Bromide Lactic Acid (85%) Mesityl Oxide Methanol Methyl Chloroform' (1,l,l-trichloroethane) 4-Methylcyclohexanol Methylene Bromide Methylene Chloride'
.__ --
Acetaldehyde Acetlc Acid (Glacial) Acetic Anhydride Acetone' AcetyleneTet rabromide Acrylonitrile Allyl Alcohol Allyl Bromide Amyl Acetate Amyl Alcohol tert-Amyl Alcohol Anlllne Benzaldehyde Benzene Benzyl Alcohol Bromobenzene Bromoform n-ButylAcetate n-Butyl Bromide n-Butyl Phosphate n-ButylStearate o-Chloroanlline Chlorobenzene Chloroform' 0-Cresol Cyclohexanol Cyclohexanone DiacetoneAlcohol DichloroaceticAcid o-Dichlorobenzene Dichloroethyl Ether MethyleneChlorobromide'
*Available from Dow (Temp.175.F)
Methyl Ethyl Ketone Methyl Formate Methyl Isobutyl Carbinol Methyl Isobutyl Ketone Methyl Salicylate. Morpholine' Nitrobenzene Nitroethane Nit romethane 1-Nitropropane 2-Nit ropropane Octyi Alcohol Paraldehyde Phenetole Phenyl Acetate Phenyl Ethyl Acetate Phenyl Ethyl Alcohol 4-Phenyl-m-Dioxane PhosphoricAcid (85%) Piperidine n-Propanol Propylene Dibromide Propylene Dichloride' Pyridine Styrene Oxide TetrahydrofurfurylAlcohol Triacetin TrimethyleneBromide TrimethyleneChlorobromide TripropyleneGlycol' Water
(continued )
600
Ins.
10%
40%
Ins.
10%
Ins.
10%
45 % _ _ ~ _ _ Sol. -
Ins. Ins. Ins. Ins. Ins. Ins. Ins. Ins. 25% Ins. Ins.
10%
~~
Ins.
Ins.
Ins.
25% 25%
Diethylbenzene'
Diethyl Ether Diisopropylbenzene DodecylAlcohol Ethylbenzene. Ethylcylohexane Gasoline . -__ ___- ______ Isopropylbenzene IsopropylChloride
25 Oo /
Ins. Ins.
Ins.
Ins.
.. . .
35% Sol.
Sol.
Sol.
Kerosene Lard Oil Lemon Oil Methvi Laurate alpha-Methylstyrene Ollve Oil Orange Oil
Pentachlorodiphenyl Oxide Perchloroethylene RicinoleicAcid SoyaOil
Ins. Ins. Ins. Ins. 35 O ___ Y Ins. Ins. Ins. Ins. Ins. Ins. ins.
10%
Ins.
Ins.
Ins.
Ins. Ins. Ins. Sol. 2% Ins. Sol. Ins. Ins. Ins. Ins.
25% Ins. Ins.
35%
30Y O
Ins. Sol.
Ins.
Sol.
10%
25 Y o Ins. Ins.
1Yo Sol.
Sperm Oil
Tetrahydronaphthalene Tributyl Aconltate Triethylbenzene Xylene
SOI..Solublsinall proporlions Ins.. Insoluble (Tema = 7 . 5n
Ins. Ins.
10%
'AvsllablsfromDow
Ins. Ins.
10%
Ins.
Sol.
65Y O
Solubility of Polyethylem,alycdr
I Vatlous 3dv.nt, n
EZOO
Acetone Benzene - _ Ether
E3W
m
400
m m
E(W0
m
__
z 4 <1
E1450
E m
<01
60
84
E4600 co1
110 <1 E
5
70
<01
<01
<l
<l
m m
JE
-1
>loo ,100
32 <01 <01
28 >loo
38 <01 <01
rn
p
>loo >loo
38
10
- l o >loo_ >o
E4M
EBMO
-0.73 -0.56
'
Glycol Ethers
601
@2
Industrial Solvents Handbook
603
.-
'&!-A
604
&
F
F
..
Glycol Ethers
605
606
..
B
I -
Glycol Ethers
607
608
Sdutlonm
YOPolyglycol by Welght
FmulngPdnts
VOpdyglycol by Weight
(continued)
Glycol Ethers
Table 11.71: (continued)
f l u - hint. r l
609
% Polyglycol by Welght
Froozing Point
(continued)
610
F X
b
Glycol Ethers
Table 11.71: (continued)
611
at
20C
8.54
8.42
8.39
8.39 8.36
Pt - c o Color 35 100 25 75 75
eo
150 300 900
* Pensky-Martens
(a] Density I ( ( 80 C
612
Polypropylene
Glycols
PSerks
CASU
32 F
77'F
1OO'F
21OF
Denuly LbdGal
d25C
Spafk Heal
Viscouly Index
CaIIgI'C 125C CTFA'
Nn M n aw u
PPG-9 PPG-20 PPG-26 PPG-30
29434-03-5
P425
425
45'
33 91 160 455
46 135 23
53
834
836
~~
CASU
9003-13-8
1910
910
- 43' - 40'
356 590
83 115
43 57
8 11
345 >400
1444 1446
09833
823 828
181 177
L1150 1150
Poly lycol g copdm
09888
CASU
51258-15-2
CASU
420
206
445
32 60 25
0470 0430
9082-00-2
CAS # 53637-25-5
lcbo
321
EP530 2000
168
a Designates properties not applicable lor solids b At 50' * Pour Point ' Cosmetrc Tortetry and Fragrance Association
__-
p?ooo __
PO O O - 4C l
10%
c1
i l
Sol.
c1
Sol.
Sol.
<I
Sol.
Sol.
9Y o
Cl
41
__--
3%
(1
Sol. Sol.
10%
sperm Oil
Triethanolamine' Triethylene Glycol'
"I. =Soluble In 8l1 pmponlons Product of The Dow Chmlcal Cwnpany (Temp. = 7 . 7R
20YoSol.
sol.
<I
___
Sol.
e1
5y o Sol.
c1
Sol.
Sol.
9Yo
9Y o
(continued)
Glycol Ethers
Table 11.73: (continued)
613
Uquids Soluble in All Proportions with PolyglycolsW25, P1200, P2OOO and P4000
Acetaldehyde Acetlc Acid (glacial) Acetic Anhydride Acetone' Acetylene Tetrabromide Allyl Alcohol Allyl Bromide Amyl Acetate Amyl Alcohol tert-Amyl Alcohol Anlline Benzaldehyde Benzene BenzylAlcohol Bromobenzene Bromocyclohexane Bromoform n-Butyl Acetate n-Butyl Bromide n-Butyl Lactate n-Butyl Phosphate n-Butyraldehyde Butyl Stearate Caproic Acid Carbon Bisulfide Carbon Tetrachloride. Castor Oil o-Chloroaniline Chloroform. o-Chlorophenol cod Liver Oil Cottonseed Oil Cresolt Cyclohexane Cyclohexanol Cyclohexanone Decahydroaphthalene Dlacetone Alcohol Diamylnaphthalene Di-n-butylamine Dibutyl Sebacate DlchloroaceticAcid o-Dichlorobenzene DlchlorodiphenylOxide
'Product of The Dow Chemlcal Company tHmt (woivddon mlxlng (hllp. = n ) ' F
DichloroethylEther DichloroisopropylEther Diethylbenzene' Diethyl Ether Diisopropylbenzene 1,4-Dloxane* Diphenyl Oxide' DipropyleneGlycol' Dodecyl Alcohol Ethanol (95%) Ether EthylAcetate Ethylbenzene' Ethyl Bromide Ethyl Chloroacetate Ethyl Cyanoacetate Ethylcyclohexane Ethyl Lactate EthyleneChlorohydrin Ethylene Dlbromide' Ethylene Dichloride' Ethylidene Dichloride Furfural n-Heptane HydrochloricAcid (23"Be.)' lsophorone IsopropylAlcohol (99%) lsopropylbenzene Isopropyl Bromide IsopropylChloride Lactic Acid (85%) Lard Oil Lemon Oil Mesityl Oxide Methanol Methyl Chloroform' 4-Methylcyclohexanol Methylene Bromide Methylene Chloride' Methylene Chlorobromide Methyl Ethyl Ketone Methyl Formate Methyl Isobutyl Carbinol Methyl Isobutyl Ketone
Methyl Laurate MethylSalicylate' aMethylstyrene Morphollne' Nitrobenzene Nltroethane NItromethane 1-Nitropropane 2-Nitropropane Octyl Alcohol Olive Oil Orange Oil Paraldehyde Pentachlorodlphenyl Oxide Perchloroethylene' Phenyl Ethyl Acetate Phenyl Ethyl Alcohol Phenetole Phenyl Acetate 4-Phenyl-m-dioxane Pine Needle Oil Piperidine Propyl Alcohol Propylene Dlbromide Propylene Dichlorlde' Pyridine . RicinoleicAcid SoyaOil Styrene Oxide Tetrachloroethane Tetrahydrofurfuryl Alcohol Tetrahydronaphthalene Trlacetln Tributyl Aconitate 1,1,2-Trichloroethane' Trichloroethylene' Triethylbenzene Trimethylene Bromide Trimethylene Chlorobromlde Tripropylene Glycol' Vinyl Cyanide Xylene
P425
77OF Hexane VM and P Naphtha No. 2 Fuel Oil Mineral Spirits HI Flash NaDhtha SAE 20 Lube Oil Lloht Paraffin 01 1
~
Plrn
P4ooo
77OF sol. 120F
12OOF
Sol.
77OF sot.
120OF Sol.
sol.
sol.
sol.
Sol.
sol.
sol. sol.
. -
sol.
35%
30%
sol.
sol.
sol. sol.
~
Sol.
sol.
~
sol. sol.
Sol.
Sol.
sol.
sol.
Sol.
sol.
20%
10% 10%
sol.
25% 20%
sol.
Sol. 40%
sol. sol.
30%
Sol. Sol.
sol.
28%
15% 5% 2%
sol.
Sol.
25% 10%
18% 18% 8%
22%
13vo
5%
15%
20%
Thosolubllltyof aliphltlc hydrocarbonsIn Dolyglycois P425,P1200, and PMOO diminishes with an IncreBdo In tho chain lengthof the hydrocarbon. %I. = SolUMO In dl pmportlons
(continued)
614
Industrial Solvents Handbook
Glycol Ethers
615
(3
..
616
Glycol Ethers
617
B
c
11
fv
618
Industrial Solvents Handbook
Glycol Ethers
Table 11.73: (continued) 15-200 Cloud Point in Water
619
190
180
170 160 150
80
70
140
130
+ !
R
0
10
20
30
40
50
60
70
70
60
(continued)
620
Solubility, 70 10
>90
44
36
Ins.
44
25
-.
__
Ins. ____-
_ _ _ _ _ _ _ _ _ ~ . _ _
~____
Ins. .. .. ..
ethers, ana some vegetable.animal ana certaln lrutt oils Specific compounds Which are complelely soluble Include
Acetaldehyde Acetic Acid (glacial) Acetic Anhydride Acetone' Acetylene Tetrabromide Acrylonitrile Allyl Alcohol Allyl Bromide Amyl Acetate Amyl Alcohol tert-AmylAlcohol Aniline Benzaldehyde Benzene Benzyl Alcohol Bromochloromethane Bromocyciohexane Bromoform n-Butyl Acetate n-Butyl Bromide n-Butyl Lactate n-Butyl Phosphate n-Butylaldehyde Carbon Bisulfide CarbonTetrachloride' Castoroil oChloroaniline Chloroform* oChlorophenol Cresol Cyclohexanol
Cyclohexanone DiacetoneAlcohol a-Diamylnaphthalene Di-N-Butylamine Dibutyl Sebacate Dichloroacetic Acid o-Dichlorobenzene Dichloroethyl Ether Dichloroisopropyl Ether Diethylbenzene' DiethyleneGlycol' Diethyl Ether Diisopropylbenzene 1,4-Dioxane* Diphenyl Oxide' DipropyleneGlycol* DodecylAlcohol Ethanol (95%) Ethyl Acetate Ethylbenzene' Ethyl Bromide Ethyl Chloroacetate Ethyl Cyanoacetate Ethyl Lactate EthyleneChlorohydrin Ethylene Dibromide' Ethylene Dichlorlde' Ethylidene Dichloride Furfural Hydrochloric Acid (23'Be)' lsophorone
Isopropanol(99%) lsopropylbenzene Isopropyl Bromide Isopropyl Chloride Lactic Acld (85%) Lemon Oil Mesityl Oxide Methanol Methyl Chloroform' pMethylcyclohexanol Methylene Bromide MethyleneChloride' Methyl Ethyl Ketone Methyl Formate Methyl Isobutyl Carbinol Methyl Isobutyl Ketone Methyl Laurate Methyl Salicylate' a-Methylstyrene Morpholine' Nitrobenzene Nitroethane Nitromethane 1-Nitropropane 2-Nit ropropane Octyl Alcohol Oleic Acid Orange Oil Paraldehyde Pentachlorodiphenyl Oxide Perchloroethylene'
Phenyl Ethyl Acetate Phenyl Ethyl Alcohol Phenetole Phenyl Acetate 4-Phenyl-M-Dioxane Pine Needle Oil Piperidine PolyglycolE200' Polyglycol E r n ' Polyglycol E m ' P0lyglyc0lE800' n-Propanol PropyleneDlbromide PropyleneDichloride' PropyleneGlycol' Pyridine Ricinoleic Acld sperm Oil Styrene Oxide Tetrachloroethane Tetrahydrofurfuryl Alcohol Tetrahydronaphthalene Triacetin Tributyl Aconitate 1.1 ,P.TrlchIoroethane* Trichloroethylene' Triethylbenzene Triethylene Glycol' Trimethylene Bromide Trimethylene Chlorobromide TripropyleneGlycol' Xylene
(continued)
622
Form Liquid Liquid Liquid Solid Liquid Liquid Liquid Liquid Liqutd Liquid Liquid Paste Solid Solid Solid Liquid Paste Paste Solid Solid Liquid Solid Liquid Paste Paste Paste Solid Liquid Liquid Paste fSolid Liquid Liquid Liquid Liqurd Liquid Solid Liauid
SOl.)O
Surface Tension (0.1%, 25O C) dynedcrn 40.6 46.9 48.8 52.2 47.3 45.3 Ins. 42.8 43.0 38.6 43.2 46.3 50.3
HLBa Value, 25O C 12-18 1-7 18-23 > 24 7-12 12-18 1-7 1-7 1-7 1-7 12-18 12-18 >24 > 24 >24 1-7 12-18 12-18 >24 >24 1-7 > 24 1-7 7-12 12-18 12-18 >24 1-7 1-7 7-12 18-23 12-18 2-7 7-12 2-7 7-12 12-18 1-7
Ins =insoluble
32 37 73
>loo
42 65 24 32 35 28 58 82
5
40 70 35 16 100 Ins. 90 70 80 80 15 40 Ins 40 50
40 40
>loo
>loo
32 20 74 85
43.7
47.0 Ins. 42.0 42.5 44.0 48.5 35.9 43.0 Ins. 34 4 33 1 39 I 41 2 33 O D 330 34 I 40 6 50 9 41 9 44 1 37 5 40 9 46 1 34 1
>loo >loo
26
>loo
15 86 81 91 >lo0 14 19 90
'
>loo
69 35 46 29 40 45 25
Ins 20 45 40 10 0 0 1 25 15
0
Not cornplelety soiuble
HLB calculatedlrom gk relative relenlion ratlos excepi lot PLURONIC R SerleS esimated ranges
Form Liquid Liquid Liauid Liquid Liauid SOild Solid Liquid Liquid
'I
sol )"
75 18 79 20
74
2 0"
80
_-
0" 70 40 50
201'
Ins
- ..
___
--___
Ins
= IrlmluMe
-_
Glycol Ethers
GLYCERINE ETHERS Table 11.75: Glyceryl a-Monomethyl Ether (2)
&-Monomethyl Ether of Glycerine CH30CH2CHOHCH20H
623
Glyceryl %-monomethyl ether i s a colorless liquid, soluble i n benzene, ethyl alcohol, glycerol and water but insoluble i n gasoline and carbon tetrachloride. I t i s a solvent for rosin, and when mixed with butyl acetate i s compatible with nitrocellulose. I t may be used as a selective solvent and i n the manufacture o f alkyd resins. Boiling range a t 745 mm Refractive index, n
2 5"
9.29 Ib
Glycerine &,y-dimethyl ether i s a water-white liquid soluble i n benzene, gasoline, carbon tetrachloride, ethyl alcohol, water and glycerine, but insoluble i n linseed o i l and other fixed oils. I t i s a solvent for rosin, cellulose acetate and when mixed with butyl acetate i s compatible with nitrocellulose. I t has use as a solvent and plasticizer.
Iloiliny r m g c :it i 3 6 n m .
90% between
164-liO"C
1
.xu
8 36 11)s
a-Mono-n-butyl ether of glycerine i s a colorless liquid, soluble in benzene, gasoline, ethyl alcohol and carbon tetmchloride, but only slightly soluble i n water and glycerol. I t i s a solvent for rosin and ester gum and may be used i n the preparation o f varnishes made with these substances.
I3oiling range e t 18 mrn. Refractive index, n
250 D
0.945 7 87 Ibs
a-Monoisoamyl ether o f glyceryl i s a colorless liquid which generally contains small amounts of other amyl isomers. I t i s soluble i n benzene, ethyl alcohol, halogenated hydrocarbons, carbon tetrachloride, gasoline, linseed oil, and other fixed oils and, i n certain amounts, soluble i n glycerol and water. I t i s a solvent for rosin and, when mixed with butyl acetate, i s compatible w i t h nitrocellulose. I t may be used as a solvent i n the preparation o f alkyd resins and in the synthesis of ester derivatives.
Boiling range at 745 nun Refractive index, N
E D
. a
OS7
8.22 Ibs
624
C5H1 ,0CH2CHOHCH20C5H,
Glyceryl a,y-diisoamyl ether i s a water-white liquid which may contain small quantities o f other amyl isomers. I t i s soluble in ethyl alcohol, benzene, gasoline, carbon tetrachloride and linseed oil, but insoluble in water and glycerol. It i s a solvent for ester gum and rosin and has use as a solvent and plasticizer.
Boiling range a t 10 mm
9 % betwean
147-153'C
.. Refractive index, n 25
1.m
0.903
7.62 Ib
Glyceryl- Ether
u-Isoamyl
n,
d
0.987:;
0.908:;
"C.
7-di-koamyl
u-Benzyl a-n-Butyl Cresyl u-Ethyl u ,7-di-Ethyl tri-Ethyl Epiethylin Glycidol u-Methyl @-Methyl U ,7-di-Methyl tri-Methyl Epimethylin mono--Naphthyl mono-@-Naphthyl u-Phenyl
U ,7-di-Phenyl
1.196::
0.946;:
lUst
1.063
0.92Ch 0.886': 0.941:
laen,
113-4no m.p. 91-2 m.p. 109.10 185-7,s
15044
1.03s:
1.W4'
118-22,a 112-3
215-7
0.915~
mono-p-To1 yl
m.p. 734
Ketones
ACETONE
Dimethyl Ketone, Methylacetyl, Propanone-2
CH 3 -CO -CH 3
Complete Complete
7.7 4.6 0.55 1.3589 180 0.792
Boiling Range. 760 mm. "C Initial Boiling Point. min Dry Point, max Freezing Point. OF ("C) Flash Point. Tap. Closed Cup, OF ("C) Tag Open Cup, "F ("C) Fire Point. O F ("C) Flammable Limits in Air, o/c by volume Lower Upper Autoignition Temperature (ASTM D-2 1553, OF ("C) NFPA Classification 30 DOT Classification DOT Lahels Required
55.1 57.1 -138 (-95) -4 (-20) -2(-19) -2 (-19) 2.6 12.8 1000 (538)
Table 12.2:
(79)
625
626
UI
SHEI.I.UT ICETONE I N
-.
98 8 02 8 05 6 0s 8 81 '3 G 0 3
.
hl' M'
Superfine nrenge shellac Superfine shellac T \ shellac, \ o I T \ shellnr, \ o 2 4 C gnrnet Refus Inc
_-.- -
------
---
- --
\I*TPER
IS \ a H i O L s
ISIN IN^
Congo Manila, soft Elemi Yncca Sandarac Sierra Leone Borneo pontianac Batavia dammar Red, accrodites
97 0
TYPE
M-niiscible in all proportions. M'-miscible in coneentratcd solutions with separation on dilution. SOLUBILITYWSTM GU\IS I N OF
K.iui1, pide l u u r i , brou n h.iuri, I,ush llosin Ilurguiidy pitch St oc I, holm t .ti \lilstlC Ruriilnrjc .\fnd.lg~lSCLlCOlJal, f U S d
8 90 :8i o I
20 i o SOlUl,lC Soluble Solut,le !I 50 Sulul,lr RI 80
-
\CETOYE
1
'
I
~
P. I
czvr
IOL"UI1LI A 7 BOILIN0 P O l h I 01 K I T O N E
Arabic gum Indian gum Senegal gum Tragacanth, Allepa Tragacanth, Persian Tragacanth. Turkey
SOLUBILITY OF
AsPHaLTs
AND
BITUMENS ACETONE IN
TIP*
YlXllllLtTI
Chiiianood oil Coconut oil (rehned and bleached) Corn oil ( r a a ) Cottonseed oil (rehiied and bleached) Cot tonseed oil (hydrogriiated, Crisco) Cot tonseed oil ( h j drogenated) Cottoosecd oil (stearin) Cottonseed 011 (summer) Cottonseed oil (\\inter) Fish oil (herring, titu) Fish oil (h~drogeiiated) Fmh o i l (menhaden. m u ) Grease, broun Grease. garbage Grease, n hite Ihnseed oil, ran
hl
M
hi
l.3 8 998 06 4 '9 6 9
0i J
.\I
51
rn
y~8 YJ 7
4 hf .\I-rniscihle 111 all proportions rn-pnrt soluble a t 25C is miscible in all proportions.
F a t t y acid pitch, medium grade Gilsonite selex Grahamite Mexican petroleum asphalt, steam-distilled. medium grade Mexican petroleum asphalt, steam distilled, soft grade Petroleum *asphalt. steam distilled, Californin, rnediuin grade Residual oil froin Gulf Coast Rcsidual oil from steani distillrtion of mid-continental
54.3
25.0 1.6
44.2 64.3
81 .0 G1 0
Table 12.4: Specific Gravity of Aqueous Solutions of Acetone at Different Temperatures (79)
1MI
095
5
E>
W
030
0.85
Y-
on
0.75
0.70
0
10
20
30
4 0
50
60
70
80
90
100
Ketones
Table 12.5: Surface Tension of Aqueous Solutions of Acetone at 25C (79)
627
80
70 60
Y )
(v
b c
0
v)
50
=- 40
E 30
10
E!
,4 20
cn
a a
0 0
1 1 1 l 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 I I I I ' I i I I I l l 1I i l I
l~Ai-t-iI
r r l r l t r l r r l l l l l l l l l
I i I ' I i l I ' I
I l l
10
20
30
70
80
90
100
1.50
125
u
0
v)
(v
v)
1.oo
E
2
W
0.75
g
v)
0.50
u I I
>
0.25
0.o
0
10
20
30
40
50
60
70
80
90
100
628
..".
1.36
1.35
1.34
1.33
1.32
0
10
20
30
40
50
60
70
80
90
100
Table 12.8: Liquid-Vapor Equilibria for Aqueous Solutions of Acetone at Different Pressures
100
98
96
94
92
Ketones
Table 12.9: Freezing Point of Aqueous Solutions of Acetone (79)
100
629
E 80
D
0
-100
-90
-80
-70
-60
-50
4 0
-30
-20
-10
TEMPERATURE, "C
Azcolropic Mizlurer
% by 11.
%by It.
B.P. (0 '
37.5 73 84.7
29 40
40 12 60 20 70 52
55 75 45
Benzene Lcrt-Butyl alcohol Carbon disulfide Carbon tetrachloride 1,3-Cyclohexadiene Cyclohexane Ethyl acetate Ethyl alcohol Ethyl sulfide bopropyl alcohol Methyl propionate Propyl formate Propyl mercaptan Thiophene
62.5 27 15.3 71 60 60 82 40
80 30
48 45 25 55
78.4 77.5 45.9 73.8 73.0 72.0 77.0 74.8 77.6 77.5 79.3 79.5 55.5 70
B.P. ('0
Ternary Miztures
Water
CCL, C,HI
74.8 73.8
80.0 0.1
05.7 88.9
Typical Propertier and Specifiatim Boiling point a t 760 mm 79.0'C 0.00076 per "F Coefficient of expamion Electrical Conductivity 1.0 x 10-' ohms a t 25% Explosive limits 1.97%-10.2% Flaah point (Tag Cloaed Cup) 257 Freesing point -88.40c Heat of combustion 582 Cal./mole Latent heat of Vaporization a t P'C 108.0 cal./g Refractive Index, N P / D 1.3788 Solubility of water in solvent at P*C 10% by wt. Specific gravity a t P / P 0 C 0.805-0.837 Specific heat 0.55 cal./g Surface tension 0C 28.9 dynes/sq cm P 24.0 40 22.3 76 18.4 Viscosity a t 15'C 0.00123 poise Weight per gallon a t P'C 6.72 Ibs. Acidity (M acetic) 0.0025 by wt. (mu.) Distillation range (ASTM) m0a.5~c 3 mg. per 100 ml. ( m u . ) Non-volatile matter Purity W O
630
CH~*CO*CH~*C~HS
Commercial methyl n-propyl ketone, produced synthetically by dehydrogenation of the corresponding alcohol, consists of a mixture of methyl n-propyl and diethyl ketones i n the approximate ratio of 3 to 1, and contains at least 97% of these ketones, the balance being secondary amyl alcohol. It i s a colorless liquid, soluble i n alcohol and ether but only very slightly soluble i n water.
Typical Propertie8
Molecular Weight (C,HloO) Branched-Cham Ketones, wl % (max) Color (Pt-Co Scale), max Evaporation Rate (n-butyl acetate = 1) Weight/Vol at 20C Ib/gal ( U S ) kglL Ib/gal (Imperial) Solubility at 20C. wt % I n water Water in Dilution Ratio. toluene VM 8 P naphtha Refractive Index at 20C Vapor Pressure at 20C. m m Hg
86 13 10 15 23
6 72 0 81 8 06
31 42 39 10 1 3904
27 8
0 807 Specific Gravity at 20/20'C Boiling Range at 760 rnm " C 101 Initial Boiling Point m i n 105 Dry Point. max -122 (-86) Freezing Point. ' ( " C ) F Flash Point. Tag Closed Cup, ' ("C) F 46 (8) 50 (10) Tag Open Cup, O ('C) F 50 (10) Fire Point O F ("C) Flammable Limits i n Air. 46 by volume 1 56 Lower, at 94OF (34C) 8.7 Upper, at 1 4 4 O F (62C) F 840 (449) Autoignition Temperature (ASTM D 2155) O ('C) IB NFPA Classification 30 DOT Classification Flammable Liquid Flammable Liquid DOT Labels Required
(continued)
Ketones
Table 12.12: (continued)
Cornpariron of Solvent Power MPK vs Other Solvents
631
. si
lsopropyl Acetatea
'
25
14
31.0
6.6 3.6
4.5
5.8
MEK
18.8
20.8 27.0
MPK~
MIE~K~
16
23
Methyl n-butyl ketone i s a colorless liquid, freely soluble i n alcohol and ether but very slightly soluble i n water.
Water, w t % Branched-Chain Ketones, max, wt % Refractive Index, 20C Flash Point (Tag Closed Cup), "F ("C) (Tag Open Cup), "F ("C) Fire Point, " F ("C) Flammable Limits in Air, % b y volume Lower Upper Autoignition Temperature (ASTM D-2 1 55), "F ("C) NFPA Classification 30: ICC Labels Required Bureau of Explosives Classification
0.05
5 1.3969 77 (25) 83 (28)
86
(30)
1.3
8.0 795 (424) Flammable Liquid, Class IC None Nonhazardous Liquid
Several of the solvent characteristics of Methyl n-Butyl Ketone are listed in the following table. Similar values for other solvents are incluhed for comparison.
Solution Viscosity. 25'C. cp
Eastman Solvent
Evap.
Rate
RS. 'h-Sec
Cellulose Nitratea 10 wt x -~
Exonb
Elwire'
470
Zowtx
24
2010
2Owt9L
10
~~~
2a
65
1.4
49
38
83
632
Table 12.14: Solubility of Dry Half-Second R.S. Nitrocellulose in a System of Methyl Butyl Ketone-secButanol-Toluene (2)
Although first prepared i n 1849, methyl isobutyl ketone was not made synthetically and on a large scale until the last decades. It i s a stable, colorless liquid classified as a medium boiler. It i s miscible with most organic solvents and with mineral and vegetable oils. When compared with butyl acetate its rate of evaporation i s somewhat faster so that i t can either replace esters or be combined with them. Its rate of evaporation i s somewhat faster than that o f butyl acetate. It i s used i n the vinyl type resins for coatings where i t helps to prevent gelling and lowers viscosity, i n nitrocellulose lacquer manufacture, i n extraction processes and i n chemical synthesis. It moy be used i n dewaxing oils.
6 67 0 80 8 00
20
10 16 35 10 13958 15 0 802
IB
Flammable Liquid Flammable Liquid
(continued1
Ketones
Table 12.15: (continued)
633
Solution Viscosity at 25C. CP (rnPa.9 Evap Rate Blush Res 40 R H @ 8O'F (27C) 78
16
14
10
30
49 46
80
83
38
64 83
77
33
'Product of Hercules Incorporated 'Product of firestone Plastrcs Company Product of Du Pont Company
Table 12.16: Solubility of Miscellaneous Materials in Methyl Isobutyl Ketone at 20" to 25C (2)
Acid Oleic (Technical Red Oil) Oils Castor, Refined Raw Cottonseed, Raw China Wood Coconut, Crude Fish, Processed Linseed, Purc Raw Mineral, 70f80 viscosity Pine Soybean, 2-3 viscosity
.--
Gums Elemi Kauri (Pale Bold) Mastic Pontianak Resins, Natural Dammar (dewaxed) Batavia Singapore Light Rosin Sandarac
Tmde N m r
'Y PP
Modified drying type phthalic alkyd Ainterlac 80-X.. . . . . . Rosin modified maleic alkyd Amberol 801 Modified maleic Arochem 519 . . . .. Aroclor 1260 . . . . Chlorinated diphenyl Non-heat-hardening 100% para-phenylphenol resin askelite UR-254 ., Phenolic modified drying type alkyd No. 1 Solid I3eckosol Beckosol 1313. . . . . Drying type alkyd Beetle 2274.. . . . . Unmodified urea-formaldehyde Modified rosin ester Cellolyn 102 . . , , , . Rosin ester Ester gum. ...... Ethyl methacrylate . . . . . Acrylic ester Non-drying type alkyd Glyptal 2477 Melmac 245-8 . , . . , , Unmodified melamine-formaldehyde Neville R-21 (soft) . Unmodified coumaroneindene Naphthene polymers Nevillite 1 . . . . Nitrocellulose.. . . . . . . . . Cellulose rater Parlon X (ZO c p . ) . . . . . . Chlorinated rubber Phenac 48.. . . . . . . Modified phenolic Santolite K.. . . . . . . . Alkyl-arybulfonamide-formaldehyde . Saran F-120 . . . . . . . . . . . . Vinylidenechloride-acrylonitrilecopolymem Staybelite . , . . , . , . , . , . . , Hydrogenated rosin ester Teglac 2-152. . . . . . . . . . . . Roain modified maleic alkyd Vinylite AYAF. . . . . . . . . Polyvinyl acetate Vinylite VMCH.. , . , . . , . . Maleic modified vinyl chloride-vinyl acetats COpOlYmer8 Vinvlite VYHH. . . . . . . . . . . Vinyl chloride-vinyl acetats copolymera
634
CH3(CH2)4-C0*CH3
This ketone is o colorless, stable liquid, miscible with most lacquer solvents ond only very slightly soluble
i n water. It i s used as a high-boiling solvent for nitrocellulose and i s particularly applicable i n vinyl resin finishes, where its slow rate o f evaporotion prevents quick drying, improves the flow and gives blush resistance; also used with some effect i n insecticidal preparations.
Molecular Welplit (C, H,,O) BrancliedChain Ketones wt % max Color ( P I C OScale), max Evaporation Rate (n-butb I acetate = 1) W e i g h t i ~ o at. zoOc ~ lbinal (L S 1 kg!L Ib/gal (Imperial) blubilit) at ?OC, wt : : In water Water in Dilution Ratio, toluene VM & P naphtha Refracti*e Index at ZO'C Vapor Pressure at ?OC. mm Hg
114.19 20
IO
0.4 6.80 0.81 8 16 0.46 1.31 3.9 1.? I.4085 2.14
I I1 19
740 (393)
I1 Combustible Liquid None
Eastman pmducr
M l A K i s a retarder solvent, having an evaporation rate o f 0.5, but i t olso possesses exceptional solvent power for most film-formers. In lacquers, the low evaporation rate of MlAK promotes good flow ond leveling properties; whereas the high solvency provides low viscosities or permits a higher nonvolatile content.
0.5 1.2
0.5
4.1 I .2 1.4069 4.5 0.81 4
8.2
795 (425) IC Flammable Liquid Flammable L q u d
(continued)
Ketones
Table 12.18: (continued)
635
Solvent
1 1
0.5 0.5 0.4 0.2
20Wt/%
lnsol
Methyl Amyl Acetate Methyl Isoamyl Ketone Isobutyl lsobutyrate Ektarolvea EE Acetate
92 89 92 e4
lnsol
34
lnsol
lnsol
68
Ins01 284
'product of Hercules Incorporated 'product of Firestone Pksrics C0rnpzn.v Cproducr of Du Ponr Company
Bodma
160 mm.. RanKO.
Evaporation
Solvent
Rate
Specdoc
% R.H. a t
Cravsty.
20IZO~C.
'C.
73 90 100 93
110
MlAK
Methyl amyl acetate 2-Ethoxyethanol 4-Methoxy-4-methylpentanone-2 Ethyl amyl ketone 2-Ethoxyethyl acetate 4-Methoxy-4-methylpentanol-2 Cyclohexanone 2-Butoxyet hanol lsophorone
0.50
0.5 0.3 0.3 0.2 0.2 0.2 0.2
0.06
110 130
141
0.03
Table 12.20: Butyrate-Acrylic Wood Lacquer-Substltutlng Isoamyl Ketone for 2-Ethoxyethyl Acetate (4 7)
Part A InKredlentr
Part e
wt. K
wt.
Half-Second Butyrate
. . . . . . . . . . . . . .
8.5
. . . . . . . . . . . . . 21.3
. . . . . . . . . . . . . . . . . . . . . .
. . . . . . . . . . .
3.0
0.01
0.09
26.3 13.6 13.6 6.8
0.09
36.3
13.6
. . . . . . . . . . . . . . . . . .
. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
3.6
. . . . . . . . . . . . . .
6.aA
2-Ethoxyethyl acetate
. . . . . . . . . . . . . . . . . . . . . . . . . . .
. . . . . . . . . . . . . . .
6.8
6.8
Solids.%
7.45
7.51
7.50
636
CH3(CH2)5CO *CH3
A colorless liquid with a characteristic odor, methyl hexyl ketone i s used as a solvent for vinyl compounds and dyes, and has been found particularly suitable i n dispersing dyes i n l i g h t petroleum oils for newsprint inks.
95%, min.
0.81 -0.83
6-8 Ibs
-9
)'
Color (Pt-Co Scale), ppm Acidity, as acetic acid, wt 7r Water, wt % Flash Point (Tag Closed Cup), " F ("C) (Tag Open Cup), "F ("C) Fire Point, "F ("C) Flammable Limits in Air, % by volume Lower (at 180F) Upper (at 3 13'F) Autoignition Temperature (ASTM D-2155), "F ("C) NFPA Classification 30: ICC Labels Required Bureau of Explosives Classification
0.9 5.9 680 (360) Combustible Liquid, Class IIlA None Nonhazardous Liquid
I MAK
MHK
! I EKTASOLVE@BSolvent' I
lsophorone
0.4
0.1
1 1
I
I
1.2
0.08
0.03
- $ F:;
I
10 .
2.1
I I
93
96
1 I
0.815
0.902
1 I
6.80
7.51
0.827
0.922
6.87
7.68
Ketones
637
ETHYLBUTYLKETONE
Heptanone -3 Ethylbutyl ketone is a stable, high-boiling solvent of special value in lacquers and synthetic resin coatings. Its evaporation rate i n relation to those of comparable solvents i s indicated i n the following tabulation: Solvent Methyl isobutyl ketone Butyl acetate Ethylbutyl ketone Amyl acetate Methylamyl acetate Methylamyl ketone "Ce IIosolve " acetate Diisobutyl ketone Hours -
4.5 8 14
16
17 20 38
44
The unusual combination of good solvent power with medium evaporation rate makes ethylbutyl ketone generally useful for coating solutions having adequate flow without unduly long drying time. It bakes out of films somewhat faster than other comparable ketones.
Acidity (as acetx accd) % w Max Water % w Max Alcohol (as ethyl amyl carbinol) % w M a x
0 01 0 15 0 50
638
DI-n-PROPYL KETONE
Heptanone-4, Butyrone, Amyl Ketone (CH3CH2CH2)2CO
Di-n-propyl ketone i s a colorless, stable liquid having o pleasant odor. It i s miscible with many orgonic solvents, and dissolves a wide variety o f materials, some o f which are crude rubber, nitrocellulose, row and blown oils, many natural and synthetic resins l i k e dewaxed dammar, manila, rosin, ester gum, and waxes.
Dilution ratio ("Kemsolene ") (Toluene) Flash point (ASTM Open Cup) Freezing point Heat o f combustion Latent heat o f voporization Solubility in water at 20C. Solubility of water i n solvent at 20C Specific gravity at 20/20C. Refractive index o t 20C. Specific heat at 25C. Surface tension at 25C. Vapor pressure a t 20C. Viscosity a t 20C. Weight per gallon at 20C.
143.7"C. 0.001073 (per "C.) to 20C. 0.001115 (per "C.) to 55C. 0.8 3.1 49C. -32.1 "C 1051 cal ./mol 75.8 cat ./g. 0.53% by w t , 1.27% by w t . 0.8162 1.4068 0.553 cal./g. 25.2 dynes/sq cm. 5.2 mm. Hg 0.0074 poise 6.79 Ibs.
DIISOBUTYL KETONE
Valerone (C4H9)2CO
A water-white, stable liquid, miscible with most organic liquids, diisobutyl ketone has good solvency for cellulose acetate, nitrocellulose, vinyl resins, waxes, gums, natural and synthetic resins, and crude rubber. It i s used principally as a high-boiler i n nitrocellulose lacquers and vinyl resin coatings, where i t s slow evaporation rate i s advantageous.
MoleculPr Weight (C,HI,O) Color (Ptco Scale), m Evaporation Rate (n.buty1 acelate = 1) WeIght/Vol. 20C. Ib/gal (U. S.)
kg/liter lb/gal (Imperial) Solubility, 20C. wt W In water Water m Dilution Ratio. toluene VM & P Mphthr Refractive Index, 20'C Vapor Pressure. 2OoC, mm Hg Specific Gravity. W/2O0C
20
0.2 6.76 0.81 8.1 1
0.05
163 173 4 3 (-42) 120 (49) 131 ( 5 5 ) 137 (58) 0.81 7.1 745 (396)
0.75
1 .5
II
Combustible Liquid None
(continued)
Ketones
Table 12.26: (continued)
639
I
Solvent
Methvl 1oamvI Ketone
Methyl Amyl Acetate
E"ep
Rate
$R.H Q WF (27'C)
"."^.
..--,
I
RS
I
68
lnsol
J
Ehcire
0.5 0.5
0.4
89
92
92
50
128
34
lnwl
128
160
lnsol
lnwl lnwl
0.2
95
75
CYCLOHEXANONE
"Sextone",
Cyclohexanone i s a colorless to pale yellow, stable liquid with an odor suggestive of peppermint. It is made by the dehydrogenotion of cyclohexanol. It i s miscible i n a l l proportions with most solvents, especially the common lacquer solvents and diluents, hydrogenated and chlorinated hydrocarbons, phenols, pyridine, and turpentine. It i s a good solvent for cellulose ethers, esters, basic dyes, latex, fats, blown oils, waxes, crude rubber, and such gums and resins as ester gum, alkyds, vinyls, coumarone, 100% and modified phenol resins, cyclohexanone resins and many natural resins. It forms constant-boiling mixtures with camphor, tetrachloroethane, and trichloropropane. It has a very high dilution ratio os compared with the coal-tar hydrocarbons, a fact which accounts for its excellence as o solvent, especially i n the lacquer industry. Its low rate of evaporation and strong solvent powers impart blush resistance, good flow and working qualities to lacquers and give films that are clear, smooth and glossy and show good adhesion. It is also used i n spraying and brushing lacquers and as a medium boiler. It i s particularly effective for blending nitrocellulose with spirit-soluble and hydrocarbon-soluble resins and oils. Its solvency for basic dyes makes i t applicable i n wood stains. Other uses are i n the a i r d r y i n g and stoving type of synthetic resins, i n plastics and molding powders, i n paint and varnish removers, i n spot and stain removers, i n metaldegreasing preparations, i n polishes, printing inks, as a leveling agent i n dyeing, i n delustering cellulose acetate, insecticides and pharmaceuticals.
Boiling point Color Dielectric constant at 25OC. Evaporation rate, approximate (toluene= 100) Flash point (open cup) Freezing point Solubility i n water at 2OOC. Specific gravity at 2OOC. Specific heat 15' to 18C. Refractive index Viscosity (SUV at 1OOOF.) Weight per gallon a t 20C. Acidity Distillation range Purity Residue Water content
98 1OOYo
151-1570C.
0.02%
0.2% max.
640
Resin
Acrylic Acryloid 8-82 Elvocite 2010 Cel lulos i c s Cellulose Acetote AB-141-95 (14% ocet.yl) Cellulose Acetate Butyrate AB-171-2 (17% butyryl) Ce Ilu lose Acetate Butyrote EAB-381-20 (37% butyryl) Ethyl Cellulose (N-22, 24 sec.) Half Second Butyrate AB-H Hercose C Type A Nitrocellulose fRS 12 sec.)
Styrene
32 54
2 7
9200
892 5060 1408 242 806 218 96 19 74 68 (3) 484 21 282 388 14 20 16 28 25 46 56 23 Insoluble
>50
M > 50
> 50
> 50
Polystyrene Sh4A 4000A Vinyl BAKELITE Vinyl Resin AYAF BAKELITE Vinyl Resin VYHH BAKELITE Vinyl Resin XYHL Soron F-120 (1000 cps ) EPOXY BAKELITE Epoxy Resin EKR 2002 Urethane Estone 5701F1 Estone 5707Fl Rosin-Ester Amberol 801 L T Cellolyn 104 Melamine-Formoldehyde Cvmel 300 Alkyd Beckosol li 7 Beckosol $31 Rubber Porlon S-20 (18 cps.) Pliolite 5-5 Phenolic BAKELITE Phenolic Resin BKR 2620 Phenoxy BAKELITE Phenoxy Resin PKHH
(1)
-Sincloir
21
> 50
14
> 50 >50
>50
>M
>50
>50
>H)
16
ucc
g r o m r r e s i n , 90 grams cyclohexanone (2) 10 grams o f 10% r e s i n solution, tatrated w i t h dilusnt (en m l ) (3) Partially soluble
IC
Ketones
METHYLCYCLOHEXANONE
Methyl "Anon", "Sextone"
641
Meta
P ra a
Methyl cyclohexanone i s a woter-white to pale yellow liquid with an acetone-like odor. I t i s a mixture of two isomeric cyclic ketones made by the dehydrogenation of methyl cyclohexanol It closely resembles cyclohexanone i n its physical properties, miscibility, tolerance for non-solvents and solvent action. It differs from cyclohexanone i n its somewhat slower evaporation rate and lower dilution ratios with aromatic hydrocarbons. Methyl cyclohexanone i s especially suitable for phenolic and alkyd resins, crude rubber, nitrocellulose, ester gum and kauri. It i s also an excellent agent for blending pyroxylin with resins, oils and rubber i n lacquers. It i s used i n crystalizing lacquers, where i t s low evaporation rate retards evaporation sufficiently to permit crystal growth. It i s also used i n slow-setting varnish removers and i n rubber cements.
100)
169.0" 170.5"C. 20 53C. -70C. 1.442 1.446 2 -3% 0.91 0- 0.914 33 7.6 Ibs. 165.0" 172C. 95% distills within 3.0" 98 100%
None
0.2%, max.
METHYL ACETONE
Methyl Ketone Methyl acetone i s a clear, colorless, flammable, volatile liquid, obtained from the product of the destructive distillation of wood. Although i t varies i n composition i t i s generally composed of acetone 35 to 60%, methanol 20 to 40%, and m t h y l acetate 20 to 30%.
642
DIACETONE ALCOHOL
Diacetone 4-H ydrox y -4-Me thy1pentanone-2 "Pyranton A " Diacetonyl Alcohol
0
CK-C-CH~-C-CHI CIq
II
OH
I I
Diacetane alcohol i s a flammable liquid that i s colorless when pure, becoming yellow on aging; i t has a mint-like odor. Made by the condensation o f acetone, the commercial product contains up to 15% of acetone. For this reason the technical product i s superior i n its solvent power to the acetone-free grade. It i s miscible with most organic liquids, os well as with water. It i s a good solvent for cellulose acetate, nitrocellulose, cellulose acetobutyrate, cellulose ocetopropionate, hydrocarbons, oi Is, fats, resins, gums and dyes. It has only limited solvency for dammar gum, polyvinyl acetate and the petroleum resins. A high-bailing solvent, diacetone alcohol also exhibits the desirable properties of reducing the viscosities of organic solutions o f high solids content, and of minimizing temperature effects an viscosities. In most respects i t i s quite similar to acetone with the exception o f a very much slower rate o f evaporation It i s used i n cellulose ester lacquers, particularly o f the brushing type, where i t produces brilliant gloss and hard film and where its lack of odor i s desirable. It i s used i n lacquer thinners, dopes, wood stains, wood preservatives and printing pastes; i n coating compositions for paper and textiles; i n making artificial silk and leather; i n imitation gold leaf; i n celluloid cements; as a preservative for animal tissue; i n metalcleaning compounds; i n the manufacture o f photographic film; and i n hydraulic brake fluids, where i t i s usually mixed with an equal volume of castor oil Diacetone alcohol i s available i n two grades: technical, containing up to 15% acetone, and acetone-free.
0.000533 per
144F. 8,601 cal ./g
-47C. 0.937 0.946 1.4235
OF.
-1 2C. -30C.
-48C.
ACETONYL ACETONE
Hexanedione-2,5 (CH3 *CO'CH2)2
Acetonyl acetone, a diketone, i s a water-white liquid with an agreeable odor. It i s completely soluble in water, almost entirely soluble i n such substances as toluene, kauri gum and rosin, and only partly soluble i n raw linseed oil, shellac, dewaxed dammar and ester gum. It has been suggested as an intermediate i n the manufacture of rubber accelerators, dyes, inhibitors, insecticides, and pharmaceuticals and for the preparatic of derivatives of thiophene, furan and pyrrole. It may also be employed i n tanning hides and skins.
Ketones
Table 12.31: Properties of Acetonyl Acetone (2)
Boiling point Dilution ratio (xylene) Flash point Specific gravity at 2O/2OoC. Solubility in water at 20C. Vapor pressure at 20C. Weight per gallon at 20C. Acidity (as acetic) Boiling range at 760 mm. Purity Water 191.4"C. 1.8 158F. 0.971 0 0.9760 Complete 0.5 mm. Hg 8.10 Ibs. 0.020% by wt., mox. 185" to 195C. 98.0% by wt., min. Miscible with 19 vol. 60" BL gasoline at 20C.
643
MESITYL OXIDE
4-Methyl -3-Pentenone-2 Isopropylidone Acetone Methyl lsobutenyl Ketone (CH3)2C=CH .CO* CH3
Mesityl oxide i s an unsaturated, medium-boiling ketone made by the dehydration of diacetone alcohol. It i s a colorless to strawyellow, oily liquid with a peppermint-like odor. It w i l l darken and form a solid residue on exposure and aging. It is miscible with most organic liquids and i t i s a good solvent for such substances as nitrocellulose, ethylcellulose, low-viscosity cellulose acetate, polyvinyl chloride, vinyl resins, hydrocarbons, raw linseed oil, kauri gum, rosin, ester gum and synthetic rubber. It w i l l only partly dissolve shellac and dewaxed dammar. Mesityl oxide i s used in lacquers and thinners where i t s presence in the solution lowers the viscosity and gives i t both a high tolerance for hydrocarbons and resistance to humidity. Its excellent solvent power for gums and resins i s especially applicable i n vinyl-type resins, where i t produces f i l m that are tough, glossy and hove good flow; i t s presence permits use of larger proportions of aromatic hydrocarbon diluents.
Purity Water
644
ISOPHORONE
lsophorone i s a stable, colorless, volatile liquid with a mild odor. It i s only slightly soluble in water, but miscible with m o s t lacquer solvents. It i s an excellent solvent for many types of cellulose esters, cellulose ethers, oils, fats, gums and resins, both natural and synthetic. It i s the most powerful solvent for nitrocellulose and "Vinylite" resins. lsophorone has one of the highest aromatic hydrocarbon dilution ratios for nitrocellulose-5.7 for toluene and 5.1 for xylene. It w i l l dissolve 30% of "Vinylite" resin without gelling. At ordinary temperatures solutions can be made of 1/2 second RS nitrocellulose containing 45% solids. lsophorone i s used i n the manufacture of coatings, inks, stencil pastes and as a thinner in synthetic resin finishes.
Dilution ratios Toluene Xylene "Tro I uo i I " Mineral spirik Flash point (open cup) Freezing point Solubility in water at 20C. Solubility of water in solvent at 20C. Specific gravity at 20/20C. Vapor pressure at x) "C Weight per gallon at 20C. Acidity (as acetic) Distillation range at 760 mm. Color
0.9200 0.9250
0.25 mm. Hg 7.68 Ibs. 0.02% by wt., max. 205" -220'C. Not darker than 0.05 g. K2Cr2Q7 per I. of water 98.0% by wt., min. Miscible with 19 vol. 600 B ; g a d ine at 20C.
Purity
Water content
FENCHONE
Fenchone i s a liquid ketone closely resembling camphor. fH3
191 .OC, 1.3 final conc. 8.0 1.2 final conc. 8.2 A l l proportions in 5wo sol, with mineral spirits 131 + 7.4 1.4625 0.9457 54C.
Dilution ratio: with coal-tar naphtha with hi-flash naphtha Kauri-butanol Optical activity Refractive index at 20C. Specific gravity at 15.5"C. Aniline point (-)
5%
10% 2w o 40% 60% 8OVo 90% 95%
.
.
Ketones
BETA-PROPIOLACTONE
BPL
645
'
y---CH2-CH2-C=O
difunctionality
HOCH2 -C H2 - = CO ,
OH
Physical state Liquid Color Colorless Odor Pungent, acrylic 51 Boiling point at 10 mm Hg, deg C 100 mm Hg 100.0 400 mm Hg 139.7 760 mm Hg 162.3 Melting point, deg C -33.4 Refractive index n g 1.4131 Specific gravity, 20/20 C 1.1490 9.56 Pounds per gallon at 20 C 165 Flash point, Tag open cup, deg F Solubility: BPL is miscible at room temperature with most organic
solvents such as ether, alcohol (reacts), benzene, acetone, and acetic acid. Solubility in water at 25 C is 37 per cent by volume, with moderately fast hydrolysis to hydroxypropionic (hydracrylic) acid.
GAMMA-BUTYROLACTONE
B LO
J-[
=o
0
Gamma-butyrolactane i s a powerful solvent and undergoes many reactions that make i t o f considerable interest i n synthesis. I t i s a colorless hygroscopic liquid over a wide temperature range. It i s soluble i n acetone, benzene, carbon tetrachloride, ethyl ether, methanal, manochlorobenzene and water in a l l proportions.
Heat of combustion Specific heat (25OC) (60C) Dekxtrtc cmstani (20%) Critical pressure
492 kcal/md 0 40 callglC 0 45 caUglC 39 500 psl (35 kglcm') Critical temperature 436% Solublity soluble in acetone. benzene. carbon tetrachloride, ethyl ether. methand. chlorobenzene. and water in all proportions (cont I nued )
646
150
100
50
10
10
50
100
500 760
1500
Concontration
(% 1
Time (hours)
1
ROOm
1
6SC
BLO
I
I
3
T:r$rature 65OC
1
0.34 0.97 2.35 4.43
I
I I I I
I
6SqC
T:rgrrturo
I
I
24 T:gratun
65OC
99 98 95
1 2
- I
0.32 0.73 1.23 217 ____ 6.48
I
I
I 1.18 I 2 53 I
0.54 4.87 17 92
90 10 ________ 80 20 50
028 0.92
815
1598
50
Time (hours) 24 48
80
20
1.7
0.33 11.1
1.7 17.4
50
50
(continued)
Ketones
Table 12.36: (continued) Table 111. Bunsen Coefficients of Butyrolactone (cc gas/cc solvent converted to STP)
____
647
--
Gam
25C
45C
75C
Hydrogen Carbon Monoxide Carbon Dioxide Methyl Acetylene Acetylene Vinyl Acetylene
0.12 0.09
0
0
0.044
2.7
12.5 8 33.1
Compound
96 (lolublo
DDT
Acrylonitrile, (high) spec. vis. 8.5.................................... Acrylonitrile, (low) spec. vis. 3.18 .................................... Acrylonitrile, (low) spec. vis. 2.45.................................... Acrylonitrile, (low) spec. vis. 2.1 1 .................................... .Amberot Resin 820 (Rohm & Haas) ................................. Aroclor (60% CI), chlorinated biphenyl (Monsanto) .................... Cellulose Acetate ................................................. Cellulose Acetate Butyrate ......................................... Cellulose Acetate Propionate ....................................... Cellulose Nitrate . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Clorafin (70% CI), chlorinated paraffin (Hercules Powder) . . . . . . . . . . . . . .
10 25
50 50 25 25 50 25 >5
Epon 1009, epoxy resin (Shell Chemical) . . . . . . . . . . . . . . . . . . . . . . . . . . . . Ester Gum . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Ethyl Cellulose . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Formvar, polyvinyl formal resin (Monsanto) .......................... Geon Polyblend, polyvinyl chloride (Goodrich) ...................... : Geon 102, polyvinyl chloride (Goodrich) ............................ Geon 202, polyvinyl chloride (Goodrich) ............................ HETAnhydride . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Methyl Methacrylate Polymer ....................................... Methyl Vinyl Ether Polymer ......................................... Neolyn 23 Resin (Hercules Powder) ................................ Parton, chlorinated rubber (Hercules Powder) ........................ Polyvinyl Butyral . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Pyromellitic Acid . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Saran F-120, vinylidene chloride (Dow Chemical) .................... Shellac . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Polystyrene . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Vinyl Acetate Polymer . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1-Vinyl-2-Pyrrolidone Polymer . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 9-Vinylcarbazole, Monomer and Polymer . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Vinylite VYNW, vinyl chloride resin (Union Carbide) . . . . . . . . . . . . . . . . . . . Vinylite, XYSG, vinyl resin (Union Carbide) ..........................
1 gram polymer dissolved in 100 ml BLO.
b
c
>loc > 5
>lo 60 25 50 50
>25
25 20 >I 0 25 >25 >25 >25 >25
10
> 5
Heated for 1 hour at 100C. and then cooled to room temperature. Solubility after 1 hour at 100C.
648
Ketones
649
P
N v1
2
I
I
8
i r
,P
5
4 C
650
Evaporation Rate n-BuOAc=l Acetone CH3COCH3 Methyl n-Propyl Ketone (MPK)~ CHjCOCjHi Methyl Isobutyl Ketone (MIBK)~ CH3COCHzCH(CH& Methyl Isoamyl Ketone
(MIAK)' CHjCOCzH&H(CH&
Color Pt-Co
Max
5 15
Assay Min Wt
5.7
99.5
2.3
8 (46)
90.0
1.6
6.67
10
0 802
0.01
114-117
-84
16 (60)
99.0
0.5
6.76
10
0.813
0.02
141-148
-74
36 (96)
98.0
0.4
6.80
10
0.818
0.02
147-154
-33
39 (102)
98.0
6.76
20
0.81I
0.02
163-176
-42
49 (120)
0.02
7.02
75
0.84
0.10
175-250
-8
84 (184) (seta-flash)
Methyl Ethyl Ketone Distillation Range, "C Specific Gravity, 20"/20"C Viscosity I@ 25"C, cp Vapor Pressure I@ 20C mmHg Density @ 20"C, Ib/gal Flash Point, TCC "C* Acidity, wt % MAX* Evaporation Rate, n-BuAc=l 00 Purity, wt % (MIN) Hildebrand Solubility Parameter Surface Tension @ 20C dynes/cm Water Content, wt % (MAX) Water Solubility @ 25"c, wt % In water Water in Inhalation TLVCAS Registry Number *Tag Closed Cup, ASTM D 56 *As acetic acid 79-81 0.81 0.4 80 6.71 21 0.003 572 )99.5 9.3 25 0.1 26.3 11.8 200 78-93-3
0.6 15 6.68 62 0.01 165 )99.0 8.6 24 0.1 1.7 1.9 50 108-1 0-1
Ketones
Table 12.41 : Hoechrt-Celanese Ketones (42)
651
Physical Properties
Autoignition Temperature, O C Boiling Point at 760 mm Hg, O C Boiling Point at 760 mm Hg, O F Coefficient of Thermal Expansion per O at 20% C Critcal Pressure, atmospheres Critical Temperature, O C Dielectric Constant, 20% Evaporation Rate (BuAc = 1) flammable Limits (lower limit, ~01%) (upper limit, v d %) Rash Point, Tag Open Cup, O F Tag Closed Cup, O F Freezing Point, O C 515.5 79.6 175.3 1.126~103 41.O 252.5 15.45 5.7 2.0 11.0 Specific Giavily, 2 V 0 C C 2O Specific Heat of Liquid, at 20C, caVg Surface Tension at 20%. dynedcm Vapor Density (air = 1) Vapor Pressure, at 2 O , mm Hg OC Heat of Combustion, kg-caVg d e Heat of Fusion, caVg mole Heat of Vaporization, btullb at 20% Molecular Weight Refractive Index, n f ' 582.3 1.78 212.4 72.11 1.3787 water in 26.8 12.5 0.8062 ,525 24.6 2.5 77.5 0.40 6.71
30 20
-86.7
Methyl ethyl ketone 72.108 0.8105 0.8065 0.8023 6.750 6.711 6.668 79.64 175.26 0.04 70.21 -86.69 1.37880
Dlacetonr alcohol 116.162 0.9441 0.9409 0.9374 7.863 7.830 7.792 169.2 336.6 0.075 0.81 -44. 1.4234
58.080
60OF
Bolllng polnt change OC/mrn @ 760 mm Vapor prerrure @ 20C, mm Freezlng polnt @ 760 mm. OC Refmcllve Index n D Heat of vaporlzatlon cal/g @ 760 mm Heat of furlon at meltlng point
20
122.09 23.53
0.51
82.50
90.0
cai/g
Speclllc heat (Ilquld) callg 'C @ 25' C Fkrh point, tag open cup, O F approx.
0.53 79.
60.
7.5v 1.4v 2.04 2.41 75.7 87.93
0.583 0.55
lower
Solubility, % wt. in water, @ 2OoC water in, @ 2OoC Azeotrope with water, %w compound Boil pt. @ 760 mm, OC Viacorlty, cps @ 20'C @ 25'C @ 30'C Surface tenrlon dynelcm 20' C
complete complete
12.7 98.8 2.9 28.9
88.73 73.41
0.41 0.365 24.6
0.3075
22.32
23.64
652
c
0
f:
h
2 f
0
.
:
0 .
n
i
?
t:
!
!
n n v
1
I
t . C
IC
654
Industrial Solvents Handbook
! *
rll,
Q4
v)
e
.d
b
Q4
0)
r;
spun04
e+ Y 2
m m m
m
m
m m m
m m
m m m m
e
m m
8
Y
c
m m m
m
m m
m m
e
m m
8
Q)
I
CI
8
W
c 0
<
c -
s U .a
$ c
r" 2 8 -
n n n
Ketones
655
656
Ketones
657
7 i
0
N
0 0
0
N
ID
U
? ! a
n
I Y
E n
U
! I
ID
al
C
z
U
a P
0
L
ID
? ! a
ID ID
t
0
a l
ON
658
..
Q
Y)
a
0
Y) Y)
a
2
Y)
0 0
rr
ON-
8-
SI
QD
a l c
u '
G
r
h
e
0
R0
i
D.
5?
c
9
c
Ketones
Table 12.46: Solublllty of Ketones In Water (79)
4.5
659
4.0 3.5
.8
3.0
2.5
2.0
1.5
1.o
. n c c
>
s
u . '
; L
0.5 0.o
10
20
30
40 50 60 TEMPERATURE, C
70
80
90
100
E 3.5 D
.-
CT W
2
L
2.0
1.5
1.o
0.5
0.0
660
0
0 0 c
L
cn
0
CO
I
0
w
L v)
r 0
W 0
>
Y I K
I 0 v)
I-
LL
s
I p3 0
L
i W a
I
0
0 N
0
c
0)
..
0
a -
m
0
E a
0
r
IW
>
w
l -
5
W
a
a
N
I
0
a m o n w
a P
Q)
..
0
O
0 0
Q )
0
o
0
O
0
~
0
W
0
v )
0
~
0
F
0
.
0
) N ~
031VHOdVA3 I N 3 3 H3d
Ketones
661
Table 12.50: Viscosity vs Concentratlon of Chlorinated Rubber (Hercules PARLON S-20) in MEK (8)
Percent Solldo
CH3COOH
Acetic acid i s a colorless liquid with a pungent odor; i t i s made synthetically from acetylene or by the oxidation of alcohol. I t i s soluble i n water, alcohols, ethyl ether, and other organic solvents. It i s used as a precipitant for albumen, casein, and rubber latex. It i s also employed i n the manufacture of leather, cordage, linoleum, acetate solvents, acetyl derivatives, dyes, matches, printing inks, and polishes, and as an assistant i n dyeing processes.
Sptciflcnliona (Qlacial A c e l i c )
Standard
Speclnl
+ Laundry
U.S.1'. XI1
Ace toldehydr .4citlity, as ncctir ncitl Color Formic ucid FreezinK point Son -volatile matter Water rontent Weight per yailoli ab
0.&5% (minx.) W.S% (min.) Water-white 0.2% (mu*.) 15.6'C (min.) 0.5%. (mux.) 8.74 iiw.
IK.Roc(iniii.1
0.0265','{ (nius 0.59;, ( I I U I K . ) H.74 IIM
I
moc
Table 13.2: Viscosity of Acetic Acid and Acetic Anhydride Mixtures at 15" and 765C (79)
662
Acids
Table 13.3: Butyric Acid (2)
Ethylacetic Acid Butanoic Acid Propyl formic Acid
663
CH3CH2CH2COOH
Butyric acid i s a water-white liquid having o choracteristically pronounced and highly disagreeable odor. I t i s soluble i n most organic solvents and completely soluble i n water. The importance of butyric acid i s found i n its butyrate, made with alcohols; these compounds are used as flavors because of their pleasant fruity odors. Other uses are i n the manufacture of flavor esters, plastics, drugs, i n leather tonning and for deliming hides.
Typicol Properfirs and Spcrificalionr Boiling point a t 760 mm Caefficient of eipanaion at 20% at 55 Color Critical temperature Critical density Diasociation constant a t 25'C Electrical conductivity a t 25'C FImh point (ASTM open cup) Heat of comblution Heat of fusion Heat o vaporization f Melting point 163.5.C 0.001026~c 0.001061 Water-rhite 3WC 0.302 I.* x 10-6 rtcip. ohm o.oo039 x 10-4 recip. ohm 17O'F 5906 0.1. (15116 20.1 cal. (1511g 1.59 cal./g -5.7.c Solubility in wat.er at 2o'C Solubilitg of nater in solvent at 20'C Specific gravity at 2O/20'C Specific heat Refractive index a t 19.C Surface tenaion a t 2O'C Vapor preasure at 2O'C Viacolity at 25'C Weight per gallon at 20'C Chloridea Diatillatioa range at 760 mm Purity Complete Complete 0.9595 0.514 (20-1oO"c) 1.3980 26.8 dynea/aq cm 0.84 mm Hg 0.01529 poiae 7.965 Iba. None leO-le-5~C W.W0 wt.,min. by
34
32 30
20
3 26
4 24
22
g 7.0
IO
I 6
1 4
12
1 0
Butyric anhydride i s a water-white liquid which hydrolyzes to butyric acid in the presence of water. Like butyric acid, i t i s used i n making butyrates, flavors, drugs and tanning agents. Weight per gallon at 2OOC. Distillation range at 760 mm. Below 190C. Above 2 0 0 O C . Below 195OC. Purity
Bailing point a t 760 mm. Color Flash paint Melting point Specific gravity at 20/20C. Vapor pressure ot 2OOC.
199.5"C.
Water-white
8.1 lbs.
None None N o t more than 10% 85% by wt., min.
664
? !
re
7
z B
G 3
I-
c
g
s
4
IO
20 30 TEMPtRATURE T.
40
50
1Y4"C.
Flash point Solubility in water at 20C. Solubility of water i n solvent at 20C. Specific gravity at 20/20C.
Vapor pressure at 20C. Weight per gallon at 20'C. Distillation range at 760 mm. Purity
CH3(CH2),CH(C2H5)C0OH
This acid possesses a mild odor and a high boiling point. It i s important for i t s metallic esters, the properties of which suggest usefulness as varnish driers. These metallic s a l t s are stable, mild-odored, light-colored compounds, and are soluble i n hydrocarbons. The glycol esters of this acid are excellent vinyl resin plasticizers. Boiling point at 760 mm. Flash point Solubility in water at 20C. Solubility of water in solvent at 2OOC. Specific gravity at 20/20C. 226.9"C. 260 O F . 0.25% by wt. 1 .% by wt. Vapor pressure at 2OoC. Weight per gallon at 2OoC. Distillation range at 760 mm. Purity
0.03 mm. Hg
7-55 Ibs. 220-2300c. (90% distills within this range 95% by wt. min.
0.9077
TEMPERATURE Y.
Acids
Table 13.10: Lactic Acid (2)
665
u -Hydroxypropionic Acid
CH3CHOH*COOH
Lactic acid, which i s among the oldest known organic acids, i s obtained from sour
~H,CHOH.COOH CH,'CHOH~COOCH~CH,~'COOH 0 e + HI
CH~C&)OCOCH(CH,)OCO
It
Polylactyllactic acids may also be formed by loss of water between the carboxyl and the alcohol groups, thus:
The conditions which affect the production of a lactic acid solution from lactyllactic acid are temperature, concentration and age of solution.
A graph showing the Composition of Aqueous Lactic Acid Systems at Equilibrium and at Progress States of Dehydration.
666
CF3COzH Mol. Wt. Boiling Point Water Azeotrope (20.6% water) Freezing Point Density a t 25C Vapor Pressure O'C 25C Heat of Vaporization Viscosity a t 25C Dielectric Constant at 25C Conductivity a t 25C Surface Tension at 26C
114.03 72.5"C 105.5"C ( I ) -15.36"C (1,2) 1.4844 g/mI 12.4 Ib/gal 28.8 mm (3) 107 mm 7949 cal/mol (3) 125.5 Btu/lb 0.81 3 cp (4) 42.1 e ( ) 5 0.026 105/cmohm (4) 13.44 dynedcm (6)
( I ) Swarts, F., Bull. Acad. Roy. Belg. Classe sci., 8, 343 (1922).
(2) Cady, H.H. and Cady, G.E., J. Am. Chem. SOC., 76,915 (1954). (3) Taylor, M.D. and Templeman, M.B., J. Am. Chem. SOC., 78,2950 (1956). (4) Fialkov, Y.Y. and Zhikarev, V.S., Zh. Obshch. Khim., 33,3466,3471,3790 (1963). (5) Simons, J.H. and Lorentzen, K.E., J. Am. Chem. SOC.,72, 1426 (1950). (6) Jasper, J.J. and Wedlick, H.L., J. Chem. Eng. Data, 9, 446 (1964).
E E
P
1 E
20 3 0 40 50 60 70 TEMPERATURE 'C VAPOR PRESSURE OF TRIFLUOROACETIC ACID
-10 0 10
80
MOL%
CFmH
(continued)
Acids
667
-z !
8 -
C .w
8 m
0
r(
0
-
2 *0 z
0
E:
(
0 0
!2
8 0
N
8 N
Q m
0 0 0
P
0 0
8 P O D 8 s a o P o
33NVJl.l WSNVU lN3383d
6 Q)
E 0
..
T :
s
Q)
668
MISCIBLE
INSOLUBLE
1-10 g
0.1-1 g
Metal Salt
g SaIt/lOO g acid
AI
0.01
Ba
42
Ca
6.3
Cut*
20
Hg'*
50
K
50
Mg
0.57
Na
13
Ni
16
Fe'3*
1.2
GlU
Clz 9.3
2.1
CO
0.0
0.02
CO,
3.5
HBr
6.6 580
HCI
4.1 423
Ha
8.6
N2
0.1
0.02
O2
0.2 0.03
SO, 23
36
0.8
2.5
TEMPERATURE
"C.
Acids
669
'30-U3111
3lllVA NOllV314NWVS
3nlVA 3Nl001
310N3AlOdVS03VY131
31Y330NDll
310N3AlOdVS0300
310N3AlOdVS0313
310N330313
3IYV31SO313
31NV311
31W31SAXOU0AHIO
31310N131Y
31N31ONll
31310Nll
31310
1131011WlVd
3111WlVd
310NV330VlN3d
313101SlUAW
31181YAW
670
Table 13.14: Arizona Chemical ACTINOL Tail Oil Fatty Acids (5)
SAPONIFICATION VALUE IODINE VALUE (WIJS)
197 198
MOISTURE . h
Asn
IOSIN ACIDS
%
UNSAPONIFIABLES
131
131
< 0.1
< 0.1 < 0.1
<
0 01
<001
4.5
2.8
199
< 0 01
0.9
+ 2
FATTY ACIDS TOTAL I o
LINOLEIC NON-CONJUGATED
34 35
95.2
37
200 200
< 0 01
7
0.5 0.5
7.5
07 05
< 0 01
<001
98.8 99.0
33 1 33 1
- Y a - IG -
< 0.1
< 0.01
LINOLEIC CONJUQATEO
/I
9
OLEIC
44 47
+
SATURATED
OTHERS nv DIFFERENCE. %
20
7.50 20
50
7
0.902
0.898
7.47
20
> 200
FA-3
50 51 61
0.897 0.897
EPG
l 775
7.45 7.45
A A
20 20
0900
I I
7413
> 200
Acicis
Table 13.15: Eastman Chemicals Acids and Anhydrides (41)
Cdor
Form Glacial Acetic Acida3D*C.a (Ethanoic Acid) CHICOOH Acetic Anhydrided (Acetyl Oxide) (CHiCO)zO Butyric Acid (Ethyl Acetic Acid) CjH7COOH Butyric Anhydride (CiW0)zO Crotonic Acid (2-Butenoic Acid) CHiCH:CHCOOH 2-Ethylhexoic Acid (2-EthylhexanoicAcid) CAHSCHIC~HSCOOH Isobutyric Acid (2-MethyipropanoicAcid) (CHi)zCHCOOH Isobutyric Anhydride Cdl403 Propionic Acidasb9' CzH&OOH Propionic Anhydride (CzHsCO)?O aAvailable in food grade bKosher cenilied 'Available in feed grade dAvailable in reagenr grade Liquid
671
Pt-co Max
Boiling
Point O C 118
Freezing Point OC 17
Flash Point
TOC
OC
(OF)
AY Mln Wt
15
43 (109)
99
Liquid
1.08
140
-73
56 (132)
58 (137)
99
Liquid
0.96
164
-8
71 (160)
75 (167)
99
Liquid Solid
15 (APHA) 25
195 185
-73 70
84 (183)
94 (202) COC 118 (245) COC 62 (143)
87 (189) 97 (207)
98 99
Liquid
223
-118
127(260)
99
Liquid
10
0.95
155
-47
67 (152)
99
10
0.95
182 141
. I
72 (161)
98 99 98
0.99
1.01
54 (130)
66 (151)
167
SPECIFICATIONS: Assay by titration Trifluoroacetic Anhydride water Trace Impurities (Maximums) Chloride Fluoride Sulfate Iron (Fe) Residue after evaporation
99.9% Min. nil 0.05% Max.
Color (Platinum-Cobalt Scale) 5 Max. Ultraviolet Absorbance Maxima (0.1% in distilled water vs. distilled water in 1 cm cell path) at 230 nm 0.15% at 254.nm 0.01%
672
Sprdflc%on8
Color 1963 Gardner, ma.
1 5 6 8
Acid Value EmpoP 1010 Dimer Acid (polymer grade) Empol 1014 Dimer Acid Empol 1016 Dimer Acid Empol 1018 Dimer Acid Empol 1022 Dimer Acii Empol 1024 Dimer Acid Empol 1040 Trimer Acid Empol 1041 Trimer Acid Empol 1052 Polybasic Acid
194-200 194-198 190-198 190-198 189-197 190-198 175-192 161-181 . 250-2852
Mono
0 1 1 Tr 3 Tr
Compantlw Typical Comporitlon1 Short-Path High Pressure Methyl Ester Liquid Distillation Chromatography Di Poly Mono Di
97 95 3 4 19 17 22 25 93 4 4 6 6 9 8 2 3 33 94 91 76 79 77 77 18 35
343
Poly
2 5 18 15 14 15 80 62
633
80
03 75 75 7 10
11 dark
90
nm., min.
88/99
Value
205.210 205211 203-206 1s201 201-204 201-204 200-204
I
2.5 1.5 3 1 3 3 3
50 50
26.5 7.5 5 5 6.5
1 1 1 2.5 1 1 1
40
47 69 88
93/99
88199
84/98
75/98
Tr
1 3 3 3 6 6 5.5 7 75 73.5 5 6 6 5.5 1 1 0.5
Tr Tr Tr Tr
Tr Tr
1.5
85/99
85/99
(continued)
Acids
Table 13.17: (contlnued)
673
Titer, OC E m e v 621 Coconut Fatty Acid Emery 622 Coconut Fatty Acid Emery 625 Partially Hydrogenated Coconut Fatty Acid
Iodine Value
1
Acid Value
Tvrrul rn)Oritkn'
23-27 22-26
5-16 5-10
3w80
Y
22 1
4 7 7
5
6 6 6 1 1 5
48
20 19 19 18 2 2 23 1
10 9 9 10 1 12 1
2 2
10 8
1 1
65/96
48
49 51 5
55
23-25
5,0 max.
1.Omu.
o6/9(1
7
7 0 3
3
1
F m
1
1
270-276
F m
1-32 1.0
27-30 6-10 88/98
252-258
253-259
1
5
'Typical compositions determined by GLC analysis. AOCS Ce 1-62. These compositions are not manufacturing specifications. ZTypkaI property. 3Emety 7026 Kosher Grade available.
lwstearic Acids
Specllcrtlons
Color
46 Trans.
OC,
Titer, max. 10 10
Oleic Acids
Typical Compm
Saturated Acids
Color
Unsaturated Aclds
46 Trans.
Titer,
OC
Iodine Value
Acid Value
7-12
87-95
88-95
197-204 199-204
T Tr Tr
T Tr Tr
1 1 1 1
1
Tr Tr
~~
4 3 3 3 7 6
7 7
1 3
8 8 8 8 4
1 1 1 1
TI
ma''
3 3
5
4
4
7 7
3 3
Tr
Tr
Tr
Emersol233 LL Tr 3 Tr 4 1 Tr 3 6max. 86-90 78/99 200-204 oleic A i ' cd 1Typical compositions determined by GLC anaiysis, AOCS Ce 1-62, These compositions are not manufacturing specifications lConesponding food grade products available T o r external use only, USP XXl/NYF XVI. 4LL (bw-linokk content) oleic: polyunsaturates 5% max.
11
74
(continued1
674
Short-Chain Acids*
S ~ O n S
I
Color % Trans. w5 50 nm.. min.
.YN 9%
O N
Typlcrl CanporlUon*
Titer, O C Emery@657 Caprylic Acid Emery 658 Caprylic-Capric Acid Emery 659 Capric Acid Emery 650 Lauric Acid Emery 651 Lauric Acid Emery 652 Lauric Acid Emery 655 Myristic Acid
Acid Value
35
Tr
s% gQ 85 2
99 56
1 1
14-16
0.2 0.3
0.5
0.4
1-6
28-31
40 97
2 71 28 3 0.7 97 2
1
33-35
41-43 43 min. 52.0-53.5
0.2 0.2
0.5
w8 9
90/98 90/99
Tr Tr
96 99
1
0.3
Titer,
OC
Iodine Value
4401550
nm.. min.
Acid Value
EmersoP 110 Stearic Acid 52.8-53.5 53.7-54.7 Emersol 120 Stearic Acid2 54.5-55.5 Emersol 132 NF Lily@Stearic A ~ i d 2 ~ 3 ~ ~ Fmnrsnl 143 Palmitic Acid 58-61 63.9-65.0 Emersol 150 Stearic Acids 66.5-69.0 Emenol 152 NF Stearic Acids Emersol 153 NF Stearic Acids 67-69 52 min. Emery 400 Stearic Acid Emery 404 Stearic Acid 53.5-54.5 Emery 405 Stearic Acid 57 min. Emery 410 Stearic Acid 56.1-60.0 Emery 420 Stearic Acid 57.2-63.0 55.8-60.0 Emery 422 Stearic Acid
E12 57
0.5 max. 1 max. 1 max. 1 max. 1 max. 9.5max.
85/98
93/99
205-210 205-210 205-210 215-223 197-202 196-199 196-199 197-212 197-209 195-205 195209 200.207 203-209
5
75
~~~
25
n5 1
50
50
2 2.5
35
39
Tr
9 5
Tr
90 95
3 4 3
0.5 0.5
Tr
25 29 41
2 1.5 1
63 65 55
2.5
Tr
4
Tr
Typical composirions determined by GLC analysis, AOCS Ce 162. These compositions are not manufacturing specifications Orresponding food grade products available: SFor external use on&, USP XXUNF XVI. 4hwdered grade also available. W 6 mhimum stearic m t e n t . 9 6Tentative specifkation.
[continued)
Acids
Table 13.17: (continued)
675
O C
EmerV.531Tallow Fatty Acid Emery 401 Fatty Acid Emery 876 Fatly Acii cd Emery 677 Fatty Ai cd Emery 878 Fatty Ai
36-44
44-53
Value 45-70
34-44
2-6 2 max.
IN.
35-45
34-45
47M 7M5
2.5
0.5
27
17
42
rrrcAcid Value 212-218 214216 216-222 Iodine Value Titer, O C 3540 38-45 374.5 Color % Trans. W5 50 nm., m n 72196
EmerY. 515 Fatty Acid Emery 516 Fatty Acid Emery 517 Fatty Acid
44-54
35-42 42 max
7w94
78194
Emend.315 Linokk k i d
Typlerl CompoJUon1
&tunlrd Arldc
Unulunlrd Acids
5 max.
1525 15.23
72/98
80/90
3 3 3
0.5
Tr
3.5 16 11
Tr Tr
0.5
Tr
Tr 1
19.5
85.5
10.5 5 7
72/98
Tr
0.5
4 4
25.5
48
1 2 7 5 0
676
Table 13.18: INDUSTRENE and HYSTRENE Fatty and Dibasic Acids (26)
SPECIflCATIONS ACID DESCRIPTION [CTFA ADOPTED NAME) CAS NUMBER TITER C ' IODINE VALUE ACID VALUE
TYPICAL CARBON CHAIN COMPOSITION XTRANS 440/550 nm,MlN COLOR WVIBOND SATURATED UNSATURATED OTHERS C8 ClO C l Z C14 C18 el81 C18:l
PRODUCT
% UNSAP MAX
MAX
lndustrene
35 6.
6 Max
1 Max
355-369
70/92 5.OY-0.5R 60 38
SPEClFlCATlONS ACID DESCRIPTION (CTFA ADOPTED NAME) CAS NUMBER TITER 'C IODINE VALUE ACID VALUE
TYPICAL CARBON CHA XTRANS 44O/SSO nm.MlN COLOR LOVIBOND SATURATED C8 C10 C12 C14 C18 C i l
PRODUCT
% UNSAP MAX
MAX
cia1
1 2
Industrene
325
lndustrene
Distilled Coconut (CoconutAcld) 61700-47-4 Hydrogenated Coconut [Hydrogenated Coconut Acld) 67701-05-7
,
22-27
5-10
265-277
0.5
65/90 8.OY-0.8R 7
50 1 9 9
23-26
3 Max 266-274
03 .
85/96 2.OY-0.2R 7
51 18 9
223
Strlpped Coconut (CoconutAcld) 61700-47-4 Hydrogenated Stripped Coconut (Hydrogenated Coconut Acld) 143-07-7
27-30
5-10
252-260
05 .
ao/96 3 . 0 ~ 0 . 3 ~
55 24 1 2
26-33
1 Max
250-260
0.5
85/96 2.OY-0.2R I
55 23 12
5012
Hystrene
9512
Hys trene 9912 Hystrene
95% Lauric [Lauric Acld) 143-07-7 99% Laurlc (Lauric Acld) 143- 07-7 90% Mydstlc [Myrlstlc Acld) 044- 63 8
85/96 2.OY-0.2R
96 3
92/98 1.OY-0.1R
99
85/96 2.OY-0.2R
92 4
9014
I lystrerie
95% Myrlstlc
(MyrlstlcAcld) 044-63-0
0.3
SP/9H
1.OY-O.1R
97 I
9514
(continued)
Acids
Table 13.18: (contlnued)
677
TYPICAL CARBON 0
I COMPOSlTl
PROWCl
TmR 'C
IODINE VALUE
ACID VALW
W P MX A
COLOR MAX
-NSATURAED Ci0:I
Hystrene 9016
59-62
0 . 5 M ~ 214-219
0.2
92/98
1.OY-O.lR Lovlbond
92
lndustrene 5016
53-56
4-7
207-210
05 .
88/96
1.5Y-0.2R Lovibond
46
42
0.2
92/98
1.OY-O.1R Lovlbond
51
45
55-57
0.7Ma 205-210
02 .
88/96
1.5Y-0.2R Lavlbond
52
46
lndustrene 4516
54-57
2Ma
204-209
88/96
1.5Y-0.2R Lovlbond
44
52
Hystrene 4516
55-58
I.OY-O.lR
Lovlbond
43
52
lndustrene R
Stearic Acld
57-11-4
52-64
10Ma
193-213
lndustrene B
Stearlc Acld
57-11-4
57-63
3Mm
198-207
lndustrene 7018
58-62
1M a
200-207
0.5
70192
28
65
Hystrene 7018
58-62
0.5M a 200-206
0.3
92/98
28
66
lndustrene 9018
65-68.5
2Ma
195-201
0.5
70192
5.OY-0.5R lavibond
9 1
03 .
92/98
1.OY-0.1R Lovlbond
94
66.5-69 0.8Ma
195-200
03 .
92/98
1.OY-0.IR Lavlbond
5 9 4
(continued)
678
SPECIFICATIONS ACID DESCRIPTION (CTFA ADOPTED NAME) CAS NUMBER TITER C . IODINE VALUE ACID VALUE X UNSAP MAX %TRANS 440/550 m, MlN COLOR BARDNER MAX
PRODUCT
:4 1
ClE
C22
'HERS -
Hysrrene
3022
30% Arachidic
51-55
193-20 1
1.5
50/90
30
30
30
Hystrene
5522
w90
14
26
55
Hystrene
6022
68-71
169-177
1.5
50/90
27
10
60
Hystrene
7022
Hystrene
9022
90
Hys trene
9222
SPECIFICATIONS ACID DESCRIPTION (CTFA ADOPTED NAME) CAS NUMBER TITER 'C IODINE VALUE ACID VALUE X UNSAP MAX COLOR GARONER MAX
.
Cia
PRODUCT
OTHERS
Hystrene
2290
27-37
65-90
160-185
2.0
90
(continued)
Acidr
Table 13.18: (continued)
679
I
PRODUCT
SPECIFICATIONS ACID DESCRIPTION (CTFA ADOPTED NAME) CAS NUMBER TITER 'C IODINE VALUE ACID VALUE X UNSAP MAX XTRANS 440/550 nm, MlN COLOR
MAX
Hystrene I835
Soap Blend (MtxtureTallow/ CoconuL Acld) 07701- 06 -7 Tallow lype 01790-37-2 Tallow Q p e 01700-37-2
22
18
33
5,
Xb43
15 .
1.0
5 Gardner 80/93
3 .24 1 7
3
5
:J
43 39
3 3
26 25
SPECIFICATIONS ACID DESCRIPTION (CTFA ADOPTED NAME) CAS NUMBER TITER *C IODINE VALUE ACID VALUE X UNSAP MAX COLOR
PRODUCT
MAX
Industrene 105
High-Titer Oleic (Oleic Acid) 112-80-1 Oleic (Oleic Acld) 112-80-1 Oleic (Oleic Acid) 112-80-1 Low-Titer Oleic (Oleic Acld) 112-80-1 Canola 67701-08-0
14 Max
85-95
195-204
1.5
6 Gardner
70
Industrene 106
6 Max
95 Max
198-204
3 Gardner
72
lndustrene 205
14 Max
85-95
195-204
1.5
5.OY-0.5R Lovibond
72
lndustrene 206
6 Max
95 Max
199-204
7.OY-1.2R Lovibond
72
lndustrene 210
10Y-1.5R Lovibond
63
(continued)
680
SPECIFICATIDNS ACID DESCRIPTION (CTfA ADOPTED NAME) CAS NUMBER TITER .C IODINE VALUE ACID VALUE
% UNSAP MAX
PRODUCT
SATURATED
UNSATURATED
52
I
lndustrene 120
Linseed (LinolenicAcld)
08424-45-3
14-18
185-200
197-202
20
16
lndustrene
130
OlelcLlnolelc
07701-00-8
30-38
90-112
198-206
18
10
31
32
Industrene 225
soya
25Mtuc
135-150
195-201
75/85
24
57
(Llnolelc Acld)
67701-08-0
lndustrene 226
soya (LlnolelcAcld)
07701-08-0
26Mm
127-138
195-203
70185
11
I
I
24
53
'RODUCT
TITER 'C
IDDINE VALUE
ACID VALUE
UNSAP
MAX
MAX
UNSATURATED u)tl c z C W 3 m
E
1
55-59
0.6Mm 203-209
0.25
92/98
1.OY-O.1R Lovibond
, 4 4 5 4
1.5-56.5 0.5Mm
206-210
0.2
92/98
1.OY-O.1R bvibond
51 45
55-57
0 . 5 M ~ 205-210
0.2
92/98
1.OY-O.1R Lovibond
52 46
Hystrene 7018 FG
58-62
0 . 5 M ~ 200-205
03 .
92/98
1.OY-O.1A Lovibond
28 66
66-68
1M a
195-200
0.5
92/98
1.OY-O.IR Lovibond
89
56.5-69
0.5Mm
195-200
03 .
92/98
1.OY-0.1F Lovibond
94
2 6 M ~ 127-138
195-203
70185
3 Gardner
11
24
53
Acids
681
t t
8
U
(D
682
Industrial Solvents Handbook
683
FattyAcids
Acid V k e
Physical Properties
R+37.44 21.25
12 mm
2 mposition (GC)
raximate
C6 Coproic
I
<I
6
0 coprylic
c10 coprir c12 Louric (14 Myristic Cl6 Pdmiiic C16.1 Pdniroleic C17 Margarit C18 Stewic C18.1 Oleic C l b 2 Linoleic (18.3
Unoleic
I
7
6
7
6
7
6
M
I9
8
49
II
49
49
1 :
I
3
I8
I
3
26
2
22 3
os os
I1
I
S
2s
3 2
19
2 2
6
1
18
a3
21
4
24
s.o.I.0
5 2
10
1
42
43
10
67
2Jmx.
Sb
4
1
a
I
31
8
23
I1
0.1
03
um~o(.t urntwa
0.3
urntoo
urntolo
urn1a.o u101.0~
Chemical Pmperties
Soponitidion Value
C-fl0
370ma (365) 3511.368 (364)
0.5mm (0.2) 02 .m
a8 0 -1
0.5 mox
(0.2)
0.5 m a
(0.2)
(0.04)
0.lSmox
(0.06)
(0.03)
(0.04)
(continued)
684
Physical Properties
COlO bv.6/r'' Ydow/Red
?(.?i!.!Y
(154)
?#b!!r
95 min (99)
?(jjo~p 3/04 mm
(145)
10/1 mmc
?@up"
95 min (98) (173)
0 460nm/SSOnm
(157)
(3) 0.870
(144) (14)
(3)
(14)
(30)
(0.874)
Approximate Composition Cb Coproic C8 Coprylic c10 capric c12 lauric C14 Myristic
ti!
(55)
53-60 34-42 139) 2 mm 53-63 (57) 37-47 141 1 1.5mox (0.6) 67762-36-1 51-58 (55.9) 34-42
1.0 mox
95.0 min (915)
98.0 min
(0.9)
1.0 mox
0.6 mmc 95.0 min (96.9) (1.4) 12447-02 124-07-02 334-48-5
10.4)
95.0 min 196.6) (1.7) 10.2) 110-42-9
(39.3)
(0.4)
CAS No.
67762-36-1
(1.5) 0.5 mm
0.1 mox
(0.01
124-0742
2-Ethylhexoic Acid
iropsntanolc Acid
Propionic Acid
Valeric Acid
C,H,CH(C,HJCOCH
Molecular Weight Pounds per gallon @20'C Specific Gravity @ 20'/20'C Boiling Point @ 760 mmHg, 'C Vapor Pressure @ 20C mmHg Percent Solubility @ 20% In Water Water In CAS Registration Number 144.21 7.56 0.09077 227.0 >0.1 0.1 1.4 149-57-5
C,H,COOH
102.13 7.76 0.9323 175.0 0.21
C,H,COOH
74.08 8.28 0.9952 140.8 2.4 Complete Complete 79-09-4
C,H,COOH
102.13 6.9 0.9406 185.5 0.1 2.4 13.0 109-52-4
503-74-2
Acids
685
B
4
z
I(R
al
Amines
ALKYL AMINES
Monomethylamine i s a colorless, flammable gas with a strong ammoniacal odor; i t i s sold commercially as a 30% by weight aqueous solution. It i s soluble i n ethyl alcohol, ethyl ether, and many other organic substances, as well as i n water. It i s used in the tanning industry, i n the manufacture of dyestuffs, i n many synthetic products, and i n the treatment of cellulose acetate rayon for dyeing. Typical Properties and Specifications Boiling point (75 mm.) Flash point (30% solution) Melting point Specific gravity at -10.8/150C. Solubility i n water Weight per gallon (30% solution) at 68OF. Ammonia Concentration Formaldehyde Purity -6OC. 0.3"C.
-92.5"C. 0.699
Very soluble
7.7 Ibs.
Lass than 0.2% by weight of salut ion 3 to 3.5% by weight i n water gas Less than 0.3% by weight of solution Not less than 98 mal % of total amines
Dimethylamine i s a colorless gas with a strong ammoniacal odor. The commercial product i s an aqueous solution containing 25% by weight of dimethylamine. It i s soluble i n ethyl alcohol, ethyl ether, water, and many organic solvents. I t i s used as a dehairing agent i n the tanning industry, i n the manufacture of antioxidants, dyes, flotation agents, gasoline stabilizers, pharmaceuticals, rubber accelerators, emulsifien, and cleaning compounds.
(continued)
686
Amines
Table 14.2: (continued)
687
Typical Properties and Specifications Boiling point (764 mm.) Description Flash point (25% solution) Melting point Specific gravity at -6C. Solubility in water Weight per gallon (25% solution, 68'F.l Ammonia Concentration Formaldehyde Purity 7.2 to 7.3"C. Gas at ordinary temperature Apprax. 6.25"C. -96C. 0.6865 Soluble Approx. 7.8 Ibs. Not more than 1% by wt. of sol. 25 to 25.5% by wt. in water Not more than 0.5% by wt. of sol. Not less than 98 mol % of total amines
Trimethylamine i s a colorless, flammable, easily condensible gas with a pungent, ammoniacal odor. The commercial product i s an aqueous solution containing 25% by weight of trimethylamine. It i s very soluble in water and i s used as a warning agent in bottled gas, as an insect attractant, and i n organic synthesis. Typical Properties and Specifications
Boiling point Critical temperature Critical pressure Decomposition temperature Dielectric constant a t 4C. Electricol conductivity
Heat of combustion Ionization constant at 25C. Heat of evaporization at BP Melting paint Specific gravity at -5C. Surface tension at -4C. Solubility in water at 19C. Absolute viscosity at -33.5"C. Ammonia Formaldehyde Purity
Approx 3.5' C. 161C. 41 atm. 800 to 1300C. 2.9 2.2 x 10-12 reciprical ohms at -33.5"C. 578.6 kg. t a l . per mol 6.5 x 10-5 for solutions 0.001 N to 0.06N 95.6 cat. per g. -124OC. 0.662 17.4 dynes per cm. 1 liter of aqueous saturated solution contains 410 g. of amine 3.208 millipoises Not mare than 0.2% by wt. of solution Not more than 0.3% by w t of solution Not l e u than 98 mol %
688
20
10
-1 0
TRI-
-20
-30
4 0
DIMONO.
-50
10
20 WT
30
METHYLAMINE
40
50
Wt. % A
70
a5
90-92 41.4 22.2 47.5 48.5 97.5 Minimum B.P. 25.5 32 37.6 Minimum B.P.
3 73 Non-azeotrope Non-azeotrope
26 72
2-methyl propane
Amines
689
@
@
> I I I
I n
~ I n I n I n l I n l l E q I n I n I n l l I E ; I I n I > ~ I E I I I
.I > I < I
> > I n
I,-
-,.
h
.CI Y
690
Boiling point Color Critical temperature Dissociation constant a t 25'C. Heat of cornbuntion Heat of vaporization at I5'C Heat of iolution in water a t 19'C Melting point Purity Specific gravity at P9/m0c Weight per gallon ( m T )
16.6'C Water-white 183.2'C 5.6 x lo-' G M 9157 Cd./g. Liquid 9068 cal./g. 14.57 cal./g. 6.0 cal. per mol of solute 33 at infinite dilution -80.6'C A t leaat 70% 0.794.80 6.63 Iba.
Diethylamine i s a water-white liquid with on ammoniacal odor. I t i s soluble i n water, ethyl alcohol, paraffin hydrocarbons, aromatic and aliphatic hydrocarbons, ethyl ether, ethyl acetate, acetone, fixed oils, mineral oil, oleic and stearic acids. I t dissolves hot paraffin and carnauba waxes, which solidify when cooled. It i s used as a selective solvent for the removal of impurities from oils, fats, and waxes where i t s property of hydrating i n aqueous solution i s utilized; also used i n the manufacture of rubber chemicals, textile emulsions, dyes, flotation agents, resins, polymerization inhibitors, gum inhibitors, drugs, and insecticides.
Typical Propertier and Specijkul? Boiling point 5e..O'C Critical density 0.248 g./cc. Critical pressure 38.2 atm Critical temperature 223.5'C Dissociation constant 1.28 x lo-' Flash point (open cup) Below F ' O Heat of combustion Gas 9295 cal./g. Liquid 9882 cal./g. Heat of Vaporization at 58'C 91.03 cal./g. Heat of solution in water a t 8220 cal./mol of solute at room temperature infinite dilution Melting point -5o.O"C Specific gravity at 20/20'C 0.71 20/40c 0.711 0.516 cal./g. Specific heat of liquid at 22.5'C Refractive Index a t 17.6'C 1.3873 Viscosity a t 25'C C.346 centipoim Weight per gallon (20'C) 5.89 Ibs. Dbtillation range Not below 53-C Initial boiling point Not above 59.5' Final boiling point Purity At le-t % Water insoluble None
Amines
Table 14.9: Triethylamine (2)
691
Triethylamine i s a colorless liquid, freely soluble i n water at temperatures below 18"C., soluble i n ethyl alcohol, methyl olcohol, ethyl ether, ethyl acetate, aliphatic and aromatic hydrocarbons, acetone, fixed oils, mineral oil, oleic and stearic acids, and i n hot carnauba and paraffin waxes, the latter two solidifying when cooled. It i s used i n the manufacture of corrosion inhibitors, emulsifying agents, dyestuffs, and insecticides.
Typical Propertier and Specifiationa Boiling point 89.5"C Critical solution temperature (in water) 18'C Dissociation constant 6.4 x lo-' Flash point (open cup) 20'F Heat of combustion 10,248 cal./g. 10,040 cal./mol of solute a t Heat of solution in water infinite dilution Melting point - 114.8'C Specific gravity a t zO/ZO"C 0.730 Refrnctive index a t 20C 1.4003 6.1 Iba. Weight per gallon (20'C) Color Water-white Distillation range Initial boiling point Not below 85C Not above 91'C Final boiling point Purity 98.5%, min. Water insoluble (2&30'C) None
n-Propylamine i s a colorless liquid soluble i n water, methyl and ethyl alcohols, ethyl ether, ethyl acetcte, acetone, aromatic, aliphatic and paraffin hydrocarbons, fixed oils, mineral oil, oleic and stearic acids, and hot carnauba and paraffin waxes, the latter two solidifying when cooled.
Boiling point (780 mm) Distillation range Flssh point Melting point Purity Refractive index at 20'C Specific Gravity at 20'c Weight per gallon (at W C )
Di-n-propylamine i s a colorless liquid, soluble i n ethyl alcohol, methyl olcohol, ethyl ether, ethyl acetate, acetone, paraffin hydrocarbons, aliphatic and aromotic hydrocarbons, fixed oils, mineral oil, oleic and stearic acids. I t dissolves hot paraffin and carnauba waxes which solidify when cooled. It i s partly soluble i n water.
Boiling point Fluh point Melting point
Purity
110-1'C
4bT
-39.6'C
81% min.
0.74 1.4089 6.18 I . b.
Specihc gravity at 20C Refractive index at 20'C Weight per gallon at IO'C
692
Table 14.12: Mutual Solubility of Di-n-Propylamine and Water at Various Temperatures (2)
1.96 2.42 2.91 5.88 9.33 12.27 15.28 25.21 33.69 44.68
52.8 44.1 38.1 12.2 -0.6 -2.2 -3.5 -4.9 -4.8 -2.9
47.54 80.40
64.06
-1 5 42 80 17 5 247 31 2 39 0 49 0 74 8
(29)
C H3CH(NHp )CH3
Boiling point Flash point Melting point Specific gravity at %/IT Vapor pressure at 15OC pH of 0.1 N aqueoua mlution Boiling ranp Color
31.9"C
<WF
- 101 .a*c
0.693 385mm
Amines
Table 14.15: Di-lsopropylamine ( ) 2
[ (C H3 )2C HI2 NH
Di-isopropylomine i s o water-white liquid with an amine odor. I t i s soluble i n methyl alcohol, ethyl ether, ethyl ocetate, ocetone, aromatic and aliphatic hydrocarbons, mineral oil, fixed oils, oleic and stearic acids, and only partly soluble i n water. I t dissolves hot paroffin and cornouba waxes which solidify on cooling.
Boiling range Flash point Specific gravity a t 81-8s'C 20'F 0.726
693
m/mT
n-Butylamine i s a colorless liquid with an ammoniacal odor. It i s miscible with water, ethyl alcohol, ethyl ether, paraffin hydrocarbons, and many organic solvents, and dissolves o wide range of materials. The butylamine salts and soaps are usually soluble i n hydrocarbons. It behaves i n many ways like monoamylomine, but w i l l not produce o constant-boiling mixture with water. This compound i s used i n the manufacture of specialty soaps, emulsifying agents, desi zing agents for textiles, rubber chemicals, flotation agents, corrosion inhibitors, dyestuffs, insecticides, and pharmaceuticals.
Boiling point (760 mm) Flash point Heat of combustion Melting point Specific gravity at zO/ZO'C Solubility in water Solubility of water in solvent Refractive index at 20'C Viscosity at 25'C Vapor pressure a t 20'C Weight per gallon at 20C Acid insoluble Distillation range Initial boiling point Not less than 95% Final boiling point Purity 77.a0c 45.C 710 kg. cal. per mol -s0.5'C 0.7385 Complete Complete 1.4044
0.08 centipoise
0.01 m m 0.15 lbs. 1.W0max. Not below 73.0'C Below 82.0"C Not above 88.O'C 94% min.
n-Dibutylamine i s a water-white liquid with an ammoniacal odor. It i s miscible with a large number and variety of organic solvents but its solubility i n water i s limited. It i s soluble i n ethyl and methyl alcohols, ethyl ether, ethyl acetate, ocetane, a l i phatic, and aromatic hydrocarbons, fixed oils, mineral oil, oleic and stearic ocids. While i t dissolves hot paraffin and carnauba waxes, these solidify on cooling. It i s used i n organic synthesis where i t s derivatives are used as flotation reagents, dyestuffs, rubber vu Icani za ti on acce Iera tors and corrosion inhibitors.
Boiling point Flash point (open cup) Specific gravity a t m/mT 10lC 135'F 0.70 0.701 1.4188 2.6 mm
0.33 I . b 0.0% max.
m/~c
Refractive index a t 20C Vapor pressure a t m-c Weight per gallon a t 2072 Acid insoluble Distillation range Initial boiling point Not levl than ! % % Final boiling point Purity
Not below 163OC Below 103'C Not above 172'C eS% rain.
694
n-Tributylamine i s a water-white to light yellow liquid with an ammoniacal odor. I t i s soluble i n ethyl alcohol, methyl alcohol, aliphatic and aromatic hydrocarbons, ethyl acetate, acetone, fixed oils, mineral oil, oleic and stearic acids, hot carnauba and paraffin waxes, the latter two solidifying when cooled, and most organic solvents. It i s almost insoluble i n water. Its sulfuric acid salts are water-soluble. It i s used i n the manufacture of corrosion inhibitors, emulsifying agents, dyestuffs, and insecticides.
Boiling point Coefficient of expansion per 'C F!mh point (open cup) Melting point Specific gravity a t 20/20'C 20/40c 60/15'C Refractive index a t 20C Surface tension a t 20C Viscosity at 25'C a t 60C Weight per gallon a t 20'C Acid insoluble Distillation range Initial boiling point Not less than 95% Final boiling point Purity
214'C 0.00105 187'F -7O'C 0.78 0.778 0.755 1.431 24.9 dynes/crn. 1.35 centipoise 0.73 centipoise 6 . 5 Ibs. 0.25'% max.
Not below 203'C Below 216C Not above 219'C 99% min.
lsobutylamine i s a colorless liquid soluble i n water, methyl and ethyl alcohols, ethyl ether, ethyl acetate, acetone, aromatic and aliphatic hydrocarbons, fixed oi Is, mineral oil, oleic and stearic ocids, and hot paraffin and carnauba waxes, the latter two solidifying when cooled.
Boiling point Flash point Melting point Specific gravity at 20'C Refractive index a t 20C Weight per gallon a t 20'C Distillation range Purity
68-9'C
Below 20'F
-85'C 0.731 1.3985 0.10 Ibs. W9'C 99% min.
Diisobutylamine i s a colorless liquid soluble i n ethyl alcohol, methyl alcohol, aromatic and aliphatic hydrocarbons, ethyl ether, ethyl acetate, acetone, fixed oils, mineral o i l oleic and stearic acids. I t i s insoluble i n water and while i t dissolves hot paraffin and carnauba waxes, these solidify on cooling.
Flash point Melting point Specific gravity at W C Refractive index a t 20'C Weight per gallon a t 20C Distillation range Purity
97% min.
Amines
Table 14.21: sec-Butylamlne (2)
C H3CHNH2C2Hg
sec-Butylamine i s a water-white liquid with a characteristic amine odor. I t i s soluble i n water, methyl and ethyl alcohols, ethyl ether, ethyl acetate, acetone, aromatic and aliphatic hydrocarbons, mineral oil, fixed oils, stearic and oleic acids. I t dissolves hot paraffin and carnauba waxes but these solidify on cooling.
Boiling point (772mm) Fluh point Melting point Specific gravity at z/OC OZ' Boiling range 68C 20'F lMC 0.725
695
6J' UgC
This amine i s a light straw colored liquid with an amine odor. It i s soluble i n acetone, ethyl ether, ethyl acetate, aromatic and aliphatic hydrocarbons, fixed oils, mineral oi I, and oleic and stearic acids. It i s insoluble i n water, methyl alcohol, and although soluble i n hot paraffin and carnauba waxes, these solidify on cooling.
Flub point Specific gravity at 2 / 0 C 02' Weight per gallon at 2C 0 ' Boiling range
Z0.F
0.788 6.56 I . b
2a-Hl-c
n-Amylamine i s a colorless liquid with an ammoniacal odor. Commercially i t i s a mixture of the following isomers, although a pure product i s available.
tert-Amylamine rsc-boamylamine 2-Aminopentane 3-Aminopentane Active amylamine racdmylamine n-Am ylunine
It i s miscible with water, ethyl and methyl alcohols, ethyl ether, ethyl acetate, acetone, aromatic and aliphatic hydrocarbons, fixed oils, mineral oil, pyridine, oleic and hot stearic acids, hot paraffin and hot carnauba waxes, the latter two solidifying when cooled. It dissolves a varied range of materials which are usually dissolved with difficulty by other organic solvents. It i s used as a corrosion inhibitor and as a base for emulsifiers which are soluble i n vegetable and mineral oils. It i s also employed i n textile lubrication, and as a raw material i n the manufacture of dyestuffs, emulsifying agents, antioxidank, desizing agents for textiles and pharmaceuticals.
Boiling p i n t Coefficient of expansion at W C Conatant-boilingmixture n-Amylamine Water Fluh point (open cup) H a of vaporization et Melting point Bpecific gravity at 20/10C Spci6c heat at W'F Refractive index at l9OC BUrf.0~ tenaion at 13C
I02-lMC O.lml6 79-8a.m a-wc B.P. 21-17.570 65'F 108 cal./g. -5C 5 ' 0.7gO.78 0.65 eal./g.
1.4068
Viscwity at W C Vapor pressure at 2C 8 ' Weight per gallon at W C Color Dintillation range Initial boiling point Not less than 95% Final boiling point Purity Water dilution
0.01018 poise 35 mm 6.41 Ibe. Water-white Not helow BC P ' Below 1 o o T Not above U' OC
Wo min.
1o:l min.
H.4 dyna/cm.
696
Diamylamine i s a colorless to straw-colored liquid with an ammoniacal odor, which i s composed of a mixture of amyl isomers. It i s soluble i n ethyl alcohol, methyl alcohol, ethyl ethers, ethyl acetate, acetone, aromatic and aliphatic hydrocarbons, fixed ails, mineral oil, oleic and stearic acids. It i s insoluble i n water and while soluble i n hot paraffin and carnauba waxes, these solidify on cooling. It i s a solvent for oils, resins, and some cellulose esters. Introduction of the amyl group imparts o i l solubility to otherwise oil-insoluble substances. I t i s used as a corrosion inhibitor, and i n chemical synthesis.
Coefficient of expansion a t 20-60"C Flash point (open cup) Heat of vaporization Specific gravity at 20/2o'C Specific heat a t B F O ' Refractive index at 2o'C Surface tension a t 13'C Vapor pressure at 26'C Viscosity a t 2o'C Weight per gallon at '23C Acid insoluble Distillation range Initial boiling point Not less than 95% Final boiling point Purity Sulfur
0.00102
1WF 83 cal./g. 0.77-0.78 0.54 cal./g 1.4259 24.4 dyneslcm 9 mm 0.012g4 poiae 6.45 Ibs. 0.5% min. Not below 175'C Below m'c Not above 218'C es% min. 0.06% min.
Triamylamine i s a water-white to light yellow, stable liquid which i s strongly basic i n reaction. It i s soluble in ethyl alcohol, ethyl ether, ethyl acetate, acetone, aromatic and aliphatic hydrocarbons, fixed oils, mineral oil, oleic and stearic acids, and i n hat paraffin and carnauba waxes, the latter two solidifying when cooled. It i s insoluble i n water and methyl alcohol. I t i s an excellent corrosion inhibitor of steel i n a 0.13% solution i n normal sulfuric acid. It i s used i n the manufacture of emulsifying agents, dyestuffs, and insecticides.
Coefficient of expansion Flesh point (open cup) Heat of vaporization Specific gravity at lo/loC Specific heat a t 60'F Refractive index at 18'C Surfam tension a t 13C Viscosity a t 20C Vapor pressure a t 28C Weight pcr gallon a t 20.C Acid imolublu Distillation range Initid boiling point Not le= than 5 % 0 Not less than 95% Find boiling point Rrrity 0.m1 215F 79 cal./g.
0.79-0.80
0.61 cal./g. 1.4374 24.4 dynes/cm. 0.0!2421 poi7 mm 6.60 lbs. 1.0% Inax. Not below ZU'C Above 2WC
Balor m"c
00% min.
Amines
Table 14.27: sec-Hexylamine(2)
CH3CHNH2CqHg sec-Hexylamine i s a colorless liquid with an amine odor and soluble i n water, ethyl alcohol, and paraffin hydrocarbons.
F l u h point Specific gravity at P C Weight per gallon Diitillation range Purity
WF
697
070 .4
6.22 Ibs.
1710 0-1%
8688%
2-Ethylbutylomine i s a water-white liquid with an amine odor. It i s soluble i n methyl and ethyl alcohols, ethyl ether, ethyl acetate, acetone, aromatic and aliphatic hydrocarbons, fixed oils, mineral oil, oleic and stearic acids. It dissolves i n water and while soluble i n hot paraffin and carnauba waxes, these solidify on coaling.
Fluh point Specific gravity at PI20.C B o i h g range
281.1-c W. 0C
0.8062 0.07% by wt.
Solubility of wakr in mivent at 2C 0 . Vapor prauum at 1. 0C Weight per gallon at PC ' Boiling range
0 1 % by wt. .7 0 0 mm .1 67 I . .1 b 289-2W-C
698
0
Cyclohexylamine i s a colorless, caustic liquid with a fishy, amine ador. I t has been known since 1893, but not until 1936 was i t made i n commercial quantities i n the United States. It i s produced by the catalytic hydrogenation of aniline. I t i s a strong base, even stronger than ammonia or the ethanol-amines. I t i s miscible with water and most of the common organic solvents, among which are the alcohols, ethers, ketones, esters, aliphatic and aromatic hydrocarbons, both pure and chlorinated. It i s used as a solvent and as a corrosion inhibitor. Either alone or as a soap, i t i s employed as a wetting-out, cleansing, washing, emulsifying or dispersing agent i n the textile industry. I t may be used to absorb acidic gases, as a preservative for dyes, as an insecticide, and i n the printing and dyeing of textile products.
Typical Properlies and Specificalions Boiling point (760 mm) 134.5"C Freezing point -17.7'C Fire point 30C Flaah point Below O'C Specific gravity nt 25125C 0.5347 Refractive index at 25C 1.4565 Weight per gallon at 20C 7.206 Iba. Aseotropic mixture 44.2% by wt. B P . (760 mm) 96.4"C Cyclohexylamine Water 55.8% by wt. Distillation range 132.&137.5'C
Dicyclohexylamine i s a clear, colorless and strongly basic liquid with a faint ador. I t i s miscible with most organic solvents but only slightly soluble i n water. Unlike cyclohexylamine, i t does not form an azeotropic mixture with water. I t i s more toxic than cyclohexylamine when absorbed through the skin and when large amounts are absorbed, death may result. Dicyclohexylamine soaps are good emulsifying agents. This solvent may be used to absorb acidic gases, to preserve rubber latex, to plasticize casein, to neutralize plant and insect poisons, and as a solvent for dyes i n the textile printing and dyeing industry.
Typical Properties and Specifications Boiling point (760 mm) 255.8~ -0.1"C Freezing point Fire point 1W'C Flash point 100C 0.9104 Specilir ginvity at 25/25"C 1lefr;ictive index at 25C 1.4823 Weight per gallon at 20C 7.59 Ibs. Boiling range 252.0-258.O"C Purity 98% min.
Amines
Table 14.34: ALIQUAT Fatty Quaternary Ammonium Chloride (58)
699
Description
(CTFA edoptednemj
Active I Min
Amine Max
1
I
-__
_--*
*Sernlcornrnerclal.
'Semlcornrnrcclal.
700
N.aW
Cham
6 8 10 12 14 16 18 18 18
-1-1
2 2 9s 95 4 3 3 92 4
-- -1 I- 1- /
213 195 221 82 94 92
6(612 90 90 2 1 4 4 4(
Mol. combining weight Percent Primary Amine Percent Secondary Amine Approx. Melting Pt. "C Calor-FAC Grade: D-Distilled ~ T-Technical _ _ _ _~___
-1-1-
-/-I-
D
- .
T ' D
- 0
! II
U
D I T ' D
I
I l / / I / / /I
T D D D T D T
c
X
~
i2
c
X
z
N-alkyl
Cham
z
D
2
6 8 10 12 14 16 18 18 18
B I
8 9 47 18 8
5
5
8 9 47 18 8
-_
5 5
2 24 71 3
2 24 71 3
Mol. weight-theoretical
Mol. combining weight Percent Tertiary Amine Approx. Melting PI. "C Calor-Gardner1933 D-Distilled T-Technical
224 280 80 - 10
5 T
289 361 80 0 10 T
289 314 92 -8 1 D
289 361 80 17
5 T
--
_ . - __
__ -_
289 314 92 1s 1 D
Table 14.37: Solubilities of Pure Dodecyl- and Octadecyl-Trimethylammonium Chlorides in Grams per 100 Grams of Solvent (59)
Salt -Solvenl
Dodecyl
I
~
- ~ ~ _ _ _ _ _ _ _ _ _ _ _ _ - - - Methanol 83.1 113.8 145.8 180 226.6 Acetone - - - - 2.88 9.76 - 41.7591.9 110.6 Acetonitrile 4.8 10.9 18.2 32.8 81.2 - Carbon
tetrachloride - - - 1.21 34.2 102 gel Insoluble in ethyl acetate, bnrene, n-hexane or cyclohexane at 9s".
-10"
0'
10"
20"
3' 0
40"
45"
SO"
55'
56.5'
' Methanol
3.2
0.7
1.8
0.71
13.6
25
40.8 56
73.5 100
0.40 0.5
Amines
Table 14.38: Solubilities of Organic Compounds in Aliphatic Amines at 25" 2 5C (7)(2)
701
Abbreviation in. U
"1
VS
I?kc
w
n
x
rn
P
Swell. Numerals Numerals appearing in diethylamine column indicate number of @ramsof solute (or of its reaction d u c t with diethylamme) per 100 ec. of
solution
1 Acenaphthene 2 Acrtaldchyde 3 Acetamide 4 Acetanilide 6 Acetic acid 6 Aectoacettc ester 7 Acetone 8 Acetophenone 9 P-Aectophe?ylcne diamine 10 9-Aectotolutdc I 1 Acetylene 12 Aertyicnc tctrahremide 13 Acetvlralicylic acid I4 Amar.aprr IS Alanine 16 Aldol 17 Alizarin 18 Allyl alcohol 19 I-Aminoanthraguinonr 20 pAminobnzoie acid 21 n-Aminophenol 22 o-Aminophenol 23 Arninorulfonsc lrulfamis) acid 24 Ammonium benzoate 2s Ammonium citrate 26 Amyl alcohol l i s 4 27 r-Amy! formate 11 Anethole 1 29 Anhydrof~rmsldLhyduniline 30 Amline blue 31 Anthracene 32 Anthrsnihc acid 33 Anthraquinone 34 Atoryl 36 Ambenzene 36 Azorybrnrene 37 Berrvnx 38 Bcnmlacctophenone 39 Benzaldehyde 40 Beniamtde 41 Benzene 4 2 Benzidine 43 Bcnril 44 Benzoic acid 45 Benzoic rulhnide (Lcchdin)
ins ins
*
I
el "I
s
"S+
46 Benzoin
47 48 49 SO
m
I
66 P-Bromanitrobrnrcne 67 e-Bmmotolucnc S8 pBmmotolume S9 --Butyl alcohol 60 tsrt-Butyl alcohol 61 ,Butyl xyanide 61 +Butyl ether 63 ,Butyl form&te 61 "-Butyl stearate 65 CnKdnc 66 Calcium acetate 67 %-Calciumbutyrate 68 Calcium formate 69 d-Camphor 70 Carbon disulfide
00
s
U
(continued )
702
E
71 Casein 72 Cellalex 73 Cellulore acetate 74 Cellulow nitrate
r'
CI
d
i
ins
75 Cerulein 76 Cetyl dcohol 77 Chloroacelic acid (mono) 78 p-Chlorodiphmyl
P
i. n
in.
. .. .. .. . va . . * ' wx s . .. I . .. m m m
UI
. . .ins. . ,. . . . . . . .
iM ins
in8
u s
m .
2 &w2oto11
87
86 Cryrtd violet Cy$!ohr;rpol 88 c tanisdim (bmnmdine) & Diaroamtnobmzene 9 PO CDibmmobmrcnc 91 2.3.Dibromopropyl alcohol 92 Dxhlorarntne-T 93 p.Dtchlorobc?rene 94 Dichlorollallcin 95 Dichlorohydrin
...
. . . s. I .. . . .v l . . . .. .. .. . m. . . .a . . ... ins s m I n .. u
u
. .... . . . . . . . .
r m
srz vr+
..
..
ins
K u
UII VI
. . . . I .. up
1. 1 1
;E
ax
jM
IUS
in1
I
VI
.
Yt
mu
y .
iru
"
n
E+
. . . . . . . . . . . .. . . .
c
Y .
ssrm
iru
V.
E+
n x s
m
i111
i
iru
m
a
U
IS
I " I
. . . .
.c . ax . r. . . . . . . . *s. . .. .
".+X
ux
ins
iru
. . . . ea . . . . m m . . . . I . .
s
".
Y.
. . . ..... m
y .
V .
s
I
. m
. . . . y.l 53 ... .. w . . . . . .
I*
40
inm
I.
" 1
"I
s ,
IS
UI
.. S .. .. "I .. . .. . . "I. ..
'. I
sx
m m
111
"I
. . . .u s vu . . . . . . ' . . . . m
YI
L'
.
I
a
I
YI
+ ;
.
U
I I
ux
SSI
107 4:4*.Di?itrodiphcnyl 108 2.cDinitro-I-n.phthd-7-rulfonic Iwid 109 2.CDinitrophcnol 110 2,CDmitrotolucnc 111 Diphenyl 112 Diphenylamine , 113 Diphcnylbcnramide 114 Diphenyl uanidinc 116 Diphcnyl%ctorimc 116 Diphenyl sulfone (phenyl sulfone) 117 Diphenylurea (rym.) 11.9 4.4'-Dipyndyl (bipyridine) 119 Di-P-tolylsdmlde 120 Eosin I21 Ethyl akohoi I22 Ethyl carbonate 123 Ethyl cyanoacetate I24 Ethylene dibromidr 126 Ethy!encxlycol 126 Ethyl iodide 121 Ethyl malonate 128 Ethyl OX PI^^ I29 Ethyl sulfate I30 Fluorene 131 Fluorescein Gallein 134 Gallie acid 135 Grhtin 136 Glucac I37 8.Glueose pentaaetatt 138 Glycerol 139 Guaiacol 110 Guanidine nitrak 141 Gumarabic 142 H acid I 4 3 Hnnwlobin I 4 4 Hcxacthylbmrmr 141 Htxsmcthylenetetramine 146 Hip rieseid 147 H y d k i n e suUak 148 Hydwuinone 149 Hydroxy1ar-e hydrochlwide 110 Indigotin
132 133 Galactose
106 3 5-Dinigobcnroieacid
"* .. . . . . . . u "* ..
"I
( I
..
9.3
'I
..
ssx
( I
. . . .
ux
. . . .
.I .
.
"I
UI
n1 SI* Ll"
IIX
SI
"I
IS
SI I
' s a
rrx
"S
u
I,
..
..
I,* I
"S
"S
"I
VI
. . . . . ... . .. .. . . . . .
s
"I
YS
SI
cs
ins
* . . .$X. .
IS
1s1
. . . sx.
"
Y.
"I U U
I. I "I
", L'
I
.. .. s I .. m m .. s . . . . . .. .. . sa " I ..
* m
a
m
. . . . . . . . .. .. . * . m m a . . . ,. .
.
E
It
ss
ins
( I
. . . u .x . . . . ins
.. . . . . . . . .. .
(0
s
" I
I
ssr
_.
m
a
0
a u
(PI
m w m
. . . .
m m
I1
* a
w
I
..
. . . .
( I
..
..
y .
I3 s*
ssx
SI
..
ins
in."
s ins
.. ss*
ins
mi
_.. _
s
I
iru
. , . . . . ...
ins
v.
I,
. . . .. . . .
*
I
i'S' L"S
/nu
IN
IS
0
mr ins
jnin
ins
VI
U"
iw
. D
&. ; ; a .. . . . . . .
::
ins
. . . .
. . . .
. . . .
. . . .
. . . .
iru
. . . .
U I
ins
. . . . . . . u.
. ins . . . . . . .
"
. . . s.
.
VI
inu
. U
' I .
"I
ins
(cont i nued)
Amines
Table 14.38: (continued)
703
I51 L *d I18 h h c acid 159 Malic acid 160 Malonic acid 161 Mannite 162 d-Mcnthol 163 Mercuric awtatc 164 Mcreunc cyanide I61 Mercury diphenyl 166 Mercury di-9-tolyl 167 Methanol 168 mn+Methyl acridine 169 Methrlrnc ami?qacctonitrile 170 Methylene d t a n l m t 111 Methyl oranze I12 Mucic acid I73 Naphthalene acid
u
V .
. . . . . .. . . . ... . . . . . . . .
Yt
aa P'
n
s
Y
ins
U
Y Y
ins
un
CI
Y
ins
Xa ins
tils
E.
La ts
V .
;: N$&hh0c ;
. . . . . . . . .n . . .. . . . . . . . ins . . . . u .. m. ..
O D O D O D
".
P '"l"
...
in.
I" N
ins
sa
T .
:I 21
ins
I N
"
Y
u
" I
ins
Y
i n
vs
VI
:t #-p;go;brnzme
189 190 11 9 192 193 194 195 196 191 198
116 %Naphthol 111 Naphthol ycllor 178 Night blue 179 #-Nitroacetanilide 180 *Nitroaniline 181 #-Nitromiline red 182 n-Nitmbmuldehyde 183 Nitrobenzene 1114 n-Nitrobenrmmlfonunide 181 e.Nitrobenroic mid I 8 6 g-Nitrobenroic acid
. . . . . v... . ' . .u . . ..
"I
Y'
' u .. . . . . . "I.
Y .
.
" "
a
.
es
in. s
z.
Y
s
U
8a
t.
i
U
s
"I
s
OD
ua
"I
D
s u u
Y.
. . . .
t
v .
VI
p-Nitrophcnol p Ni trophenylhydradnc +Nitrotoluene #-Nitrotoluene 3-Nitro-Ctoluidine Nitrovru Oldemid Oliveoil OmnpeIV Ozmhc *dd.ZHnO 199 Ounilide 200 p.lmiticui6
201
. . . . . . vs a n va . . . .. . n n
v .
...
u
n
OD
. . . .. .
inrn
.,
OD
VIX
LI
.. . . . . . . . . . . . .. . s
OD
OD
VSX OD OD
OD
! ID "
ma
OD
Y
Y
Y Y
Puu%nmil 201 I-Pmtane m4 2-Pentme ms Pm.eetin 206 Phm.nth7ene 207 Phenol 208 Phcndphthaldn 209 Phenylrwtio acid 210 nc$+Phcnyl acridine 211 Phcnylautl-ruphthyhmiar 212 c-Phmylmedi.mine 213 Phmyl 1urou-e 214 Phrnylfydnrinr 211 Phmylmrrcuric bromide 216 2-Phrnylquinolinc 217 Phrnyl-g-tolyl ."Ifone 211 Phmyl we. 219 Phthalic acid 220 Phthalic anhydride 221 Phthnlimidr 222 Picric@ 223 P o u v r u m amide 224 mtuaium ethyl adfate 22s P w n i v m quiaddia. 226 Pouvivrn triphyi&hd 221 Pyridine 221 P-llol 229 Pyrrole 230 Quinaldine
202
hraffin
m
Y Y
OD
. . .. .. .. .. . . ..
. . . . . .
Y .
OD OD
..
.. n
..
n
M
inrn
IN
i n
s OD
iru
Y
" I
. . .n . .. .. . a . Y . . . . . . . a. . m . . . .
v
n
" u
u n s
. .
Y
P .
i m
. s
"
YI
"I
i n
n
v u
s s
r
vs
. . " .n,. . .. .
n
I I
. . ..
n
65
.
s r
OD
ii i ~
..
n
s
Es
.. ins C m
Y
"
. . . . $ Y m
Y YZ
s
u1
Z
u
v'
. . . .. . . I & . L M .
I
:
n . c
0
n n n
+
n
n n
+
.
. . . . . . . . I . . . . . . OD .. . . . . . . . . . . . . . .
n
.
. .
. . .
m 0
m m a m
. . .. . . O . D . .. . .. .a . a. . , . . . s . ..
110
Rool*.eid
IM
- -
1.
704
I O00
900
800 700
600
500
400
300
200
0
I
E E
W l r
13
v)
m
W
I00
90
80
70 60
50
u
0
40
30
20
io
-. 2 0
-10
IO
20
30
40
50
60 7 0 80 90
10 1
I30
150
170
TEMPERATURE
OC.
Amines
705
706
117,2*C 16.0 11OOF 425.6 cal./mol 7.6 cal./mol 7.1 X l(rJ 167 cal./g. 77 c d . / g . ll.0'C 0.8995 Complete Complete 1.4540 10.7 mm 0.0154 poise 7.49
&% by wt. B.P."C I
20% by wt.
Table 14.42: Boiling Point Composition Curves for Aqueous Ethylenediamine Solutions (2)
Boiling point (760 mm) Flaah point (open cup) Specific gravity a t 20/20'C Vapor presllure a t 1o'C Weight per gallon a t 1o'C
Amines
Table 14.44: Boiling Point Composition Curves for Aqueous Dlethylenetriamine Solutions (2)
707
333C
325'F
0.998
Propylenediamine i s a water-white liquid with an ammoniacal odor. It i s miscible with water and many organic solvents, among them being benzene and naphtha. It does not form a constant-boiling mixture with water. It i s a solvent for such substances as cellulose nitrate, castor oil, shellac, pine oil, copal gum, rosin, and dyes.
It behaves much like ethylenediamine but i t i s considered superior i n solvent power. It i s used i n the manufacture of gasoline additives.
Boiling point (760 mm) Flaeh paint (open cup) Specific gravity a t 2O/2O0C Solubility in water a t 20'C Solubility of water in nolvent a t aO'C Vapor preMure at 20C Weight per gallon a t 20C Boiling range (7W mm) Purity
119.7"C l20'F
0.8732
708
:RKUn
_ .
I _
"OInO-
-- --- mnn
DIhYIYI
LowUm
IIETm".
awl :n*un
Y* O ..
un
un
T.NL 1IO
Water Alcohol Clycols Glycol ethers Acetone Methyl butyl ketone Ethyl ether Butyl ether Xaphtha Benzene Turpentine Pine oil Paraffin oil Castor oil Linseed oil Paraffin wax Beeswax Shellac Rosin Ester gum Dammar gum Copal gum Sulfur Vinylite A Vinylite N Vinylite 0200 Cellulose acetate Cellulose nitrate Benzyl cellulose Watersol. dye Alcoholsol. dye Oil-sol. dye Satd. brine
M
M M
M M
M
M
M
hl
hl M M hf M
hf
M M M
M
hf
M M M
M
M
M
M
hf M
S S
ss
S
M
S S
S
S S
M
M M
M
hf M M
M
ss
S
M
M
S
M
sa
I
M I M
S
M M
I M
M
I M I
M
I h4
I
M
M
M I
M M SH
M
I
hl
M
M
M
I SH I
M I
SH
I 8
SH
SH
S SH
I
S S
ss
I S
ss
I S
S S
I
I S
ss ss
S S S S S
ss
S S G
8
vs c S c
c
S S S S M
vs c
S
S S PS S
ss
S PS S
ss
S S S S S S
I
sa
c
c
S S S
I
ss
ss
S
I S S I S S S 8
ss
ss
S S
S
G G S
ss
ss
S S
M
S
SS
PS
___
hf
[ ,
hf
S S M
S S M
~
n 1%
Table 14.48: Vapor Pressures of Alkylene Diamines and Other Amines (79)
Amines
Table 14.49: Density of Ethylenediamine Solutions (23)
709
1.020
.980 .960
'
I
0
I
20
1
40
1
60
1
80
1
100
TEMPERATURE,
"C.
1.020
I
.uuu
.880
.860 .840
8
DIETHYLENETRIAMINE-
20
40
60
80
100
120
140
160
710
100
80 60
40 20
10
20
30
40
50
60
70
80
90
100
TEMPERATURE. "C.
.2
20
40
60
80
100
120
TEMPERATURE, "c.
Amines
711
9
E .E a
0,
cn aJ
'0
*
U
a l
X 0
a
n cn
E .-
al
a
D
CI
al
Wb
5
w
2
W
? c
w
2
w
W
9
0:
2
w
W
0 3
u)
2
W
w I
0:
E .E a
al
'0 E
*
8
al
v)
0
Y
a ..
al al
al
a
c
m
712
Industrial Solvents Handbook
1
m a
z N .
LT
0 m U
0 ' 1
0 N
c
oi
In
so
Amines
713
c E
a,
I
(ID
- 5
a , c c a, E a,
(P
(ID
i
3
(P
* .
n n
714
158253-4991
470
I 1
495
1 I
I 1
I I
I 16
I 61791-26-2 I
61791-240
470
495
Liquid to Paste
342
362
10
I
I
159
116
Liquid
Liquid
1 Ethoxylated(l0)soyaalkylamine
Ethoxylated (I51 soy~~~ilkylmiir~e Ethoxylated (2) octadecylamlne
I 61791-24.0 I
61 191 7 4 0
725
IO
I
I
80
I
I
GI
I 10213-78-2 I
26635 92-7
370
1
8
156
690
730
79
60
bquid to Paste
1
1
I11~111lII l l P"t,
1 Ethoxylated(50)octadecylamine
I 26635-92-7 1
2370
2570
to
0.5
23
Paste toSolid
161790-85-0
110
375
485
1
1I
250 405
51 5
1 I
239
Liquid
1 I
1 Ethohvlated ( 1 SI N-tallow-l.3-
161790-85~0
: I
I
1 I2
Liquid
Liquid
(continued)
Amines
Table 14.53: (continued)
TRADE NAME Armeen CD Armeen 2C Armeen DMCD Armeen DMMCD Armeen 12D Armeen DMl2D Armeen 16D Armeen DM16D Armeen 18D Armeen D M l 8 D Armeen SD Armeen DMSD Armeen TD Armeen HTD
715
Cocamine
-
--
Liquid Solid
Dicocamine Dimethyl Cocamine Dimethyl Cocamine Laura m ine Dimethyl Laurarnine PaI mita mine Dimethyl Paimitamine Steararnine Dimethyl Stearamine Soyamine Dimethyl Soyamine Tallow Amine Hydrogenated Tallow Amine Dimethyl Hydrogenated Tallow Amine Hydrogenated Ditallow Amine Oleamine
95 95 95
95
d .
98 95
4
90
I
--I.
95
98
95 98 98
95 92
CONC
99 99 99
(%I
Ethomeen C/25 Ethomeen 18/12 Ethomeen 18/15 Ethomeen 18/20 Ethomeen 18/25 Ethomeen 18/60 Ethomeen 0112 Ethomeen 0/15 Ethomeen 0125 Ethomeen SI12 Ethomeen SI15 Ethomeen SI20 Ethomeen SI25 Ethomeen TI12 Ethomeen TI16 Ethomeen TI25
I
I
PEG - 15Cocamine PEG - 2 Stearamine PEG - 5 Stearamine PEG - I O Stearamine PEG - 15 Stearamine PEG - 50 Stearamine PEG - 2 Olcaininc PEG - 5 Oleamine
1 I
Liquid Solid Solid Liquid to Paste Liquid to Paste Paste to Solid Liquid Liquid
I I
99 99 99 99 99 99
99
4
I
I
I
I
99
~ ~
PEG - 15 Oleamine PEG - 2 Soyarnine PEG - 5 Soyamine PEG - 10 Soyamine PEG - 15 Soyamine PEG - 2 Tallow Amine
I
~
Liquid
99
~~
I
-
Viscous Liquid
Liquid Liquid
l _ l
99 99
__- -
99
--
__ -.
Liquid Paste
99
_ _ _ _ l _ _ - _ - l
99
99
I
(continued)
9 L i .
716
All temperatures are in degrees Centigrade. Solubilities are in g/amine per 100 g/solvent.
Benzene Acetone
10 12 14 18
I00 395 12
200
X
300
X
400
X
No ofcarbon
500
X
X
Atomsin Amines
-2000 0.3
0 00
R 1 -.
20 00
x
3000
X
4000 50 00
X X
IO
12 14 16 18
I 6.6 I54
211
0.1
366
x x
15.5 10.1
<0.1
228 4.7
x
X
445 3.1
17.0
2-Butanone
100
12
300
400
500
14 16 18
I-5i
268 86 42.9
I
f
I
X
3.6 0.2
360 144
940
18
5iO 85
1915
Tetrachloromethane
Methanol
IO 12
x
X
x
x
335 120
835
Ethanol
Trichlorome-'
Ethyl Ether
Isopropanol
Ethyl Acetate
n-Butanol
x
10 12 14 16 18
r
x
x
x
295 100
845
Acetonitrile
Butyl Acetate
I - 20.00 1
t
10 12 14 16 18
I
I
2.8
I 12.1 I
295 100
x x x
168
845
(continued )
Amines
Table 14.53: (continued)
717
Approximate Alkyl Percent Distribution for Fine Amine Chemicals* Alkyl Groups Alkyl Composition Saturated C8 c10 c12 C14 C15 C16 C17 C18 Unsaturated c14'
I
10
12
16
18
O
oleyl-
S soya
HT
oleyl- coco
c16'
C18'
c 18*9
'Composition is that of base acids from which amines were derived The chemical name in each table indicates the major alkyl group or the source of each alkyl mixture for every product The table gibes additional information about the alkyl distribution of all products The tradename includes the source for each product for example, Armeen 18 is octadecylamine The alkyl group in Armeen 2 is derived from cocamine
718
Amine CS-1135"
Principal component . . . . . . . . . , . . . .78% by weight in water Appearance .. . . . . . . . . . .. . . . .. . . . . . . . .Colorless to pale yellow mobile liquid Boiling point.. . . . . . . . ..I.. . . . . .. . .. .70-72'C at 100 torr Neutral equivalent (calc).. . . . . . . . . . . . .120-126 Density at 26C . . . . . . . . .. . . . . . . . . .. .0.942g/ml pH of 0.1M soh. (20'C) .. . . . . Soluble at >50% by wt. in water; ethyl alcohol; benzene; mineral spirits
Amine CS-1246"
. . . .. . . . . . . . .97.5% minimum . . . ..Colorless topale yellow mobile liquid Boiling point.. . .. . ... ..... . . . . . . . . . . .73-75'C at 10 torr Neutral equivalent (calc) . . . . . ........143 Density at 2 6 C . .. . ....... . ... . . ....1.072g/mI pH of 0.1M soln. (20'C) . . . . . . . . . . . . . .10.2
Principal component Soluble at >50% by wt. in water; ethyl alcohol; benzene; mineral spirits
Amine component . .. . . . . . . . . . . .78% by wt Neutral equivalent as a base . .. . . . 120-126 Color, APHA.. . . . . . . . . . . . . . .. . . . . 100 (max) Flash point, Tag closed cup.. . . . . . . . . 120F Freezing point.. . .. . . . . . . . . . . . below -20C Specific gravity at 25/25"C.. . . . . .0.98-0.99 Viscosity at 25C. . . . . . . . . . . . . .. . . . 7.5 cp pH ............................... 10.5-11.5 Weight per U.S. gallon.. . . .. . . . . . . . . .8.2 Ib
ZOLDINEEZT-55
Principal component . . . . .. . . .. . . . .55% solution in water Specifications Appearance .. ... . ....... . . . . . . . . . . . .Colorless topale yellow mobile liquid Melting point .. . . . . . .. .. . ... .. . , .. . . .54.5"C (active component, Purity, % by wt. . .. .. . . . .. . . . . .. .97.5 min. Neutral equivalent . . .. ... . . . . . . .. . . . ,273-278 Total Oxazolidines, % by wt. . ..99.5 min. .Density at 25'C . ... . . .... . . . . . . . . . .1.125~/ml Color, APHA.. , . . , , . , . .... ..,.. .lo0 max. pH of 0.1M soh (20C) . ..... . . . .. .. .9.4 Water, 96 by wt. , . . . . . . .. . . . .. .0.5 m a . Active ingredient soluble at >50% by wt. in water; ethyl alcohol; at 25 gl100 ml in benzene 31 25%; at 1.2 g/lOO ml in mineral spirits' at 75C.
Typical Physical Properties of CS-1246 Specific gravity, 30/20"C . .1.085 Boiling point, "C at 15 mmHg , . 71 Freezing point, "C.. ... . . .. o Surface tension, dynedcm at 25C . . .36.5 pH . .&9 Soluble In water, ethanol, benzene, chlorinated hydrocarbons, and acetone Flash point, Tag closed cup, OF.. ... . . 175
. ..
. .. .. .
when anhydrous
Product
%?
0.942 0.742-0.747
Dlrllllatlon "C
AMP-95
Freezing
*C
Point -2
&Itvl Amine
Cvdahmyiornine DibutylAmlne Dlethanolomlne Dlethyl Amine DiethylneneTrlomine Diethylethandomlne DilscpcpylAmine Dimethylefhanalamlne lswropyl Amine
76.0-81.O
30
72 124 280
- 49
-18
- 62 28.0
0.86450.8655
(25"/25C) 0.760 1.090-1.094 0.7050.709 0.953-0.958 0.885 0.7150.720 0.888
Appcox. 134.5
155-163 Approx187
Lb. erGal.0 at& 7.85 (25%) 6.20 7.19 (25%) 6.32 9.14
<O
215 12O(CC) 21 1W(CC)
-50 - 39
-96 -59 - 95
5.88 7.98
5.97 5.73
99.5
98.0
99
99.0
20
15
250 15 10
0.6860.690
e0
259
99 99.0
200
102
- 225 10.3
21'6 21.6 -115
86 .8
8.47 8.37 9.37 9.37
m x . 360
85.0-91.O
0.726-0.730
50 50 15
355
375
20
6.06
Amines
Table 14.56: Chemcentral Amines (67)
719
AMINES
DkTRI - ISOPROPANOLAMINE
MONOISOPROPANOLAMINE MORPHOLINE
___
110974
1330
9 1 5 M ~ n97
MONOETMANOLAMINE (MEA1
__
-~
TRIETHANOLAMINE I T E A I
_99 _
.
85
8 28
40C
00070
1 4595 C 30%
a 37
8 _ _ 45
00034
00058
14W1
- 7999 8 32
9 33
9
~
3
. _ _
Ow72
TRIETHANOLAMINE 99%
TRIISOPPOPANOLAMINE ETHYLENEDIAMINE
EOA
3 107 1 5 3
~
1492 19'0
60) 1032 146 2
99
1124
101O4O0C 0 901
~
DIETHYLENETRIAFINE--TRIET~IYLENETETRAMINE
ETA TETA
- -111 4 0 0 112 24 3
! 9 99 -
9 35 8 4 4 40 C 7 45
-
__
OW53
00036
I4836
TETRAETHYLENEPENTAMINE
DIETHYLAM1NOETllANOL
DIFTHYLAMINE ETtIYLAMINOETtlANOL
TRlE 1HYLAMINE
-
TEPA
112-57-2 100378
189.3 1172
;; +
9 -'
. 994----. .
__
7 89 8 I3
8 26
__
. . .
1.503
_ _7 40 t
-
. .
121 4 4 8
loll
T ( -, o.
5 87 I 7 62 I
-__-_
- --
0 729 t
__
6081
Eqiiivalenl WI.. . . . . . . . . . 61.4 Boiling Point, 'UT),760mm Hg . . . . . . . 171 (340) Freeztrrg Point. "C."F . . . . . . . 10 (50) Specilic Gravily, 25/4'C.. . . . 1.0113 I.bs/Gal, 25C
. . . . . . . . 8.45
DEA
105.3
TEA a5 1420 325 (617) 17 (62.6) 1.1179 9.34 1. a 3 6 590.5 65.6 3544 410
TEA 99
148.6 340 (644) 21 (69.8) 1 1205 9.35 1.4839 600.7 65.8 3505 420
MlPA
75.2 159 (318) 3' (37.4) 0.960 (20/4"C) 7.95 1.4456 23.0 6.0 (54C) 1736
DlPA
133.0 249 (480) 44' (111.2) 0 992 (40/4"C) 8.27 (40C) 1.4595 (30C) 870.0 (30C) 86 0 (54C) 2763 275
TlPA
191 0 306 (583) 44' (111.2) 0 988 (7014C) 8 24 (70C)
Isopropanolamlne Mixture
139.5 214 (417) 24' (75.2) 1.003 8.36 1.4601 950 68 (54C) 2294 245
1.4525 18.9
268 (514) 28 (82.4) 10881 (30/4"C) 9.09 (30C) 1.4750 (30C) 351.9 (30C) 53.8 3253 300
. _
100 3205
-
Supercools, freezing point results show variation L T Setaflash C C H T Setaflash C C Pensky-Martin C C Cleveland 0 C , no flashpoint observed up to the boiling point using Setaflash closed cup Tag C C tThese properties are typical of the product, but should not be confused with or regarded as specifications
(continued)
720
Iminobisethanol
111-42-2 (HOCzH4)YH 105 14 268
Triethanoloamine 2'2.2nitrllotrlsethanol
102-71-6 (HOC&)sN 149.19 340 21
MonoisoproDanolamine l-aminopropan-2-ol
78-96-6 H CHN , O,,H
I DzZZie
1.1'iminodl-2propanol
1 10-97-4 (HOC,H&NH 133 19 249 44 0 999 (30'C) 0 992 (40'C) 0977 ( W C )
CAS Number.. . . . . . . . . . . . . . . . . 141-43-5 Formula.. . . . . . . . . . . . . . . . . . . . . HOC,H,NH, Molecular Weight. . . . . . . . . . . . . 61.09 Boiling point. 'C 760mm H g . . . . . 171 Freezing poinl, 'C . . . . . . . . . 10 Density, gmlml. 20'C . . . . . . . . . 1.0147 25% . . . . . . . . 1.0108 40'C . . . . . . . . . . 0.9989 vlscoslly. cps. 20'C 124 14 25'C 1895 1006 40% 145.11 Refractive index, N 20'C . , 14474 40C Specific heal, 30'C 0 644 callgm/'C 20 I Flash poinl, 'F' I44 35 Heal of fusion blullb' Heal 01 vaporization. 360 blullb 1 aim' 341 3 Critical lemperature 'CL Ct ilical pressure, almospheres' Conslanls lor Anloine equalion A B 219339 C
20
10828
1.1196 1.1116 513.6 208.1 1.4835 (25'C) 1.4798 1555 350 7841 176 514.3
0 957
1010
196.4
1 4720
3 593
0 650
0710 (50'C)
(0C 5')
325
102 75
2873 442 I
213 339 5
188 399 2
143 444 9 26 6
32 3
3 14949 ?33603 175008
!987 63 !05 I I 1
Relerence dala and melhorls lor Dow Commercial Alkanolamines above Caiculaled 41 165.5'C and 132rnfri llg These properlies are 1yl)ical of Ihe prodkicl, bul should no1 be conluscd wilt, o i r ~ ~ ~ ] a as :ipncilicalions f ~ l ~ ! ~ l
Solubility of Alkanolamines
Grams 01 Monoethanolamlne
'Acelone Benzene n Bulyl Alcohol 'Carbon Tetrachloride Dibutyl Phlhalale '0-Dichioro benzene CM aboul 1 2 CM Di-
s of aolven 11 25%
MonoIsopropanol amlne
CM CM CM aboul 4'
ethanolamlne
CM
Trielhanolamine Qg
CM aboul 4.9 CM
Dllsopropanolamine
810 53
Isopropanolamlne
Isopropanolamlni Mixture
al~oul 7 0
cM
____
aboul 0 5 aboul 0 1' CM CM CM aboul 0 7 IM' CM CM aboul 0 01 CM about 0 01 CM about IM'
200
aboul 35' about 5' aboul29' 91 45 430 9 about 150' 260 220
0.1
___
aboul 3 6 about 0 7' CM CM CM about 7 7 CM' CM CM about 0 06 CM aboul 005 CM about 0 6 ' CM'
about 2.8
aboul 3.8 CM' CM CM CM about 1.8 CM' CM CM aboul 0.03 CM about 0.03 CM about 2.5' CM*
' about 6
CM CM CM about 1.5 CM'
CM
250
18
CM CM
CM CM (slow) CM' CM CM 09 CM
>m
365 about375' 425 115
3 45
>m
4
08
CM CM' CM'
>m
about280'
O W
about 1.Q
CM'
>500'
mtinued)
Amines
Table 14.57: (continued)
721
Monoethanolamlne
DIethanolamine
Trlethanolamlne85
TrlethanolamlneW
Trllsopropanolamine
Isopropanolamlne Mlxture
Mineral Oil . . . .
about 0.06
about 0.03 about 0.03 about 0.03 about 0.1' CM about 0.6 CM
about 0.03 0.2 about 0.04 about 0 0 .6 about 0.17' CM about 1.7 CM
0.4
about 0.4
5
6
Mineral Spirits . . . about 0.08 about 0.01 Naphtha VMP. . . . about 0.07 'Perchloroethylene.. . . . . . about 0.1' Pine Oil.. . . . . . . . CM Toluene.. . . . . . . . about 0.7 Water. . . . . . . . . . . CM
. Y
03 .
about 0 9 .' 110 12
1200
about 0.7' CM CM CM
about 160'
CM* CM CM
90
340 >500
3 n z w
IT
1.44 1.42
f 2 1.40
LT
10
20
30
40
50
60
70
80
90
100
1.46
3 1.44 n
z
1.42
&
W
2 1.40
lL
f r
1.38
1.36 1 34
10
20
30
40
50
60
70
Yo
80
90
100
CONCENTRATION
OF AMINE, WEIGHT
(continued)
722
100
9- 80
60 40
a
0 -20
-40
I I
I
. d
.m
-40
Ill=..
-40
-40
I
LF.G:
L.F.GJ
LL
-40
III
I l l
-40
-40
I I I III I I I I I I I. 1
-40
Dilsopropanolamine
30
g 3
pt
10
+ao
g
I
-10
w -20
I -
-30
-40
0
1 0
20
30
40
50
60
70
80
90100
CONCENTWTION OF AMiNE. WEIGHT YO
(continued)
Amines
Table 14.57: (continued)
723
Isopropanolamine Mixture
40
30
U
$ 8 0
30
G60 ( I
3
I -
20
10
20
10
-10
0
w a 3 :
I-
40
5 a
I -
0
.10
O
.20
20
5 O
-20
-40
-10
-20
-30
-20
-30
I-
-30
-40 0
I 1 7
I
4
60
CONCENTRATION OF AMINE, WEIGHT %
I
90 100
L.F.G.
10.4 0
10
15
20
25
30
11.8 11.6 11.4 11.2 11.0 I,lO.S 10.6 10.4 10.2 1. 00 9.8 0
10
15
20
25
30
Triethanolamine
1. 14 1. 10 10.6
I
1. 02
9.8 9.4 0
10
1 5
20
25
30
(continued)
724
M .. Y M
v)
Amines
725
rY
..
Amines
727
a: W
3s
E
6H
UJW
8 3
r
8
'3tlflSS3tld lV101
0 cu
z8
728
Amines
729
9 8
8
8
8
730
54;
W '
wp
.. rf
Ln
Amines
731
cc 0
v)
E j
e,
2 0
Y
v) 0
L I
..
732
g a s 8
s c1
L?
Y
v1
1 ,
.(3
U
aJ a
c1
0 I n
S
v
5:
Amines
733
734
Amines
735
----T--
'
II
736
Chemical Pmperties
% Total Amine
% Non-Terminal Amine
AT4295
AT-1495
AT-1695
AT^
97.3 min (98.4)
6.0 max (5.6) 2.0 max (1.7) 203-211 (2081 0.20 max
YONon-Amme Material
Amine Value
% Moisture
(0.11
0.20 m m
(0.1 1
(0.1 1
(0.11
Physical Properties
Color-APHA
Appearance Equivalent Weight
35 max (151
Clear to slight haze
35 mox (291
Qear to slight haze
35 max (171
Clear to slight hoze
35 mox (19)
Qear to
(213)
(2701
(2231
(0.0)
(9821
(1.3) 95.0 min 3.0 max (1.0) 95.0 min (9Z5) 2.0 max (1.4)
1.0 M
1.0 max
pi-1.5
5.0 m u (2.2)
95.0 min (97.4) 1.0 max (0.31 31 Ot -1.5 (3O.d
(0.0)
41.5+/-1.5 (41.4) 49.0 t/-1.5 (48.9) 9.5 +/-IS (911
C16
01 max (0.0)
112-18-5 112-75-4 112-18-5 112-754 112-69-6
112-69-6
Amines
Table 14.60: Occidental Ethanolamines (27) Ethanolamines Products, Grades and Specifications
737
Specifications
MEA 99
99.0 min. 0.5 max. 15 6 1.O-62.0 0.3
DEA 99
1.0 max. 98.5 min. 1.0 max. 15 104-106 0.15
TEA85
0.5 max. 15.0 max. 85.0 min. 50 140-145 0.2
TEA97HC
,
0.5 max. 3.0 max. 97.0 min. 250 145-150 0.2
Monoethanolamine. wt. YO Diethanolamine. wl. Yo Tiiethanolamine, wt. YO Color (APHA). max. Apparent equivalent wl. Water, wt. O h max.
Miscellaneous Grades
PEA 60
PEA 85
Monoethanolamine. wt. YO Diethanolamine, wt. YO 'fi-iethanolamine. wt. YO Ethylene glycol, wt. YO Heavy ends & others, wt. YO Color (APHA) 'c L Water, wt. O h max.
Low Freeze Grades
5 max. 40 max.
Ethanolamines have relatively high freezing points, and in win~ e respecially in northern cli, mates. they can become too viscous to pump. For customers in
these areas whose applications are not sensitive to water, OxyChem offers each ethanolamine in a "Low Freeze" grade. Low freeze grade ethanolamines are produced by the addition of 15
percent by weight of deionized water. They afe blended in the delivery vessels prior to each shipment, and therefore, are not stored as finished products.
7
83.0 min.
250 15.5 -5.5
Monoethanolamine, wt. YO Diethanolamine, wt. Yo Triethanolamine, wt. YO Color (APHA), max. Water, wt. O h max. Freezing point, (T)
(continued)
738
AcceptableNon-Metals
Butadiene-acrylonitrile (NBH. Uuna-NO) (MEA only) Carbon-graphite. resin impregnated Chlorinaled polyether (TEAonly) Epoxy compounds Ethylene propylene diene (EPDM) Ethylene-terefluoroethylene(ETFE. TefzelO) Fluorinated ethylene propylene (FEP) Fluoroelastomers (FKM. Viton A@. Fluorel@) Modifled phenylene oxide (NoryI8) Natural rubber Polybutadiene (Isoprene) Polyamides (Nylon@12. Nylon@66) Polychloroprene (Neoprene@) Polyester terephthalate (PET) Perfluoroalkoxy (PFA) Perfluoroelastomers (FPM. K a l r 4 . Chemraz@. Kel-F@) Polypropylene (except TEAJ Polysulfone (except T W Polyvinylidene fluoride (PVDF. K y n d ) (TEA only) Vinyl ester
Technical Data
Physical Properties
Chemical formula Molecular weight, (g/mol) Acidity/alkalinity, (pH) Boiling point 6 760 mm Hg, (OC/"F) 3
i
MEA H N CH CH 0H 61.08 11.5-12.2 170/330 44.1 341.3 0.00078 20-30 8.487 1.008 37.7 6 1-63 5.5 17.0
DEA
HN(CH,CH,OH)z 105.14 10-12
TEA
N(CH,CH,OH), 149.19 10-12
Critical pressure, (Atmos.) Critical temperature, ("C) Coefficient of cubical expansion, ( / T I applicable range, ("C) Density @ 20C. (Ibs/gal)
@ 25C. (g/ml)
-1
Dielectric constant - liquid Equivalent weight, (g/mol) Explosive limits in air, vol. Yo - lower
104-108
- upper
Evaporation rate @ 25 "C n-butyl acetate - (=1.00) n-butyl acetate - (155 seconds)
<0.001
(continued)
Amines
Table 14.60: (continued)
739
I
I
Physical Properties
Flammability rating
MEA
DEA
TEA
I I
NA
- (cal/g) - (BTU/lb)
1.4540
1.4770 95.4
- H,O In
Solubility parametcr. IHildebrand units, (cal/cm3) 14.3 1.018 0.644 1.092 (@3O"C/2O0C) 0.593
I
1
- liquid. (2OoC).,
Surface tension, (dynes/cm), Air @ 25C Thermal conductivity, liquid @ 35C (BTU-ft/ft2/hr/"F) air=l, (Ibs/ft3) Vapor density. (g/L) Vapor pressure @ 20C. (mm. Hg) 2.1 0.67 19 8.02401 1921.6 203.2 3.65 4.01 580 8.12303 2315.46 173.3 5.14 co.01 59 1 8.2054 2739.58 175.7 48.16 0.154 48.00 0.127 46.07
(continued 1
740
Amines
741
cw
0
OE
a n z
(Sa f
742
Industrial Solvents Handbook
Amines
743
cu
0
ox
=?a
c
Q
a l
744
Amines
745
..................................
....
0
d v)
d 0
0 m v)
E 8:
b E
OF 3
0
c1 0
2
................
0 0
s:
BH mm amssaq J O ~ B A
(1927 - 2000)
s:
cw
0
746
Amines
Table 14.61: Union Carbide Ethylenearnines (79) Typical Physical Properties
Apparent Specific Gravity at 20/20C
747
Ethylenetmine Ethylenediamine Diethvlenetriamine Triethylenetetramine TetraethylenepentamineUHP Heavy Polyamine X Piperazine, 65% Piperazine, Anhydrous Aminoethylpiperazine Aminoethvlethanolamine
Molecular Weight
60.10
Freezing Point, C
0.898
11
- 39 - 35
-46(6l .26 3(l 4 1 110 -17
-&@I
1 .036(41
0.877(5) 0.986 1.030
6.28
o.io(7)
<0.01 co.01
760 mm Hg
50 mm Ha
~~
10 mm Ho
-
Ethylenediamine Diethylenetriamine Triethylenetetramine TetraethylenepentamineUHP Heaw Polyamine X Piperazine, 65% Piperazine, Anhydrous Aminoethylpiperazine Aminoethylethanolamtne
-
1170
47 8
__
206 9
277(81 288@)
______
183 215
123 3
19 4 88 9 144 184
236
0 043
_ _ ~ -
180
~
0 052
0 058
. -
_____
_-
0 045
116
279@) 54
27
- (9)
134 3 161 3
- (91
100 9
_-
__
127 0
Electrical Conductivity at 25C. micromhos/cm Ethylenediamine Diethylenetriamine Triethylenetetramine TetraethylenepentamineUHP Heaw PolyamineX Piperazine, 65% Piperazine, Anhydrous Aminoethylpiperazine Aminoethylethanolamine
0.73x lo4
0.65 x
100
lo4
100
lOO(2
- 0.24 0.091
0.092 49.4(0)
0.63~ 104(*~ 0.72x 10-4(2) 0.95 x lo4 (2) 0.43x 10-4(3) 0.43 x 1 O4
0.40 x 10-4
1 OO(2) 1 OO(2)
lOO(0)
~
- (9)
- (9)
7.13 19.13
- (91
0.007
0.63
-
0.31 x 10-4
(cont in Lied )
748
BTU/lhli51
~ - - - ~ _ 1.457 1.483
__
0.65 -.~ __ -
-13251. __ . . -13910 _ _
- 569 - 403
- 12' 6''
- (9) - (9)
1.501 1.486
(7) (8)
- 139(') - 304
. -
0.52
0.64
- 14744 - 12395
__
-256 -1193
Vapor pressure of the solid Extrapolated; with decomposition (9) Solid at this condition (10) At 42% (11) Atl30'C (12) Forms hydratewith time
(13) At 4'; melting point 36T. heat of fusion 5 . 4 cal/g 2C 07 (14) At 13OoC; melting point 109.6OC, heat of fusion 72.83 Calh (15) Estimated from vapor pressure using ClausiuGIapeyron equation (16) Calculated from gross heat of combustion
80
120
160
200 240
320
400
480 560
I"
E E
Temperature, ' C
(continued I
Amines
749
ct
c d *
750
Industrial Solvents Handbook
Amines
751
0
8
m 0
IC 0
(D 0
0 v)
w 0
N 0
z
0
(0
IC 0
(D 0
v) 0
w 0
0 0
cv 0
0
r
752
z
m
0
.0 f
c) rD
ul 0
* 0
0 0
: :
z
0
E
0
IC 0
(D 0
ul 0
* 0
0 0
N 0
z
0 0
(D 0
P 0
0 cu
Amines
Table 14.62: Union Carbide Ethanolamines (79) Typical Properties of Union Carbide Ethanolamines (Determined on Purified Samples)
753
Monoethanoiamine
Formula Molecular Weight Apparent Sp Gr at 2O/2O0C Asp GrlAt at (2O/3O0C) Boiling Point at 760mm Hg, "C at 50mm Hg. O C at lOmm Hg, O C
-~
Diethanoiamine
HN(CH,CH,OH), 105 14
~
Triethanolamine
N(CH,CH,OH), 149.19 1.1258(0 0.00055 335.4("' 245 205
H,NCH,CH,OH 61 08
~-
__
1.09199@) 0 00065(b)
____
__ __
Vapor Pressure at 2OoC, mm Hg - ~_____ Absolute Viscosity at 20C, CP at 30C CP Freezing Point, "C(OF)
__
~~
< 0.01
<o
01
~-
~-
96.4 -
Solubility in Organic Ltqulds at 25OC, 0 0 by wt 1 Acetone Benzene Carbon Tetrachloride Ethyl Ether Heptane Methanol
_ ~_ _ ~ ~ _
Complete 06 01 07 01 Complete
.~
Complete(0 0.03 0.01 0.5 0.03 Complete(') 48 5(9) 1 4747(9) 0.00027(b) 336(')
___
Surface Tension, Dyneslcm Refractive Index, nozo AND/At at 20 to 40C per O C Flash Point, O F
185(h)
( f ) Supercooled liquid (9) At 30C (h) Determined by ASTM Method D 56, using the Tag Closed Cup (I) Determined by ASTM Method D 93, using the Pensky-Martens Closed Cup
(continued)
754
70 90
1000
120
320
400 480
150
250
350
450
550
650
600 400
200 0 .
I E E
0)
80
6 5
c
s 2 a e
50
30
5 > 0
Q 0
10
6
4
20
40
60
80
120
160
200 240
50
100
150
200
250
300
350
Temperature "C NOTE Ethanolaminesbegin decomposingat temperatures above 200C and can undergo self sustained decompositionat temperatures above 26OoC
leri~(~erdl~ire '(,
.I Btullb
0 55555556 cal/g
40
101
'
60
100
120
% m
L -
4
Water, Mol Percent in the Liquid Phase
,0001
1
0
1
10
I
20
I
30
I
40
I
50
Temperature. "C
(continued)
Amines
Table 14.62: (continued)
Partial Pressures of Diethanoiamine in Aqueous Solutions at Various Contact Temperatures
60
01
755
80
140
01
z
P e
B
O.O1
0.001
0.0001
B
o.ooQo1
P
15 20 25 30 35
40 45 50 55 60 65 70 Temperature. O C
z
0
20
40
60
80
100
0.000001
200
I 'I
1'
---1
I"
E
0 01
3
0
$
Oool
2 a 5
r m
0.0001
$ g
000001
%
0 000001
0
20
40
60
80
100
0 0000001
45 50 55 60 65 70 75 80 85 90 95 100
Temperature OC
Boiling Points and Condensation Temperatures of Aqueous Monoethanoiamine Solutions at 300 mm Hg Absolute
140
200
90
g w
c curve
80
180 160
140 120
: :
'u 2
130
!?
120
110 220 100
200
70
60
f
I -
2
z
'u
CondensalionTemperature 30
50
90
100 80
80
70
180
160
vs.Composition
20
0
10 20 30 40 50 60 70 80 90 1OC Monoethanolamine Percent by Weight
B curve =
c CondensattonTemperature Curve =
vs composlrlon
Botl~ngP~lntvs Compostion
60
(continued)
756
Boiling Points and Condensation Temperatures of Aqueous Monoethanolamine Solutions at 25 psi Absolute
200
'
340 320 300
u .
Y 140
5 130
E c 120 B curve * Baling Point vs Compostion
CondensationTemperature vs Compostion
3
280
160
; P 240 5
I
260
5 150
B Curve 130 Boiling Point vs Compostion C Curve = 120 CondensationTemperalure vs Composition 110
100
c curve
110
223
E s 140
100
200
90
RO
180
7
in
Boiling Points and Condensation Temperatures of Aqueous Diethanolamine Solutions at 300 mm Hg Absolute
250 2301-1-L-1
180 160
1 1
x 120 ? B Curve Boiling Pant vs. Compowtic c Curve CondensationTemoerature vs. Comwsltion
140
Y
? m
g 100 =
80
c
B Curve Boiling Point vs Composition C Curve = CondensationTemperalure vs Compostion
Otethandamtne. Percent by Weight
60
40
20
0
Boiling Points and Condensation Temperatures of Aqueous Diethanolamine Solutions at 760 mm Hg Absolute
Boiling Points and Condensation Temperatures of Aqueous Diethanolamine Solutions at 25 psi Absolute
300 280
260
240
E c
Condensarionlbmperalura vs. Cwnposfion
220
200
180
1 cn
E Curve = Bailing Point vs Compostion 140 C Curve = Condensalton Temperalure 120 vs Compostion
100
--
(continued)
Amines
Table 14.62: (continued)
Boiling Points and Condensation Temperatures of Aqueous Triethanolamine Solutions at 50 mm Hg Absolute
540 520 480 440 400 360 320 280
m 5 m
757
Boiling Points and Condensation Temperatures of Aqueous Triethanoiamlne Soiutions at 300 mm Hg Absolute
680 640
600
560 520
LL
'
g 240 E e 200
160
Curve = Boiling Pant vs Composition 40 C Curve CondensatenTemperature 20 vs Compostion
? 2
120 80 40 0
10
Boiling Points and Condensation Temperatures of Aqueous Triethanolamine Soiutions at 760 mm Hg Absolute
380
Boiling Points and Condensation Temperatures of Aqueous Triethanolamine Solutions at 25 psi Absolute
400 740 700
660
360 340
320 300 280 260 240 220 E 200 180 160
680 640
600
' 5
g
560
520
v 280
2
260
300
440 5
5
5 x
5 240 m
460
140 B Curve = Baling Pant vs Compovlion 120 C Curve = CondensationTemperature loo vs Compostion 80
0
240
10 20 30 40 50 60 70 80 90 100 Triethandamine Percent by Weight NOTE Ethanolaminescan undergo decomposrtion reactionsat temperatures above 20O0C
io
600
400
600
400
200
100
200
60
40
I00 60 d0
20
10
20
j0
6
4
6
4
2
1
2
1
06 04 02
01
06
04
02
01
40
60
80
100
20
40
60
80
100
20
40
60
80
100
Monoethanolarnine.Percent by Weight
1 30C(860F)
(continued)
758
6oRTRl :i
40 80 60 40 20
9 109
5
L
8 8
108 107
106
e
2
?
O W
5 104
1 03 1 02 o1
1 Moncethanolamine 2 Diethandmine 3 Triethandamine
g 105
1 00
20
40
6 4
80
100
92
88
0 c
90
c 0 1 8 8
'?
86
am
;
a
$ 8 4
5 86
a
84
8.2
80
82
en
0
20
40
60
80
100
88
7 8.6
8
8.4 8.2
(0
8.0
7 ." R
v/
I
I
I
I
20 40 60 80 Trierhanolamine.Percenl by Weight
100
Amines
Table 14.62: (continued)
Specific Heats of Aqueous Monoethanolamine Solutions
Temperature, O F
759
120
160
2%
ZCC
10
20
40
60
80
'0 0
120
20
40
60
80
100
120
20
40
60
80
-3C.
'2G
Temperature, O C
Temperature, O C
Tempera!ure
' C
0 84 0 82 0 80 0 78 0 76 0 74 0 72 0 70
40
80
100
80 60
E 40
0 -
s 20
10
p
5
0 68
0 66 0 64 0 62
8
6
4
c?
5
0
0 60
0 58
1 Diethanolamine 2 Triethanolamine
,
10 20 30 40 50 60 RPialive Hurnidlly % 70 80
pH of Ethanolamines Solutlons
60
z
2 1
2
a ,
04 02
<
01
0 04
10
1 Monoelhanolamine 2 Dielhardamm
3 Triethanolamine
0
3
1 Monoelhanolamine
10 11 DH at 20%
12
13
760
ALKANOL AMINES
The most important members of this group from a commercial standpoint are monoethanolamine, diethanolamine, and triethanolamine. Also available in commercial quantities are the aminohydroxy derivatives of nitroparaffins, which are 2-amino-1 -butanol, 2-ami no-2-methyl -1 -propanol, 2-ami no-2-methyl l13-propanedi 01, 2-amino-2-ethyl 1,3propanediol, and tris (hydroxymethy1)aminomethane.
These compounds are used as emulsifiers for cosmetic lotions ond creams, mineral o i l and paraffin wax emulsions, textiles, leather dressings, cleaning compounds, polishes, and "soluble oils." They are also used i n the manufacture of pharmaceuticals, surface-active and wetting agents, vulcanization accelerators, photographic developers, dyestuffs, and resins. Having the property of absorbing acidic gases, such as H2S and C 0 2 i n cold aqueous solutions and releasing them when hot, these compounds suggest usefulness i n gas recovery and purification. They also form the basis for chemical synthesis.
H2 NCH2CH20H
Monoethanolamine i s a somewhat viscous hygroscopic liquid with an ammoniacal odor. I t i s miscible with water and many organic solvents. I t s molecule contains both a hydroxyl and an amine grodp, thus producing derivatives that have characteristics of both types of compounds. It i s used as a softener and conditioning agent, and i n the recovery and extraction of carbon dioxide and hydrogen sulfide from industrial gases. I t s soaps with fatty acids are excellent emulsifiers for waxes. It i s also utilized as an intermediate i n the manufacture of rubber accelerators and dyestuffs.
'I'ypccnl Properties and Spectficaltons Boiling point 172 2'C Coefficient of expansion ut 20'C 0 000770 (per'C) Disaociation constant at 20C 5 x lo-' Equivalent weight 61 to 63 Flash point (open cup) 93C (200F) Heat of evaporization at B P 199 cal/g Refractive index at 2o'C 14539 Specific gravity at 20 (20C 10180 Specific heat at 30'C 0 665 cal/g Surface tension at 20C 51 dynes/cm vlscoslty at 20C 3 40 poises VJpor piessure at 20C 0 67 mm Hg Weight per gallon at H'C 8 472 Ibs Boiling rsnge at 760 mm S o t less than 90% over between 165 and 173C Color Water white 5 12 1 pH 2 % Solution at 25'C Solubility in water Complete
Table 14.64: Bolling Point Composition Curves for Aqueous Monoethanolamine Solutions (79)
Amines
Table 14.66: Diethanolamine (2)
Di-2-Hydroxyethylomine (HOC H2C H2)2 NH
761
When pure, diethonolomine i s o crystoIline,white solid which has o melting point of 2 8 O C . , or just obove room temperature. The comrnerciol material has o mild, ammoniocol odor. Like other ethonolomines, diethonolomine enters into reoctions chorocteristic of both omines ond alcohols; its most important property i s i t s obility to combine directly with acids ond acidic goses. A t normol temperatures, its oqueous solutions hove a strong affinity for hydrogen sulfide and corbon dioxide; and ot higher temperatures, this affinity decreoses, with expulsion of the goses. Diethonolomine finds wide use os on obsorbent for acidic gases; especially for the removal, recovery, and concentration of corbon dioxide from flue and other waste gases os well os from hydrogen gos produced by cracking methane. Many industrial processes require pure hydrogen free of acidic goses. Diethanolomine i s used to remove troublesome hydrogen sulfide from sour natural gos i n transmission lines ond natural gasoline plants. I t i s olso used os o softening, moistening, ond emulsifying ogent; and i n the synthesis of orgonic compounds by esterification of its hydroxyl groups. It i s on excellent ogent for neutrolizing the ocidity which i s developed by the high percentage of clays used i n rubber compounding, and thus reduces the curing time considerably. I t i s also used i n the production of powerful synthetic detergents and i n certain synthetic resins.
Color and properties: Faintly colored, viscous liquid. Constants: Sp.gr I O 9 8 5 at 2Q0C./2O'C ; b. p. (760 mm.) 288.O'C.; vapor pressure < 0.01 mm. (2O'C.); Rash point 280F.; wt. 91. Ihs./gal. (2O'C.). Typical rpccrfiafions: Sp.gr 1.088 to 1.095 at 3OoC./2O"C.; water not more than 15%; monoethanolamine not more than 2%; diethanolamine not leas than 95%; triethanolamine not more than 2%; color (100-mm. tube) not more than 3 yellow and 1 red Lovihond; equivalent wt. 104 to 108; average wt. 9.08 Ibs./gal. (30-C.). Miscible with water and moet organic aolventa
Triethanolornine i s o viscous and very hygroscopic liquid with o slight ammoniocal odor. It boils a t 244OC. a t 50 mm. (36OOC. ot 760 mm.) ond i s entirely soluble i n water and alcohols, but only slightly soluble i n hydrocarbons. I t i s a mild, orgonic base which like ammonia combines with acids and acidic moterials. The alkalinity of pure triethanolamine i s somewhat less thon that of arnmonio, its pH being 11.2 i n 25% solution. Three commercial grades of triethanolamine are available: 98%, "regular", ond "SP." These differ only slightly in physicol ond chemical properties from the pure compound. The most significant variation i s i n equivalent weights. Pure triethanolamine has on equivalent weight of 149; "regular," 140; ond "SP," about 130. This variation i s due to increasing amourfts o f mono- and diethanolamine present i n the respective comrnerciol grades. (continued )
762
With free fatty acids, triethanolamine forms soaps i n direct molecular proportions. Triethanolamine oleate i s a semi-liquid soap capable of forming solutions of marked detergent r properties i n woter o i n organic solvents such os gosoline. In water, triethonolamine oleote i s soluble i n a l l proportions; i n gasoline, more than 2% soap i s necessary to effect solution. The stearate i s a hard, white product which finds use i n cosmetic preporotions. O n l y the 98% or regular grades should be used i n cosmetic products. These soaps ore practically neutral, their pH being approximately 8, and are thus free from irritating effect upon the skin or from injurious effect on fabrics. Very stable water emulsions of olmost any oil, fat, or wax can i n general be prepared with these soaps. The usual. requirements for emulsification are between 2 and 4% triethanolamine ond 5 to 15% oleic or stearic acid, each based on the weight of the o i l to be emulsified. Triethanolamine emulsions are distinguished by their smoII particle size, non-corrosiveness, non-volatility, ease of preparation, and wide flexibility i n formulotion with fear of separation.
A small percentage of triethanolamine assists i n the penetration of liquids into porous materials.
Because of i t s pronounced hygroscopicity, i t i s employed os on economical softening agent, humectant, and plasticizing agent for such products as textiles, glues, leather coatings, os a penetrating agent i n impregnating wood, paper, and cellulose products. Also, an ingredient of adhesives, rubber mixtures, and lacquers.
Viscous, pale yellow liquid intermediate in properties between alcohol and ammonia; slightly ammoniacal odor; excellent penetrating properties; f o r m sonps with fatty acids; hygroscopic Commercial product contains 70-75% triethanolamine. 20-%yo diethanolamine, 0 4 % monoethanolamine. Soluble in water, alcohol and chloroform. Sp.gr. 1.1204-1.1284; b p. 36O'C; vapor pressure < 0.01 mm (20C); flash point 355'F; wt./gal 9.4 Ibs. (20O'C);coefficient of expansion OooO48 (20C); freezing point 21.2"C; viscosity 0 10 poise (20C). Typical specifications: Sp. gr. 1.1240-1 1300 (20/20"C); water not more than I O%, purity not more than 2 5% rnonoethanolamine, not more than 15% diethanolamine, not less than 80% triethanolamine; equivalent wt 110-145; color (5W-mm. tube) not more than 7 yellow and 2 red Lovibond; average w t /gal 9.40 Iba. (20C).
Amines
Table 14.73: lsopropanoiamines Mixed (2)
763
The mixed isopropanolamines are available as o liquid mixture of mono-, di-, and triisopropanolomine.
Uses: The isopropanolamine soaps may be employed i n a l l uses now found for the ethanolamine soaps. Their excellent hydrocarbon solubility and color stability make them of special interest i n soluble oils, dry cleaning soaps, cosmetics, and pharmaceutical preparations. Vinyl acetate resin emulsions of the oil-in-water type for coating fabrics and leather have excellent stability when prepared by stirring 80 parts by weight of "Vinylite" resin AYAF (30% solution in toluene) and 1 part oleic acid, into 20 parts of water containing 0.6 to 0.8 ports of mixed isopropanolamine. Kerosene solubilized with 4% by weight of mixed isopropanolamine and 15% by weight of oleic acid produces stable emulsions with water upon mechanical'agitation. Stable woter emulsions of chlorinated hydrocarbons or naphtha may be prepared by a similar procedure. The addition of about 2% by weight of mixed isopropanolamine has been found to improve the penetration of starch glues into heavily sized envelope stock.
Purity Monoisopropanolamine Diisopropnnolarnine Triisopropanolamine Specific gravity at 2 / 0 C 02' 14* %by wt
4.33~ 4% by wt 434- 4% by wt
1~ 1 0 1 0 0
This compound i s a white, crystolline solid, completely soluble i n water. I t i s used as a reactant i n pharmaceutical syntheses. I t i s important i n the oral treatment of syphilis. Combined with sodium bismuthate and propylene glycol, i t produces a bismuth compound stable enough to withstond chemical action of the digestive system. Triisopropanolamine can be used for the preparation of cosmetic creams, "soluble" oils, and emulsions-where the good color stability of its soaps i s of interest. Formulas containing lanolin may vary i n color stability. Triisopropanolamine i s especially suggested for "soluble" white paraffin oils for the rayon industry, where goad color and low free fatty acid content are desirable.
Boiling point (760 mm) Flash point Latent heat of vaporization Melting point 5 ' pH 2.5% Solution at 2C Equivalent weight Specific gravity nt 50/20"C Solubility in water at 20C Solubility of water in amine Vapor presaure at 20C Weight per gallon at 50C
305 I T
305.F
4C 5 '
U'C 10 7 198-192 09996 Oomplete Complete 0 01 m m Hg 832 Iba
This i s a water-white, syrupy, alkaline liquid, with a faint ammoniacal odor. It i s soluble i n water and many organic solvents. It forms saaps with higher fatty acids and these are useful as emulsifying agenis i n textile and leather materials, water-emulsion paints, and self-polishing waxes.
Boiling point (760 nun) Melting point Specificity gravity pH (0.1 M solution ut Z ' O C Solubility in 100 cc water O C Vapor premure at Z ' Flslh point (Tag. open cup) Refractive index at ZO'C Weight par Gallon at BB'F 165T %'C 0034 11 21 Complete l0mm
13F 6.
1 449
7 77 l b
764
2-Amlno-2-Ethyl-l,3-Propanedlol (2)
C H 2 0HC(CH3)NH2CH20H
Boiling point a t 10 mm Melting point pH (0 1 H lolution) a t 20C Solubility in 100 cc water 11C 5' 104-llloc
10 78 250 grams
hint
9 1 Ib. 5
CH3CH2CHCH20H
NH. Boiling point a t 780 mm FI-h point (Ty. open cup) Melting point pH of 0 . W aqueow solution at 20'C SpeciKc gravity at 20'/#14C Solubility in water a t 20% Vapor preuure at 20'C (nt) Refractive index st 2O'C 178T 1M'F 2'C 11 1 CHIOH- CCHIOH CHrOH Boiling point st 10 mm Melting point pH of 0 IM aqueous lolution a t 20'C Solubility in water at 2OC
219 to P O T
I I
0 944
Boiling point at 780 m m Fluh point Specific q s v i t y at PI20.C bluhility in water Soluhility of water in lolvent Vapor p r s r u m st 2O' C Weight per gallon st 2 ' O C Boiling r a w at 760 m m Purity
243 7'C
n4 5c
lo304 Complete Complete 002 m m Hg 8581b.
232-2WC
WO. min
Amines
Table 14.82: Amlnohydroxy Compounds (34)
Product Specifications
2-Ammo-2-melhyl. I-propanol
Regular -
765
2-Ammo-2-elhyl1,3.P,0PanCd,01
Tr~sihye~o~ymc1hyl)lm~nometh.n.
TRlS AMINO
TRlS AMINO
AMP
Neutral equiralenl
......
AMP-95
A,EPD
121 5'
40% Concenlrate
68 5-91
08
93.97 58 20 APHA
38
Color (mar 1 . . . . . . . . . . color 01 20% aqueous aoluhon (MI ) . . . . . . Daslollal~on range. 'C . . . . . Nonvotalile mailer. % bywltmax). . . . Amme assay by lilralion.
talc as % TRlS AMINO
D l m (mas
20 APHA
156-177 0 005
ZGardner
5 Garen.,
0 005
.Annrdvov.
?r~s(hydrorymelhyl)aminomethane
Formula
I cn,ccnpn I cn,
NH,
I nocn,ccw,on I
c,H,
NHi
NHt
Hocn,ccn,on I cn,on
MolecuI~r weigh1 (calcd ) Bohng pow at 760 mmnp 'C Bollmg poml a1 10 mmng. 'C Melimg poml 'C SpeClflC QIavlly a1 40140.C pH of 0 1 M aqveous folulion 81 2O'C Solubdily m iller 81 ZO'C g/100 rnl Weight p . 1 gallon a1 m ' C Ib pKa a1 25'C
89 14 165
11917
121.14
219-220 171-172
10 4
m 3
25'C CP
24
AMP-05
30-c.cp
M ' C cp 70% cp
102
0
4
m-c CP
Vapor piessure 81 I W ' C m d p 1M'C mmHg SpeClfOC pnv01y .I 25115'C Cocflocnnl of expananon per 'C Refractwe m6.r n. el 20% near of vaponzalbon at 110.C kcallmole 1 W C kcallmole 1M'C kcallmole 165'C kcallmole Heal of dlssocialion ai 25% kcallmole
59 457
Ooa095 144s 13 2 12 5 12 3 12 1 12 9
Specifications
DMAMP. % by wt ....................... 7882 (as titratable amine) Color, APHA ......................... 100 max Water. % by wt ......................... 1822
Typical Properties
DMAMP-OO Neutral equivalent........... Specific gravity at 25/25"C.. ................. Weight per gallon
Flash point,
Boiling point at 760 mmHg. .......................... -06% Viscosity at 25"C, Gardner. ............................ A-A, pH of 0.1 N aqueous ........... 11.6 solution.. APHA color (max.). .................... 100
........
766
ALKYLALKANOL AMiNES
This group of compounds, a l s o referred t o a s alkylaminoethanols, h o v e less odor than most a l k y l a m i n e s and possess both water a n d oil s o l u b i l i t y . The solubility d e g r e e of each is determined by t h e number of alkyl or hydroxyl groups present i n t h e m o l e c u l e . A larger number of hydroxyl groups g i v e s g r e a t e r w a t e r solubility, whereas a predominance of a l k y l groups g i v e s g r e a t e r oil s o l u b i l i t y . The d e r i v a t i v e s of these compounds are of p a r t i c u l a r i n t e r e s t . They form soaps with fatty a c i d s which may be employed a s emulsifying, penetrating, and wetting agents, a n d these uses can also be applied to t h e ester a n d acid a m i d e d e r i v a t i v e s . These amines also s e r v e a s intermediates in t h e manufacture of drugs and dyes.
Diethylethanolamine (Diethylaminoethanol, (CzHb)zlrTC~H,OH).Diethylaminoethanol is a water-white, hygroscopic liquid which behaves chemically like the tertiary amines and alcohols. I t is soluble in water, ethyl alcohol, methyl alcohol, ethyl ether, ethyl acetate, acetone, aromatic hydrocarbons, fixed oils, mineral oil, oleic acid, hot stearic acid, and hot paraffin and carnauba waxes, the last two solidifying when cooled. I t is used in the manufacture of certain pharmaceuticals, such as procaine and atabrine. I t forms amine soaps with higher fatty acids, which are oilsoluble and useful as emulsifiers and textile lubricants. Its mild alkalinity makes it applicable as a neutralizing agent and a corrosion inhibitor. Di-n-butylethanolamine (I)i-n-Butylaminocthanol, (C4K&NCHzCH~OH). This alkylolamine is a water-white liquid with a faintly amine odor. I t is insoluble in water but soluble in cthyl alcohol, methyl alcohol, ethyl ether, ethyl acetate, aromatic hydrocarbons, fixed oils, mineral oil, oleic and hot stearic acids, and hot paraffin and cwnauba waxes, the latter two solidifying when cooled. It is slightly soluble in paraffinic hydrocarbons. n-Butyl diethanolamine [C,Ho?;(CHzCH20H)2].This alkylol amine is a light straw-colored liquid with a faintly amine odor. I t is soluble in water, ethyl alcohol, methyl alcohol, ethyl ether, ethyl acetate, acetone, aromatic hydrocarbons, castor oil, oleic and hot stearic acids, and hot carnauba wax, the latter solidifying when cooled. I t is insoluble in linseed and cottonseed oils, mineral oil, and paraffin wax.
n-Butyl monoeth.nolnmine (C4H9XHCHzCH~OH). This alkylol amine is a water-white liquid with a faintly amine odor. I t is soluble in water, ethyl alcohol, methyl alcohol, ethyl ether, ethyl acetate, acetone, aromatic hydrocarbons, fixed oils, oleic and stearic acids, and hot carnauba and paraffin waxes, the latter two solidifying when cooled. I t is only sliahtlv soluble in paraffinic hydrocarbons.
E h l diethanolamine [C2H,N(CHzCHzOH)z]. ty Ethyl diethanolamine is a water-white liquid with an amine odor and soluble in water, ethyl alcohol, methyl alcohol, acetone, aromatic hydrocarbons, some fixed oils, oleic and hot stearic acids. It is insoluble in linseed and cottonseed oils, mineral oil, parsffin and carnauba waxes. It is only slightly soluble in paraffinic hydrocarbons.
(continued)
Amines
Table 14.84: (continued)
767
Ethyl monathanolunine (CIHoNHCH&H20H). This alkylolamine is a colorleas liquid, with an amine odor. Jt is soluble in water, ethyl alcohol, methyl alcohol, ethyl ether, ethyl acetate, acetone, aromatic hydrocarbons, fixed oils, mineral oil, oleic and stearic acids, and hot carnauba and p a d i n waxes, the latter two solidifying when cooled. I t is only slightly soluble in parafinic hydrocarbons.
TetraethanoLmmonium hydroxide [N(C,H,OH),OH]. This solvent is a white, crystalline, strongly basic solid, completely miscible with water. The commercial product is an aqueous methanol solution in which 40 to 41 per cent of this solvent is present. Although aqueous solutiona of this solvent are stable at ordinary temperatures, it will decompose when heated to weakly basic tertiary amines. This property is utilized in procesaes where it is desired to destroy a strongly alkaline substance which is no longer needed. Tetraethanolsmmonium hydroxide is also a good solvent for certain types of dyea
Color.. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Description. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Melting point.. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Solubility in water. . . . . . . . . . . . . . . . . . . . . . . . . . Solubility of rater in wlvent.. . . . . . . . . . . . . . . . . . . . . . . Vapor promure at P*C.. .
Dh-
Color Specific vavity at P ' W C . Minimum amine content Initid boiling point Find boiling point F l u b point klidification point Refractive index at P'C. V i c a i t y at 26.C (centipoie) Vilcwity at W C (centipoim) Coefficient of exparuioa per 'C Theoreticd molecular weight Average weight per gallon
Water-white
0.89-0.8p W.S%
Water-white 0.92 9. 8161.C 174.6'C. 1WF. -8.8.C. 1.444 12.40 3.22 o.MoB1 m.14 7.66 Ibl.
Ur 0 mi
Watar-whitn 1.ol
98.5v-
c -m*c.
1.440 4.m
1.50
11.2
O.awr,
133.19
8.5
I. b
DCa-BurvI-
C..BUDI-
DktLwluair
.-BrQl
Color Speci6c gravity at P'lp%. Minimum amine content Initial boiling point Final boiling point Flvh point Solidification point Refractive index at P C . Viacomity at 26'C (centipoim) Vilcaity at W*C (centipoim) Coefficient uf expansion per 'C. Theoretied molecular weight Average weight per gallon
=.o%
192%. 215'C. 1rn.F. -3.5%. 1.444 17.4
4.01
sa.%
262-c .
US'F.
55
222'C.
Z'. UC
PO*F. 1.444
6.50
m*c.
< -m*c.
1.462 10.6 0.00077 161.24 7.24 Ib.
< -m*c.
768
Amine
Formu la Molecu Iar Weight Boiling Point,
Methoxyethyl
Dimethoxyethyl
Ethoxyethyl
Diethoxyethy I
Methoxyisopropy I
CH3
CH30CzH4NH2 ( C H 3 0 C e H 4 ) 2NH
C ~ H S O C ~ H ~ N( H 2~H 5 0 C 2 H 4 ) 2NH C
CH30CH2CH NH2
75 91
133 172
1.0
89
161
194 0.5 1.4205 0.88 5.53 185
( HOCHzCHz) 2NH
89 98
"C.
25C.
I. 4190
Specific Gravity
0.91
5.49
155
( C 4 H 9 ) 2NH
PKb
Flash Point,
OF.
60
Formula Molecular Weight Boiling Point,
60
129 160
1.9
133
172
1.0
105
"C.
270
<0.01
Vapor Pressure,
(20C. )
Freezing Point,
"C.
< -40
28.0 1.09
5.2
Specific Gravity
0.91
5.5 a
PKb
% Solubility i n
H 2 0 a t 25C.
129
169
1.2
147 175
1.0
"C.
Vapor Pressure,
(20C. )
Freezing Point,
"C.
-0.85 4.8
aD
% Solubility i n
H 2 0 a t 25C.
Amines
ARYL AMINES
Table 14.86: Aniline (2)
Aminabenzene Phenylamine
769
C6H5NH2
Aniline i s a colorless to straw-colored, toxic, highly refractive, oily liquid having a characteristic odor. It i s soluble i n ethyl alcohol, ethyl ether, carbon tetrachloride, and only slightly soluble i n woter. It i s used in.the production of such materials as indigo, ani line black, tetranitrani line, acetanilide, explosives, dyes, rubber chemicals, and pharmaceuticals.
Boiling point Flmh point Freering point Melting point Specific gravity a t 25/25"C Solubility in water a t 25'C
8o'C 184.2'C 70C
3.8
6.0 8.50 Ibi. 1.5'C 95% dutilla within 1 .O'C
None
1m.e*c
I.6-C
0.966 7.95 I . k 1.0-c
Diethylaniline i s a light-yellow, oily, toxic liquid with a pungent odor. I t i s soluble i n ethyl alcohol, ethyl ether, and carbon tetrachloride, but only very slightly soluble i n water. It i s used i n the preparation of dyes, pharmaceuticals, ond other organic compounds.
Boiling ranga Freezing point Specific gravity a t 25/25'C Weight per gallon a t I ' C Aniline Boiling range Color Monoethylaniline Purity Water
216.3OC -34.4'C
0.933 7.76 lb.
None
W within 2 . 5 T o
Boiling range includes 216.3'C Light yellow O.Wo max. W.%, min. No visible usparation
770
This secondary amine i s a light straw to amber-colored liquid with an aniline odor. It i s
insoluble i n water but soluble i n ethyl alcohol, methyl alcohol, ethyl ether, ethyl acetate, acetone, aromatic and aliphatic hydrocarbons, fixed oils, mineral ail, oleic acid, and hot stearic acid. I t i s also soluble i n hot paraffin and carnauba waxes which solidify upon cooling.
Flssh point Specific gravity at 20'C Refractive index at 20'C Weight per gallon at 20'C Boiling range Purity 225'F 0.93 1.5351 7.71 Ibs. 234-242T 9 % min. 5.
N,N-Di-n-Butyl aniline i s a light-straw colored liquid with a faintly aniline odor and i s soluble i n ethyl alcohol, aromatic hydrocarbons, ethyl ether, ethyl acetate, acetone, fixed oils, mineral oil, oleic acid and hot stearic acid. It i s insoluble in water, methyl alcohol, and while soluble i n hot paraffin and carnauba waxes, these solidify when cooled.
Flssh point Specific gravity at 2 ' OC Refractive index at 20C Weight per gallon at 20'C Boiling range Purity 230F. 0.904 1.5197 7.53 Ibs. 267-275'C 95%, min.
225.F
0.92
p-tert-Amyl aniline, an aryl amine, i s a straw t o deep red-colored liquid with a faintly aromatic ador. It i s soluble in methyl alcohol, ethyl ether, ethyl acetate, acetone, aromatic and aliphatic hydrocarbons, fixed oils, mineral oil, oleic acid and hot stearic acid. It i s insoluble i n m t e r and while i t dissolves hot carnauba and paraffin waxes, these solidify on cooling.
Di-tert-amyl aniline, an aryl amine, i s a red-colored, almost odorless liquid, soluble in ethyl ether, ethyl acetate, acetone, aromatic and aliphatic hydrocarbons, fixed oils, mineral oil, oleic acid and hot stearic acid. It i s insoluble in water and methyl alcohol, and dissolves hot carnauba and paroffin waxes, which solidify when cooled.
2U.F
0.923
2aW21*C
N,N-diamyl aniline i s a dark-amber liquid with a faintly aniline odor. It i s insoluble in methyl alcohol and water, but soluble in ethyl ether, ethyl acetate, acetone, aromatic and aliphatic hydrocarbons, fixed oils, mineral oil, oleic acid, and hot stearic acid. It i s also soluble i n hot carnauba and paraffin waxes, which solidify on cooling.
260'F
0.898
270-292'C
Diethylbenzylamine i s a colorless liquid with an almond-like odor. It i s soluble i n ethyl and methyl alcohols, ethyl ether, ethyl acetate, acetone, aromatic hydrocarbons, fixed oils, mineral ail, oleic acid and hot stearic acid. I t i s insoluble in water and while soluble i n hot poraffin and carnauba waxes, these solidify an cooling.
Flash point Specific gravity at aO'C Refractive index at 1 0C Weight per gallon at W C Boiling range Purity
Iba.
This solvent i s a dark-red liquid with a faintly amine odor. It i s a solvent for methyl alcohol, ethyl ether, ethyl acetate, acetone, aromatic and aliphatic hydrocarbons, fixed oils, mineral oil, oleic and hat stearic acid. It i s insoluble i n water, and soluble i n hot paraffin and carnauba waxes which solidify on cooling.
Flash point Specific gravity at P W C Boiling range 295'F 1.012 383' 1-WC
772
IMINES
CH, - C H I
/ I
-N. H
Ethylene imine i s a colorless mobile liquid having an omine-like odor, with the above structure.
.. .,... .... .......... . .............. 00 c . . . . . . . . . . . . . , . . . . 1ooc: . . . . . . . . . . . . . . . . . . 25' C. . . . . . . . . . . . . . . . . . . Boiling Point, OC. . . . . . . . . . . . . . . . . . . . . . . . . . Freezing Point, 'C. . . . . . . . . . . . . . . . . . . . . . . . . Index of Refraction, nD at 25' C. . . . . . . . . . . . . . . Viscosity, cps. at 25' C. . . , , , , . , . . . . . . . . . , . . , Surface Tension, dynes Ern. . . , . . , . . , . . . . . . . . . Flash Point, OF. . . . . . . . . . . . . . . . . . . . . . . . . . Heat of Formation, Kcal., mole . . . . . . . . . . . . . . . Heat of Voporizotion, Kcol..'mole at 20" C. . . . . . Dissociation Constant . . . . . . . . . . . . . . . . . . . . . .
Molecular Weight
.
43.07
0.832
57 --78 1.4123 0,418
32.8
12
21.95 7.9
7.8 x 10"
Molecular Weight
D e n s i t y , g./ml.
57.09
2soc
35OC.
.@C.
Ad/&,
Boiling Point,
66.0
0.038
130 1.4084
AB.P./@p,
OC.
ND
a t 25OC.
Absolute Viscosity, centipoises at 35OC. pKa a t 25OC. tieat of Vaporization at 66OC. and 1 a t m , cal. per g. Integral Cleat of Solution 3f P.I. i n water, P.I. final cunc., kcal.imole wt. %
0.49 1
8. I8
1.39
4.5 2 SO
Sol ubi1i ty :
Water
Soluble in all
Proportions
Amines
AMIDES Table 14.99: Formamide (7 7)
HCONH2 Formamide i s o water-white to light yellow, hygroscopic liquid. It i s miscible in a l l proportions w i t h the lower alcohols and glycols, but i s insoluble i n hydrocarbons, chlorinated solvents and ethers. Its high dielectric constant i s an indication of its high ionizing power.
773
Formamide dissolves many metal chlorides, iodides, nitrates, phosphates, and some carbonates and i s less soluble i n sulfates and oxides. Proteins, saccharides, and polyvinyl alcohol dissolve or soften i n formamide. Cellulose w i l l swell i n formamide as i t does i n water. Formamide i s a nonaqueous solvent for electrolytes due to i t s ionizing solvent action on numerous inorganic salts.
AVERAGE ANALYSIS Formamide, % . . . . . . . . . . . . . . . . . .98.5 Methanol, % . . . . . . . . . . . . . . . . . . . . . 1.0 Color (as shipped). APHA . . . . . . . . . . . . 7 PHYSICAL PROPERTIES Molecular weight . . . . . . . . . . . . . . . . . . 45.04 Boiling point (760mm), "C . . . . . . . . . . . ,210 "F . . . . . . . . . . . .410 Freezing point, "C . . . . . . . . . . . . . . . . 2.6 "F . . . . . . . . . . . . . . . . . 36.7 Specific gravity, 25"/4"C (77"/39"F) . . . . 1.1339 Density, Ib/gal, 60F (15.6"C) . . . . . . . . 9.5 Refractive index, NZ; . . . . . . . . . . . . . . . . 1.4481 Surface tension, dynes/cm. 20C (68F) . . 58.35 Viscosity. cp, 20C (68F) . , . . . . . . . . . . . 3.76 Dielectric constant, 20C (68F) . . . . . . . 84 Solubility parameter . . . . . . . . . . . . . . . . . . 19.2 Hydrogen bonding index . . . . . . . . . . . >16.2 Specific conductance, ohm-', 25"C(77"F) 18.9 x 10-5 Specific heat of liquid, cal/g. 19OC . . . . . 0.55 0.99 Btullb. 66F . . . . . Latent heat of vaporization, cal/g, 210C . ,400 Btu/lb. 410F ,720 Flash point (TOC). "F . . . . . . . . . . . . . . . . ,310 " C . . . . . . . . . . . . . . . . ,154.4
DMF, dimethylformanide, i s a uniquely versatile and powerful solvent with the following general properties:
Appearance . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .Colorless,mobile liquid Molecular weight . . . . . . . . . . . . . . . . . . . . . . . . . . .73.09 Boiling point, 760mm. O . , . . . . . . . . . . . . . . . . . . ,153 (307F) C Freezing point. "C . . . . . . . . . . . . . . . . . . . . . . . , . -61 (-78F) Specific gravity Oo/4"C . . . . . . . . . . . . . . . . . , . . . . .0.9683 0.9445 25'/4OC . . . . . . . . . . . . . . . . . . . . . . . Density. Ibs/gal. 20C . . . . . . . . . . . . . . . . . . . . , , . .7.92 Refractive index. NoZSoC . . . . . . . . . . . . . . . . . . . .1.4269 Vapor pressure. 25'C . . . . . . . . . . . . . . . . . . . . . . . .3.7mm Vircaity, ZS0C ............................ 0.802cp Surface tension. 25C . . . . . . . . . , . . . . . . . . . . . . , .35.2 dyncs/cm Specific heat (liquid. 20C) . . . . . . . . . . . . . , . . . . .0.49 Btu/lb/OF . . . . . . . . . . . . . . . . . . . . . . ,248 Btu/lb H u t of vaporiration H u t of combustion . . . . . . . . . . . . . . . . . . . . . . . . . ,457.5 kg cal/gm mol 11,280 Btu/lb Thermal conductivity (at 23.S'C) . . . . . . . . . . . . , ,440 d / s s cm"C
Flash point, T.O.C., O . . . . . . . . . . . . . . . . . . . . .67 (153F) C Ignition temperature. "C . . . . . . . . . . . . . . . . . . . . . ,445 (833'F) Flammability limits in air Iowa . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 2.2Vol96 upper . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 15.2vol96 Dielectric constant. Z5'C . . . . . . . . . . . . . . . . . . . . . .36.71 Dipole moment, 20C . . . . . . . . . . . . . . . . . . . . . . . , 3 3 2 Debye Uniu Hygroscopicity. 3OoC (300 h n @ 50% RH) . . . . ,3496 gain Relative evaporation rate (butyl acetate = 100) . . . I 7 Solubility parameter . . . . . . . . . . . . . . . . . . . . . . . .12. I Ionization constant ( @ 20C) . . . . . . . . . . . . . . . . .IO-'*
Azeotropes:
DMF (18.7 w 96 ), pxylene (81.396 ) . . . . . . . . . . .135.I"C at 760mm DMF (69 w 96 ), formic acid ( 3 1 wt 96). . . . . . . . .162.4OCu 760mm DMF ( 7 wt % ), tetrachlorethylenc (93.0 wt 9%). . . . 1 1 7 . 5 T at 730mm
(cont inued )
774
% Evaporation
Time. Hours
~
0 20 40
0 8
60
80
100
16 26 34 44
3'. . 0C
Btu/lb DMF
5 1 0 15 20 25 30 35
09
82.5 75 73.5 70
66
64
100
90 70 65 60 50
Amines
775
776
Not only does DMF allow many polymers of sparing solubility 11 be brought into soiution I t economical concentrations, but when used either alone or as a booster solvent it yields solutions with lower viscosities and higher solids content than can be obteined with other solvents. It is therefore suggested as an enrective solvent for use in the formulation of protective coatings end films, adhesives, and printing inks.
Formula. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . CH,CN(CH,), Molecular weight. . . . . . . . . . . . . . . . . . . . . . . . . . . . .87.12 Boiling point, . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . ,165.5"C Vapor pressure at 25C. . . . . . . . . . . . . . . . . . . . . . . .1.3 mm Freezing point. . . . Specific gravity (15.5"C)
. . . . . . . . . . . . . . . . . . . 0.92 cp Refractive index . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1.4356 Dielectric constant. . . . . . . . . . . . . . . . . . . . . . . . . . . . .37.8 Dipole moment (in dioxane). . . . . . . . . . . . . . . . . . . .3.79 Flash point (Tag Open Cup). . . . . . . . . . . . . . . . . . ..70"C ,416 x 10-6cal/sec/cm/oC Thermal conductivity (22.2"C). . . . . . . . . . . . . . . . . Specific heat (liquid, 0 to 87C). . . . . . . . . . . . . . . ..0.485 BTU/lb"F Heat of vaporization at 165C (cal'd) . . . . . . . . . . . .10,360 cal/g mol Heat of combustion (20C). . . . . . . . . . . . . . . . . . . .,608 k cal/g mol Flammability limits in air at 740 mm Hg and 160C 2.0'30 by VOI Lower. . . . . . . . . . . . . . . . . . 11.5% by vol Upper . . . . . . . . . . . . . . . . . .
(continued)
Amines
Table 14.103: (continued)
Vapor pressure:krnperahm, OC
777
Pmwm, mm Hg
25 40 70
90
110 130 150 165.5
at 760 mm
Solubility-Completely miscible with water, ethers, esters, ketones, and aromatic compounds. Unsaturated aliphatics are highly soluble, but saturated aliphatics have limited solubility.
Solubility at 25OC g A 0 0 0 DMAC
33 Compl Misc
"
'L
31
Compl Migc
"
<'
16
Viscosities of Vinyl Resins in DMAC Viscosities of Surface Coating Resins in DMAC Viscosity at 25*C, wt 46 15
1
I
I
slution-cps
23
23
20 26 38 30
1004 1007
7 10
I
I
HB-14 Nitrocellulose"'
18
20
18
(a)-Rohm and Hul Company (b)-Reduad to 5 wt % solids with DMAC (e)--E I. du Pont & Nemoun & Co.( 1 4 (d)-Shell Chemical Corporation (e)-Eutnun Chemical Roduct.. Inr (f)-Reduecd t 30 wt % dirb with DMAC n @)-Union Cubide Chemiub Company (h)-B. F. Gmdrich Chemicals Campny
778
1-Formylpiperidine, an amide solvent, i s o stable, highly ordered, dipolar aprotic liquid having a high boiling point and wide liquid range (-30.6' to 222"C), making this o favorable solvent for nonvolatile applications i n gas absorption processes, ink and dye systems, and plastics modifiers and stabilizers. 1-Formylpiperidine i s a strong solvent for both polar and nonpolar compounds. It i s unusual for its solu b i l i t y i n both water and hexane. I t i s miscible with acyclic alkanes (Cg ond below), cyclaolkanes, alcohols, esters, ketones, aldehydes, amines, carboxylic acids and hydrides, amides, alkyl halides beyond C11, stearates, ethers, olefins, nitriles, nitro compounds, heterocyclics, aromatics, organaphosphorus compounds, olkynes, organotin compounds, organosilicates and inorganic acids. The high solubility of many polymers i n 1-formylpiperidine i s of particular significance. 1-Formylpiperidine i s o reactive solvent reacting at the carbonyl center and at the amide nitrogen.
Molecular Formula Molecular Weight Density Index of Refraction (25 O*C) Freezing Point Boiling Point Vapor Pressure 25'C 100C Heat of Vaporization (AHvapl Heat of Fusion (AHf) Heat of Sublimation (AHsubl Entropy of Vaporization (ASvap) Molar Freezing Point Depression Constant Corrosion of Metals at 222'C Mild Steel Brass Copper Hydroscoptcity (23*C, 100% RH, exposed surface arealvolume = 1 67 cm-')
C II NO H , 113.16 1.02 giml (8.51 Ib/gal) 1.4823 -30.6"C 221c 0.1 mm Hg (0.002 Ib/in2, 0.0001 atm) 14 m m Hg (0.27 Iblin', 0.02 atml 16.5 kcal/rnol (262 Btu/lbl 2.2 k c a l h o l (35 Btu/lb) 16.7 kcal/mol (297 B t d l b ) 33.4 cal/'/mol 5.7"C/mo1 0.3 x 10' in/yr 3.2 x 10' in/yr 5.2x 10' in/yr 0.16% weight gain/hour (nearly linear to 100 hr)
Solubilities of Gases (gll00 g, Ammonia 1,J-Butadiene 1-Butene Carbon Dioxide Methyl Chloride Ethane Methane
2'. 1 atml 3C
1.1 12.9
6.8 0.8
12.9 0.2 less than 0.1
Solubilities of Inorganic Solids (6/100 g 23OC) , Aluminum Chloride Potassium Acetate Potassium Cyanide Potassium Iodide Potassium Permanganate Sodium Chloride Ammonium Bromide Sodium Iodide Sodium Hvdroxide Reacts 0.51 0.06 18.9 Reacts
0.08
2.4 17.1 0.01
Toxicity
(continued)
Amines
779
WATER
I -F OR M Y LP IPER I D I :'1E
20
40%
WEIGHT
6 0%
PER
CENT
80%
C Y C L OH E X b ! <E
PLOT
at 25"C, I
ATMOSPHERE
OD
210
200
40
190 180
0
W
-2 0
-30
-40
e,
3 I-
+ 3
W
a a
10 7 160 150
140
IX)
; -50
W
2 +
0 .
n
W I-
I20 10 1 10 0
-60
90
1
-70
I
I 1 0
20
30
I 40
I 50
60
70
80
90
FRACTION
WATER
LIQUID-VAPOR COMPOSITION DIAGRAM FOR THE FREEZING POINT-COMPOSITION DIAGRAM FOR THE I-FORMYLPIPERIDINE, WATER SYSTEhl I- FORMYLPIPERIDINE, WATER SYSTEM
780
Physical Properties Molecular weight Specific gravity, 2 O / 2 O 0 C Boiling point, 760 mm 50 mm 10 mm Vapor pressure, 20C. Freezing point S o l u b i l i t y , i n water, 2 0 C water in, Xf'c Viscosity, 0C 20C 40 "C Refractive index, &? D Weight per gallon, ="C Flash point Shipping Data N e t Container Contents: 1-gallon t i n can 5-gallon i r o n drum 55-gallon iron drum 69.10
0
79m 117.5"C
43C 13C
15 mm
6.5 lbe.
30 l b s .
360 l b s .
Typical Analysis of Current Production Specific g r a v i t y D i s t i l l a t i o n , IBP 50 u i ~ -DP n-Butyronitrile Water Alkalinity Color
117.6'~
118.4"C
Appeaana Odor..
........................ Mild, nonirritating Molwular Weight.. ........................ 67.09 Boiling Point' ............. 129C. (264OF.) at 760
mm.
.........
.................. 1.5095 ........... .39%. (102F.) Modified Reid Vapor Pressure'. ........ .0.25 p.s.i. (kO.05)
index of Refraction, n20iD'.
20/4OC.'
Amines
781
- . \ i \ \ \ \ O
zz?zzTzE
0ua
a
0
P 0
..
.o
ouoyy
yyyr.t.hQmmm
cnCJl3mmcnlnm
yo
c. . .. . . . . . .. . . . . . .. . . . . . .. . . .
H I 0 n
a2
. . . . . . . . .
. . . . . . .
. . . . . . .
. . . . . . .
. . .. . . .
. . .. . . .
k
c
: E E : : : : : : : : E E E E E E E E : : : : : : :
. . . . . . . . . . . . .. . . . .
. . .
I-
- - - - c c
0 0 0 0 0 0
m .f.e .e c .c
782
M-PYRO L
CH,
Empirical Formula
C,H,NO
Molecular Weight Purity (N-methyl-2-pyrrolidone, area% VPC) Physical form Moisture Content Density Liquid (20C) . . (30C) (40C) 8 760mm Boiling Point Q 162mm @ 24mm Freezing Point Viscosity (20C) (50C) (80'C) Specific Gravity (d",) 0 75C @ 100C Interfacial Surface Tension (25C) Flash Point (ASTM D 93-72) Heat of Vaporization 100C (0C) Specific Heat Liquid (50C) (100C) Specific Heat Vapor (25C) Vapor Pressure (40C) (60C) (80C) Refractive Index Heat of Combustion DiDOle Moment Dielectric Constant (25C) Ignition Temperance (ASTM D 286-58 T) Flammable Limits in Air Lower Thermal Conductivity (25C)
99.1 99.1 99.8% min liquid with mild amine-like odor 0.05% max 0.05% max 1 64.3 1b/ft3 1.03 gm/cc 63.8 lb/ft3 1.02 gm/cc 0.99 gm/cc 61.8 Ib/ft3 202C 395F 150C 302F 212F 100C -11.9"F -29.4% 4.11 Iblft-hr 1.7 cp 2.41 Ib/ft-hr 1.0 cp 2.17 Ib/ft-hr 0.9 cp 1.027 0.987 0.969 40.7 dyneslcm 93C 127.3 K callkg 0.401 BTU/Ib-"F 0.401 Cal/g-'C 0.465 caIlg-"C 0.465 BTU/lb-"F 0.502 cal/g-"C 0.502 BTUAb-"F 0.301 cal/g-"C 0.301 BTUAb-"F 1.OTorr 0.02 psi 3.5 Torr 0.07 psi 9.5 Torr 0.19 psi 1.4700 1.4700 7.29 kcal/g 13,100 BTUAb 4.09 0.04 Debve 32.2 270C 9.5 vol Yo 9.5 VOI. % 1.3 VOI. Yo 1.3 VOI. 7 0 1.33 Wlcm-"C 1.13 BTU-in/ft.' hr"F
I 1
Amines
Table 14.111: Acute Oral Toxicity (49)
M-Pyrol shows a low order of oral toxicity for each of the species investigated.
LD,
783
Species
Referearc
4.1 glkg 7.5 glkg 4.2 glkg 3.8 rnllkg 3.5 rnllkg 4.4 glkg 3.5 glkg 2.5-5.0 glkg
Table 14.112: Acute Dermal Toxicity (49)
Mouse Mouse Rat Rat Rat Guinea Pig Rabbit Bobwhite Quail
M-Pyrol is readily absorbed through the skin and shows dermal toxicity of approximately the same magnitude as oral toxicity.
~
Species
Rckrrnce
L, D
Species
Reference
4.3 ml/kg 1.9 mllkg 2.4 mllkg 3.5 ml/kg 2.4 ml/kg
(1)
(4,
Intravenous injection of M-Pyrol in rats was studied, monitoring arterial blood pressure, blood glucose levels and electrocardiograms. Doses of 50 mg/kg produced a slight and short-lived hypotension without altering the ECG; hyperglycemia was observed at the higher dosage only. At 500 mg/kg, hypotension, hyperglycemia, and ECG alterations were all produced.
0.8 m l / l 1.1 mlll 3.0 mlll 1.3 ml/l 4.9 mlll 4.7 mlll 1.6 ml/l 1 . 1 mlll
Sunfish Fathead Minnow Trout GUPPY Daphnia Scud Mud Crab Grass Shrimp
784
Amines
785
I L S
.
P
a
Q,
t 3
5
8
ii
786
s P
cy
cy
..
7
d
F
s P
..
cy
9
c
Amines
787
l a "
788
1 0
II
12
13
1 4
loo0
1
,
I
loo
IO
_-__-_ 50C
20C
...... 80C
0. I
0 01 I
I 3
I
4
1
\
PH
Amines
789
c. r
3 0 0 0 0 0
c.1
a o -? o n? o o o
vi
790
I40 I20
40
20
0 -10
IO
20
30
Time (days)
Log,,x T
Amines
Table 14.134: Vapor/Llquid Equilibrium of M-Pyrol Containing 1% Water (49)
791
0.5
0I .
0.05
0.01
0.005
0.00I
IO
so
100
500
(F)
psia
765 0.0050 797 0.0046 560 0.0045 435 0.0048 417 0.0058 c 3 I90 0.0086 I00 50 0.0 168 100 14.7 0.095* *Calculated from 0.76 mm Hg vapor pressure.
100 100 100 100 100 100
N,
ml ens / ml solvent
B. P ' C ,
43 36 19.5 17.5 17
14
202 153
101
792
PD
z
Solubiliiy (nil vapor at 0'C and 760 m m per gram M-PYROL' Solvent per atni partial pressure)
al
E!
al
X 0
U c m
c:
(0 r)
..
Solubility (ml vapor at 0C and 760 m m per gram M-PYROL" Solvent per atm partial pressure)
Amines
793
s
5:
= y,x at I Atm
f
Y = Mole Fraction in Vapor Phase X = Mole Fraction in Liquid Phase
.. Q
m
7
v)
5:
v)
'?
794
500
Classification of Equilibna in M-PYROL. Showing Relationship between Equilibnum Disinubtion Cafficicnu (K)and Solute Vapor Prcsrum
0 Pure solutcs
A
100
50
<
IO
01
05
IO
IO
50
100
500
100
50
IO
0 4
4
..
I
Fugacit? Function ( a m ) at 1 Atm
T
r
Amines
795
Solubility
(
Gra:Ltrn
796
I
I
I
I
I
I
I
I
I
I
I
I
I
I
I
I
I I
50
Q Q
..
I .o
Amines
797
Table 14.146: Vapor-Liquid Equilibrium Distribution Coefficients for Diolefins in Anhydrous M-Pyroi Solvent (49)
50
IO
Temperature
( O F )
Table 14.147: Vapor-Liquid Equilibrium Distribution Coefficients for Acetylenes in Anhydrous M-Pyroi Solvent (49)
SO
T E
n
p.
'
100
; 0.5
r
SO
IO
0.05
0.0 I
Temperature ( O F )
798
Industrial Solvents Handbook
vl 0
vl
0
v,
K = YIX at System Pressure and Temperatun Y = Mole Fraction in Vapor Phase X = Mole Fraction in Liquid Phase
n
e!':
7 e!
nvI
IIII IIII
SI
I
0
v,
K = YIX at System Pressure and Temperature Y = Mole Fraction in Vapor Phase X = Mole Fraction in Liquid Phase
Amines
799
K = YIX at System Pressure and Temperature Y = Mole Fraction in Vapor Phase X = Mole Fraction in Liquid Phase
c
0
SI
SI
'c1
K = YIX at System Pressure and Temperature Y = Mole Fraction in Vapor Phase X = Mole Fraction in Liquid Phase
800
41
l;il
I
I1
x"
K = y/x y = Mole Fraction Solute in Vapor Phase x = Mole Fraction Solute in Liquid Phase
z s c
41
v)
Amines
Table 14.154: Solubility of Polymers in M-Pyrol (49)
801
Polymer ~-
Solubility, %*
Acrylonitrilc/vinyl chloridc copolyincr Adiprene B urcthiinc rubber (duPont) Black TenJanwax (Exxon) Cellulose triacctiltc Cheriiigurii butadicnc/acrylonitrile copolymcr ((ioodyeiir) Delrin polyacetiil resin (duPont) Epi Rez 510 cpoxy resin (Interchemical) Epo/ene N polycthylcnc (Eastman) Epon 1ooO. 1004. 1007 epoxy resin (Shell ) Estane 5740x1 and 5740x2 polyurethane (Goodrich) Ethyl Ccllulosc N-100 (Hercules) Fornzvar polyvinyl formal resin (Monsanto) Gantrez A N mcthylvinylether/maleic anhydride copol. (GAF) Ceon 101 and 102 polyvinyl chloride (Goodrich) Hycar OR butadicne/acrylonitrle copolymer (Goodrich) Kynar polyvinylidene fluoride (Pennwalt) Lexan polycarbonate (General Electric) Mekon 20 wax (Petrolite) Muhathane MA-40 and MB-40 polyurethane (Mobay) Mylar polyester flim (duPont) Nylon Penzalyn M pentaerythritol ester of resin (Hercules) Polyacrylonitrile, specific viscosity 2.1 3.1
8.7
>IO
1Oa
>10
> 10
10
> 10 Poly(methy1 a-chloroacrylate) Poly(methy1 methacrylate) > 10 Polybutene sol 25 Polystyrene (at 80C) 10 Polyester-type polyurethane rubber (Mobay) Polyvinyl chloride > 10 >IO Polyvinyl pyrrolidone Teflon fluorocarbon resin (duPont) insol Vinosol Ester Gum glycol ester of pine resin (Hercules) IO Vinac polyvinyl acetate (Air Products) IO Vinylite VYHH, VMCH, and VMVS VCIVAc copolymers (U. C.) >IO Vinylite W G L vinyl resin (Union Carbide) 25 Vinylite VMVW vinyl chloride resin (Union Carbide) 15 Zytel nylon molding resin (duPont) (at 200C) 25
>IO shows that a 1% sample dissolves in l a g M-PYROL at mom temperature; other numbers indicate the solubility limit for pourable viscosity. Sol indicates a qualitative test only, and insol indicates no solubility under test conditions.
a
31.9
IO 5
Table 14.155: Bunsen Solubility Coefficients for Gases In M-Pyroi Solvent (433)
l. om
I
Diacetylem
'* I--
Table 14.156: ~ o l ~inb ~ l ~ ~ M-Pyrol (to nearest 5%) . Room Temperature (49) at __ _______I.-...----
- --
j ~ ~ , ~ t ~ ~ f j ~ ~ i 4-dichloroplicnoxybutyrlc ;icd 2, J . ~
butoxyct1;yI cstcr butyi ester isooctyl eslcr isopropyl N-( ~ - c ~ i l o r ~ ) ~ h ccna l )b ~ n ~ ~ ~ c yr ~-mc~iryl-4-ci~loropl~cnoxyacetlc acid 2, 4, 5-trichloropl~cnoxya~c~~c acid butoxyctlioxypropyl cstcr butyl ester isobutyl cster isooctyl cstcr Insecticida aldrin c~lordanc (cloudy)
30%
60% 65%
DDT
dieldrin 0, ~ - d i m ~ ~ h y j2 - ~ i-c~ l o ,r o ~ ~pilosphatc ~ h~ nyl) (cloudy) heptachlor lindane malathion methyl para~hion para~h~on Sevin (Union Carbide) toxaphene
35%
>8 0 W
3Wo 50% >80% >80% 8O W
55% 50%
Amines
Table 14.157: M-Pyrol Solvent Effects at Ambient Temperature for 7 Days (49)
Percent Change from Initial
Substrate ABS Buna-N Butyl Rubber Weight Length Width Thickness Comments
803
Coupons fragmented within 1 hr. of immersion 66.99 1.37 4.14 -11.72 17.19 0.42 0.91 3.85 13.47 -1.39 -0.32 -2.99 22.23
0.00
EPDM-70
1.56 19.30
0.00
4.17 -0.25
0.00
Polyethylene Crosslinked Polyethylene -Low Density Polyethylene High Density Polypropylene PVC Silicon Rubber Teflon Viton
0 09
0 39 0 15 0 02
0 07
0 10
0 10 -0 53
0 06 0 85
-0.75 1.62
176 0
50 28
56 89
Note 1 Coupons discolored. imbibed or continued to leach M-PYROL up to 24 hrs alter removal Note 2 No visible effects
Thickness
0.00
0.00
Comments Note 1 Note 1 Note 1 Note 2 Note 2 Note 2 Note 2 Note 2 Note 2 Note 2
EPDM-70
Neoprene Nylon 101 Polyethylene - Crosslinked Polyethylene-Low Density Polyethylene- High Density Polypropylene Silicon Rubber Teflon
0.30
0.65 0.30
Note 1: Coupons discolored. imbibed or continuedto leach M-PYROL solvent up to 24 hrs. after removal Note 2: No visible effects
804
I Resin
XYLICS polymethyl acrylate polyethyl acrylate polybutyl acrylate polymethyl methacrylate _______ polybutyl methacrylate _ _ _ ~ KYDS glycerol alkyd, 45% soy glycerol alkyd, 30% soy glycerol alkyd, 45% linseed pentaetythritolalkyd, 45% soy __~ ~~
10
11
12
13
1 I
~ ~ ~
IlNES
cellulose acetate cellulose butyrate 0.5 sec. cellulose acetatehutyrate ethyl cellulose N-22 ethyl cellulose K-200 ethyl cellulose T-10 nitrocellulose RS 25 CPS nitrocelluloseSS 0.5 sec. OXIES Epon 1001 (Shell Chemical)Epon 1004 (Shell Chemical)Epon 1007 (Shell Chemical+ Epon 1009 (Shell Chemical)~ - Epon 1004 DHC ester (Shell ChemicalfIENOLICS Durez 220 (Hooker ChemicabDurez 550 (Hooker Chemical)-Methylon 75202 (General E l e c t n c F - - - -S I N DERIVATIVES Amberol F-7 (Rohm and Haas) Amberol 801 (Rohm and Haash ester gum Vinsol (Hercules Powder)\]YLS Geon 12 (Goodnch)Vinylite AYAA (Union Carbide)Vinylite VAGH (Union Carbide) Vinylite VMCH (Union Carbidej Vinylite VYHH (Union Carbid+polyvinyl butyl ether polyvinyl ethyl ether-polyvinyl formal _ _ polystyrene ~~ ~ ~ ~ ~ ~
I
I
The solubility parameters for resins are based on figures published by Burrell (1957) and Hughes and Britt (1961). Polystyrene seems to be a notable exception. It is known to be soluble in MPYROL solvent yet the reported solubility parameter range is only 9.0 i 0.9 (Burrell 1957).
I
I I
I ,
I I I
Amines
Table 14.160: Typical Physical Properties of Pyrrolidone Solvents (49)
NEP
805
Physical Form Molecular Weight Purity, Area % GC Moisture, 7'0 Boiling Point, "C Freezing Point, O C Viscosity, cps 25C Refractive Index @ 25C Specific Gravity @ 25OC Flash Point, Closed Cup ( O F ) Heat of Vaporization KCal/mole Solubility. Parameter CAS Registry No. Chemical Structure
98% Minimum
0.5 Maximum
< -70
3.5 1.4664 0.993 199 12.7 10.3 2687-91-4
I
CH,CH,
0
HEP NEP CHP
CH,CH,OH
2 10
53
105 156 316 1745
64.9 53.6
0 1.24 6.45 13.44 15.32 17.92 22.80 31.90 40.50 47.4 50.8
806
Table 14.162: CHPmater System (30:70) Minimum Critical Solution Temperature as a Function of Acid/Base Concentration (49)
05
I
10
20
80
90
Table 14.164: Minimum Critical Solution Temperature of CHP Water System (30:70) as a Function of Acid/Base Concentration (49)
1
loo,
80
lCST is the minimum temperature below which the system is in one phase for all compositions. *pH = 8.5
0
H20 20
40
60
80
100
Percent CHP
CHP
Table 14.165: Comparison of NEP, HEP, CHP Solvents with Common Solvents (49)
H E P ( N-Hydroxyethyl-Pyrrolidone) M-PYROLQ( N-Methyl-Pyrrolidone) N E P ( N-Ethyl-Pyrrolidone) C H P ( N-Cyclohexyl-Pyrrolidone) DMAC" (Dimethyl-Acetamide) (DuPont) DMFm ( Dimethyl-Formamide) (DuPont)
10.3
10.8 12.1
Amines
Table 14.166: Surfadone LP Specialty Solvent Structure (49)
807
n
R
0 90
8.9 116 10 225 253 26
-25
175 197 28
(1) Temperature at which 10% weight loss occurs (by volatilization). (2) Saturated solution
Sodlum
0 0
10
E2
Water
0
(0
Table 14.169: Solubilities of Surfadone LP 100 and LP-300 Nonionics in Various Solvents (49)
Solvent Water Ethanol Acetone Xylene Heptane Paraffin Oil Stoddard Solvent Perchloroethylene SURFADONE" LP-100 < 0.1 % or > 65% SURFADONE" LP-300 < 0.002Y0or > 80% S S S S S S S
S S S S S S
S
S = soluble at 10%
808
Table 14.171: Low Concentrations of Surfadone LP Products Lower Surface Tension of Water (49)
c
80
60 50 70
SURFADONE. LP-io0
40-
30 20
\ \
0.196 Solution 3.5 >300 17
A SURFADONE. ~P-300
Table 14.172: Draves Wetting Time for Surfadone LP Products with SDS (seconds) (49)
with
0.008% SDS
2.4 5.4
Table 14.173: Low Concentrations of Surfadone LP Products Reduce Dynamic and Equilibrium Surface Tension (49)
70
60
Eubbledsec
5
.I Z 0
50
~~
I0
0.120
I 0.02
0.04
I 0.06
wl % LP-100
I 0.08
0.1
0.12
Silicone 95 56 53
Polypropylene 95 34 33
Teflon 113
54 5 4
Amines
Table 14.175: Surfadone LP/SDS Ratio (49)
Pure SURFADONE' LP-100 25/5 SURFADONE' LP-300 11 1 31 Sodium Dodecyl Sulfate (SDSI 1561156 Foam Height (mm), initialb min Total concentration, 0 1YO .
809
3: 1 1591159 1391139
-
1:l
1 :3
1641161 1351135
-
58/157 1 5 11 5 1 1
INITIAL WT.
(a WT. (GI
96.7680 16.8394 15.9256 29.1876
FINAL
A WEIGHT
0.9346 0.0022
TOTAL
LOSS
TOTAL GAIN
0.026
0.98
0.013 0.51 0.91
3.0 x 11.5 x 1.93 3.2 X 10.1 x 0.241 1.3 x 10.2 x 1.300 2.6 x 10.2 x 1.204 3.6 x 10.5 x 0.711 3.5 x 11.7 x 0.301 3.8 x 10.2 x 0.331 4.0 x 10.4 x 0.354 4.0 x 10.4 x 0.354 4.0 x 10.3 x 0.683 3.9 x 10.1 x 0.165
0.01
-x
0.1 x 0.005
0.0808
0.2626 0.1358
0.44
0.1 x x 0.003
6) PVC 7) EPDM 8) NEOPRENE (R-30) NEOPRENE (R-30) 9) GUM RUBBER 10) NEOPRENE (R-41) NEOPRENE (R-41)
11) BUTYL RUBBER
- 8.2
39.0 2.7 17.5 10.7
0.1 x x 0.03
0.3 x 0.5
x
0.036
- 14.3
4.4 10.0 108.0 16.1 14.3
-x
0.1 x 0.025
39.1515 40.8792 0.6565 12.2540 12.2540 9.0964 9.0964 8.1632 0.7224 25.5317 14.2267 10.3928
0.0659
13.2777 1.9727 1.2964
VITON'
14) HYPALON"
HYPALON'
15) SILICONE
- 9.1
1.45
810
Pyridine i s a liquid miscible with water, alcohol, ether, benzene and many organic liquids. I t i s on excellent solvent for organic materials and w i l l dissolve many metallic salts giving comparatively stable compounds (without substitution). It i s used i n the preparation of waterproofing chemicals, rubber acceleroton, ond pharmaceuticals. It i s also used as an extractant and i n distilling and purifying operations. The less pure grade i s used as o denaturant for industrial alcohol.
Boiling point Melting point Specific gravity at 25/4'C 115C -4PC
0.978
2-Methyl Pyridine
0 ,, ,/
128T -69.9-C 0.950 Completely within 2'C
-CH3
Alpha-picoline i s a liquid which i s very soluble i n water, farming a constant-boiling mixture with i t . It i s also soluble i n ethyl alcohol and ethyl ether. It may be used i n the manufacture of alkaloids, pharmaceuticals, antioxidants, and rubber accelerators.
Boiling point Melting point Specific gravity at 15/4*C Distillation Range
y 3
4-Methyl Pyridine
this solvent
Amines
Table 14.181: 2,4-Lutldine (2)
811
0
Boiling point Distillation Freezing point Specific gravity at 25/4*C 158.3.c
/ -CH3
2,4-Lutidine i s a liquid, very soluble i n olcohols, ketone, ethers, hydrocarbons, and most organic solvents, but only 15% soluble in water. It i s recommended for use i n the synthesis of drugs, dyes, and other chemicals.
0.927
2,6-Dimethyl
Pyridine
2,6-Lutidine i s a liquid, very soluble i n water, alcohols, ethers, ketones, hydrocarbons, and most organic solvents. It i s recommended far use i n the manufacture of resins, dyes, drugs, insecticides, rubbers, and organic chemicals.
142.9.C -6.O'C
95% min.
0.928
Quinoline i s a liquid, soluble i n alcohol, ether, carbon disulfide, and i n mast of the common organic solvents, but only partially soluble i n water. It i s a solvent for cellulose esters and ethers when used with other solvents. It i s used in the manufacture of dyes, photographic sensitizers, nicotinic acid, and drugs. It i s also used as an extraction agent and i n organic synthesis.
812
PROPERTIES
Purity, mol percent (water-free basis) Boiling point, a t 50 mm Hg, F at 160 mm Ha. F Freezing point, C (water-free basis) Water content, weight percent Refractive index at 25 C Specific gravity of liquid at 60/60 F Density of liauid at 60 F. Ibdaal . Color, Gardnir Appearance Polymer content (Hexane Dilution) Flash point, F (TOC) Inhibitor content, weight percent (Tertiary Butyl Catechol) 95.1 212 94.0 min
358
-14.16 0.20 1.541 0.962 8.01 1 Clear Negative 165 -15.14 min 0.5 max
2 max
Negative min
0.1
Form V i s c o s i t y a t 25"c. pH, 1% Aqueous S o l u t i o n B o i l i n g P o i n t (746 mrn) Freezing P o i n t S p e c i f i c G r a v i t y 25/25"C. R e f r a c t i v e Index a t 25C. F i r e P o i n t , Cleveland Open Cup Pour P o i n t
SOLUBILITY
149" - 1 5 1 0 ~ . (-50F0.851
10.3
1.4480
1250~. (-50F.
145C.
3000~.
L i ht Yellow 21g 10.0
97%
Amines
Table 14.187: Morpholine (48)
Tetrahydro-p-Oxazi ne Molecular weight:
813
87.12
(01
N
This commercially important secondary amine i s a water-white, mobile liquid having an ammoniacal odor. It i s very soluble i n water and forms a stable solution which exhibits a constant composition during evaporation and distillation as well as preserving a constant alkalinity. The ring structure of this solvent, as well as i t s ether and amine groups, gives i t unique solvent power for a greater than usual variety of organic substances, among which are resins, dyes, waxes, shellac, and casein.
It i s used i n permanent wave solutions for its mild alkalinity; i n soaps which are emulsifying agents for paper caatings; i n rubless polishes, lacquers, paints, insecticides, etc. It imparts water-resistance after drying. I t s water-soluble salts have high phenol coefficients. Morpholine may also be used i n photographic developing.
Color, P t
- Co
scale
Boiling r a n g e , O C IBP DP P u r i t y , wt. yo Specific g r a v i t y , 2 0 / 2 0 0 ~ Suspended m a t t e r F r e e z i n g point, O C Boiling point, O C F l a s h point, (TOC) O C
O F
1.004
D e n s i t y , g. /cc. at 2 O o C R e f r a c t i v e index, n
20
S u r f a c e tension, d y n e s J c m . at 2OoC V i s c o s i t y , c e n t i p o i s e s at 20C 10 Conductivity, m h o / c m . x 10 PKb Dielectric constant Dipole m o m e n t , D e b y e s M o l a r p o l a r i z a t i o n , PZ i n b e n z e n e Heat c a p a c i t y , cal. / m o l . /deg. at 25OC H e a t of v a p o r i z a t i o n , c a l . / m o l . (45-129OC)
814
Table 14.188: Boiling Point Composition Curves for Aqueous Morpholine Solutions (79)
I4
;
8
$ 0
1 0
I:
I
0
Amines
Table 14.191: Solubility of Various Substances In Morpholine (48)
g. Solute i n 100 g. Morpholine a t 25OC
m
815
g. Solute i n 100 g.
Substance Acetone Beeswax Benzene Benzyl c e l l u l o s e Butyl e t h e r Castor oil Cellulose acetate Cellulose n i t r a t e Copal g u m D i m ethylamine E s t e r gum Ethanol
2 -Ethylbutan01
Substance
2 - Hexanone
Morpholine at 25OC
z
X
e1
X
Linseed oil Met h a n d Methylamine Methylcyclohexanol Naphtha P a r a f f i n oil P a r a f f i n wax (hot) P i n e oil Resin Shellac
25
X
33
>5
25
>5
109
>5 >5 (5
34
X
5 '
X
P
X
1 .
This cyclic tertiary amine is a water-white liquid miscible with water. It may be used as a solvent far oils, dyes and resins, and as an intermediate in the synthesis of rubber acceleraton, emulsifying agents, drugs, and dyes.
. . . . . . 268OC.
. . . . . . . . . . . . 57OC.
Esters
Acidity Boiling point Color Distillation range Electrical conductivity a t W C Flssh point Melting point Odor initial Odor reaidual Purity Refractive index a t 20C Solubility in water at 20'C Solubility of water in solvent a t 25C Specific gravity a t 20/WC Vapor pressure
Neutral to mrlhyl orange (methyl formate hydrolyzes in presence of water) 31.8' C Water-white Below 31.5'C h'one Above 35.O'C None 3.6 X 10-8 reciprocal ohma
-32C
30% by vol
24% by vol
0.950 t o 0.98)
0C
10C 16C 20C 25.8'C
3J'C
HCOOC2H5
Ethyl formate i s a water-white, highly volatile and unstable liquid with a pleasant odor resembling peach kernels. It i s portly soluble i n water and miscible with benzene. I t i s a powerful solvent for cellulose nitrate and acetate, yielding solutions of unusual low viscosity which have a tendency to c h i l l . It i s an important fumigant and larvicide for the treatment o f tobacco, cereals, dried fruit and similar products. I t i s used as a chemical intermediate i n the manufacture o f such medicinals as sulfadiazine, thiamin (Vitamin B l ) , and perfumes and synthetic flavors.
816
(continued)
Esters
Table 15.2: (continued)
Acidity Boiling point Neutral to methyl orange (it hydrolyres in the premnce of water)
54.3'C
817
Color
Distillation range Electrical conductivity at 25'C Flnah point Freezing point Purity Refractive index at 2O'C Specific gravity at 20/ppaC Solubility in water at 20C Solubility of water in solvent at m-c Vapor pressure at 20.6'C at 30.20c Weight per gal at W F
Water-white
51"JS'C
- 19oc
200 nun of Hg
300 mm of Hg
7.61 Iba
0.02% max.
85% min. 96"-110C.
0.885-0.9108
818
Freezing point Heat of combustion Heat of vaporization Non-volatile matter Refractive index nt 20'C Solubility in water a t 20C Solubility of water in solvent a t W C Specitic gravity a t 20/WC Surface tension a t 20C Vapor pressure a t 20C Viscwity a t 20C Weight per gal a t 20C
-BB.lQC 6371 callg 104.4 cal/g 0.005 gram per 100 cc, max 1.3593 24% by wt 8% by wt 0.9353 24.0 dynes/cm 173 mm Hg 0.00381 poi7.783 Itn
Acetic Ether
CH3COOC2H5
Ethyl acetate i s a water-white, flammable liquid with a pleasant, fruity odor. The 85 to 88 per cent grade of ethyl acetate suitably denatured i s generally used for commercial purposes but 95 and 99 percent grades are also available. I t i s miscible with most organic solvents such as alcohols, ketones, esters, aromatic, aliphatic and halogenated hydrocarbons. I t dissalves such materials as nitrocellulose, camphor, oils, fats, waxes, gums and natural and synthetic resins. I t w i l l tolerate fairly large amounts of lacquer diluents and like methyl acetate i t not only has a wide range of solubilities but i t possesses the unique property of dissolving nitrocellulose, cellulose acetate and cellulose ethers yielding solutions of low viscosity. Its solvent power for cellulose derivatives i s much improved, however, by adding a small quantity of alcohol.
(85 to 88%) 00170 Iiy nt, mnx Acidity (as ncrtir nrid) Blusli rrsistnnrr a t W F (10% 4 RFC. I1 S. iiitroccllulosr solution) Clrar 450/,Rclative humidity I3luish 50% Cocliicicnt of cubical r\pnnaiun (ordinary trmpernturcs) O.Mo73 per ' F 0.00132 pcr "C Color Water-a hitc Critical tcmpcrnturc 250.1"C 37 8 atmosphercs Critical pirssure Dilution rntio Toluol 3.5 Petroleum naphtha 1.1 Distillation range Below 70C Nonc Below 72C Not morc than 10% Above 8O'C None Miscible without turbidity with 20 volumes Dryness 60" Bd gasoline a t 20'C Electrical conductivity a t 25C Less than 1 X IO-' reciprocal ohms Evap. rate a t OS'F (in min.) 5% t
Flash point Freezing point Non-volatile matter Refractive index a t 20C Solubility in water a t 25C Solubilityof aster in solvent a t 25C Specific gravity a t 20/20"C Viscosity a t 20C Weight per gal a t 6F 8 '
-5C (23'F) -82.4"C 0.003 gram per 100 cc, max 1.3725 9.7% by vol 9.8% by vol
0.883 to 0.888 4.546 millipoiscp
7.36 Ibs
(95 to 98%) 0.0170 by rvt, max
Acidity (as acetic) Blush resistance a t W F (10% sec. R.S. nitrocelluloae solution) Coefficient of expansion per 1'F per 1'C Color Dilution ratio Toluol Petroleum hy<lroearhun Distillntion range I)ryllcas a t 20C
Clear 50% lblative humidity Blush 55% 0.m74 0.00133 Wnter-white 3.2 1.o i l to W"' Miseiblc without turhidity with 20 vol (io" I31 gasoline
%% %
75%
1)
eo%
95%
3f 6t 94 1lt
(continued)
Esters
Table 15.6: (continued)
819
(. t o 98%) 95
$vnp r;rtt* a t 05"b' (iii iniiiJ 5% 25%
i 11
31
50%
75%
G
7 t 81 W F (approximate) 0 003 gm per 100 cc, max 4% by VOI 0.805 to 0m . 33 centipoises
So turliidity when mined with 19 volUIIICS of GO' I 6 gasoline a t 20C 3
!D%
95%
Flush point Noli-volatile inatter Solul,ility of water in solvent :it 25'C Specific gravity a t 20/P'C Viscosity (10% t s e c . nitwcellulose solution) \V:itcr
Color Dilutioii rntio Toluol Petroleum iiaplitha Distillation range Klcctricnl cotiductivity a t 25C Evap. rate a t 95F (in min.) 5%
Water-white 3.0
1.o
f
14 3i
W%
50%
75%
et
2.28-1 1.4q0 0.5% -82.4'C 538 kg. cal/mole 102 cal/gm 102.9 cal/gm 0.003 gram when 100 cc, m a l
W%
95% Explosive limits Flash point Freezing point IIeut of conibustioii Heat of vaporization a t O'C a t BO'C Non-volatile matter
lot
9f
7.47 Ibs
Acidity (:IS acetic) Uluah resistance at W'F (loo/, t see. R.S.nitrocellulose solution) Coefficient of expnnsioii per 1F per 1C
C H3C0 OC3 H ,
The properties of n-propyl ocetate are, approximately, intermediate between those of ethyl and n-butyl acetates. I t i s miscible with alcohols, ketones, esters, oils and hydrocarbons and i s a good solvent for nitrocellulose and a wide range of cellulose derivatives, especially when i t i s admixed with the aromatic hydrocarbons or the lower aliphatic alcohols. I t w i l l also dissolve natural and synthetic resins like elemi, "Cumor" resins, ester gum, manila, mastic, rosin and sandarac. I t i s used principally as a low-boiling component i n nitrocellulose lacquer formulations.
102.08
15
99
IO.?
7.39 0.89 8 87
2.3
-131 (.93)
55(13) 58 (I?) 70(21)
Water in Evaporation Kale (~i.butylJ C E t a t C = I ) Dilutioii Ratio, toluciie VM & P iiaplitha Refractive Iiidex. 20C Vapor Pressure, ZOOC,iiim Hg S p c i f i c Gravity, ZOo/ZOoC
1.71
7 95
a55 (457)
IB
Ked Flnmniablc Liquid
1.3844
23
0.885
820
Isopropyl ocetote i s a water-white pleasant-odored liquid with properties intermediate between ethyl and butyl acetates. I t i s miscible with most of the common organic solvents such as alcohols, ketones, esters, oils, hydrocarbons, etc and i t i s o solvent for nitrocellulose, cellulose acetate (of low viscosity) and a wide range of oils, fats, waxes, gums and natural and synthetic resins. Like n-propyl acetate, its solvent power for cellulose esters i s increased when lower aliphatic alcohols ore odded. I t i s lorgely used in the lacquer industry where its slow evaporation rate and blush resistance are of importance. I t i s also used i n the manufacture of plastics, ortificial leather, dopes, films, cements, and i n the recovery of acetic acid from aqueous solutions.
.,
Acidity (as acetic) I3oiling point nt 760 mm Corfficicnt of cxpnnsion per "F Color Dilution rxtiou Toluene Y.M. and P. naphtha I h a l illation rmgn k k t r i r a l condirctivily nt 25C 1Svapornlion rate at 05'F (in minutes) 5% 25% 50% 75%
Fl;ish point (T:q Closed Cup) Freezing point Heat of vaporifation Non-volatile matter Refractive index, N 20/D Solubility of water in solvent Specific gravity at 20/20'C Specific heat at 15-25'C Surface tension at 25'C Vapor pressure n t 10C
3' 9F
t
If
4f 7t
2. 0C
" C 4O'C Viscosity at 20C Weight per gallon at 20C
W%
05%
lot
111
-73.4"C 19.4 cal/gm 2 mg per 100 cc, max 1.3772 3.27% by wt 0.W to 0.871 0.521 cal/gm 24 5 dyneslcm 26 2 mm Hg 45.7 m m H g 7G.1 mm Hg 121.8 mm Hg 0.00525poises 7.23 Ibs
47.7 89.4
Isopropanol Water
52.3 10.6
80.1 76.6
This ester i s a water-white liquid with a characteristic fruity odor which i s less pronounced than the odor o f amyl acetate.
I t i s miscible with alcohols, ketones, esters and most o f the common organic solvents. I t i s a solvent for nitrocellulose and cellulose ethers, especially when previously mixed w i t h active or latent solvents. I t w i l l dissolve oils, fats, waxes, metallic resinates, camphor, "Cumar" resins, dammar, ester gum, elemi, kauri, manila, mastic, pontianac, rosin, sandarac, chlorinated rubber, and such synthetic resins as the vinyls, polystyrene, and acrylates. In combination with 20 per cent of butyl alcohol, butyl acetate w i l l dissolve the less highly polymerized alkyd resins and shellac. Owing to i t s power o f imparting low viscosity, gum compatibility, and good working qualities, i t i s classed among the best medium bailing salvents for nitrocellulose. Its volatility meets the demands of a lacquer solvent because i t i s sufficiently high to leave the film readily and a t the same time low enough to prevent blushing. When combined with butyl alcohol i t w i l l prevent gum-blush, cotton-blush and chilling. Its largest use i s as a solvent i n the manufacture of nitrocellulose lacquers for protective coatings, artificial leather and coated paper, plastics, polishes, safety glass, i n perfumes, and flavoring materials.
(cont hued )
Esters
Table 15.9: (continued)
821
ss-92yo
98-1Acidity (as acetic) Boiling point Coefficientof expansion per 1F per 1C Color (A.P.H.A.) Dilution ratio Toluol Petroleum naphtha 1)istillation range F:iectric:il conductivity at 25C Flash point Fwct ionation. I.P. 10% 0.01% by wt, max 126.5OC
.Acidity (as acetic) Boiling point a t 760 mm IIg Coefficient of cubical expnnsion (ordinary temperatures) Color Dielectric constant a t 20C Dilution ratio Toluol Petroleum naphtha Distillation range
0.01% by n t , max 126 5C 0.00067 pcr"F 0.00121 per"C Water-white 5.0 2.9 1.4 Below 115C Sone Below 120C Not more than 8% Above 130C Not more than 5% Above 135C Nolle
0.0011 10 max 3.05 1.40 123"-128"C 13 X 10-9 recip ohms 82F npprox 114.3" 11G.O 116.9 117.4 117.6 117.6 118.1 73.8 cal/gm Ncgligible 1.3951 0.78y0by wt 238% by wt
=%
50%
It
Gf
134 222 3? 34f 28'C 73.8 calories per gm -7G.8"C 0.005 gram per 100 cc, max None 1.3947 0.5% by vol l . G % by vol 0.872 to 0.880 3.0 mm Hg 15.0 mm Hg 45.0 mm Hg 0.671 centipoises 7.28 Ibs
75%
W O
W%
95% Flash point Heat of vaporisation Freezing point Yon-volatile matter Residue Refractive index a t W C Solubility in water a t 25'C Solubility of water in solvent a t 25C Specific gravity a t zO/ZO"C Vapor pressure a t 0" C 25C 50C Viscosity a t 2S'C Weight per gnllon a t 20C
E.P. lIcnt of vnporization Xon-volntile matter Ilcfractivr index nt 20C Snlul)ility i n water at 25-C Solu1)ility of water i n solvrnt 3t 25C Specific gravity a t 20/2o"C Sprcific hcnt a t 21-27C Surfncc tension a t 27OC Vapor pressure at 20C Viscosi1.y nt 25'C Weight per gnllon
by IVt
0.579 to 0.883
0.505 cal/gm 27.6 dyncs/cm 9.0 mm Hg 0.00693poises 7.76 Ibs
?& hy
Wt
89.4'C
sec-Butyl acetate i s a colorless, flammable liquid with a fruity odor. I t i s miscible with castor and linseed oils and hydrocarbons, and w i l l dissolve nitrocellulose, cumarone, elemi, ester gum, kauri, mastic, manila, pontianac, asphalt and tar. I t has only partial solubility for dammar and shellac. Its solvency i s very similar to n-butyl acetate but i t has a lower boiling range, less blush resistance and w i l l evaporate with greater rapidity. For this reason, to replace n-butyl acetate i t i s necessary that this solvent should be mixed with slower evaporating solvents that can make up for i t s quicker rate of evaporation. I t i s largely used in the manufacture of nitrocellulose lacquers and similar types of coatings used i n airplane dopes, artificial leather, celluloid products, coated paper, patent leather, and textile sizing and printing compounds.
None Not mora t h m 10% Not mora than soqb Not l e a than 90% None
(continued)
822
5%
25% 50% 75%
None
1 36wj 0 b%Za.s(j(; 0.74% by w t
90%
95%
2 1% b y
IVL
Flash point
7 I Y Ihs (approx )
Molecular Weight (C,H, 202) Color (PtCo Scale), max Weight/Vol, 20C, Ib/gal (US.) kg/liter Ib/gal (Imperial) Solubility, 20C, wt % In water Water in Eviporation Rate (n-butyl acetate = I ) Dilution Ratio, toluene VM & P naphtha Refractive Index, 2O0C Vapor Pressure, 20C, mm Hg Specific Gravity, 2 0 / 2 0 0 ~
I12
Dry Point, max ~ . ~reezing o i n t"F ("c) Flash Point, Tag Closed Cup,OF ("C) Tag Open Cup,'F ("C) Fire Point,'F ("C) Flammable Limits in AN,'%by volume Lower, at 2 0 0 ' ~ ( 9 3 ' ~ ) Upper, at ZOOOF (93OC) Autoignition Temperature (ASTM D-2155). O F ("C) NFPA Classificdtion 30 DOT Labels Reqdired DOT Classification
CH3COOC5H,,
Amyl acetate i s a colorless, flammable liquid w i t h an odor resembling bananas or pears. Its exceptional solvent power places i t among the first solvents i n the nitrocellulose lacquer industry. The amyl acetates are made by the acetylation o f fusel oil or synthetic amyl alcohols. Amyl acetate i s miscible with oils, hydrocarbons, alcohols, ethers and esters, and w i l l dissolve such substances as camphor, elemi, ester gums,copal ester, copals, dammar, kouri, rosin, sandarac, tannins, waxes, Zanzibar and "Cumar" resins, and when i t i s mixed with alcohol i t w i l l dissolve some alkyd resins. I t i s a good solvent for cellulose esters and ethers, the solvency o f which i s increased when combined w i t h ethyl alcohol. Amyl acetate i s used extensively as a solvent i n nitrocellulose lacquers, both for its solvency and its power to import blush resistance, good flow, gloss and toughness. I t i s also used i n making smokeless powder, a r t i f i c i a l leather and pearls, airplane dopes, waterproofing compositions, varnishes, dry cleaning compounds, bronzing liquid, films, celluloid, rayon, linoleum, oilcloth, fruit flavors, soft drinks, food preparations, confectionery, perfumes, soap solvent, and i n photoengraving.
8648% technical grade
Acidity (as neetic) Blush resistnnce at 90F (10% 4 see R.S. nitrocellulose solution) Coefficient of expansion per 1 F per 1'C Color Dilution ratio Toluol Petroleum n a p h t h a
0.03% h y w c , max
Water-whitr
2.7
1.4
(continued)
Esters
Table 15.12: (continued)
85-88% technical grade
823
Distillation ranee I3ClO\V 110'C Brlow IZO'C Below 130'C Below 14O'C Above 150C Dryness F;vaporation rate a t 95F ( i n minutes) 5% 25%
50%
S o t more than 15% X'ot more than 30% Not more than 55% Not leas than So% None hliscible without turbidity with 20 vols GO' Be gasoline a t 20C 1 G 15t
(High Teal 85-887p2 Son-volatile mntter Not more thnn 0.005 gm per 100 cc Odor Mild Odor residual Son-residual Purity h t e r content, as amyl acetnte &SS% Solubility of water in solvent a t 100 cc solvent dissolves 1.8 cc water 25'C Specific gravity a t ZO/ZOC 0.8594.863 Viscosity (10% 4 see. R.S.ni- GI centipoise8 trocellulose solution) 7.17 Ihs Weight per gal at 20' C 90-#60/n grade Acidity (RS acetic) Blush resistance a t WO"F (10% see. R.S. nitrocellulose solu tion) Coefficient of expansion per 1F per 1'C Color Dilution ratio Toluol Petroleum naphthn Evaporntion rate at 95F (in minutes) 5% 25%
50% 75% W% 95% Flash point Distillation range Bclow llO'C Helow 120'C Bclo1r. 130C Below l4O'C Above 150C Son-volatile mntter Residue Solubility in aatcr :it 25'C Solubility of water in solvcnt a t 25'C Specific gr;rvity :Lt %lO/P"C Viscosity (10% t scc R.S. n t roccl I ul ose so1u ti on) Weight pcr gal at 20'C
75% 90% 95% Flnsh point Non-volntile matter Solubility of water i n solvent a t 25'C Specific gravity at 20/P'C nitroViscosity (10% 4 sec. R.S. cellulose solution) Weight per gal at 20C
at
41t 474 G3"F 0.005 gm per 100 cc, mnx 2.4% by vol 0.8574.865 43 centipoises 7.17 Ibs
Clear 85% Relative humidity Blush 93% Coefficient of espansion per 1F O.WOG6 pcr 1C 0.00119 Color Wnter-white Dilution ratio Toluol 2.5 Petroleum naphtha 1.4 Distillation range Below ll0'C None Not more than 10% Below 120C Not more than 40% Bcloa 130'C Not less than GO% Below 140'C Below 150'C Xone Evaporation rate nt 05'F (in minutes) 5% 14 25% rct so% 1st 75% 30 % 45 95% 51: Flash point 84F
It 7 154 25i 35 40 70F Sone S o t more thnn 10% S o t more than 70% S o t less than W'%
Solle
This medium boiling solvent i s a water-white liquid made by acetylation from the secondary amyl alcohols (pentanal-2 and pentanol-3). Although its solvent power i s not equal to that of amyl acetate because i t has a lower tolerance for diluents, as well as a less desirable odor, i t has many similar properties and i t i s used as a nitrocellulose and ethyl cellulose solvent.
Acidity (as acetic) Blush resistance a t W'F (10% 4 sec. R.S. nitrocellulose solution) Coefficient of Expansion ' F per 1 per 1'C 0.03% by wt, max Clear 85% Relative humidity Blush
O.aXw0 0.00108 Water-white 2.1
Color
Dilution ratio
Toluol
Petroleum naphtha
1.1
(continued)
824
DOC,
75%
It 7f 1st 241
305
W%
95% l~lash point Xorr-volntilc i11:it t c r Itcsiduc Specific gr:ivity :it M;WC Solubility QI nxtcr in solvciit : ~ t 2.5-C Viscosily (10% t a w . R S.riilioccllnlose svlutioii) Weight per gal a t W C
33f
S9'
1' .
0.~Z4.W 0 S% by vol
75 centipoiscs
7.19 Ibs
Water-abite Above 126C Above 13O'C Above 135C Above 140C Not above 15o'C 2.1 1.3
25%
%%
End p i n t Dilution ratio Toluol Petroleum naphtha Evaporation rate a t 148F 1.' Minutee 3.92 Minutes 7.92 Minutes 12.50 Minutea % . 0 l0 Flash point (OpenCup) Heat of vaporization Non-volatile Refrnctive index a t 20C Specific gravity a t 20/zOC Solubility in water Solubility of water in solvent Viscosity a t +40"C -40C Water azeotropic mixture a t 9245'C Water content Weight per gal
50%
75% 100% 107'F 68.5 cal/gm 0.005 grn/la) cc max 1.4013
0.860-0.870
1% by vol 1.5% by vol 0.883 centipoiaes 3.464 centipoises 67% Pentacetate (approx) 33% water by vol None 7.21 Iba
Esters
Table 15.15: Methyl Amyl Acetate (2)
Methyl Isobutyl Carbinol Acetate CH3COOCH(CH3)CH2C H(CH3)2
825
Methyl amyl acetate i s a colorless liquid w i t h a mild and pleasant odor. This medium boiling solvent i s used i n nitrocellulose lacquer fabrication producing such advantages as blush resistance, reduction of "orange peel'' in the lacquer film, and no swelling of oilbase undercoats.
Acidity (aa acetic) Uoiling range a t 7G0 iiim
O.W2% b y
w t , max
Below 140C None Above 150C None N o t more than 5% distills below 143'C Not less than 95% distills below 148'C
Color Dryness Purity Spccific grnvity at 20/m0C Wcigtit per gal at 20C
Water-white Miscible with 19 vol 6' Be gnsoline 0 nt 20C 95% by wt, rnax 0.855 to 0.860 7.14 Ibs
Specific gravity
155-164'C 90% min Miscible with 19 vols Be gasoline a t 20C 7.33 Ibs/gal (20'C)
I5
7.26 0.87 8.7 1
0.03 0.55 0.03 1.4 0.9 1.4103 0.4 0.872
15
0.870-0 875
0.02
192.0
205.0
95.0
0.2
Mild
Odor
(continued)
826
-5C 6'
88-9575 min None 1.435-1.445
0.968-0.972
None 32
80-90%
1 75'- 190C. 66'-69"C. 0.95
C H 2 0 0 C C H3
Ethylene glycol monoacetate i s a colorless, odorless liquid and i s structurally a primary alcohol and an ester. I t i s rpade by combining a dihydric alcohol and a monocarboxylic acid. I t w i l l mix completely with water and many of the lacquer solvents. Ethylene glycol monwcetate w i l l dissolve cellulose esters and ethers and many of the resins. Boiling point Specific gravity Flash point
(continued )
Esters
Table 15.21: (continued)
Yolecuhr Wei$it ( C 6 H , o O l ) Color (PI-Co Scale). nux
k+tgiltj~ol. ~o'c.
827
t46.15
IS
9.2 I 1.1 1
11.01
16.4 7.6
Ib/e;rl (US.)
&/liter
Enponiion Rate(n-but!l acetate = I ) Dilution Ratio. rolucne hfractive ~ndcx. X"C Vapor Prcssurc. 3C. mm H g Spccific Cnniy. ~ O ~ / X " C Boiling Range, 760 mm, 'C Initial Boiling Point, min Dry Point. max Freezing Point, O F ("C) Flash Point. Tag Closed Cup. O F ("C) Cleveland Open Cup. O F ("C) Fire Point, O ("C) F Flanimable Limits in Air. 2- by volume Lower. at 279"' (IX'C) Upper, at 310'F (154C) Autoignition Tctnperaturc (ASTM D.2155). NFPA Classification 30: DOT Labels Required DOT Classification
0.02
1.4
1.4159
02
1.107 187.0 193.0 4 3 (-42) 191 (88) 210(99) 310(99)
1.6 8.4
O F
("C)
900 (482)
IlIA
None Nonliaurdous Liquid
7H20C2H5 CH200CCH3
(continued )
828
Molecular Weight (C.ti,,O,) Color (PI-Co Scale). mix WeightNot at 20'C. Ib/Qal(U.S.) kg/L lblgal (Imperial) Solubility at 20'C. wt Y In water Water in Evaporation Rate (n-butyl acetate = 1) Dilulion Ratio, toluene VM 6 P naphtha Refractive Index at 20'C Vapor Pressure at 20'C. mm Hg Specilic Gravity at 2O/2O0C
Boiling Range at 760 mm. 'C 150 Initial Boiling Point, min 160 Dry Point. max -78 (-611 Freezing Point. O ('C) F 130 (54) Flash Point. Tag Closed Cup. O ('C) F 139 (59) Tag Open Cup. *F ('Cl 144 (62) Fire Point. O ('C) F Flammable Limits in Air. % by vOlUme 1 24 Lower, et 200F (93.C) 12 7 Upper. at 275'F (135%) 720 (382) Autoignition Temperature (ASTM D 2155). *F ('C) I1 NFPA Classification 30 DOT Classification Combustible Liquid DOT Labels Required None
C&C-O-CH~-CH~-O-C~H, II
This is a high boiling glycol ether ester solvent particularly useful as a coalescing aid for latex paint. With its limited water solubility and its general solvent properties, it is found useful in multicolor lacquers and lacquer emulsions.
Typical Properties
Molecular Weight (C, Hl6O3) Color (PtCo Scale), max Evaporation Rate (n-butyl acetate = 1) WeightlVol, 2OoC. Ib/gal (U. S.) 160.2 1 15 0.03 7.84 0.94 9.42
1 .I
kg/litre
Ib/gaI (Imperial) Solubility, X'C, wt 96 In water Water in Dilution Ratio, toluene VM & P naphtha Refractive Index, 20'C Vapor Pressure. 20C. m m Hg Specific Gravity, 2o0/2ODC Boiling Range, 760 mm, ' C Initial Boiling Point. min Dry Point. max Freezing Point, O ("C) F Flash Point, Tag Closed Cup, O e C ) F Tag Open Cup, 'F CC) Fire Point, O ("C) F Flammable Limits in Air, % by volume ! Lower, at 200'F (93OC) Upper, at 275'F ( I 35'C) Autoignition Temperature (ASTM D.2155). 'F ('C) NFPA Classification 30 DOT Classification DOT Labels Required
-83 (-64)
160(71)
177 (81) 180(82) 0.88 8.54 645 (340)
IIIA
Combustible Liquid None
Esters
Table 15.25: Diethylene Glycol Monoethyl Ether Acetate (4 7) SOLV DE Acetate Eastman DE Acetate Glycol Ether DE Acetate ARCOSOLV DEA
This i s primarily used as a coalescing aid i n latex paints. producing slow drying characteristic brushing lacquers.
829
Typical Properties
Molecular Weight (C,H,.O) Color (PtCo Scale). n u x Evaporation Rate (nlutyl a a t a t e I ) WeightlVol. 20C. Ib/gaI (U. S.) kgflitre Iblpl (Imperial) Solubility. ZOOC. wt R In water Witct in Dilution Ratio. toluene VM & P naphtha Refractive Index, ZO'C Vapor Pressure. 20C. mm Hg Specific Gravity. 20'120C Boiling Rangr. 760 mm. 'C Initial Boiling Pomt, min Dry Point, MX FreezinE Point, OF ('C) Flash Point, Clmland Open Cup.'F CC) Fire Poin1,'F CC) Flammable Limits in Air, % by wlum Lower. at 27SF (135C) U p p r , at 365.F (l85.C) Autoiyilion Temperature ( A m D.21SS).'FeC) NFPA Clauifiation 30 DOT Cbrsifiition DOT Labels R q u u d
176.21
IS
< 0.01
8.41 1.01 10.09
0.98
19.4
680 (360)
Table 15.26: Dlethylene Glycol Monobutyl Ether Acetate (4 7) SOLV DB Acetate Eastman DB Acetate ARCOSOLV DBA Glycol Ether DBA
CH3-C-O-CH2-CH2-O-CH2-CH2-O-C4Hv II
This very high-boiling glycol ester i s used primarily as a solvent i n printing inks and high-bake enamels, and as a coalescing aid in latex points. The very slow evaporation rate and the limited water solubility o f this solvent are especially applicable i n silk screen inks and as a component in polystyrene coatings for decals. Also i t i s a selective solvent i n the separation of alcohols and ketones by distillation.
Molecular Weight (theoretical) Weight/Vol, 20"C, Ib/gal (U. S.) kg/li ter Ib/gal (Imperial) Evaporation Rate (n-butyl acetate = 1 ) Dilution Ratio, toluene VM & P naphtha Flash Point (Cleveland open cup), " F "C Freezing Point, " F "C Vapor Pressure, 2OoC, m m Hg
Solubility, 20"C, wt %, In water Water in Color (PtCo Scale). ppm, max Acidity, as acetic acid, wt %, max
6.5 3.1 15
0.03
235.0 250.0
0.975 0.985 97.0
Boiling Range, 760 mrn, "C I.ahal boiling point, min D y peint, max r
Specific Gravity, 2Oo/2O0C Ester Content, wt %, min Water, wt %, m a
0.2
830
20 5.9
26 08 1.40
3.7 0 9;
140 150 45 (114) 1.3 13.1 354 (670) Combustible Liquid None
I,
209.3 214
;o
0.976 8.18
1W6
Q
b
EMA
110496
1 1 1-15-9
M 2 'i
$
E U EEN
DU
204.27
0.980
11 . 13 . 1.414 28.3
21 .
11 . 13 . 02 .9 18 . 28 . 3.2
34.0 28.2
7.5
79 . 78 .
31.7 30.0
00 .5 0.04
1,4239
(continued)
Esters
Table 15.28: (continued) Regulatory Information
831
L I
ARCOSOLVa DPM Acetate
1 I I 1 1 1 1
190.2 210 186
.972
<i
0.2
8.14
Boll@
OOWUOL CHEMICAL luMc
STRUClllRAL FOMUU
Maalocuhr
I
PI.% 76U
A#b Point
Wetght
mmh
'F
= 1.00-
% BrAc
S ~ M C
25/2S%
G -
832
PROPIONATES
CH3C H2COOR
The propionic esters are very similar to the acetic esters i n physical and chemical properties with the difference that the former have a higher boiling point, lower evaporation rate and a lesser power of solubility. They are miscible with many of the lacquer solvents and diluents and possess a distinctive but not a disagreeable odor. The consumption of these esters for solvent purposes i s relatively small compared to the highly developed acetate esters.
91 "C.
0.937 (4C.)
C H3C H2COOCH2C H3
Ethyl propionate i s a colorless liquid with an odor resembling that o pineapples. I t i s a solvent for cellL.Jse ethers and esters and for a variety of natural and synthetic resins. I t i s used principally as an ingredient i n soft drinks and fruit syrups.
hcidity (ils propionic) Distillatioti range Color Toluene dilution ratio Dryness
0.02Y0 wt, mas by W to 100% between X and laO'C I Water-white 2.5-3.0 S o turbidity with 19 volumes gasoline
Evapor:ttion rote Purity Residue Specific gravity ;it i5f'C Weight per gal
Kone 0.870-0.88E,
i.35 Ibs
!wo
21 12
%
75%
a
411
12&175'C
O.W@
O.M1
%
95%
F I d point Non-volatile matter Purity -due Solubility of water in solvent at %*C Specih gravity a t 1o/p'C V i t y (10% mc. R.S. nitmcelluloas solution) Weight per gal at aO'C
581 gst 6F 3 .
0.006 &la,
cc, w
Color Dilution ratio Toluol Petroleum naphtha Distillntion rniige: Relow l Z 0 T Delow 140-c Rrloa. 15oT Above 10'C Drynsll. a t 20-C
Water-white 2.1 1.2 None Not more than wo Not lesa thnn 8.5% Nono Mucible without turbidity with 20 volumea 80' Bd guMline
M
None
1.2% by vol
0.068-0.872 5.9 c s n t i p o h 7.24 lbr
Esters
Table 15.34: Amyl Propionate (2)
833
CH3CH2COOC5H1
Amyl propionate i s a colorless, volatile liquid with an apple-like odor. I t w i l l dissolve cumar resins, elemi, ester gum, mastic, copal, kauri, sandarac, and nitrocellulose and i t i s miscible with most lacquer solvents and oils. I t h a s a slow solvent action upon cellulose ethers thus acting as a latent solvent and this latency can be overcome when acetone or ethyl alcohol i s added to i t . I t has similar solvent properties to amyl acetate but i s not as rapid and its solutions are more v/scous, it h a s o slower rate o f evaporation, and i t has a more agreeable odor. I t i s used as a desirable high-boiling lacquer solvent imparting gloss, blush resistance and a reduction i n "orange peel" effect. I t i s also used in flavoring ond perfumery.
Acidity (as propionic) Blush resistance at WF (10% 4 see. R.S.nitrocellulose aolution) Coefficient of expanaion per I T per 1'C Color Dilution ratio Toluol Petroleum naphtha Distilfation range: At or M o w 110C At or below 150C At 01' below 170% Above 175' C Non-volatile matter Residue Solubility of water in solvent
at 25C
0.moeO 0.00108
Water-white
1.4 0.7
None Not more than 40% Not less than 90% None Not more than 0.006 gma per 100 cc None 0.3% by vol
SpeciBc gravity at zO/zO"C Viscosity (10% # nee. R.8. nitrocelluloae solution) Weight per gal at aO'C
Typical Properties Molecular Weight Boiling Point a t 760 mm Hg, " C Vapor Pressure a t 2OoC, mm Hg Relative Evaporation Rate (BuAc = 100) Apparent Specific Gravity a t 20/20C Solubility Parameters Total Polar Hydrogen Bonding Solubility of Pure Material a t 2OoC, % by wt I n water Water In Pounds per Gallon a t 20C Flash Paint, Closed Cup, "F Surface Tension a t 2 O , dynes/cm 5 C 146.19 170.1 <1 11
0.950
9.0 4.1 4.0 1.6 1.9 7.91 136
27.3
834
BUTYRATES
Butyrates do not find extensive use i n the solvent industry because of their relatively unpleasant odor and higher price.
Methyl butyrate i s a solvent for ethyl cellulose and when i t i s mixed with active solvents i t w i l l dissolve nitrocellulose. Boiling point Specific gravity
Ethyl butyrate i s a nontoxic liquid having an odor suggestive of pineapples. Its solvent properties l i e between those of ethyl acetate and n-butyl acetate, and when mixed with other solvents i t w i l l dissolve cellulose esters and ethers, and many o f the natural and synthetic resins. I t i s used in flavors. Boiling point Flash point Specific gravity
120C. 23OC.
0.879 (2OOC .)
Butyl butyrate i s a water-white, neutral liquid with an apple-like odor. The commercial grade i s composed of a mixture of the isomeric esters. I t i s a solvent for nitrocellulose, "Curnar" resins, dammar, ester gum, elemi, shellac, and metallic
resinates.
Acidity (as butyric) Boiling point Distillation range Critical temperature Toluene dilution ratio DryWSS
0.02% by wt, max
156.9' 338C
1.3-2.0
No turbidity with 19 vol 60" B6 gasoline Complete, standing a t least 19 vols gasoline without turbidity 51'C
Flash point Purity Refractive index Residue Specific gravity a t 20/zOC Specific heat a t 20C Surface tension a t 157OC Vapor pressure a t zO'C Viscosity a t 25C Weight per gal
W-%%
1.4035 None 0.8717
0.458
Esters
Table 15.39: Ethyl Hydroxy-lsobutyrate (2)
CH
Ethyl Oxybutyrate
835
OH
3. \' p
/"\COOC2H5
CH3
I t i s a solvent for cellulose nitrate and ocetate Its solvent oction i s somewhat comporable with
Ethyl hydroxy-isobutyrote i s o water-white, stoble liquid of o mild odor. and when mixed with other solvents i t w i l l olso dissolve cellulose ethers. thot of ethyl lactote, differing i n the following aspects:
Its solvent action i s slower and requires the presence of on active solvent to accentuote i t .
-C H-CH,
I
CH3
Isobutyl isobutyrate i s o slow evaporating solvent with blush resistance, good flow and leveling which are favoroble properties i n formulating cellulose nitrate. I t s solvent activity i s equivolent to methyl omyl acetate and i s therefore used os a direct substitute i n many formulations.
Molecular Weight (C8H,,02) Color (PtCo Scale), max Weight/Vol, 2OoC, Ib/gal (US.) kg/liter Ib/gal (Imperial) Solubility, 20C. wt % in water Water in Evaporation Rate (n-butyl acetate = 1) Dilution Ratio, toluene VM & P naphtha Refractive index, 20C Vapor Pressure, 2OoC, m m Hg Specific Gravity, 20"/20"~
144.22 15
7.1 3 0.86 8.56
<0.1
Boiling Range, 760 mm, "C Initial Boiling Point, min Dry Point, max Freezing Point, OF ("C) Flash Point, Tag Closed Cup, OF ("C) Tag Open Cup,"F ("C) Fire Point, OF e C ) Flammable Limits in Air, -70 by volume Lower, at 200F (93C) Upper, at 200F (93C) Autoignition Temperature (ASTM D-2155),, "F NFPA Classification 30: DOT Labels Required DOT Classification
144
IlS(46)
096
("c)
Flash Point
COC 'C ( O F )
20
0950
-50
---
120 (248)
132 (270)
C12H2403
~-
..__ -
___
. -
836
COMPARATIVE DATA Table 15.42: ARCOSOLV PM Acetate and ARCOSOLV PE Acetate (70) ARCOSOLV PMA is a colorless, combustible liquid with low toxicity. It has a characteristic ester odor and is soluble in water to the extent of 18% at 20C. It has excellent solvency for a variety of substances including acrylic, nitrocellulose and urethane coating resins. ARCOSOLV PMA is a substitute for ethylene glycol (E-series) ether acetates, particularly EEA and EMA. Product Identification
Chemical Name .........1-Methoxy-2-PropanolAcetate Chemical Family ...... Propylene Glycol Ether Acetate Other Names ...................Methoxy Propanol Acetate .................Propylene Glycol Methyl Ether Acetate ................................. 1- Methoxy Propanol Acetate Chemical Formula ...................................... C6H1203
Product Specifications'
'
,
0.963 - 0.966
140C
150C
0.02
0.05
ASTM D-1613
ASTM E-203
10
99.0
1 50-75ppm BHT
Typical Properties
*Autoignition temperature (OF) ............................ 522 t Density (pounds per gallon at 25C) .................. 8.0 m Evaporation Rate (BuAc = 100) ........................... 34 .g Flammability Limits (Lowedupper Vol. " ) ....1.5/10 . / 4FlashPoint (Tag Closed Cup) "C (OF) ........47 (116) 1 Solubility by weight in water at 20C ..................18 Solubility by weight of water in at 20C ................6 a Solubility Parameter (Total Hansen) .................. 9.2 dSurface Tension (Dyneskm) Q 25C (77F) .....27 Refractive Index Q 25C (77F) ....................... 1.40 d Viscosity (centistokes) Q 25C (77F) ...............1.1 +VaporPressure 6 25C (mm Hg) ...................... 3.8 3
(continued)
Esters
Table 15.42: (continued)
837
ARCOSOLV PEA is a colorless, liquid with a low order of toxicity. It has a mild, ether-like odor. It is slightly soluble in water but miscible with a number of organic solvents and has good solvency for a number of substances.
Product identification
CHEMICAL NAME I. Ethoxy Propanol Acetate OTHER NAMES c Propylene Glycol Monoethyl Ether Acetate CHEMICAL FAMILY Propylene Glycol Ether Acetate
CHEMICAL FORMULA
= C,H,4O3
Product Specifications
W W ~ Y
Specifications
Test Method
Specific Gravity @ 2O/2O0C Distillation @ 760rnrn Hg IBP, Initial Boiling Point, rnin. DP, Dry Point, rnax. Acidity, wt. % as acetic acid, rnax.
ASTM D-891
ASTM D-1078 ASTM D-1613 ASTM E-203 ASTM 0-1209
15
Typical Properties .................................................... 158 (316) Boiling Point "C (OF) w Density (pounds pe ............................................... ..7.5 ................................... 0.19 IP Evaporation Rate (nBuAc = 1) ................... E Flash Point (SETA) "C (OF) ............................................................................ 54 (129) ................ 146 Y Formula Molecular Weight .................................................. ........................................................ 1.40 li Refractive Index @I 25C F Solubility by weight in wa 3 Viscosity (centistokes) 6 3 ........................................ 1.3 n Vapor Pressure @I 20C (68F) (mm Hg) ................................................
111
838
Ethyl Acetate 99% Isopropyl Acetate 99% nPropyl Acetate Ethyl Propionate Isobutyl Acetate
0.870 082 .8 0.970 0.876 0.855 0.876 0.950 0.872 092 .4 0.872 096 .7 102 .9 10 1 .1 0.980
16&172
185194
24 42
55
6 1 63 8 1 114
101
104
41 . 30 . 2.3 31 .
I .8 1.o
04 . 0.49 04 .5 04 .5 0.12 0.18 00 .3 00 .3
<0.01
9.10 84 .1 81 .6
97
136
138
165 160
186
2128
2258
<0.01
221 8
<0.01 <0.01
ndutyl Acetate = 1
PMCC
Esters
839
ii i
3
L
ti
cn
01
E @,
840
h Y
(continued)
Esters
841
842
Table 15.47: (continued) n-Butvl Acetate (Acetic Acid, Butyl Ester, Butyl Ethanoate, Normal Butyl Acetate) Physical Properties
Boiling Point (760 mm Hg): Coefficient of Thermal Expansion per "C (at 2OOC): Critical Pressure: Critical Temperature: Distillation Range: EvaporationRate (BuAc = 1): FlammabilityLimits in Air ("3 by vol): Upper: Lower: Flash Point: Tag Open Cup: Tag Closed Cup: Freezing Point: Heat of Combustion (liquid, 25C): Heat of Formation (liquid, 25C): Heat of Vaporization (at normal boiling point): Molecular Weight: Refractive Index n z Solubility at 20"C, Wh,in water: water in: Specific Gravity (2W2O"C): Specific Heat of Liquid (at 20C): Surface Tension (in Air at 20C): Vapor Density (Air = 1): Vapor Pressure (20C): Viscosity (at 2O"C, centipoise): Weight (pound per gallon at 20C): 1265C (259.7"F) 1.13~ lo3 31.7 atm 306.2 "C 120-128C
1.o
7.6 1.7 93F 76F -735C -847kcaVmole -5.17 kcahole 139 btdlb 116.16 1.3947 0.68 1.175 0.8820 0.503 caVgdC 24.0 dynedcm 4.0 18.4mmHg 0.74 7.35
5s' ,'
23.0 -2 -26 -100.2 202.3 60.05
Molecular Weight Refractive Index, ng Solubility at 2PC, wt % in water Specific Gravlty, 2W2OoC Specific Heat of Liquid, btu/lb/OF at 68OF Surface Tension in air at 25OC, dynedcm Vapor Density (air = 1) Vapor Pressure, 20C, rnm Hg Viscosity at 25OC, centipoise Weight, pounds per gallon at 2OoC (68OF)
1.3434
33.0
Table 15.48: Mobll Oil Esters (64) N-Butyl Acetate 0.887 124.0 126.7 5 23 0.1 70 Cyclohexyl Acetate 0.973 173 179 5 Ethyl Acetate
Typical characteristics
Density kgll at 15% Distillation 'C, IBP DP Color, APHA Flash Point 'C (TCC) Water Content O/O Wt. Acidity as Acetic, ppm
EGMEEA
0.975 156 165 10 58
095 .0
76.6 77.4 10 -1
0.1
58
0.09 140
50
88.10
0.00139 0.00123 3.0 7.9 0.45 1.3725 2.00 367 73 2.2-11.0 - 7 - +33 426
100
Properties of Pure Material 116.16 Molecular Wt. Coefficient of Cubical Expansionl'C 0.00121 Density Correction/ "C 0.00104 1.37 Solubility of Water in, at 2O'C, O/O wlw 1.o Solubility in Water, at 2O'C, YOwlw Viscosity at 20%. CP 0.69 1.3951 Refractive Index at 20% 1.92 Specific Heat at 20'C, kJlkgl'C 310 Latent Heat of Evaporation,kJlkg 10 Vapor Pressure at 2O"C, m m Hg 1.7 15 Explosive Range, YOvol in air. 23-70 Sat. Vapor Explosive in range, "C 425 Autoignition Temperature, 'C
142.19 O.OOO95 0.00090 0.80 0.33 2.0 1.441 1.72 313 1.o 1.0-?
132.09 0.001 11 0.00106 6.5 23 1.21 1.4058 2.07 339 1.2 1.7 10.1
330
379
Esters
843
2
c
..
844
WDQ
3
8V
0 -
t i l
I 1
I I
N O
?q
dl
0 0
?Y
. c
., . m
2 :
N
uil
Q -
N ?
+ +
X8
I I
I I
m n o m
m w 2%
vi?
r)
-6
Eo-
rqq o n
35
i i
N
?*, mo,
I .
bo,
oa! -m
mm
60
Esters
Table 15.49: (continued)
Relative Viscosities o f Lacquers a t 25OC
N Formula 100200300
Butyl CELLOSOLVE@ Solvent Butyl CEL1X)SOLVE Acetate Butyl PROPASOL@ Solvent CARBITOL@ Solvent PM-600 CELLOSOLVE Acetate CELLOSOLVE Solvent Methyl CARBITOL Solvent Methyl CELLOSOLVE Acetate Methyl CELLOSOLVE Solvent Methyl PROPASOL Acetate Methyl PROPASOLSolvent Propyl PROPASOLSolvent
ND Formula
NRAD Formula NRMD rormula
845
100200300
100200300
I00200300
100200300
- - --I
Insoluble
Insoluble
I
I
Insoluble
100200300
Composltlon of Formulas
N Formula
ND Formula
NRAD Formula
WMD rorrnuli
*
8.0
8.0
8.0
8.0
12.0
92.0
100.0
19.0
19.0
20.0
100.0
100.0
100 0.
(Butyl Acetate
100)
Olycol Cther Esters Methyl CELLOSOLVE Acetate Butyl PROPASOLSolvent Methyl PROPASOLAcetate Butyl CELLOSOLVE Acetate CELLOSOLVE Acetate UCAR ester EEP
Reslstivlty. megohms
30.8
38.2 15.7 3.2 4.4 7.7
100.0
70
70 70
(I) "Luperox" 5 0 0 R (Pennwalt) (2) Polymerlratlon solids were 4 1 % . reduced to 70% for vlscoslty studies
(continued)
846
Industrial Solvents Handbook
Esters
847
:
0 3
I
L VI 0
s m a v 1 e
m
0 N
E g
E
P
Q 0
848
r 0
> .m Q,
I .
Esters
849
14
15 16 17 18 I9 2 0 21 22 2 3 24 25 26 27 28 2 9 30
0.01
0.10
I .oo
10.00
100.00
Irn.00
DryTime. min
850
_ .
8
cu
s
I n I n
- 3
v)
i
I
i
i
j
j
I
!
~
Esters
851
c .^ E
9 0 1
=
0-
c .E
e .E-z
zz
& .? 0e .E-
c .E-
.P E-
zz
c .E-
rE
-0. 0.
e .E=
zz
P
8
@ J
.E E-
i
P 2
852
PRODUCT
INCl NOMENCLATURE
FORM 8 25%
APPLICATIONS
KESSCO IPM
ISOPROPYL MYRISTATE
Liqujd
IPM has a dry, velvety, non-oily feel due to its ready absorption into skin. Generally used in premium formulations for velvety emolliency. IPP is a dry, SOH non-oily emolkent generally used In economical formulations. Excellent solvent for mineral oil, silicone and lanolin. Dry, light, silky emollient. Enhances gloss In hair grooming products. Can be used as a binder in pressed powder makeup. Very dry. nonoily properties that allow the skin to breathe. Has the lowest freeze point (-30C) of all alcohol esten. May be used in antiperspirants. hair sprays and creamdlotions. Premium emollient recommended for make-up formulations seeking a dty velvety feel. Wetting agent for pigments and a fragrancs solubilizer Cetyl Palmitate is a waxy ester that imparts good skin feel properties to cosmetics. It is used as a base in stick cosmetics and as an emollient thickener in creams and lotions. Similar to KeSScO 653 but lower melting point (47-53%).
KESSCO IPP KESSCO OCTYL PALMITATE KESSCO OCTYL ISONONANOATE KESSCO ICs KESSCO BS KESSCO 653
KESSCO 654
CETYL MYRISTATE
Flake
Effective water-in-oil emulsifier. Often used in bath oils as a lubricant and spreading agent. Imparts slip lo creams. Semi-solid ester recommended for free flowing lotions. Imparts slight emolliency. High purity ester containing no soaps. Acts simultaneously as an emulsifier, opacifier and bodying agent. Used in creams, lotions. antiperspirants, hair care products and sunscreens. Emulsifier for creams and lotions Excellent emulsifier for low pH (3-5) systems. Is relatively insensitive to electrolytes in antiperspirants and cream rinses. The S.E. grade allows the formulator to utilize GMS as a primary emulsifier for oil-in-water systems at a pH of 5-9. Anionic modified for broader emulsification properties. Emulsifier with extremely low HLB compared to KESSCO GMS PURE, but with similar functionality.
KESSCO OMS 63F KESSCO GMS, S.E./A.S. KESSCO GMS S.E. KESSCO GMS 24 S.E. KESSCO GDS
GLYCERYL STEARATE GLYCERYL STEARATE (and) PEG 100 STEARATE GLYCERYL STEARATE S.E. GLYCERYL STEARATE S.E. GLYCERYL DISTEARATE
SPEClALnES
STEPAN TAB-2 FLAKE STEPAN SAB-2 KESSCO CETYL ALCOHOL DI(HYDR0GENATED) TALLOW PHTHALIC ACID AMIDE DI-STEARYL PHTHALIC ACID AMIDE CETYLALCOHOL Flake Flake Flake Emollient, emulsion stabilizer, and viscosity modifier for skin and hair conditioners. Emulsion and suspension product for triglycerides. mineral oil, and silicones.
(continued)
Esters
Table 15.52: (continued)
853
PRODUCT
lNCl NOMENCLATURE
FORM 8 25C
APPLICATIONS
GLYCOL ESTERS
KESSCO EGMS KESSCO EGMS 70 KESSCO EGDS KESSCO GAS GLYCOL STEARATE GLYCOL STEARATE GLYCOL DISTEARATE GLYCOL STEARATE (and) STEARAMIDE AMP PEG-2 STEARATE PEG-2 DISTEARATE PEG-2 STEARATE PEG-2 STEARATE (and) STEARIC ACID PROPYLENE GLYCOL STEARATE Flake Flake Flake Flake Excellent peartizingagent for shampoos and liquid hand soap. Excellent pearlizing agent recommended for use in low solids formulations because it tends to increase viscosity. Pearlizing agent lor shampoos. handsoaps and bubble baths where no additional viscosity is required. Pearlizing and bodying agent that imparis a soft, smooth skin feel to formuhtmns due to the presence of a small amount of amide Generally used as opacifiers in shampoos and lotions Imparts emolliency and adds body to these types of formulations Used as an emulsifier and wacifier in creams and lotions. Emulsifier for hair care products, creams, lotions. antiperspirantsand sunscreens. Good auxiliary emulsifiers and opacifiers. Has a melting point near body temperature and is used in suppositories. lipsticks and sunscreens. Emollient and auxiliary emulsifier. Imparts a soft. velvety feel to cosmetic products. Emulsifier for creams and lotions. Food grade auxiliary emulsifier. Also used in creams, lotions and suimositories.
KESSCO DGMS KESSCO DGDS KESSCO DGS NEUTRAL KESSCO DGS S.E. KESSCO PGMS PURE
PROPYLENE GLYCOL LAURATE PROPYLENE GLYCOL STEARATE S.E. PROPYLENE GLYCOL STEARATE
Liquids lo Solids
Solids
The DREWPOL polyglycerol esters comprise a relatively new class of emulsifiers for the cosmetic industly These products range from hydrophilic monoesters to lipophilic deca-esters. The polyglycerolesters are effectivenonionic emulsifiers in both oil-in-water and water-in-oil emulsions.
SPECIALTY OILS
NEOEEE M-5 COSMETIC WECOBEE S WECOBEE M CAPRYLICCAPRIC TRIGLYCERIDE YYDROGENATED VEGETABLE OIL HYDROGENATED VEGETABLE OIL Liquid Flake Solid The Neobee and Wecobee oils are derived from edible vegetable oils. The Neobee's are used as emollients in creams and lotions. The Wecobee's are used as a replacement for cocoa buner in cosmetic products
KESSCW. DREWPOL? NEOBEE? and WECOEEE@ registered trademarks of the Stepan Company are
854
3-4
This mixture of dibasic esters i s used as a high boiling solvent and os an intermediate.
DIESTER CONTENT.
WT,
fllNlMUM
DIMETHYL ADIPATE, W T . % DIMETHYL GLUTARATE. WT. % DIMETHYL SUCCINATE, WT, % MAX. SOLUBILITY PARAMETERS(HANSEN SYSTEM) POLAR BONDING 3.29 HYDROGEN BONDING 4.02 NON-POLAR BONDING 7,03 SOLUBILITY PARAMETER 8.75
99 30-45 55-70 3
WATER CONTENT,
WT.
flAXlMUM
AVERAGE M~LECULARWE IGHT SPECIFIC GRAVITY DISTILLATION RANGE, 'C EVAPORATION RATE BuAc = 100 VISCOSITY a 2 5 Y , CENTIPOISE FREEZING POINT
(1
2.38 -13C (APPROX. 1 219'F CLOSED CUP
FLASH POINT
Table 15.54: Mixture of Dimethyl Adipate, Dimethyl Glutarate and Dimethyl Succinate (7 7)
H,COOC(CH,)xCOOCH,
X=
2-4
This dibasic ester mixture i s used as a high boiling solvent i n industrial and automotive coatings.
DIESTER CONTENT, WT. % MINIMUM DIMETHYL ADIPATE, WT. X DIMETHYL GLUTARATE, WT. % DIMETHYL SUCCINATE, WT, % SOLUBILITY PARAMETERS (HANSEN SYSTEM) POLAR BONDING HYDROGEN BONDING NON-POLAR BONDING SOLUBILITY PARAMETER WATER CONTENT, WT. % MAXIMUM AVERAGE MOLECULAR WE I GHT SPECIFIC GRAVITY DISTILLATION RANGE, "C EVAPORATION RATE BuAc = 100 VISCOSITY a 25'C, C E N T I P O I S E FREEZING POINT FLASH POINT
0,5
160 1.082 - 1.090 a 25125C 196 - 225 41
2.39 - 20C (APPROX.
Esters
855
mr-pc
0
r-mr.
r.P-0
It -
a
I
I
a
0
a
o=o--I-o=o Y
1 5 1
ii
856
v)
T
0
4
h
$
I
0
I
0-0-
Esters
OXALATES Table 15.57: Diethyl Oxalate (2)
Ethyl Ethanedioate (C
857
ooc2 2 Hs)
Diethyl oxalate i s a water-white liquid with a mild odor. I t i s used as a slow-evaporating nitrocellulose solvent, i n special lacquers for fixing rare salts on the cathode of radio tubes and i n organic synthesis.
Acidity (as oxalic) Blush resistance a t 80' F (10% 4 MC. R.S. nitrocelluloee BOlution) Coefficient of expansion per 1F per 1C Color Dilution ratio Toluol Petroleum naphtha Distillation range Below 18o'C Below 182C Below l 8 8 T Above ISO'C Drynesa a t 20C Flash point (Open Cup) Non-volatile matter Odor Purity Specific gravity a t 20/2o0C Water solubility a t 2' 5C Viscosity (10% t see. R.S.nitrocellulose solution) Weight per gal a t 20C
O.OOO56
0.00101 Water-white
3.5 0.7
None Not more than 10% Not less than 90% None Miscible without turbidity with 10 volumes 80" B6 g w l i n e 168'F 0.005 gm per 100 cc, max Mild, non-residual 99% min 1.075-1.079 10 cc solvent disaolves 1.5 cc water
O.ooo53 0.00095
Water-white
2.3 1.o
Not more than 5% Not less than 90% None Miscible without turbidity with 20 1 volumes 00" 1 6 gasoline -3o.O'C 0.005 gm/100 cc, max 0.5% by vol
0.9804l.993 aX,centipoisea
8.24 Ibs
858
Diamyl oxalate i s a colorless, o i l y liquid miscible with most lacquer solvents, oils and hydrocarbons. I t i s a solvent for ester gum, copal ester, "Cumar" resins, alkyd resins, mastic, nitrocellulose and shellac. I t i s used as a plasticizer and i n paint and varnish removers. Like other oxalates, i t has a tendency to hydrolyze. Boiling point Flash point Specific gravity
265OC. 116OC.
0.97
Acidity (ulactic) Boiling point Color Diatillation nnge: Below 15C 1. Betwean 11C and 145T 4' Above 15C 5' Flvh point Heat of cornburtion Freesing point Non-volatile matter Purity Rsfraetiw index at 20% Spscilic gravity at P / W C Water at P% Weight per pl at 88%
0 1 % by w t , m a x .5
iwsc
Water-white None Not leu than 60% None 5.. 17C 4 7 cdorien per gnm 70 Approx 66% 0 0 gram per 1 0 m,max .1 0
WO min
1.4131 1 0 7 to 1 0 1 .8 .9 No tnrbidity when mixed with 1 9 volumcu of (10' Bd -line
8.08 I k
(continued)
Esters
Table 15.61: (continued)
Physical Properties and Specifications Acidity (as lactic) Color Distillation range: Below 102OC Below 139'C Below 155'C Above 173C Dryness Non-volatile matter Odor Purity 20C 7 Specific gravity a t 2oC Blush resistance at 90'F (10% +ec. R.S. nitrocellulose sol.) Coefficient of expansion Dilution ratio Evaporation rate a t 95'F Per cent Minutes Flash point Viscosity (10% 4-sec. R.S. nitrocellulose solution) Water solubility
O.OS%, max
859
Water-white None Not more than 10% Not less than 90% None Miscible without turbidity with 20 vols 6 BB gasoline a t 20C 0 ' O.CQ5 g/lW cc, max Mild, non-residual 96% min 1.020-1.036
3 Clear 8 % Relative humidity
u: & .? r O.W104/1'C 5.5 with toluene 0.8 wfth petroleum naphtha 5 2 5 5 0 7 5 9 0 95 4 23 47f 73 923 101 129F. (approx) 195 centipoises Soluble in all proportions (ii'C)
Butyl lactate i s a colorless liquid having a mild odor. The commercial grade contains condensation products and i t s physical and chemical properties w i l l vary. I t i s miscible w i t h many of the lacquer solvents, diluents and oils. i t w i l l dissolve such substances as cellulose esters, "Cumar" resins, ester gum, copal ester, alkyd resins, mastic and shellac. It has a high tolerance for nonsolvents and i t evaporates slowly. Its presence i n a solvent mixture w i l l impart brilliance, gloss, adhesion, flexibility and tenacity to the film. I t i s used as a solvent i n lacquers, i n stencil manufacture and i n lithographic and printing inks. I t i s also used as an anti-skinning agent, as an intermediate, and in'perfumes.
20C -
m0c
0.974 t o 0.984 0.15% aax No turbidity r h e n mixed with 19 vola of 60" Be gasoline at 2' 0C 0.01 g per 100 cc, rnax Water-white None Not less than 80 per ccnt Not less than 90 per cent Not above 200C 146.11 Mild (No residual odor) 71C (159.8"F) -43C 8.15 Ibs. (68F) 3.4% by vol (25'C) 13.0% by vol (25'C) 1.42162 (20C) 0.4 m m Hg (20C) 77.4 cal/g (20C)
Non-volatile matter Color Distillation range Below 140C Between 1 5 5 T and 195C Between 187'C and 189C Dry point Molecular weight Odor Flash point Freezing point Weight per gallon Solubility in water Solubility of water in butyl lactate Refractive index Vapor pressure Heat of vaporization
860
Lactic Esters Methyl Ethyl n-Propyl Isopropyl n-Butyl bobutyl tec-Butyln n-Amyl Isoamyl n-Hexyl 2-Ethyl butyl 2-Ethyl hexyl Lauryl Phenyl ethyl Glycol' Glycerol' Benryl Elteary1 144.8 154.5 88 106-8 185 90 180 112 82 75 104 112 160-3 124 140 1 7 W 134 183760 760 40 760 760 40 760 40 7 d" 1.0898 d" 1.0308 d::0.996 d::O.998 d::0.973 d::0.971 d::0.974 d::0.952 d::0.9614 2 d::0.9533 12 d::0.9015 3.6 d::0.9405 4 d::O.9lW 4 d:: 1.0879 10 d:: 1.1907
2 4 2
nr 1.4132,
n : nf n : n : nz
cetoxg
1.4121' 1.4167' 1 . ~ 2 ' 1.4214' 1.4183' Methyl Ethyl n-Propyl Isopropyl n-Butyl Isobutyl n-Amyl Isoamyl n-Hexyl 2-Ethyl butyl %Ethyl hexyl Lauryl Phenyl ethyl Acetoxyethyl (glycol mono lactate diacetate) Benny1 Glycerol monolactate triactetate. 171.6 177 195-0 182-3 213-4
opior te Eaten
d': 1.088 n."1.4111 d" 1.04158 nf 1.d:: d:: d': d : d : d:: d:: d:: d:: d : d : d :
1.0163 0 . W 1.0001 0.9952 0.9822 0.8838 0.9770 0.9822 0.96Zg 0.9301 1.0983 1.1489
n 1.4123 :
105
226-7 221-2 135 127 145 165 139 145
146.8
n : : n nf n :
n : n : n :
n :
619 619
ma
476
& 3
10
I
4890 ,4297
,4874
d': 1.1227
d': 1.1366
n.".'1.6049
Where no reference i i given, the propertien were determined by the authon. Propertied not given in the reference but determined by the authon. Compounds not prepared by authon.
'Monolactate.
4
Deoompwed.
Acidity (as carbonic) Blush resistance at 90F (10% 4 sec. R.S. nitroccllulosa solution) Boiling point Coefficient of expansion per 1.F per 1-C Color Dilution ratio Toluol Petroleum Naphtha Distillation range: &IOW 1 2 0 4 ~ Below 128-c Above laO'C Drynelu at 2C 0 '
It
7+ 14t 24 31f
180'C
O.CCC00 0.03119 Water-white
0.0
0.4 None Not lssa than 90% None Miscible without turbidity with 20 vola BO" B4 gasoline
95% FlMh point Freezing point Non-volatile matter Purity Solubility in water Solubility of water in solvent a t 25C Specific gravity a t 20/WC Vapor PWMUW at 103'C Weight per gal at 20C
34f
89F
4s8.2*C
Not more than 0.005 gm per 103 cc o%loo% 69% by wt 1.4% by vol 0.9734.977 54 mm Hg 8.11 Ibs (approx)
Esters
Table 15.66: JEFFSOL Carbonates (48) JEFFSOL Ethylene Carbonate (CAS 96-49-1)
861
STRUCTURE
H2t-0, H2C-0
,c=o
Mol. wt. 88.06
DESCRIPTION
A low-melting point solid, practically odorless and colorless.
SALES SPECIFICATIONS
Appearance Color, Pt-Co Assay, wt. %' Ethylene glycol, wt. % Water, wt. %2 Melt shall be clear and substantially free of suspended matter 40 max. (supercooled 1i qu id) 99.5 min. 0.2 max. 0.1 max. 248.2 160 36.4 11.0 26.8% 4.5% 447-450C
TYPICAL PRGPERTIES
Boiling point, 760 rnm Hg, "C Flash point, PMCC, "C Melting poiitt, "C Weight, Ib/gal, 20C UEL, (v/v) at 200C LEL, (v/v) at 200C Autoignition temp.
'GC Assay 011 water free basis 'Karl Fisher Assay
STRUCTURE
TYPICAL PROPERTIES
Boiling point, 760 mm, "C Flash point, PMCC, OF Melting point, "C Vapor pressure, mm Hg, 20C Weight, Ib/gal, 20C Ash, wt. % Specific gravity, 20/20"C UEL, (v/v) at 200C LEL, (v/v) at 200C Autoignition temperature 242 275 -49.2 0.02 10.1 0.01 max. 1.203 min. 1.210 max. 26.8% 4.5% 43OOC
CH3
DESCRIPTION
A clear, mobile, hygroscopic liquid at room temperature.
SALES SPECIFICATIONS
Appearance Color, Pt-Co Assay, wt. %I PG,wt. % Water, wt. %* Clear and substantially free of suspended matter 40 max. 99.7 min. 0.2 rnax. 0.1 max.
(continued)
862
solnnt Benzene
Methanol
JEFFSOL PC
Water
40
21.2 20.0 47.4 43.7 74.6 81.6
80
62.8 58.5 74.0 68.5 87.2 86.4
JEFFSOL PC Soltibllity
g Solute In
100 g JEFFSOL PC
g Solute In
Substance Acetone Benzene n-Butanol 2-butox yet hanol Chloroform Dibutyl sebacate Diethylene glycol Diethylene glycol monobutyl ether Diethylene glycol monomethyl ether Diethyl ether Di(2-ethylhexyl) phthalate Dimethylformamide Ethanol Ethyl acetate Ethylene dichloride Ethylene glycol Methanol 2-Methoxyethanol Methyl ethyl ketone Nonylphenol Ortho-nitrobiphenyl Polyoxyethylene glycols (mol. wt. 400 and 600) Propvleneoxide
JEFFSOL EC
at 25'C
m m m m m
m
m m m
m m
m m
m
m m m m
m m
m
m m
Toluene Tricresyl phosphate Methyleneglycol di-2-ethyl hexoate Xylene Acetylene Alkyd resin, long oilnonoxidizing Camphor
m m m m m
Substance Carbon tetrachloride Castor oil Cellulose acetate Cellulose acetate butyrate COCI, . 6H20 Co(NO,), 6H20 Coumarone-indene DDT Dioctyl sebacate Epichlorohydrin-bisphenol Ester gum Ethyl cellulose Gum shellac n-Heptane HgCI, Lignin Lindane Methyl chloride H O NiCI, .6 , Ni(NO,), . 6 , H O Nitrocellulose Nylon Polyacrylonitrile Polyoxyethylene glycols (mol. wt. 1000 and 4000) Polyvinyl chloride Polyvinyl chloridepolyvinyl acetate Polyvinylchloridepolyvinylidenechloride Polyvinylidene chloridepolyacrylonitrile Rosin, dibasic acid modified Tri(2-ethylhexyl)phosphate Urea Water
100 <1 >1O(3o"C) >1O(30"C) 3.O(4O0C) 25.4(40"C) >10(110"C) 17 2 >1O(3O"C) > 1O(120"C) >1O( 145C) > f O( 175C) 4.1 21 .O(4O0C) >1O(30"C) 18 4. f(40"C) 0.4(40C) 5.8(40"C) >1O(3O"C) >1 O( 190C) lO(9O"C)
>loo
>1O( 1O O ) OC
lO(30"C) 1O( 130C) lO(l1~C)
>1O(120"C) 5
il 8.3
(continued)
Esters
Table 15.66: (continued)
JEFFSOL EC Solublllty
863
g Solute In
g Solute In
Substance Benzene Butyl acetate Chloroform Dichloroethyl ether Ethanol Ethyl acetate Ethylene dichloride Formamide Methanol Methylene dichloride Nonvlphenol
JEFFSOL PC
31
m
P
m m m
m
m m m
0)
Toluene Tricresyl phosphate Water Acetylene Alkyd resin, long oil-nonoxidizing Camphor, USP Castor oil, USP Cellulose acetate Cellulose acetate butyrate COCI, 6 , H O Co(NO& 6 , HO
m
m
0.6
>1O( 130C) 33 37
Substance Coumarone-indene Dibutyl sebacate Dioctyl sebacate Di(2-ethylhexyl)phthalate Epichlorohydrin-bisphenol Ester gum Gum shellac HgCI, Lignin Naphthalene Ni(NO,), .6H,O Nitrocellulose Nylon, Type 8 molding powder Polyacrylonitrile Polyoxyethylene glycols Rosin, dibasic acid modified Sulfur dioxide Triethyleneglycol di-2-ethyl hexoate Tri(2-ethylhexyl) phosphate Urea Vinylidene chlorideacrylonitrile ZnCI,
>1O( 1W0C)
<2 <1 <2 >10 >lO(200"C) >1O( 16OOC) 49 >10 15 74 >10
>1O( 130C)
>lo
100 >10(205"C) 26
5-7 <2 1.5
1O(1lO"C) 33
Density of JEFFSOL EC
TEMPERATURE.'C
(continued1
864
$2
Esters
865
5
'ALISO3SIA
866
Esters
PHTHALATES Table 15.67: Alkyl Benzyl Phthalates (75)
SANTlClZER 261
Rblo A PmporWos . Molecular Weight Acidity (meq/100 gm. maw) Appearance Color (APHA) [maw.] Moisture (KFin Methanol) %, maw. Odor RefractiveIndex (@ 25C)
368 0.37 Clear, oily liquid 75
0.15
867
11
Viscosity (Centistokes) @25"C @ 98.9"C Surface Tension @ 24'C (dynedcm) Thermal Exmnsion Coefficient @ 10"- 40C (CClCCPC)
I
0.5 9.7
I Santicizer 261
SanticizeP160
F/H F/H
I Std. I +
Std.
37SR 66SR
I
[
4 6
Std.
Equiv.
4a PnR (30Yo)
Volatility, 24 hours at 87C in carbon Low-temperatureflex, TI "C Water extraction, 24 hours at 50C Kerosene extraction, 24 hours at 23C Shore " A ' hardness, 10 second reading 2.1 -7 0.02 1.o 89
I ' &&
2.3
- 40
0.08 8.8
54
W"C
40'C
60C
Severs
Initial 7Days 28 Days Initial 7Days 28 Days Initial 7Days 28 Days 1opsi 5Opsi loo psi
63 74
86
32 110 170 36 150 Gel 160
230
180
868
1
/
. 200,
2
v,
100
80.
60
.-/---
-7-
.+.
- / p - = - -
40 20
"0
15 30 PLASTICIZERL M L - pbw
4s
Strength at break
E
g 0 2
2
100 50 05 01 0-30
75 75
15
Elongation at break
30
45
MnOp Santicizer278
PLASTICIZERLEVEL- pbw
'Plasticizer EHwI on CdILinm Carbonate FilleC PolysulfideComps~fion (Cast Sheets cured 7 days at 70 72F and 4 4 4 8 % RelativeHurnidify 1
2.ooo,ooo
0 2 - 5
10
20
30
40
50
60
70
80
100
--
(continued)
Esters
Table 15.67: (continued)
SANTlClZER 278
Table A Propodes .
Molecular Weight Acidity 455
869
I
8 0C @ 25C @ 98.9% Surface Tension @ 25C (dynedcm) Thermal Expansion Coefficient @ 10"-4OoC (Cc/CCPC) Flash Point (C.O.C.) ["F.] Fire Point (C.O.C.) ["F.] Solubility In Water @ 25"C,% CAS Number
ca. 10,OOO 860 11.5 34.8 0.00073
Moisture (KF in Methanol) % max. Odor Refractive Index (@25"C) Specific Gravity (250i25~c) Density (@ 25C) ca. Ibs./gal. Boiling Point @ 10mm Hg, "C Vapor Pressure (mm Hg) @ 200C @ 250C
16883-83-3
0.5 15
(30%) M M R
Volatility (% Lost) (ActivatedCarbon 24 hours at 87C) Low-temperature Flex, Tf "C Water imniersion (24 hours at 50C) % soluble matter lost % water absorbed hours at 23C) Kerosene extraction (24 (% plasticizer lost) Shore "A'Hardness, 1 second reading 0 Migration, Linde Silica: 1 day 3 days 7 days Tensile, p.s.i. Elongation, % Modulus ((t 100% Elongation Heat Stability Migration Resistance to Nitrocellulose Fluxing Rate
(40%) 67MR
(50%) 100PHR
0.7 2
0.7 - 14
0.04 0.36
0.02 0.33
0.5
a5
1.3
65
0.0
Good
Viscosity. poises Brookfield HAT Spindle 50 RPM Initial 29C 7Days 28 Davs
68 PWR
40C
60C
Severs
Initial 7 Days 28 Days Initial 7 Days 28 Days 10 psi 50 psi loo psi
600
900
(continued)
870
l b b l D. USOf &ntlcizor@278 to R ~ p l a PoIynt.rit ~ 8 8 t i C i Z O l r ~ o c~ &nticizor@278 High M.W..Polpstor Shore " A * Hardness, 10 second reading 84 77
Volatility, % Plasticizer Lost 6 days @ 87C in carbon Tf. "C Extraction, % PlasticizerLost 5% Caustic, 96 hours @I 23C 1% Ivory Soap, 96 hours @ 50C Hexane, 4 hours 63 23C Hexane, 24 hours 6x 23C Humidity Compatibility 100% R.H. Days to exude @I 60C Days to exude Q 80C Water Sensitivity,24 hours @ 50C % Soluble Matter Lost %Absorption Viscosity, stokes Cii 23C Gardner Bubble Fusion, via Fisher-Johns Clear Point, "C
Fumuldm Pvc
Mark ws
plestlcuer
0.05 0.69 7
115
67
1
SanticizeP278 High M.W. Polyester klutlonrlrp.pu Santicuer 270 High M.W. Polyester
ELONGATION- percent
Modulus, psi 200% 400% % Elongation Tensile Strength, psi Shore A Hardness cii 5 sec.
135
200
130
190
540 240 29
490 205 29
oo
50 05 01 0-30
75 75
'plaslcuerEffect MW u m CaraoMteR M polvsunlde compovtm (W sheets C W d 7 daysat 70-7mandM-48% ReWra -1 Data cwnesy of M ~ T c dIn: M k h
Steanc aad
Sulfur SanticueFP61
Pari B MnO, Sanllcizer278
Esters
Table 15.68: Butyl Benzyl Phthalate (75)
SANTICIZER 160
871
(25"/25"C) Density (@ 25C) ca. Ibs./gal. Hydroxyl No. Crystallizing Point ("C)
(iu lOmm Hg, "C Vapor Pressure (mm Hg) @ 150C @ 200C @ 250C Viscosity (Centistokes) @ 0C @ 25C @ 98.9% Surface Tension
0.00069
I
0.0003
61
85-68-7
(0) 3%
Volatility (% Lost)(Activated Carbon; 24 hours at 87C) Low-TemperatureFlex, Tf "C Water immersion(24 hours at 23C) % solublematter lost % water absorbed Kerosene extraction(24 hours at 23C) (% plasticizerlost) Shore "A" Hardness. 10 second reading Migration, Linde Silica: 1 day 3 days 7 days Ten&. PSI., ASTM D-412 Elongation, %. ASTM D-412 100%Elongation,ASTM D-412 Modulus (ii~
43PHR 7.0 -3.8
0.06
(40%)
100PHR
(80%) 8.1
- 39
0.08 0.43 8.2 52 4.0 7.8 11.4 1420 460 510 (continued)
0.35
1 .o
872
Table C Effect of Additive Use of Santicizer" 160 with . iPP Based Plastisols on Gel and Fusion Properties
180 175
170
Table D Effect of Benzyl Phthalates on Fusion . ANBURY SIZE "6"116 rpm - 240F.JACKET TEMP
165 160
1'1')
1/)0
145
0 10 20 30 'o SANTICIZER 160 Y
Gel
Temperature
-----
40
140 50
1001 0
I
10
I
50
Fusion Temperature
Santicizer' 160
-----
Slntlcizer 261
WAC ADHESIVE A P I A I N P LC TO
DATA
___
e l;
2 -3
_.__
-~
Sward Hardness
44
-8
~
46
51
52
U
I
E
u)
13
- 18
- 23
28
- 33 - 38
cn
.-
--
- - - -. DPGDB' DBP
a
II r
74 32 30 28 26 24 22 20 18 16 14 12 10 0 0
5
0
9 =
8 $ 5
-------
4 5 6 ? 8 9 1 0 1 1 1 2 1 3 I 4 1 5 1 6 PLASTICIZER-partsllO0 parts emulsion Test procedure A ttghtly woven cotton cloth IS laminatedwith the test adhesrve and allowedlo dry thorwghly The laminationIS cut onto one dnch wde stnm immerred In
SlntiCiZeP' 160
DPQDB' DBP
B m
---
____---. DWDB'
DBP
Santicizer' 160
t m u l s w i Airflex 723 b
Dcpropylene<7lycolD h i i i 0 ~ 1 1 t
Esters
Table 15.69: Dibutyl Phthalate (75)
873
DBP
T.bk A.
kOpOdO8
MolecularWeight Acidity (meq/100gm.) Appearance Color (APHA)max. Moisture (KF in Methanol) 90 Odor Refractive Index (et 25C) Specific Gravity (25"/25"C) Density (@ 25C) ca.Ibs./gal. Crystallizing Point ("C) Pour Point ("C) Boiling Point @ 10mm Hg, "C Vapor Pressure (mm Hg) @ 150C @ 200C @ 250C Viscosity (Centistokes) @ 0C @ 25C @ 98.9"C Surface Tension @ 30C (dynedcm) Thermal Expansion Coefficient @ 10"-40C (cc/ccPC) Flash Point (C.O.C.) ["F.] Fire Point (C.O.C.)["F.] Solubility In Water @ 30"C,% General Solubility CAS Number
278 0.12 Clear, oily liquid 20 0.15 Slight, characteristic 1.4895- 1.4915 1.044 - 1.048
8.72
<-35 - 40
192
0.8
14 100 55.0 15.6 2.4 35 0.00078
340 395 0.001 Soluble in all common organic solvents and oils 84-74-2
CIOnnuktlon: Gelvae S-55 90% resin Plasticizer10% Room Temperature Viscosity, cps. (BrmkfieldL T V X3 Spindle, 30 rpm) #rtk.kt. Initial 2070 1 Day 2080 1 Week 2480 2 Weeks 2520 4 Weeks 4080 Wet Tack (sec.) 15 Open Time (min.:sec.) 345 Elongation,% 385 100% Modulus,psi 300 Tensile Strength, psi 690
160 2000
1900
874
lbblo A Pmp.rtlos .
Molecular Weight Acidity (meq/100 gm. rnax) Appearance Color (APHA) Moisture (KF in Methanol) % Odor Refractive Index (@25"C) Soecific Gravitv (25";25"C) Density (6525C) ca. Ibs./gal. CrystallizingPoint (%) Pour Point ("C) Boiling Point (i lOmrn Hg, "C i, Vapor Pressure (rnrn Hg) @ 200C @ 250C 39 1 0.12 Clear, oily liquid 25 0.10 Slight, characteristic 1.4845- 1.4858 0.980-0.985
8.18
Viscosity (Centistokes) @ 0C @ 25C Surface Tension Thermal Expansion Coefficient 0 10"-40'C (cc/Cc/"C) Flash Point (C.O.C.) ["F.]
348.0
0.00074
425
12 18
CAS Number
common solvents and with most primary and secondary plasticizers for polyvinylchloride 117-81 -7
23.1
21.8
500 20.3
'The Oxyeen lndsx Test resuits are mt intended io retlect per(0rmanCeof these M any other materials under a c t a fire om3tmw Each usu sh&d determine indeperdentiywhether potenilalfire hazardsam Bssoc(BtBd mth the hshwl produa.and whether DOP IS M lor the pmcular use U
Initial
23oc
7 Days
28 Days Initial 7 Days Initial
36 65
82 25 94 28 210 260
40C
50%
7 Days
28 Days 10psi 50 psi
Severs
58 50
0 1.4 75 167 Moderate 4.5
Meldvalue, dynes/cm2
Flow Index
Esters
PHOSPHATES Table 15.71: t-Butylphenyl Diphenyl Phosphate (75)
875
SANTICIZER 154
Tbbfe k PrqperHes
M s a r Waght (avg )
--
**awe
S p a v 25C/25'C
Denslcyc~ 25% Ibs /gal Crystalliring Potnt (C)
371 8 4 (CalC) 0 20 Clear,m d liquid be 100 0 15 Essentialty oclorless 1 5535 1 5565 1175-1 185 98 <-20 25
@J
loor)
M i c e n t ot Tlwrnd 0.000703 otpansion 61 10-40%(d&) SurfaceTenwoo (Dywcm) 3 . 0 23% 86 CAS Number 56803-37-3
258
1.o
fu, 300C
7.4 41
SanticizeF 154 - 10.5 Tricresyl phosphate -14.2 lsopropylated triphenyl -14.6 phosphate Blend (70130) of Santicber
78 72
77
490
815
385
154/148
-17.2
75
cIHmnt.rd.ntRop.rci..
##clOlur
NUOM
SanticizeF154 Tricresyl phosphate lsopropylated triphenyl phosphate Blend (70/30) of Santicizer 154/148
9 7
29.5 29.3
flamo-retwdant kop.rtlam v . h l t l e c l r ~ - ~ w ~ e ~ w r SanticizeQ 154 v-0 42.0 lsopropylated triphenyl v-0 4 5 1 phosphate Santicizer 148 v-0 39 9
pk8tlCl.H
Fr om
Paracril' 020mtnle pw) plyblend Pllovlc5M50v~lylchkmderes~n kiydrap 7lOalumta hydrate Hard Dxleclay M & ~ L Thermogardeantimonytrloxida bphosg stabilizer
CIM 75
25
100 25 5
4
'The O x y m Index. UL 94 and the Two-loot Tunrd Test r w H s are M intendedlo r W I performance d these o any other mat& r under actual fire c c f ~ I ~ l m s user shald Each d e t m n e Kldependentiywhemer polenldfire hazardsare asgoc~~ted the finshed Wh product and whether ssntclzer 154 IS sutable
15
28.7
30
UT, 9
I SanticizeP 154
Butylated triphenyl phosphate lsopropylated triphenyl phosphate Hydrocarbon(typical)
876
1.0880- 1.093
Vapor Pressure @ 150C @ 200C Viscosity (Centistokes) @ 0C @ 25C @ 98.9% Surface Tension @ 22C (dyneslcrn) ' Flash Point (C.O.C.) ["F.] Fire Point (C.O.C.) PF.] Solubility In Water @ 25"C,% CAS Number
0.2 1.6 61.O 16.4 2.5 33.4 435 460 0.002 1241-94-7
Table 6. Flow Index and Fusion Points of Various Plasticizers Pkstlclror Ool Point, "C Custon Point,"C plow Index.
SanticizeP 160 CDP 89 100 I05 127 128 139 143 148 143 9.5 13.0
&ntlckor 141
DOP 7-9-11 Phthalate W A Santicizer 97
151
167 172 175 177
24
1.4 1.2 0.6 1.o
__
Lble C. PlastisolViscosity Stability(FonnulatedWith 100 PHR Qe01P121) B ~ l r f i ~V18co~Ity--Pol~~ ld Pluticlzer PHR Tomp.,"C RPM Initial 1 D8y 7D.m 26D.m
DOP 64 5 58 50 57 40 5 50 40 65 23 5 94 56 50 40 5 128 50 71 60/5 23 5 64 50 54 48 40 5 34 50 50/15 23 5 96 62 50 40 5 64 50 42 Savors W8cosity Data Santlclxor 141 DOP 8nd &ntlclur 141 (- PHR) (60/5 PHR) 58 86 64 81 58 60 65 23 98 86 80 59 147 84 896 368 70 59 104 66 112 66 186 93 93 80 115 86 208 112 7,040 2,509 86 67 147 101 128 74 352 162 109 96 147 109 259 154 Gelled Gelled 112 94 224 133 173 100 480 216
SanticizeP 141
loo psi
10 psi 50 psi
80
62
54
(continued )
Esters
Table 15.72: (continued)
877
5
10
40
35 15
O 50 50 0
5
10
4 4 5 40
35 15
- . _ _.. I - - -
Table E. Comparison of Film Formulationsin Florida Exposure Tests _ _ Mil Unbacked Film) - _ (4 ~ _ - _ _ _ _ _
CLEAR
____ ______--
FORMULATIONS with 5 PHR plus Santicirer 1 1 4 5 PHR 45 PHR DOP Ti02 1 PHR U V Stabilizer
I
PIUS 5 PHR Ti02
1 PHRUV Stabilizer
45 PHR W P
1 PHR U V Stabilizer
(continued)
878
Volatility (% Plasticizer Lost) (Activated Carbon 24 hours dt 87C) Water immersion(24 hours at 50C) % soluble matter lost % water absorbed Keroseneextraction (24 hours at 23C)
YO)
67PHR
7.4
100PHR
8.4
(80%)
II
1
II
I
0.25 0.50 24
*TheOxygen Index Test results are not intended to reflectperformance of these or any other materialsunder actual fire conditions.Each user should determine independentlywhether potential fire hazards are associated with the finished product and whether Santicizer 141 is SuitaMe for the particular use.
4% 0
50C
Severs
Initial 7 Days 28 Days Initial 7 Days 28 Days 10 psi 50 psi 100 psi
Esters
Table 15.73: lsodecyi Diphenyl Phosphate (75)
SANTlCltER 148
879
Molecular Weight Phosphorus, 'Yo Acidity (mes/100 gm. max) Appearance *Color (APHA) [max.] Moisture (KF in Methanol) %, max. Odor RefractiveIndex (@25"C) Specific Gravity (25oi25oc) Density (@ 25C) ca. Ibs./gal. Crystallizing Point ("C) Pour Point ("C) Boiling Point 6 10mm Hg, "C %
390 7.9 (Calc) 0.20 Clear, oily liquid 100 0.10 Essentiallyodorless 1.504 - 1.510 1.069- 1.079 8.94 (-35 <-50 245 (decomposes)
Vapor Pressure (mm Hg) @ 150C @ 200C Viscosity (Centistokes) @ 0C @ 25C @ 98.9"C Flash Point (C.O.C.) PF.] Fire Point (C.O.C.) ["F.) Thermal Expansion Coefficient @ 10" -40C (CdCCPC) 25"C,% CAS Number
500
0.00071
<O.O008
29761-21-5
SO PHR Atomit. Control 11.9 (No phosphate ester) Triarylphosphate" 7.4 SanticizeP 148 8.6 a PHR Hydlrl- 710 Triarylphosphate" 3.3 Santicizer 148 4.3 a PlYR A t o m l k / M 8 g ~ 8 r b ' * ~ L(W1) Triarylphosphate" 6.6 Santicizer 148 4.7
'For a dascriptii of the Two-footTunnel and its operation, see "The Use of a Small flame Tunnel For Evaluating Fire Hazard" by H.L.Vandewill. JMlmalof Paint Techndogy.Vol. 39, No.11. August 1967. "lsopropylated triphenylphosphate. "'Tradema& o Aluminum Company of America. f "'Trademark of Merck 8 Co.Iw. For detals see Monsanto US. Pat. 3,869,420.
Tablo C. Vortical Bum Performance of Antimony Moxido Vs. All Phosphate Estor (50 PHR) Plasticizer
0 0 0
(continued)
880
(a) 711 Phthalate (control) (b)50 PHR Phosphate Ester Triarylphosphate" SanticizeP148 (c) 25% Phosphate Ester blend with 711 Phthalate Triarylphosphate" Santicizer 148 'Monsanto Two-footTU& (asused for plastd equippedwrn smoke box
"lsopropylated tnpfmylphasphate
4 29 10 25
h b l e E. Comparison of Smoke Generation(SO PHR Plasticizer; Atomih Filler) NBS Smoke Chamber*
Specific Optical Density at Maximum &noko Density In Chamber . ... .. .... . . . . Dmc0mt.d.. .. . .. . ... . .. . Flaming &nddoring herclge 165 194 180
346 173 235 177 209 94 209 153 278 139 222 165
(a) 711 Phthalate (control) (50 PHR) (b) 50 PHR Phosphate Ester Triarylphosphate" Santicizerm 148 (c) 25% Phosphate Ester Blend with 711 Phthalate Triarylphosphate" Santicizer 148
'See N.B.S. Techn~cal 708 ASTM E-662 Nate "lswmpyiated tnphenylphasphate.
h b i e k &ntlckefll48-Performance
Brookfield HAT #6 Spindle 50 rpm Viscosity Poises 1nltl.l @ 23C 1 Day Initial 1 Day 7 Days
a0
53 24 185
@ 40C
Gel
'For formulation. s ~ Section Ill, Performancein WC 8 'The Oxygen Index Test resuns are M intended to reRect pelformame of these o any other materials under actual fire conditions. Eachuser I r should determine independentty whether potential fire hazards are associatedwith the finished product and whether Santicizer 148 is suitable lor the palticular use
Esters
Table 15.74: Emulslflable Trlaryl Phosphate (76)
881
Reofos 1884 is a water-dispersible phosphate ester product which combines the excellent flame retardance of triaryl phosphates with convenient dispersibility in aqueous systems.
Reofos 1884 is based on FMC's Reofos 65, a triaryl phosphate flame retardant which has found wide acceptance in vinyl, rubber, and other polymer systems. Reofos 1884 contains no water because it is a homogeneous mixture of Reofos 65 and a nonionic emulsifying agent.
0.26 mg KOH/g 150-200 1.145-1.161
t y p l u l propwtkr Acid number Color (APHA) Specific gravity (2Oo/2O0C) Wdghl loor, % (noat) 2 hours 4 hours 24 hours
h b l e A Properties
Phosphorus, % Acidity (meq/l00g) max. Appearance Color (APHA) [max.] Moisture % max. Refractive Index (@25"C) Specific Gravity (25"/25"C) Density Ibs./gal. Viscosity (Centistokes) 8.2 (Calc) 0.20 Clear, oily liquid 100 0.15% 1.539 1.545 1.144- 1.158
9.58 297 44.2 3.87 0.00070 475 525 <0.001 56803-37-3 29761 -21-5
@ 0C
@ 25C @ 100C Coefficient of Thermal EXD.
@1O-4O0C(cc/cc/"C) Flash Point (C.O.C.) PF.] Fire Paint IC.O.C.\ I"F.1 Sol. In Water @ 25"C,% CAS Number
Specification
(continued)
882
yonunto
lwo-botlunnd
FlameSpread(1n) % bght Transmittance 31 18 32 16 33 15 34 33 35 32 35 10 30 5
32 30
17 26
10 22
15 18
04 17
17
22
13 20
wuln#L.
ckunb.r
DmFhlngMode Dm Smddering Mode
P"kmm
GKXI'~MEP Raslkuer
haper'104
236 128
'
275 141
~
305
157
155
171
345 188
303
163
~ ~ ~ t o ~ ~ d
85
98
imPans
as-
M m M D M y t B s i ~ s ~ u n d e r a d fKemnMms Esh"PBI m ammnmnnaepawulwvnmr fro huaror m-wa mtn t h huh.dproduclsmd wtui-61 Smwa 143s w t bb v* w *r a
wmld
3 W s
2w
part--
w w s
' B F Gualmh 1%
*Kcom
'kgrsUrmKalbp
KP-140'
KP-I40 IS tributyoxyethyi phosphate Its CAS number IS 78-51-3 8pwHic.tion.
Speafic gravty at 20C Masture Colour ( R - kAPHA) 1 016- 1 023 (ASTM 0263-69) 0 2% w/w max (ASTM 0364-64) 75 max (ASTM 01209-6&)
vplcal properties The properties shown in the followng tables are typlcal and do not represent
Speclficatm limlts Prooertv Odour Total acid number Boiling range at 4 mm Hg (533 Pa), Mi-boiling point at 4 mm Hg (533 Pa) Freezing point Pour point flash point (PMCC) Fire point Viscosity at 20C Vapcur pressure at 150C a 200C t Surface tension at 20C Refractive index N F spedfic heat at 50 to 150 Solubility in water at 25% t in water a 25C t in mineral oil a 25C in gasoline a 25C t General solubility KP-140 mild, butyl type <0.5 mgKOWg 215 to 228C 222C <-7O"C (viscoUs liquid) <-70C 224C (435F) 252C ( 8 ' ) 45F 12.2 cp (mPa.s)
Esters
Table 15.77: Tributyl Phosphate (76) Reomol TBP
883
Formula
Sp.cffldlonS Specific gravity @ 20/20"C Moisture, O h by weight Cdor Pt-Co (APHA)
(C,Y0)3 Po
Mw (mol) 266
rvpicll prop.rtlr
Odor Acidii, % as acetic acid Boiling range @ 4 mm Hg (533Pa), "C Mid-boiling range @ 4 mm Hg (533Pa), "C Freezing point, "C Pour point, 'C Flesh point, "C ("F).PMCC Fire point, "C ("0 Viscosity. cp (mPa-s) @ 20C Vapor pressure @ 150' C, mm Hg (kPa) @ 200" C, mm Hg (kPa) Surface tension @ 20' C, dyne/cm (m N/m) Refractive index, N F Solubility, in water @ 25C water in @ 25C in mineral oil @ 25% in gasoline @ 25C General solubility Thermal expansion @ 10 to 40C WUS. gal (kglm3)@ 20C
e-80
115 (239) 182 (360) 3.7 7.3 (0.97) >500 (68.6) 29 1.423 5 0.001 0.1% 7.0% complete complete lndubie or limited solubility in glycerine, glyCOk3, and certain amines. Soluble in most other m kIU . i U q O.ooo88 per 'c 8.14 (975)
326 9.5 (Caic) 0.10 White flakes 20 (molten) Very faint, aromatic 1.550 1.268
49 238
0.002
115-86-6
(continued)
884
Polyvinylchloride Polyvinylacetate Nitrocellulose Cellulose acetate Cellulose acetate-propionate Cellulose acetate-butyrate Ethyl cellulose Acrvlics Santolite" MHP resin Neoprene Nitrile rubber Phenolic
(prim 20 80 75 35
50 50
30
25
100 50
50
5 0 1
Esters
PHOSPHITES Table 15.79: Dialkyl Hydrogen Phosphites (64)
885
P
Formula Molecular Weight Appearance
(C~HSO)~P(O)H (CBHI~O)~P(O)H
194.2 306.4
colorless liquid
mild, pleasant
ll8-9"C/7 m m
colorless liquid
mild, suggestive of octyl alcohol
163-4'C/3 m m
Odor
1.200
1.079
0.995
0.937
Index of Refraction, ng
1.4016
1.4073
1.4238
1.4423
220F
220"F
300' F
400F
3,050
1,000
3,900
11,900
neutral
neutral
neutral
neutral
sol., hydrolyzes
sol., hydrolyzes
in other solvents:
miscible with alcohol, ether, acetone and most common organic solvents.
886
0 m v)
d
R
d 0
N v)
m m
(D
d m r(
d
P
4
r(
5
0
d 0
0 0 W
r(
l-4 (D
a
W
dl O
r(
W P-
cr
d 4 0
0 0 0 0
Esters
887
u 8
a i
Y
888
PHYSICAL DATA Triphenyl Phosphorus Content Melting Point Boiling Point at 0.1 mm. Refractive Index, n25/D Flash Point (Cleveland open cup) Fire Point (Cleveland open cup) Specific Grovity, 25"/15.5"C. Specific Gravity Correction Factor, per 1 "C Pounds per Gallon a t 25C. Viscosity in Centistokes: at 100F. a t 210F.
0ipheny Idecyl
8.28% 18C.
P heny I didec y I
7.07% < 0C.
Tridecvl
6 . 1 7% < 0C. 180C. 1 .4560 455F. 485F. 0391 0 .OW66 7.421 1 1 .24 2.90
0 .00073 7.829
8.95 2.42
Ethyl silicate i s a water-white liquid, soluble in alcohol. I t hydrolyzes in water to an adhesive form of silicic acid and alcohol. It i s used in lacquers and paint as a pigment binder giving films that ore resistant to fire and chemicals and are weatherproof. A less pure, higher silica ester, Ethyl Silicote 40, i s also available commercially.
~pecifications-Telraethyl Silicate
Specifications-Ethyl Acidity, maximum acidity (aa HCI) Available silica (an SiO,) Boiling point Boiling range at 7 0 nun 6 Below W C Below l0C l'
Silicala
0.1%
Acidity ( a HCI) e Available silica (as S O r ) Boiling point Boiling range at 7 0 mm 6 6' Below 10C Below 10C 7'
0 0 % by wt, max .5
28.8%
3442%
155C 6.' Not more than 5% Not leas than 95% Water-white 97%. min
1SC s'
None Not mom than 5% Light brown
Color
Purity Specific gravity at P/P'C Weight per gal at P C
Color
Odor initial Specific gravity at P P C /' Weight per gal at Z0"C
Mild
1.Wto 1 0 0 .7 8.82 Iba
Esters
889
If
890
0V-8H
These capillary GC-FID Chromatogramsshow the significant decrease in impurity content from raw material to finished product
891
(continued)
892
500 + 5 concentration
-.-_-__. .. --
--~
i n t d m Maximum: 2100
z128au.
-Rata
1 mumin
i
~
_ I
1 0
- -. . ."
._. - -.
11---
20
~
".
30
.x-
.-
--*_
40
Time lminutesl
'ntorlm Mu'mum: Qndlont 5% B-+lOO% B, 35 min Flow Rata 1 mumin 0.t.ctlon: UV 61 254 nm 1.28 auts
10
20 Tlmo Imlnutorl
30
893
5 ~ 1 m X 250 mm 4.6 A = HzO B = Acetonitrile End: 1 5 0 Intorim Mu'mum:'"/A t Qmdlont 5% B -100% 8 3 5 min Flow Rat.. 1 mVmin Dotoctlon: UV 8 200 nm; 1 2 auf.s .8
I MoMIo Ph.w
_.I-_--
I -
10
---- - -
20
Time Imir,utesl
.
. ..
.
.I_ r
I* 1
..__--__I-- -30
. . .
-----Ti
& Column:
.--.
. . -.
_.
1 1 2 8 au
1j
B,35 min
'ntorim
End
50
0.064 au.
20
Time Iiiiinutebl
894
Column: BAKERBOND" Silica Gel 5ym 4.6 X 250 mm Mobllo Pu l m A =Hz0 B = 2-Propanol Qndlont 5% B +loo% a35 min Flow1 mVmin
10
20 Time lminutesl
30
40
FlowR.1.:
1 mVmin
10
20 Time lminutesl
30
40
I
!
Column: BAKERBOND" Silica Gel Pmsoun: (PSI): 5ym 4.6 X 250 mm Strh 1020 Moblh Pu l m A = HzO I B = Tetrahydrofuran " d 440 Qmdlont 5% B +loo% B, 35 min Flow1 mVmin Dotoctlon: W @ 254 nm; 1.28 auf.s
850
A 0
10
20 Time lminutesl
30
(continued)
895
0.128au.
i
I
I
i
i
Pmuum: (PSI)
i
f
I
Interim Maximum: WA
Column: BAKERBOND" Silica Gel 5 J J 4.6 X 250 mm ~ ! Mobile Phase: A = 0.1% TFA in H20 B = 0.1% TFA in Acetonitrile lGmdlent 5%B-r100%8.35min Flow Rate: 1 mVmin
r
-
Tinie Iminutesl
____I
sa t 880 t r:
'
0.064 au.
897
0.256 au.
10
20
Time lminutesl
30
40
Column: BAKERBOND- Silica Gel 5 ) ~ m X 250 rnrn e6 hblk man: A = 0.1M KHiPOI 5% B-rlW Methand B= 35
P u m (PSlg m u stut a m - -
__
~ au. 4
D.(rctlon:
10
20 Time lminutesl
30
4 I
B = Acetonitrile Qndlont 5% B +loo% B. 35 rnin FlowR.1.: 1 rnVrnin D.t.ctiOn: UV 8 215 nrn; 0.64 auf.6
-J~ow
au
10
20 Time lminutesl
30
(continued)
898
10
20
30
40
Time lminutosl
R o n u r c (PSI):
Time Iminutesl
Column: BAKERBOND" Silica Gel 5 y m 4.6 X 250 mm Moblh Ph8.C A = 0.05M K H z m B = Methanol Qndlont 5% B -+loo% B, 35 min Dotoctlon: UV @ 254 nm; 0.64 aufs
R . u u m (PSI):
S e 850 - h- - - -
End: 470
r
/
0.064 au.
1 0
20
Tlme Iminulesl
30
40
899
-.
- 200nm
Promure (PSI):
t
I
I
b
I I
0
II
10 20 Time lminutesl
30
40
- 254nm
I
I
0.128au.
I
Qmdlont: 5% B +loo% B,35 min FlowR.1.: 1 mUmin Dotodon: UV Q 254 nm; 1.28 aut3
1
10
20 Time lminuterl
~-
30
40
- 2Wnm
Qndlont 5% B +loo% B, 35 min FlowR.1.: 1 mVmin Dotoctlon: UV @ 280 nm; 0.64 auta
10
30
900
Column: BAKERBOND Wide Pore" Butyl (a) Pmsun: (PSI): 5 pm 4 6 X 250 mm . Start: 230 lWoblk mu: A = Hexane E n d 370 B = Chloroform Interim Maximum: N/A Qndlont 5% B +loo% B, 35 min
0.064 au
I
0
10
20
!
30
40
Time lminutesl
Hexane Versus Chloroform 280nm Column: BAKERBOND Wide Pore" Butyl (a) r 8 w (PSI): Po w .
B = Chlomform Qmdlont 5% B +loo% 8.35 mln Flow1 mVmln -on: UV 0 280 nm; 0.84 auts
Hexane Versus Methylene Chloride 254nm Column: BAKERBOND Wide Pore" Butyl (a) R.uurr: (PSI):
5 pn 4.8 X 250 mm
start 80
End: 230
A = Hexane B = Methylene Chloride Qndlont 596 B +loo% B, 35 mln Flow1 mVmin D.trctlon: UV 0 254 nm; 0.64 auta
W k Ma-
10
20 Time lminutesl
30
40
901
d :
10
20 Time lminutesl
30
7I
10
20 Tirne lminutesl
30
40
(a) m
r r : (PSl):
st8ltQo
End: 2410 I n t . r l m w m u m : N/A
i
I
1 0
20 Time lminu~esl
30
-20
(continued)
902
_ _ c _ v -
30..
au.
E 1 I
i
1 0
20 Time lminutesl
_.
"_^lll_
1
30
40
FlowR8to: 1 mumin
Dot.ctlon: UV @ 254 nm; 1.28 aufs
0.1 28 au.
i
i 0
I
10
20 Time lminutesl
30
40
-ru es Is
Column: BAKERBOND Wide Pore" Butyl (0) R...un: (PSI): 5pm4.6X25Omm SUrt 60 j Mobllo P w A = Hexane h : End: 20 ! B = Ether Intorlm Mulmum: WA ; Qndlont 5% B +loo% B, 35 min
IFIOWR.~.:
,D o t d o n :
1 mumin
0.1 28 au.
903
WA
I
v
10
20 Time lminutesl
30
40
I I
I
I
I
>
Column: BAKERBOND Wide Pore" Butyl (0) Proamurn: (PSI): 5pm4.6X250mm StmR 320 - _-lo p .. A = 2.2.4-Trimethylpentae h.: End: 440 B = Chloroform Intorfm Maximum: N/A Qndlont 5% B +loo% B, 35 min
0.084 au.
1 0
20 Time Iminutesl
30
I 40
,
0
FtoWRmte: 1 mvmin
D.t.ctlon: UV @ 254 nm; 0.32 auf.s
i
I
i
10
20 Time lminutesl
30
40
904
. .
hk
29Q
10
20 Time lminutesl
30
30
- 280nm
(a)R.rrun: (PSI):
m t 290 r:
End: 230 Intorlm Mulmum: N/A
0.064 au.
10
20 Time lminutesl
30
40
{ Column:
1
I
D.1.ctlon:
29
Time Iminutesl
30
40
(continued)
905
*
Column: BAKERBOND Wide Pore" Butyl (0) R#.um: (PSI): 5pn,4.6X250mm m 320 R MoMk p .e A = 2,2.4-Trimethylpentane h. B 2-Propanol Qndlent 5% B +loo% 8 35 min Flow1 mVmin 0.t.Ctlon: UV @ 254 nm; 0.64 auts
10
20
Time lminutesl
30
1
r
10
20 Time Iminwtesl
30
40
mrt
0.032 au
i
5-
906
(a)Prossum: (PSI):
start 290 End: 220
Intorim Mulmum: N/A
W k
p u: A h r
1 0
20
Time lminutesl
30
(a) Pmoaum:
(PSI):
I
0
B = Ethyl Acetate Qndlont 5% B +I 00% R 35 min F+R.t.: 1 mumin .2 D.t.ctlon: UV 8 280 nm; 0 3 aufs
3 0 3 2 au
rc
t f
1 0
20
Time lminutesl
30
40
Methylene Chloride Versus Ether (Anhydrous) 254nm Column: BAKERBONDWide Pore" Butyl (a) R.uum: (PSI):
5 p m 4 6X 250 mm .
MoMk # . I = A = Methylene Chloride B = Ether Gmdlont 5% B +loo% R 35 min Fkvr a. 1 mifmin (: 0.1.cNon: UV 8 254 nm; 0.84auf.8 start 850 End: 2o
Intorim Mulmum: N/A
1
! i
1
0.064 au.
10
20 Time lminutesl
30
-i
40
(continued)
907
.-
_I____
I I
Y I
10
20 Time lminutssl
30
40
8 0
Physical Data
Eluotroplc Value. ( E ) (on Slllca): Polarlty Index (P'): Vlacomlty (cP, 25 C): Denalty ( g l m l ) : Bolllng Point ( C): Percent Water Soluble In Solvent:
>O 73
62
11
1049
118"
Miscible
1 370
Physical Data
Eluotroplc Value, (& 1 (on Sllica): Polarlty Index (P): Vlacoalty (cP. 25C): Denalty (g/ml): 0.43 5.4 0.30 0.791 56'
00
19" 7 0 0
-i
, ' a
WsrrCnglh lNHl
Miscible
1.356
(continued)
908
SPECIFICATIONS
(61)
J4aximuq Absorbance 1.000 0.060 0.010 0.005 0.005
Packed under nitrogen Water: Less than 0.50% by infrared spectroscopy Ultraviolet absorbance: Waveleneth. n m 330 340 350 375
400
Refractive index: 1.3586 f 0.0003 at 2' 0C Boiling range: 56-57C Residue: Less than one mg/l Purity: Greater than 99.9% by gc analysis Electron capture gc: No residue peaks greater than 10 ng/l as heptachlor epoxide.
0"
UT
Eluotroplc Value, ( E ) (on Slllca): Polartty Index ( P ' ) : Vlmcorlty (cP, 25C):
0 50
82 034
Denslty (g/mi):
Boiling Point 1C): Percent Water Soluble In Solvent:
0 786
82"
Miscible
1 341
SPECIFICATIONS Water: Less than 0.05% by Karl Fischer titration Ultraviolet absorbance: Optical transparency is not controlled. For spectrophotometric applications use Acetonitrile W . Refractive index: 1.3440 k 0.0006 at 2' 0C Boiling range: 81-82'C Residue: Less than one mg/l Purity: Greater than 99.9% by gc analysis Electron capture gc: No residue peaks greater than 10 ng/l as heptachlor epoxide. based on a 1:l petroleum ether extract.
(continued)
909
Refractive index: 1.3440 ?r 0.0006 at 20C Boiling range: 81-82'C Residue: Less than one mg/l Purity: Greater than 99.9% by gc analysis Electron capture gc: No residue peaks greater than LO.ng/l as heptachlor epoxide, based on a 1:l petroleum ether extract. Purity by liquid chromatography: No W absorbing peak greater than 0.001 absorbance unit (1 cm path length) at 254 nm, or 0.005 absorbance unit at 205 nm in a gradient from 100% water to 100% acetonitrile on a 15 x 0.46 cm column with 5 uM C-18 packing. No fluorescent peak greater than that equivalent to 20 pg of benzo(3)-pyrene under the above conditions using 350 nm excitation, 450 nm emission.
Physical Data
Eluotroplc Value, (E J (on Silica): . Polarity lnder (P J: Vlscoslty (cP. 25 C): Density (glml): Boiling Point ( C): Percent Water Soluble In Solvent: Refractive Inder (25 C):
0 27
30
0 60
0879
80
0058%
1 498
SPECIFICATIONS (61)
Water: Less than 0.02% bv Karl Fischer titration Ultraviolet absorbance: Waveleneth. nq 278 300 325 350 400 fiaximuq Absorbance 1.000 0.020 0.010 0.005 0.005
Refractive index: 1.5006 f 0.0006 at 2' 0C Boiling range: 80-81'C Residue: Less than one mg/l Purity: Greater than 99.5% by gc analysis Substances darkened by sulfuric acid: Passes ACS test Color with hot sulfuric acid: Passes test (colorless) Thiophene: Passes ACS test (limit one mg/l) Electron capture gc: No residue peak greater than 4 ug/l as heptachlor epoxide
910
SPECIFICATIONS Water: Less than 0 . 0 5 % by Karl Fischer titration Ultraviolet absorbance: Waveleneth. nm
260 275
Maximwq Absorbance
1.000
300
350 400
Refractive index: 1.3970 k 0.0008 at 20'C Boiling range: 99-100C Residue: Less than five mg/l Purity: Greater than 98% by gc analysis
SPECIFICATIONS Water: Less than 0.05% by Karl Fischer titration Ultraviolet absorbance: Wavelensth. nm
254 275
300 350
400
Refractive index: 1.3937 2 0.0010 at 20'C Boiling range: 124-126C Residue: Less than five mg/l Purity: Greater than 99.0% by gc analysis
SPECIFICATIONS Water: Less than 0.03% by Karl Fischer titration Ultraviolet absorbance: Waveleneth. nm
215 225 250 275
300 Refractive index: 1.3990 0.0004 at 2O'C Boiling range: 117-118C Residue: Less than five mg/l Purity: Greater than 99.8% by gc analysis
911
SPECIFICATIONS Water: Less than 0.02% by Karl Fischer titration Ultraviolet absorbance : Wavelenuth. ne 220 225 250 300 400 Refractive index: 1.4017 ? 0.0008 at 20C Boiling range: 78-79C Residue: Less than one mg/l Chloride: Not detectable (limit 10 mg/l) Purity: Greater than 99.5% by gc analysis
Absorbance
1.000 0.300 0.010 0.005 0.005
Maximum
0 29
NIA
21 c1:
028
0 758
m mh (slrnlb n l
Bolllnp Polnl(
c):
553
NIA
1.8 0.80
I 594
77
I)oltlng POlnt ( C ) :
O W %
(continued)
912
Maximum
Refractive index: 1.4601 k 0.0003 at 20C Boiling range: 76-77C Residue: Less than one mg/l Purity: Greater than 99.9% by gc analysis Substances darkened by sulfuric acid: Passes ACS test Acidity: Not detectable (limit one mg/l as HC1) Chloride: Not detectable (limit 10 mg/l) Infrared absorbance: C - H and C-0 free. Shows no extraneous absorbance bands in the 3.1-3.6 and 5.6-6.0 micron ranges when observed in a 25 mm path length liquid cell.
Maximum
Absorban1.000 0.050 0.040 0.020 0.005
0072%
1.443
(continued)
913
119
"d
0 7 -
0 53
1.483
Soluble In Solvent:
Percent Water
0.072%
Packed under nitrogen Preservative: Amylene Water: Less than 0.028 by Karl Fischer titration Ultraviolet absorbance: 245 250 275 300 400
Maximun
Absorbance
1.000 0.300 0.005 0.005 0.005
Refractive index: 1.4457 t 0.0003 at 20'C Boiling range: 61-62'C Residue: Less than one mg/l Purity: Greater than 99.98 by gc analysis (excluding preservative) Suitability for use in dithizone tests: Passes ACS test Substances darkened by sulfuric acid: Passes ACS test Acidity: Not detectable (limit one mg/l as HCL) Chloride: Not detectable (limit 10 mg/l) Alkaline extraction: Absorbance'of aqueous alkaline extract not more than 0.10 at 240 run. Electron capture gc: No residue peaks greater than 10 ng/l as heptachlor epoxide
SPECIFlCATXONS
Packed under nitrogen Contains 18 ethanol. Preservative: Amylene Water: Less than 0.02% by Karl Fischer titration Ultraviolet absorbance: 250 275 300 400
0.300 0.005 0.005 0.005
Refractive index: 1.4447 f 0.0004 at 20'C Boiling range: 61-62'C Residue: Less than one mg/l Purity: Greater than 99.99 by gc analysis (excluding preservative) Suitability for use in dithizone tests: Passes ACS test Substances darkened by sulfuric acid: Passes ACS test Acidity: Not detectable (limit one m g / l as lIC1) Chloride: Not detectable (limit 10 mg/l) Alkaline extraction: Absorbance of aqueous alkaline extract not inore than 0.10 at 240 nm. 'Electron capture gc: No residue pesks greater than 10 ng/l as heptachlor epoxide.
914
Typical Ultraviolet S p e c t r u m
Phyrical Data
Eluotroplc Value, ( E ) (on Slllca): Polarlty Index (P ):
003 00
0 90
0 774
81
0012%
SPECIF1CATIONS (61) Water: Less than 0.01% by Karl Fischer titration Ultraviolet absorbance: Faveleneth. 200 225 250 300 400 Baximuq Absorbance 1.000 0.170 0.020 0.005 0.005
Refractive index: 1.4240 k 0.0020 at 2 ' OC Boiling range: 80-81'C Residue: Less than one mg/l Purity: Greater than 99.58 by gc analysis Electron capture gc: No residue peaks greater than 10 ng/l as heptachlor epoxide
SPECIFICATIONS
Water: Less than 0.01% by Karl Fischer titration Waveleneth. 200 215 225 300 400 Ultraviolet absorbance:
Meximwn
Absorbance 1.000 0.300 0.020 0.005 0.005
Refractive index: 1.4065 k 0.0005 at 2 ' 0C Boiling range: 49-5O'C Residue: Less than one mg/l Purity: Greater than 75% cyclopentane and 99% cyclopentane and saturated C5 hydrocarbons by gc analysis Electron capture gc: No residue peaks greater than 10 ng/l as heptachlor epoxide.
915
1306
1805
0396
Maximum
916
SPECIFICATIONS
Water: Less than 0.02% by Karl Fischer titration Ultraviolet absorbance:
Maximum
Waveleneth. nm 256 265 275 300 400 Refractive index: 1.384 It 0.0010 at 2 ' 0C Boiling range: 125-126'C Residue: Less than five mg/l Purity: Greater than 99.0% by gc analysis Absorbance 1.000 0.150 0.050 0.040 0.010
SPECIFICATIONS Packed under nitrogen Water: Less than 0.03% by Karl Fischer titration Ultraviolet absorbance: Waveleneth. nq 268 275 300 350 400 Maximwq Absorbance 1.000 0.300 0.080 0.005 0.005
Residue: Less than one mg/l Purity: Greater than 99.5% by glc analysis Gc impurities eluting before solvent: None greater than five mg/l
Residue: Less than two mg/l Purity: Greater than 99.9% by glc analysis Gc impurities eluting before solvent: None greater than five mg/l
917
SPECIFICATIONS Packed under nitrogen Water: Less than 0.04% by Karl Fischer titration Ultraviolet absorbance: Waveleneth. nm 268 275 300 350 400 Refractive index: 1.4775 5 0.0015 at 2' OC Residue: Less than one mg/l Purity: Greater than 99.5% by gc analysis
Maximum
Absorbance
1.000 0.500 0.200 0.020 0.005
SPECIFICATIONS
Packed under nitrogen Water: Less than 0.05% by Karl Fischer titration Ultraviolet absorbance: Waveleneth. nm 215 250 300 350 400 Refractive index: 1.4216 -+ 0.0010 at 2' 0C Boiling range: 101-102'C Residue: Less than one mg/l Purity: Greater than 99.9% by gc analysis Peroxides: Less than two mg/l as H202 at time of packaging
Maximwn
Absorbance
1.000 0.300 0.020 0.005 0.005
Physical Data
Eluotropic Vslue, ( E ) (on Slllcs): Polarlty Index (P'): Vlscoslty (cP, C): 25 Denslty (g/ml): Bolllng Polnt ( C): Percent Water
0 29
29
0 24
0 708
35
Soluble In Solvent:
Refrsctlve Index (25 C):
13% 1 350
1" 9
I ,m , , , , , , , , , , , , , , , , , .uI , , , ,
,50
IUI
lY)
Wweknqlh lNMl
918
Maxfmum
Phyulcal Data
Eluotroplc VeIue, (E ) (on Slllce):
0 45
43
043
0 900
77
9 8%
S P E C I F I W U Q B S (61) Water: Less than 0.03% by Karl Fischer titration Ultraviolet absorbance: Waveleneth. nq 256 275 300 325 350
Maximwn
Absorbance 1.000 0.050 0.030 0.005 0.005
0C Refractive index: 1.3721 f 0.0003 at 2' Boiling range: 77-78'C Residue: Less than one m g / l Purity: Greater than 99.5% by gc analysis. A special grade free of trace aldehyde, ketone, acid, and alcohol (less than 0.005A at 275 run) is available at extra cost. Electron capture gc: No residue peaks greater than 10 ng/l as heptachlor epoxide
919
Ketone Free
Purified for applications requiring solvent free of trace aldehyde, ketone, acid or alcohol.
SPECIFICATIONS
Water: Less than 0.05% bv Karl Fischer titration Ultraviolet absorbance: Waveleneth. 256 275 300
Absorbance
1.000 0.005 0.005
Maximwn
0C Refractive index: 1.3721 f 0.0003 at 2' Boiling range: 77-78'C Residue: Less than one mg/l Purity: Greater than 99.9% by gc analysis. Electron capture gc: No residue peaks greater than 10 ng/l as heptachlor epoxide. Color with sulfuric acid: Passes ACS test Substances ls!kdag perman=anate: Passes 24 hour test
Maximum
SPECIFICATIONS Packed under nitrogen Preservative: 2%,ethanol Water: Less than 0.03% by Karl Fischer titration Ultraviolet absorbance: Waveleneth. nm 215 250 275 300 400
Refractive Index: 1.3528 f 0.0005 at 2 ' 0C Boiling range: 34-35'C Residue: Less than one mg/l Purity: Greater than 99.9% by gc analysis (excluding preservative) Peroxides: Less than one mg/l as H202 at time of packaging Electron capture gc: No residue peaks greater than 10 ng/l as heptachlor epoxide
(continued)
920
l5mxLmm
Maximum
Absorbance 1.000 0.080 0.010 0.005 0.005
Refractive Index: 1.3521 ? 0.0005 at 20C Boiling range: 34-35C Residue: Less than one mg/l Purity: Greater than 99.9% by gc analysis Peroxides: Less than one mg/l as H202 at time of packaging Electron capture gc: No residue peaks greater than 10 ng/l as heptachlor epoxide.
000
02
040
0 684 98
Bolling Polnt
I C):
OOlWo
1385
(continued)
921
SPECIFICATIONS (61)
Water: Less than 0.01% by Karl Fischer titration Ultraviolet absorbance: Wavelenpth. nm 200 225 250 300 400 Maximum Absorbance 1.000 0.100 0.010 0.005 0.005
Refractive index: 1.3878 k 0.0006 at 20C Boiling range: 98-99'C Residue: Less than one mg/l Purity: Greater than 96% n-heptane and 99.9% n-heptane and saturated C7 hydrocarbons by gc analysis Electron capture gc: No residue peak greater than 4 ug/l of heptachlor epoxide.
Packed under nitrogen Water: Lass than 0.01% by Karl Fischer titration Ultraviolet absorbance: gavele190 200 250 300 400 Refractive index: 1.4340 ? 0.0006 at 2' 0C Residue: Less than five mg/l Purity: Greater than 99.9% by gc analysis
SPECIFICATIONS
Absorbance
1.000
0.500
Maximum
0.020
0.005 0.005
006
0.30
0 659 69
001%
1.372
(continued)
922
01
:I\
IU
Physical Data
Eluotroplc Value, ( L ) (on Slllca): Polarlty Index (P'): Vlicoiity (cP. 25 C): Denilty (olml):
Boiling Point ( C):
000
0 06
0 30
0 659
69
Percont Wator
Solublo In Solvent
ROlIDCtlve Indoa I25 C):
001%
1372
Physical Data
Eluotroplc Value, ( E ) (on Silica): Polarlty Indox (P ): Vlocoolty (CP, 25 C): Denoity (glrnl): Boiling Point ( C): Percent Water Soluble In Solvont:
,, ,,
11
0 00
006
0 30
0 659
69
001%
1 372
Water: Less than 0.01% by Karl Fischer titration Ultraviolet absorbance: Optical transparency is not controlled. For spectrophotometric applications use Hexane W. Refractive index: 1.3770 f 0.0020 at 2' 0C Boiling range: 6 8 - 6 9 C Residue: Less than one mg/l Benzene: Less than 10mg/l Purity: Greater than 85% n-hexane and 9 9 . 5 % n-hexane and saturated c 6 hydrocarbons by glc analysis. Electron capture gc: No residue peaks greater than 10 ng/l as heptachlor epoxide.
(continued)
923
SEECIFICATIONS
Water: Less than 0.01% by Karl Fischer titration Ultraviolet absorbance: Wavelenvth. 195 225 250 275
300
Absorbance
1.000 0.050 0.010 0.005
0.005
Maximum
Refractive index: 1.3770 ? 0.0020 at 2 ' 0C Residue: Less than one mg/l Benzene: Less than one mg/l Purity: Greater than 85% n-hexane and 99.9% n-hexane and saturated C6 hydrocarbons by glc analysis Electron capture gc: No residue peaks greater than 10 ng/l as heptachlor epoxide
4.70
0.802
108'
NIA
,$PECIPICATIONS (61) Water: Less than 0.05% bv Karl Fischer titration Ultraviolet absorbance: Wavelenuth. nq t 220 250 275
300 400
Maximum
Absorban1.000 0.050 0.030 0.020 0.010
Refractive index: 1.3959 ? 0.0011 at 2 ' 0C Boiling range: 108-109'C Residue: Less than five mg/l Purity: Greater than 99.08 by gc analysis
924
SPECIFICATIONS
Water: Less than 0.01% by Karl Fischer titration Ultraviolet absorbance:
Maximum
W a v e l e n u 215 225 250 300 400
Absorbance
1.000 0.100 0.020 0.005 0.005
Refractive index: 1.3915 ? 0.0008 at 20C Boiling range: 99-1OO'C Residue: Less than one mg/l Purity: Greater than 99.0% by gc analysis Halomethanes: Less than one ppb available on special order Electron capture gc: No residue peaks greater than 4 ug/l as heptachlor epoxide.
CATIONS Water: Less than 0.06% by Karl Fischer titration Ultraviolet absorbance:
Wavelength. nm 205 225
250
300 400
0.005 0.005
Refractive index: 1.3766 & 0.0006 at 2 ' 0C Boiling range: 82-83C Residue: Less than two mg/l Purity: Greater than 99.9% by gc analysis Electron capture gc: No residue peak greater than 4 ug/l as heptachlor epoxide.
SPECIFICATXONS
Water: Less than 0.01% by Karl Fischer titration Ultraviolet absorbance:
Maximum
Waveleneth. nq 205 225 250 300 400 Absorbance 1.000 0.160 0.020 0.005 0.005
Refractive index: 1.3766 k 0.0006 at 20.C Boiling range: 82-83'C Residue: Less than two mg/l Purity: Greater than 99.9% by gc analysis Electron capture gc: No residue peak greater than 4 ug/l as heptachlor epoxide.
925
0 73 66 0 54
0 791
65
Denrlty (g/ml):
Miscible
1326
E (61) Water: Less than 0.05%by Karl Fischer titration Ultraviolet absorbance: Waveleneth. 205 225 250 300 400
rn
0.005 0.005
Refractive index: 1.3284 ? 0.0004 at 20C Boiling range: 64-65C Residue: Less than one mg/l Purity: Greater than 99.9% by gc analysis Electron capture gc: No residue peaks greater than 10 ng/l as heptachlor epoxide. Purity by liquid chromatography: No UV absorbing peak greater than 0.005 absorbance unit (1 cm path length) a: 2 5 4 mi in a gradient ram 100% water t to 100% methanol on a 15 x 0.46 cm column with 5 uM 12-18 packing. No fluorescent peak greater than that equivalent to 20 pg of benzo(2)pyrene under the above conditions using 350 nm excitation, 4 5 0 nm emission.
SPECIFICATIONS(61)
Water: Less than 0.05% by Karl Fischer titration Refractive index: 1.3284 f 0.0004 at 2 0 C Boiling range: 64-65'C Residue: Less than one mg/l Purity: Greater than 99.9% by gc analysis Volatile Organics: Suitable for GC-MS analysis of volatile organics in water and soil/sedirnent samples according to the EPA purge and trap Methods 601, 624, and 8240 (2-Butanone: less than 10 ug/l).
926
SPECIFICATIONS
Packed under nitrogen Water: Less than 0.08% by Karl Fischer titration Ultraviolet absorbance:
Maximwn
Waveleneth. nm 210 250 275 300 400 Refractive index: 1.4020 f 0.0010 at 2 ' 0C Boiling range: 123-124'C Residue: Less than one mg/l Purity: Greater than 99.9% by gc analysis Suitability for use in ninhydrin assay: Passes test Peroxides: Less than two mg/l as H202 at time of packaging Absorbance I.000 0.130 0.030 0.005 0.005
SPECIFICATIONS
Packed under nitrogen Preservative: Available with or without 0.1% m-methoxyphenol Water: Less than 0.05% by Karl Fischer titration Ultraviolet absorbance: Maximum Wavelenvth. nm Absorbance 254 1.000 275 0.150 300 0.050 350 0.005 400 0.005
0C Refractive index: 1.4015 -+ 0.0010 at 2 ' Boiling range: 143-144'C Residue: Less than five mg/l Purity: Greater than 98% by gc analysis Peroxides: Less than two mg/l as H202 at time of packaging
SPECIFICATIONS Packed under nitrogen Water: Less than 0.02% by Karl Fischer titration Ultraviolet absorbance: Waveleneth. nm 210 225 250 300 400
Refractive index: 1.3690 k 0.0010at 20C Boiling range: 5 5 - 5 6 ' C Residue: Less than one mg/l Purity: Greater than 9 9 . 0 % by gc analysis Peroxide: Less than one mg/l as H20 Electron capture gc: No residue peais greater than 10 ng/l as heptachlor epoxide.
927
34 0 41
1327 40
c):
0 17%
1421
SPECIFICATIONS (61)
Preservative: Cyclohexene Water: Less than 0.01% by Karl Fischer titration Ultraviolet absorbance:
Maximum
Waveleneth. t q u 233 240 250 300 400
Absorbance
1.000 0.100 0.010 0.005 0.005
Refractive index: 1.4241 ? 0.0005 at 20C Boiling range: 40-41'C Residue: Less than one mg/l Acidity: Not detectable (limit one mg/l as HC1) Chloride: Not detectable (limit 10 mg/l) Purity: Greater than 99.9% by gc analysis Electron capture gc: No residue peaks greater than 10 ng/l as heptachlor epoxide.
0 39
45
0 38
0.805
80
234% 1 376
928
Table 16.64: (contlnued) CATIONS (61) Packed under nitrogen Water: Less than 0.05% by Karl Fischer titration
Waveleneth. 329 340 350 375 400 Refractive index: 1.3783 2 0.0007 at 2 ' 0C Boiling range: 79-8O'C Residue: Less than one mg/l Purity: Greater than 99.5% by gc analysis Absorb1.000 0.100 0.020 0.010
0.005
Maximum
SPECIFICATIONS
Packed under nitrogen Water: Less than 0.05% by Karl Fischer titration Ultraviolet absorbance : Waveleneth. nm 330 340 350 375 400 0C Refractive index: 1.4072 k 0.0005 at 2' Boiling range: 142-144'C Residue: Less than five mg/l Purity: Greater than 99.0% by gc analysis
Maximurn
Absorbance 1.000 0.100 0.050 0.010 0.005
SPECIFICATIONS Packed under nitrogen Water: Less than 0.05% by Karl Fischer titration Ultraviolet absorbance : Waveleneth. nm 334 340 350 375 400 Refractive index: 1.3954k 0.0006 at 2 ' 0C Boiling range: 115-116C Residue: Less than five mg/l Purity: Greater than 99.0% by gc analysis
929
SPECIF1CAT1ONS
Packed under nitrogen Water: Less than 0.05% by Karl Fischer titration Ultraviolet absorbance: Waveleneth. nm 331 340 350 375 400
Maximwn
Absorbance I.000 0.150 0.020 0.005 0.005
0C Refractive index: 1.3903 f 0.0008 at 2 ' Boiling range: 101-102'C Residue: Less than two mg/l Purity: Greater than 90.0% methyl n-propyl ketone and greater than 9 9 . 0 % methyl n-propyl ketone and methyl isobutyl ketone by gc analysis
SPECIFICATIONS
Packed under nitrogen Water: Less than 0.05% by Karl Fischer titration Ultraviolet absorbance:
Maximum
Wavelennth. m~ 285 300 325 350 400 Rofractive index: 1.4700 f 0.0020 at 20'C Purity: Greater than 99.5% by gc analysis Absorban= 1.000 0.500 0.100 0.030 0.010
Physical Data
Eluotroplc
OM)
00 022 0626
36
Donrlty (g/ml):
Bolllng Point ("C):
Porcont Water Solublo In Solwnt:
001%
1 355
930
Refractive index: 1.3576 f 0.0003 at 20C Boiling range: 35-37C Residue: Less than one mg/l Purity: Greater than 9 8 % n-pentane and 99.9% n-pentane and saturated C5 hydrocarbons by gc analysis Halomethanes: Less than one ppb available on special order Electron capture gc: No residue peaks greater than 10 ng/l as heptachlor epoxide.
SPECIFICATIONS Water: Less than 0.01% by Karl Fischer titration Ultraviolet absorbance: Optical transparency is not controlled. Typical ultraviolet absorption spectrum is shown for information only. Refractive index: 1.3650 f 0.0050 at 20C Boiling range: 30-6O'C Residue: Less than one mg/l Purity: Greater than 99% total pentane and hexane isomers by gc analysis Electron capture gc: No residue peaks greater than 10 ng/l as heptachlor epoxide.
931
43
19
0 785 82
Miscible
1384
Maximum Absorbance
1.000 0.500 0.050 0.005
400
0.005
Refractive index: 1 . 3 8 4 9 ? 0 . 0 0 0 8 at 20C Boiling range: 9 7 - 9 8 C Residue: Less than three mg/l Purity: Greater than 9 9 . 5 % by gc analysis
Refractive index: 1 . 4 2 1 2 2 0.0008 at 2 ' 0C Residue: Less than five mg/l Purity: Greater than 9 9 % by gc analysis
932
0.88 09 .8
1 1 5'
Miscible 1.507
SPECIFICATIONS (61)
Packed under nitrogen Water: Less than 0.05% by Karl Fischer titration Primary and secondary amines by ninhydrin test: Less than 10 ppm Refractive index: 1.5093 4 0.0008 at 20C Boiling range: 115-116C Residue: Less than two mg/l Purity: Greater than 99.8% by gc analysis
~~~~~~
046
0881
66
Miscible
(continued)
933
SPECIFICATXONS
Packed under nitrogen Preservative: 250 mg/l butylated hydroxytoluene. Water: Less than 0.03% by Karl Fischer titration Ultraviolet absorbance: Optical transparency is not controlled. photometric applications use Tetrahydrofuran W . 0C Refractive index: 1.4070 f 0.0005 at 2 ' Boiling range: 66-67C Purity: Greater t h a n 99.9% by gc analysis Peroxides: Less than two mg/l as H202 at time of packaging For spectro-
SPECIFICATIONS
Packed under nitrogen Water: Less than 0.03% by Karl Fischer titration Ultraviolet absorbance:
Maximwn
Waveleneth. pm 212 250 300 350 400 Refractive index: 1,4070 ? 0.0005 at 2 ' 0C Boiling range: 6 6 - 6 7 O C Residue: Less than one mg/l Purity: Greater than 99.9% by gc analysis Peroxides: Less than two mg/l as H202 at time of packaging
Absorbance
1.000 0.180 0.020 0.005
0.005
0.55
Donsky (g/ml):
Bolllng Polnt (Z):
0.867
1l ' o
Porcont Watar
0.046%
1.494
(continued1
934
SPECIFICATIONS (61) Water: Less than 0.03% by Karl Fischer titration Ultraviolet absorbance: Waveleneth. nm 284 300 325 350
400
Refractive index: 1.4967 f 0.0004 at 2' 0C Boiling range: 110-111C Residue: Less than one mg/l Benzene: Less than 500 mg/l Purity: Greater than 99.8% by gc analysis Electron capture gc: No residue peak greater than 4 ug/l as heptachlor epoxide.
-)
Phyrlcal Data
EluotrOplc Valuo, (E") (on Slllc.):
NIA NIA NIA
1.45 215"
0.02%
SPECIFICATIONS (61)
Water: Less than 0.01% by Karl Fischer titration Ultraviolet absorbance:
Maximum
Wavelene th. mn 308 310 350 375 400 Absorbance 1.000 0.500 0.050 0.010 0.005
Refractive index: 1.5716 2 0.0005 at 2' 0C Purity: Greater than 98.0% by gc analysis Particulate matter: Filtered through a 0.5 micron filter Residue: Less than 10 mg/l
935
P r e s e r v a t i v e : 1,2-Butylene oxide Water: Less t h a n 0.02% by Karl F i s c h e r t i t r a t i o n U l t r a v i o l e t absorbance: Waveleneth. ruq 273 300 325 350 400 R e f r a c t i v e index: 1.4767 ? 0.0008 a t 20'C B o i l i n g range: 86-87'C Residue: Less than one mg/l Acidity: Not d e t e c t a b l e ( l i m i t one mg/l a s HC1) Chloride: Not d e t e c t a b l e ( l i m i t 10 mg/l) P u r i t y : G r e a t e r than 99% by gc a n a l y s i s
SPECIFICATIONS
Physlcal Data
09
I>"
002
07
1:
2 00
04
157
48
"h
B:P
OJ
<It
Denslty (g/ml):
Bolllng Polnt ( C):
190 WI
NIA
1 2b7
02-
"0
1
I
2%
lu)
1 t 3%
., a
WM*nglh INWI
R e f r a c t i v e index: 1.3583 f 0.0003 a t 20C B o i l i n g range: 47-48C Residue: Less than one mg/l A c i d i t y : Not d e t e c t a b l e ( l i m i t one m g / l a s HC1) Chloride: Not d e t e c t a b l e ( l i m i t 10 mg/l) P u r i t y : G r e a t e r than 99.5% by gc a n a l y s i s I n f r a r e d absorbance: C - H f r e e . Shows no extraneous absorbance bands i n the 3 . 1 - 3 . 6 micron range when observed i n a 2 m p a t h l e n g t h l i q u i d c e l l . 5 m
936
Physical Data
Eluotropic Value, ( E ) (on SillcO): Polarity Index (P
VhCODity (CP. 25
N/A
1:
C):
NiA N/A
15.15
72 '1
OW."[
- * 7 /
Percent Water Soluble in Solvent:
MIS.(ttAe NIA
SPECIFICATIONS (611
Water: Less than 0.05% Ultraviolet absorbance (0.1% solution in water): Wavelength. 210 230
250
Absorbance
1.000 0.150 0.010 0.005
Maximwn
300
Purity: Greater than 99.9% by titration
0 690 99
Solublo In Solvent:
001 1%
937
Physical Data
Eluotroolc VaIuo, ( E ) (on Slllca): Polarlty Indox (P ): Vlacorlty (CP. 25%):
-~
>o 7:
102
0 8s
1 oi
I
0.002 AU
Donalty (g/ml):
T
10 0
N/
i 33
c ,
10
100%
20 minutoi
IATER
HIGH PURITY WATER(67) SPECIFICATIONS Ultraviolet absorbance: WavelenPth. nm 190 200 250 300 400 Maximum Absorbance
0.010
0.010
0.005
0.005 0.005
Refractive index: 1.3330 2 0.0010 at 20C Residue: Less than one mg/l Purity by liquid chromatography: No W absorbing peak greater than 0.001 absorbance unit (1 cm path length) at 254 nm, or 0.005 absorbance unit at 205 nm in a gradient from 100% water to 100% acetonitrile on a 15 x 0.46 cm C-18 column with 5 uM packing after an initial loading of 20 mL water. No fluorescent peak greater than that equivalent to 20 pg of benzo(g)pyrene under the above conditions using 350 nm excitation, 450 nm emission.
Refractive index: 1.5050 5 0.0010 at 20C Boiling range: 144-145'C Residue: Less than five mg/l Purity: Greater than 95.0% 2-xylene and 99.0% xylenes by gc analysis
Appendix-Comparative
Name HATER METHANOL ACETUN1 l * l L E ETHYLENIMlNE ACETALOEMYOC FORMAMIOt F ~ R 1C - AL I M o ETHANOL ACRYLONITSILE 1.2-bUTAUlENE 2-BUrYNE PROPlONI W I L E PROPlONITHILE ACROLEIN PROPARGYL ALCOHOL ALLYLAMWi ACETONE ACETONE ALLYL ALCOHOL 2-PROPENL-1-OL PROPlONALOEHYOE PROPYLENL OXIDE N-ME FOR4AMlOE ISOPHOPYLAMINE N-PROPYLAMINE ACETIC ACID METHYL FJHHATE ETHYLENEJIAMINE PROPANOL-1 PROPANOL-1 PWOPANOL-2 NITROMETHANE 2-AMlNOErHANOL 1.2-ETHAPlLOIOL ETHANETHIJL METHYLSULFIOE CHLDKOETHANE 3-BU-ENEUlT2ILE TRANS-CROTONONITI?lLE METHYLACcYLONITRILE PYRROLE FORPI. 1 m 3-PENTkJIENE isoPtiENE 1.2-PENTAOIENE lv4-PENTAUIENE 2.3-PENTAUIENE LllllYHONITRILE
ehYlcONi T I ? i i E
wt.
Density 0.9971 3.7866 2.7766 Jsd320 0.7780 1.1334 1.21*1 G.7850 0.8004 0.6760 0.6910 0.7818 0.7768 0.8389 0.9450 C.7629 Us7900 5.7844 0.8540 6.6421 0.7912 0.8287 0 * 9988 0.0821 0.7173 1 0492 0.Y742 0.8859
DieIec. Constant 78.54 32.711 37.50 i8.m 21.10 lOY.00 58.53 24.55 33.00 0.0 0.0 27.20 27.20 0.0 24.50 0.0 20.78 20.70 6.0 21.60 18-59 0.0 1ti2.40 5.45 5.31 6.15 8.50 i2.w 20.33 20.33 19.92 35.87 37.72
List
No.
1 2 3 4 5 6 7
8
53.06
54.09 54.09 55.08 55.08 56.06 56.06 57.10 58.05 58.08 58.08 5b.08 58.08 58.08 59.07 59.11 59.11 60.05 60.05 60.10 60.10 60.10 60.10 61.04 61.08 62.07 62.13 63.13 64.52 67.09 67.09 67.09 67.09 68.08 68.11 68.13 60.13 68-13 68.13 69.11 69.11 69.11 70.05 70.09 70.13 70.13 70.13 70.13 70.13 70.14 70.14 71.08 71.08 71.08 71.12 72.06 72.06 72.11 72.11 72.11 72.11 72.11 72.11 72.11 72.11 72.11 72.11 72.11 72.12 72.15 72.15 72.15 73.10 73.12 73.12 73.14 73.14
0. 0. 0. 0. 0.
0. 760.
0.
0.
0. 0. 0.
0. 0.
h4.7 8l.h 57.0 20.4 210.5 190.6 78.3 77.3 10.9 27.0 97.4 97.4 52.7 113.6 53.3 56.3 56.3
3. 00
ISOdUTYRONlTRlLE PROPYNOIC ACID CROTONALOEHYOE CYCLOPENTANE 1-PEWTENL 2-PENTENt CIS-2-PEUTENE TQANS-2-PLNTENE 2-METHYL-1-BUTENE 2-METHYL-2-BUTENE 2-CYANOETHANOL 3-HYOROXV PROPIONITRILE LACTONITHILE PYRROL I O IN ACRYLIC A C I O PROPIOLALTONE ALLYL METHYL-ETHER 2-BUTANONE
BUTAN AN ONE
2-BUTENEUL-1 ( C I S ) 1.2-UUTYLCNE OXIUE BUTYHALDLHYOE ISO-bUTYdALOEHYDE ETHYLVINYL ETHER METHALLYL ALCOHOL TETRAHYD*OFURAN TETRIHYOWFUWAN. 1.2-LPOXY-2-HE PNOPANE ~ I Z - U I M E ~ H Y LPROPANE 2-METHYL dUTANE PENTANE NN-OIMET?IYLFORMAMIDE METHYL I>UTHlOCYANArE METHYL THIOCYANATE SEC-WTYL AMINE IO) SEC-dUTYL AMINE IOLI
25.0 20.0 25.0 25.0 20.0 20.0 20.0 30.0 0.8038 20.0 0.7998 25.0 0.7854 20.0 25.0 1.1312 25.0 1.0116 1.1135 20.0 0.8301 20.0 25.0 0.8423 20.0 0.Y039 20.0 0.d329 20.0 0.8239 20.0 0.8001 3.9699 21.0 0.9378 20.0 0.6830 8.0 20.0 0.6810 20.0 3.6926 0.6608 20.0 20.0 0.6950 0.7954 15.0 0.7865 25.0 0 . 7656 25.0 20.0 1.1380 20.0 0.8516 9.7454 0.0 0.6405 20.0 20.0 0.6545 0 * 6556 20.0 0 6482 20.0 20.0 0.6504 J ~ 6 6 2 3 20.0 1.0404 25.0 1.0588 20.0 0.9877 20.0 5.8520 22.0 1.0511 20.0 1* 1460 20.0 25.0 0.7610 0.8049 20.0 0.7997 25.0 5.8540 20.0 0.8297 20.0 20.0 0.8016 0.78Y1 20.0 20.0 0.7531 3.8574 19.0 0.8892 20.0 .I. 88 11 25.0 0.8650 0.0 20.0 5.6135 0.0 0.6197 0.6262 20.0 0.9440 25.0 1.0691 3. 70 1.0678 25.0 20.0 5.7240 0.7271 17.0
0. 0. 0. 0.
0.
Y7.S
97.1 48.0 33.9 182.5 32.4 48.5 117.9 31.5 117.3 47.2 97.2 82.3 1c1.2 170.0 197.3 35. J 37.3
-83.0
16.7 -99.0 11.3 -126.2 -126.2
-88.0
i.3830
1.3793 1.3378 1.3874 0.0 1.4240 1.4058 1.4270 1.4224 1.4131 ~. 1.3786 1.3788 1.3764 1.4342. . 1.3840 1.3791 1.3727 1.3754 1.4255 1.4050 1.4050 1.3712 1.3476 1.3537 1.3579 1.4282 1.5258 1.4669 1.3440 1.3950
-28.5 10.5 -13.2 -144.4 -98.3 -136.4 44.0 -51.5 -35.8 -,?3.4 0.0 0.0 -146.0 -137.3 -148.3 -125.7 -111.9 -111.9 -71.5 18.0 -76.5 -93.8 -165.2 -138.0 -151.4 -140.2 -137.6 -133.8
-46.0
0. 0. 0. 0. 0. 0. 0. 0. 0.
0.
9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29
30
31 32
33
34 35 36 37
313
0. 760. 11.
0.
3.1 771
0.0 6.20 Y.45 0.0 0.0 0.0 n.13 2.94 0.0 2.10 0.0 0.0 0.0
1. 23
119.0 120.5 YO.3 I2Y.O 31.4 41.R 34.0 44.0 0.0 48.3 117.9 117.9 103.Y 144.G 104.1 49.3
760.
760.
0.
0.
0.
0.
760.
0. 0. 0. 0. 0. 0. 0. 0. 0.
0. 760.
20.30
20.30 20.40
0.0 0.0
30.0
36.7 36.9
3. b*
1-96 2.02
0.0 -40.0
0.0
760. 0. 760.
_ ~ _
13.5 -33.4 0.0 -86.7 -R6.7 -8Y.4 ~ -150.0 -96.4 -65.0 -115.8 0.0 -108.5 -108.5 0.0 -20.0 -159.9 -12'4.7 -60.4 36.0 -5.1 -104.5 -72.0
0. 0. 0. 0. 0. 0. 0. 760. 0. 0. 0. 0. 0.
0.
0.0 0.0
0.0
39 40 41 42 43 44 45 46 *7 48 49 50 51 52 53 54 55 56 57 58 59 60 61 62
63.7
74.6 64.1 35.7 114.5 66.0
66.0
0.
760. 0.
0.0 0.0 0.0 G.0 18.51 18.52 0.0 6.0 13.4@ 0.0 0.0 0.0 7.50 7.58 0.0
0.0
63
64 65 66
67 68
69 70 71 72
73
74 75 76 77 78 79 80 81 82
0.0 0.0
0.0
83
84 85
or 0.0.
(continued)
938
939
Name
N-BUTYLAMINE SEC-OUTYLAMINE OIETrIYLAUlNE ISOijdTYLIHINE TERT-ijUTYLAMINE OIOXULANE ETrIYL~FO~~ATE HYOROXY ACETONE 3-HYdrlOXYPROPYLENEO*IDE METHYL ALLTATE PROPANOIC A C I O 1-8UlAN0~ 1-BUTANOL 2-BUTANOL OIETMYL rTnEn ETHYL E T n t R 2-METHYL-1-PROPANOL 2-METHYL-?-PROPANOL METHYL PHUPYL E T r l i R TENT IjUTYL ALCOHJL 1*2-PROPAkEDIAMINE NITROETUANE I-AMlNO-d-PROPANOL 3-AMINO-L-PROPANUL 2-METHOXYETHANOL METHYLAL 1.2-PROPAYEOIOL 1.3-PROPANEOIOL CARBON OI5ULFIOE 1-PROPANL THIOL 2-PROPANL THIOL 3-CnLOROrHOPENE CIS-PROPLNYL CnLUwIDE TRANS-PROPENYL CHLOHlOE HENZENE BENZLNE 0 IMETHYLWLFOXIOt E~UANOL; I - ~ M I O L - ~ ACETYL C-LORIOE I-CHcORO*UOPANE 2-CULOROrFlOPANE 2-CHLOROPROPANE PYR I U INE PYRIOAZIAE PYRI'4IOIXut 2-CHLOROLTHANOL I-METHYL PYRROLE i-uETnYL M AOE I DZ L I CYCLUnEhtNE lr5-MEXAblENE N-ME-ALANINE NITHILE VALE4ONIlRILE CYG~PENTAN~NE THIOPHENL CYCLOHEX AN
Mol.
Wt.
73.14 73.14 73.14 73.14 73.14 74.08 74-06 74. on 74.08 74.08 74.08 74.12 74.12 74.12 I4.12 74.12 76-12 76-12 74.12 76-12 74.13 15.07 75.11 75.11 76.10 76-10
7O.lG
Density
0.7366 5.7266 0.7070 3.7346 4.0908 1.0600 3.9289 1.0824 1.1110 0.5342 0.5880 6.8097
Temp.
25.0 23.0
Refract. Index
1.3987 I . 3934 1.3854 1.3972 1.3761 1.3974 I . 3625 1.4295 1.4350 1.3614 1.3843 1.3993 1.3973 1.3950 1.3526 1.3495 1.3939 I .397n 1.3579 1.3878 1.4492 1.3097 1.6500 1.4570 1;4002 1.3563 1.4329 1.4396 1.6319 1.4~0 1.4255 1.4181 1.4055 I .4054 1.5011 1.4979 1.4773 1.4996 389.9 1.3879 1.3777 1.3711 1.5075 1.5231 0.0 1.4438 1.4899 1.4924 1.4438 1.4044 1.4312 1.3951 1.9366 1.5289 1.4262 1.4235 1.3850 1.4096 1.4211 1.3996 1.4860 1.4525 1.3980
Dielec.
Constant
List No.
86
87 88 89 96
0.
0.
0.0
-4Y.8 -84.6 -75.7 -95.0
20.0
26.0 25.0 20.0
0. 0. 0.
765. 0. 0.
15.0 20.0
22.0 20.0 25.0 20.0 25.0 25.0 20.0 25.0 75.0
-79.4
-17.0 0.0 -9b.l -20.7
0. 0.
0. 0. 0.
-8n.h
-80.6 -114.7 -1lb.2 -116.3 -108.0 25.5
0.aOb0
U.8026 0.7138 0.7076 J.7978 0 7808 . 0.7380 5.7887 3 . 0584 1.0446 3.9730 0.9824 0.9602 0.6665 1 0362 1 .OS38 1.2700 0.8411 0.0143 3.9442 0.9347 4.9350 U.87YO 4.8737 1.0958 1.1143 1.1050 0.8909 5.0117 0.b491 0.Y782 1.1035
0.
760. 0.
77.4 62.5 55.5 67.7 44.4 78.1) 54.1 145.5 166.5 56.3 140.d 117.7 117.7 99.6 34.5
48 .8 0.0
3.58 4.43
0.0 0.0
7.16
91
92 93 94 95 96 97 98 99
'
0.0
0.0
6.69 3.44 17.51 17.51 16.56 4.34 4.34 17.93 1.77
100
101 102
34.5
107.7 82.2 38.9 n2.2 120.5 114.1 160.0 187.0 124.6 42.3 187.h 214.4 4b.2 67.5 52.6 45. I 32.8 37.4
0.
0. 760. 0. 760.
25.0
20.0
103
104 105 106 107 108 109 110 111 112 113
0.0
25.5 0.0 -89.5 -1.0 11.0 -85.1 -105.2 -60.0 -26.7
6.0
1.77 0.0 28.Oh
20.0
25.0
?. 50
18.0
26.0 25.0 15.0
0.
750. 756.
0.0 0.0
16.93 2.65
76.10 76-14 76.17 76.17 76-52 76.53 76.53 18.12 78.12 76-13 78.13 78.5G 78.54 78.54 78.54 79.10 80.09 80.09 80.52 01.11
0. 0.
0.
20.0
20.0
32.00
35.00 2.64 6.0
15.0
-111.6
-113.3 -130.5 -134.5 -134.9 -99.0 5.5
0. 0.
760. 760.
114
115 116 117 118 119 120 121
20.0
20.0 15.0 20.0 20.0
0.0
0.
760. 7bO. 0. 0.
8-20
0.0 0.0
2.29 2.2R 46-68 0.0 15.0@ 7.73 9.02 9.82 12.40 0.0 0.0 25.8C
2P.O
25.0
uo.
55 .
18.5
25.0
0.0 20.0
20.0
20.0
I.
0.
13.
u.0 -112.0
-12t.n -117.2 -117.2 -41.6 -8.0 2C.0 -67.5
0.
n.
0.
0. 0. 0.
30.0
25.0 23.0 0.0 20.0 15.0 21.0 25.0
0.0
1.2019 0.9145 1.6325 0.8061 0.6923 0.6992 5.7950 0.9509 1.0649 0.7786 3.7739 0 . b6bS 3.7489 1.3148 0.5320 1.1070 0.8616 0.9498 1.0267 1.1256 1.0153 0.9547 3.9312 0.7597 2.8124 0.8095 0.6395 3.8772 0.7927 0.8095 0.6492 0.6616 0.6548 3 b594 .
0. 0.
748.
0.0
-6.0 -103.5 -141.0 0.0 -96.2 -51.3 -38.2 6.6 6.6 -13Y.8 -142.4 -95. 1 -190.0 25.0
82.10
d2.15 82.15
0.0
70.0 25.0 0.0 20.0 20.0 2s.o 25.0
0. 0. 0.
22.
63-11
83.13 04.11 84.14 04.16 84-16 04.16 a4.16 84.93 05.11
0. 0.
0.
1-HE &EYE
METHYL CYCLOPEYTANE DICHLOROULTHANE ACETUNE CYANOUYOUIN 2-PYRROLIUINONE PIPEC(I01hi ALLYL FOrtMbTE C1S-2-8dTLNOIC A C I O 8UTYkOLALTOhE METH4CRYLlC ACID MET'IYL A L Y Y L A T E VIN(L ACCIATE ALLfL E T W L Eintr( 2-PE\TANU\E 3-PE "TbNUNE I-PEdTENt -3-OL TETRAHYUnOPYRAk 1171-*E ALETALDCMYOE VbLE,~ALDLnYOE 2.2-JIMElHYL 0UlAhE 2.3-UIMEIMYL H U l h N ~ HEXAhE UEXA'IE z-nETniL P E N T ~ N E 3-METHYL I'ENTANE N.N-uI*EYCETAMIDE N-ME PffOPfWblIDE MORPHOLINL ETHYL ISUTHlOCYANAlL
0. 0. 0.
0.
20.0
25.0 19.0 25.0 2. G O
0.
0.
90.1 1B9.b 55.0 51.5 46.6 35.7 35.7 115.3 208.O 123.7 120.6 114.5 198.0 83.0 60.0 82.0 141.3 130.7 84.2 R0.7 80.7 63.5 72.1 39.8
122
123 124 125 126 127 128 129 130 131 132
0.0 0.0
2.22
133
134 135 136 137
0.0 0.0
19.71
0.0
2.71 2.02 2.02 2.05 1.98 8.93
138
139 140 141 142 143 144 145 146 147 148 149 150 151 152 153 154 155 156 157 158 159 160
82.0
245.0 106.4 83.0 lh9.3
85.11
0s.15 (16.09 d6.09 86.09 86.09 0b.09
0.
0.
-10.5
0.0 15.5 -43.5 15.0 -75.0 -92.8
1. 80
20.0 25.0 20.0
0.
760. 760.
1.6483
1.4348 1.4314 1.4117 1.3959 1.3861 1.3895 1.3900 1.4183 1.4195 1.3791 1.3944 1.3657 1.3749 1.3723 1.3749 1.3714 1.3765 1.4356 1.4345 1.4573 1.5130
204.6
160.5 80.2 72.5 0.0 102.u io2.e 115.0
760.
1n.o
20.0 25.0 15.0 P5.0 22.0 25. 0 17.0 20.0
86.03 8b.13
86.13 86.13 86.13 8b.13 46-13
64.0
-77.8 -39.0
0. 0. 0. 0.
0.
0.0 0.0
0.0
0.0 0.0
17.00
0.0
-45.0
b0 .
-91.5 -99.9 -128.5 -95.3 -95.3 -153.7 0.0
d6.13
nb.17 86.17 86.17 80.17 86.17 80.17 (17.12
0.0 0.0
2. 50 0.0
0.0 0.0
G.6532
5.6643 0.5366 5.9305 1.0050 0.9990
2. 50
25.0 25.0 20.0
-20.0
-30.9
87.12
a7.12 d7.14
-3.1
-5.9
0. 0. 0. 0. 0. 0. 0. 0. 0. 0. 0. 0. 0.
760.
0.0
5.61
8.: 01
75.0 102.5 49.7 57.3 68.7 68.7
0.0 10.00
41.0
161
162 163 164 165 166 167 168 169 170
0.0
1.89 1.89
60.3 63.3
166.1 148.3 128.9 131.5
0.0
(continued)
940
Name
1-AMINOPCNTANE ETHYLENt LARBONATE PYRROL INC PYRUVIC 4 C l O ALDOL CIS-L-8VltNL-14-UlOL TRN-2-MUltNE-14-lJlOL BI~TY*IC nclu 1.3-UlUXANE
Density
P . 7547 1.3208 1.2277 1.2272 1.1030 1.07*0 1-06b5 1.9532 1.3042 1.0200 o.vn06 0.8946 0.9682 0.9151 0.9111
Temp.
20.0 25.0
0.0 20.0 20.0 20.0 20.0 25.0 20.0 25.0 20.0 25.0 ?O.O 20.0 15.0 15.0 0.0
Refract. Index
1.4118 1.4250 1.4138 1e 4 2 6 0 I .4497 1.4793 1.4779 1.3958 1.4165 1.4203 1.3724 1.3698
Dielec. Constant
0.0
YY.60 0.0
List
NO.
n.
104.4
E3A.O
115.0
0.
760. 12. 0. 0. 0. 755.
0.0
0.0 132.1) 163.3 1os.u 101.3 77.1 77.1 154.7 78.1 80.8 141.3 63.b 128.7 130.5 102.5 111.5 71.0 137.8 119.n 115.3 120.5 131.2 120.3 178.0 159.5 134.9 lh9.7
0.0 0.0
2.97 0.0 2.21 6.02 6.02 2.73
P-DIO~ANL
0.
0. 0. 0. 0. 0.
ETHYL ACETATE ETHYL ACETATE ISOdUTYRlC ACID METHYLPRuPIONATE PHOPYL FuYMATE VALEdONITHILE ETHYL-N-P'dOPYL ETHER 2-METHYL-1-BUTANOL 3-METHYL-1-BUTANUL 2-METHYL-2-BUTANUL 3-METHYL-2-BUTANOL METHYL-N-BUTYL ETHEY 1-PENTANOL 2-PEkTANUL 3-PENTANUL TETRAHYD.1OTHlOPHENE 1-NITROPROPANE 2-NITROPRUPANL 2-AMINO-I-BUTANOL 3-AMlYO-2-BUTANOL DIMETHYL ETHANOLAHlNE 2-ETHYLAMlNOETHANOL 3-CHLORO?UOPlONlT~lLE DIMETHYL CARBONATE LACTlC A C l O OL HETHOXYACETIC ACID METHVL GLYCOLATE 1 .2-8UTAl*tOlOL 1.3-auTA'*~OIOL 1.4-8UTANtDlO; 2.3-BUTANEDIOL 1.2-OIMETHDXYETHARE 2-ETHOXYETHANOL 1-METHOIVPUOPANOL-2 1-METHOXYPROPANOL-2 1-BUTANETHIOL ETHYL SULI IOE CIS-I-CL-1-WTENE TRANS-1-CL-1-HUTkNE 2-CHLORO-1-0UTENt 3-CHLORO-l-0UTENE 4-CHLORO-1-BUTENt CIS-I-CL-C-BUTENt TRANS-l-CL-2-8UTtNE CIS-2-CL-2-BUTENE TUANS-2-LL-2-HUTtYL l-CL-2-ME-PROPEk~-l 3-CL-2-ML-PUOPENE-1 2-NITROETHANOL-1 1.2id-PROPANETRIUL TOLUiNE TOLUCYE CHLOI4OACElONE EPICHLOROHYDRIN TERT-BUTTL CHLORIDE 1-CHLORDBUTANE 2-CHLORDUUTANE l-CL-2-METHYLPROPANE 2-CL-2-MtTHYLPROPANk ANILINE 2-METHYLPfRIDlNE 3-METHYLCYRIDINE GLUT4RONI W I L E PYENUL 1~2-UIHYU*OTOl.UENE 1-CHLORO-L-PROPANOL 3-CHLORO-1-PROPANOL PYRROLE-2-CARBOXALDEhYDE 2.5-OIME-PYRROLE 1-ETHYL-PYRROLE I.4-PYRONE kFUHALDE h Y DE FLUDAOBEUZENE ~ . ~ - O I M E T H Y L FUUAN 2.4-HEPTADIENE
1.3930
1.377'4 1.3750 1.3991 1.3695 1.4087 1.4052 1.4024 1.4075 1.3736 1.4079
55 .0
7.72 19.71
0.8034
0.7330 C.8152 *25.0 J.8071 25.0 0.8050 25.0 5.t)13H 25.0 0 . I443 0.0 5.8115 25.0 3.dOS4 25.0 25.0 0.8160 25.0 0.9938 25.0 1.9961 o.sn29 25.0 w.io dY.14 20.0 J.9162 3.4299 09.14 25.0 d9.14 0.8866 20.0 d9.14 5.9140 20.0 1.1375 dY.53 0.0 1.0694 YO.08 20.0 YO.08 I 02060 25.0 1.1768 20.0 YO 0 8 l.lh77 18.0 90. 0 8 1.0059 20.0 90.12 20.0 Y0.12 1.0053 Y0.12 1.0171 20.0 0.Y8!2 20.0 90.12 3.0629 20.0 90.12 0.9252 Y0.12 ?. 50 3.9620 20.0 90.12 90.12 n.5620 20.0 0.8416 90.19 20.0 0.8312 25.0 99.lY 5.9153 90.55 15.0 Y0.55 0.Y205 15.0 Y0.55 0.9107 15.0 8.8978 20.0 90.55 0.9211 20.0 90.55 0.9426 20.0 90.55 0.Y295 90.55 20.0 J.Y239 90.55 20.0 0.9138 90.55 20.0 10.0 0 9250 90.55 Y0.55 20.0 0.9250 Y1.07 15.0 1.2700 1.2613 92.1c 20.0 Y2.14 0.8669 70.0 Y L . 14 0.a623 25.0 92.53 20.0 1.1500 92.53 1.1807 20.0 YL.57 0.8420 20.0 9 2 - 5 7 0.8862 70.0 0.8732 YL.57 20.0 Y2.57 3.d773 20.0 92.57 20.0 0.8420 93.13 20.0 1.0217 3.9497 93.13 15.0 93.13 15.0 3.9613 94.12 15.0 11.9911 41.0 1.0576 94.12 Y4.16 3.8354 0.0 Y4.54 1.1100 20.0 Y 4 .54 1.1309 0.0 16.0 95.10 0.0 95.14 J .5353 20.0 95.15 20.0 0.9009 96-08 1* 1900 0.0 96.09 i.isye 20.0 1e0309 96.10 15.0 96.14 J.8883 20.0 96.17 0.7384 0.0
0. 0.
760. 60. 0.
0.0
14.70 14.7C 5.R2 0.0
-8.8
0.0 -115.5 -76.2 0.0
3.
0. 0.
0.0
13.90 13.82 13.02 0.0 23.24 25.52
I .4044
1.4079 1.5257 1.3996 I 3924 1.4489 1.4502
0.0
-96.2 -104.0 -91.3
0. 0.
0. 0.
0.
0. 745. 760. 760. 0.
0.
-2.9
19.0 0.0
-Y.O
0.0 0.0
0.0 0.0
1.4300
1.4440 1.4380 I .3687 1.4392 1.4168 0.0 1.4375 1.4410 1.6460 1.4306 I . 3796 1.4057 1.4070 1.4070 1.4429 1.4402 1.4194 1.4225 1.4115 1.414Y 1.4233 1.4390 1.4350 1.4240 1.4190 1.4221 1.4270 I .443n 1.4746 1.4969 1.4941 0.0 1.4380 1.3857 1.4021 1.3971 1.3980 1.3857 1.5863 1.5029 1.5043 1.4295 1.5420 1.4763 1.4392 1.4450 1.5939 1.5025 1.4841 1.5230 1.5261 I .4664 1.4363 1.4578
0.0 3.0
18.0 0.0 0.0 0.0 77.0 20.1 34.0 -58.0 -$O.G
5n.r 90.5
11Y.O ?13.0 151.1 193.5 207.5 235.P 181.0
0.
0.
0.
0.0
0.0 -115.7 -103.Y 0.0
0.0 0.0
0.0
0.0 0.0
0.0 -117.3 -105.8
0.0 0.0
-80.0 10.2 -94.9 -94.9
760. 760. 0. 0. 0. 0. 0. 760. 760. 760. 766. 773. 758. 752. 760. 760. 775.
83.5
135.6 llh.3 118.3 vn.4 92.1 63.5 68.0 58.7 64.5 75.0 84.1 84.U 70.6 628.0 68.0 72.0 194.C
0.0
29.60
0.0 C.0
5.07 5.72
0.0 0.0
0.0
0.0
0.0
0.0
0.
765. 0. 0. 0. 0. 0. 760.
290.0
110.6 110.6 119.0. .~ 116.1 52.0 70.4 68.3 68.8 50.7 184.4 128.8 143.5 266.0 181.d 110.3 126.5 161.5 218.0 171.E 164.E 216.0 16i.n 84.7 93.5 1on.o
171 172 173 174 175 170 177 178 179 180 1n1 182 183 184 185 186 187 188 189 190 191 1Y2 193 194 195 196 197 198 199 200 201 202 203 204 205 206 20 7 208 20Y 210 211 212 213 214 215 216 217 21R 219 220 22 1 222 223 224 225 226 227 220 229 230 231 232
-44.5
-57.2 -25.4 -123.1 -140.5 -130.3 -25.4 -6.0
233
2 34 235 236 237 230
n.
0.0 7.39
7.09
0. 0.
0.
64 .9
9.96 6.89 9.AO 9.80
239
240
0.
0.0 0.0
-29.0 40.9 0.0
0.
0. 0. 0.
24 1
242 243 244
0.0
9.78
0.
762.
0.
0. 765.
0.
742.
3. 25
-36.5 -4L.2 -61.8
0.
0. 760. 0.
0.0
0.0 0.0 0.0 0.0 0.0 0.0 0.0 30.00 0.0 0.0 0.0
245
246 247 248 249 250 2s 1
252
253 254
255
(continued)
941
Name
I-HEwTYNt I.I-UICHLOROETHYLENE CIS-II~-~ICLETHYLENE TRANZlrZbICLETHYLENE CIPRONITAILE 4-MEVALEhONITRILE FURFURYL ALCO-OL 2-HETHO*Y FURAN PROPARGfL ACETATE PYOPASGYL ACETATE 3.4-JIMETdYL FUAAZAN ALLYL ACLIONE ALLYL ETHLR -~ CICLOHEXAbONE MESIIYL UAIOE 2-METHYLlnIOP~ENE 3-METHYLTHIOPHENE METHYL CYCLOHEXANE I-HEPTENc 1.1-U1CdLO90ETHANE
Mol. Wt.
Yb.17 96.94 '46.94 96-96 Y7.16 97-16 Yb.10 9u. 10 98.16 9b.lC Y6.11 YO. 14 96.15 98.15 98.15 Y8.17 91.17 98.18 9u. 19 Yb.96 98.96 99.0Y 99-13 59.13 99.16 99.17 99.18 99.18
Density
0 . 7338
Temp.
20.0 23.0 20.0 20.0 20.0 25.0 30.0 25.0
Refract. Index
1.4054 1.4247 1.4490 1.4462 1.4069 1.4040 1.4801 1.4468 1.4167 1.4187 1.4237 1.4917 1.4141 1.4520
List No.
256 257 258 259
l(10.3
31.6 60.6 47.7 163.6
1.2132
I ,2837 1.2547
0.8052
9.7993
-51.1
-2Y.O 9.0
1.1238
1.0646 0.0982 0.3992
0. 3. 0. 3 . 0. J.
0.
260
26 1 262 263 264 265 266 267
154.0
170.1 110.5 121.5
2. 00
tO.0
14.0
0.0 0.0
-7.0
0.
744.
1.052R
3.8470 O.dOO6 C.Y510 0.8653 1.0193
0.0
0.0
0.0
0.
9.
25.0
25.0 20.0 20.0
20.0 0.0
-32.1
-52.9 -63.4 -6Y.O
0.
760. 760. 760.
1.4440
1.5253 1.5204 1.4231 1.3998 1.4138 1.4421 1.4166 1.4680 1.4680 1.5306 1.4355 1.4592
1.0218
0.7654 C.6970 1.1680 1.2458
-126.6
-116.9 -97.0 -35.7 -13.1 -24.4 -24.4
0.
700. 0.
20.0
25.0 25.0 25.0
25.0
n.
0
1.1225
1.0279 1.0279 1.0126 0.8159 0.8671 O.WY7 0.9280 0.9234 0.Y433
I-ME-2-PTROLIDONE ALLYLISOIHIOCVANATE N-HETHYL PIPERIOINE CYCLOHEXYLAMINE 2r4-UIME-PYW?OLIUINE ALLYL ACLIATE ETHYL A C W L A T E METHYLWETHACRYLATE 2.3 PENTAVEDIONE 2 1 4 PENTIYEOIONE GAHHA-VALCYOLACTONE CICLOHUT-CARiOAYLIC ACID BUTYLVIN~LE T H E R C*CL~*EX*NOL 2-HE hANO'.E METHYL-1-HUTYL KETONE 3-HE-2-PEYTANONE 4-MEIHYL-L-PENTANONE HEPTANE HEPTUNE 2-METHYL HEXANE 3-METHYL HEXANE 2.3-UIWElHYL PENTANE 2.4-UIHETHYL PENTANE 3.3-OIHEIHYL PENTANE 2.2*3-TRIrETHYLBUTANE N-METHYLHURPHOL IN DIlSOPROrYLAMINE DIPROPYLAHINE TRIETHYLAMINE ACE1 I C AdrlYDRIDE 4-ME THY L JIOXOL AN BUTYL FOKMATE ETHYL PRdPIONATE E i n r L PROPIONATE 1508L)TYL FORMATE ISOPKOPYL ACETATE ISOVALERIC ACID METHYL-N-UUTYRATE 4-ME-I.3-DIOXANE PROPYL ALCTATE T E T R A - H FURFURYL ALC VALEYIC ACID 8UTYL ETdYL ETHEd 2-ETHYL-l-BUTANOL I-HEAANOL ISOPIlOPYL ETHER 2-METHYL-2-PENTANOL 3-METHYL-2-PENTANOL 4-METHYL-2-PENTANOL 3-METrlYL-3-PEYTANOL
PROPYL
2s.o
20.0 0.0 20.0 20.0
-80.0
0.0
-17.7
(3
121.5 156.C 124.5 0.0 155.6 129.H 112.6 115.4 98.2 93.6 57.3 83.5 205.1 2c2.c 7y.n
152.0 107.0 134.0
u0 .
18.3C c.0 0.0 0.0
268
269 270 271 272 273 274 275 276 277 278 279 210
0.0
2.07
io.in
10.36 2Y.30 32.0132.00 17.20
20.0 20.0
20.0 19.0 25.0
1 .a325 1.4040
1.4068 1.4146 1.4014 1.4541 1.4320 1.4400 1.3997 I .4648 1.4015 I . 3952 1.4002 1.3957 I . 3876 1.3851
0 b.0
-71.2 -46.2
0. 0. 0. 0. 0.
734. 0. 754. 0.
0.0
4.73
28 1
202 263
116.0
104.0 Y9.5
0.0 0.0
0.0
2.90
264 2M5
286 287 2H8 289
2y0
100.3
1OB.O 139.0 206.0 190.0 93.H 161.1
0.Y565
0.9721
0.0
-23.0
-37.0 -2.0
-92.0
1. us20
100.16
100.16 100.16
100.16
100.16 100.19 100.19 100.19 100.19
100.21
100.21
100.21 100.21
101.15 101.19 101.19 101.19 102.09 102.09 102.13
I 0599 0.7727 0.9684 0.8116 O.UO16 0.1181 0.6OOt) 0. 6836 0.6795 0.6744 0.6829 0.6909 Osb6R3 0.6933 0.6901 0.9051
25.0 20.0
P5.0
25- 1
-57.0 -5L.5
-w.n
-90.6 -90.6 -1lU.3
-1lY.4
0.0
n.
1 . 0. 0. 0.
126.0 160 0.
111.1 116.5 98.4 911.4
25.0 25.0
25.0 25.0 25.0
0.0 -115.2
U. 0. 0. 0. 0.
0. 0. 0. 750.
0.0
u0 .
0.0
90. I
91.9 89.8 80.5 86. I A0.9
0.0
20.0
-135.0
-25.0
0.7153
0.7375 0 7230 1.0871 1.2069 0.8917 1.1957 0.1899
102.13 102.13
102.13 102.13 102.13
0.8853
3.6717 E.9308
20.0 20.0 20.0 25.0 15.0 20.0 20.0 15.0 20.0 20.0 20.0
15.0 20.0 20.0 15.0 25.0 35.0
0.0
-96.3 -63.0 -114.7 -7 3 . 1
115.0
43.Y 109.2
0. 0. 0.
0. 760.
8. 95
140.0 242.0 106.6 99.1 99.1 Y8.4 88.2 176.5 102.6 114.0
2Y1 292 293 2Y4 295 2Y0 297 2Y8 2'49 300
1.41A9
1.3890 1.3964 1.3839 1.3855 1.3773 1.4064 1.3870 1.4168 1.3866 1.4599 1.4060 1.3793 1.4205 1.4161 1.3655 1.4125 1.4179 1.4100 1.4180 1.3760 1.5259 1.4200 1.4103 1.4810 1.4131
-46.8
-9n.O -73.9 -73.9 -9r.5 -73.4 -29.3 -95.0
0.0
2.43 5.65 5.65
0.
0. 0.
309 310 31 1
312 313 314 315 316 317 318 319
0. 0.
0.
I).
6-61
0.0 2.64 5.60 0.0 6-06 13.61 2-66
102.13 102.13
102.13
0.6984 0.Y953
0.8938
0.0
-92.5
102.13
102.13 102.18
1.0420
0.9345 3.7448 3 . a295 0.M159 0.7182 0.U350 0.8235 0.8075 0.8237 0.7419 1.0006
0.0
33.7 -103.0 -1 1 4 . 4
2s.o
25.0
25.0
25.0
16.0
25.0
0. 0. 0. 0. 0. 0. 9. 0. 0.
0. 760.-
101.5
178.0
320
321 322 323 324 325 326 327 328 329 330 331 332 333 334
185.5
92.2
0.0
6.09 13.3c 3.8A 0.0
144.5
157.0 68.3
121.5 134.3
133.5
20.0 20.0
0.0 0.0
EinEn
0.
0.
121.0
89.6 191.1 170.0 153.0 257.0 144.8
0.0
3.39 25.20
e ~ N z o i ji d I METHYL UmETHANE I-NITROIUTANE DIET~YLE~~ETRIAMINE METHYL LACTATE STYRENE DIETdOXYMLTHANE N-PROPYL NITRATE DIETHANOLAMINE BENZALDEdYDE
ILE
102.18
103.12 103.12 103.12 103.17
2. so
23.0
0.
760.
1.0350
0.Y8.90
0.Y5Mh 1.0857 0.9012 0.8319
0.
760. 760.
104.12
104.14 104.15
2s.o
1.5440
1.3748 1.3976 1.4747 1.5455
1.0580
1.0899 1.0447
0. 9.
0.
0.0 28.0
145.2 8. 80 110.5
768.4 178.Y
335 336
337 338 339
0.
0.
-26.0
340
(continued)
942
Density
106.12 106.12 106.17 106.17 106.17 106.17 106.17 107.15 107.15 107.15 i07.15 107.15 107.15 107.15 107.16 107.16 107.16 103.14 108.14 108.14 108.14 108.14 ion.14 101.14 103.23 1.1164 1.0385 O.r)626 a.d759 0.8599 0.8611
Temp.
20.0 25.0 25.0 25.0 25.0 20.0 25.0 20.0 25.0 25.0 75.0 25.0 ?5.0
Refract. Index
1.4475 1.4100 1.4932 1.5029 1.4946 1.4958 1.4933 1.5402 1.4984 1.4982 1.4953 1.5032 1.5099 1.5702
Dielec. Constant
31.69 0.0 2.40 2.57 2.37 2.27 2.27 0.0 0.0 0.0 0.0 0.0 0.0 5.97 6.34
0.
0.
-70.0
-9*.9 -25.2 -47.8 13.3
0.
0.
0.d567
0.9813 0.9271 3.9261
13.3
10.0 0.0 -15.0 -5.0
o.woo
0. 0. 0. 770. 0. 0.
0.
138.3 13n.3
185.0 159.2 15b.H 143.C 171.6 178.h 196.3 200.4 203.4 200.6 180.0 153.8 205.q 205.4 191.0 202.2 201.9 172.9 95.0 129.8 38.4 114.4 116.5 116.6 169.1 169.5 94.0 173.0 165.0 137.R 124.6 131.H 121.3 101.0 131.7 96.4 120.4 69.7 88.1 206.L
35 1
352
0.9385
0.0
-12.0 -57.0 -1b.l -30.4 43.8 L.0 -37.5 -15.3 -15.3 30.9 12.2 36.7 -79.0 -80.6 -32.1 -118.6 -62.0 -87.7 -5b.a -14.9 70.5 0.0 -125.0 0.0 0.0
0.9537
0.9891 0.9984 0.9930 0.9659 0.9510 0.9893 1.0454 1.0413 1.1350 1.0302 1.0178 1.0783 1.3577 1.2337 1.4708 1.0027 0.9974 0.Y975 1.0727 1.0728 1.2040
1.5725
1.5704 1.5540 1.4597 1.5143 1.5403 1.5384 1.5442 1.5396 1.5311 1.5403 1.3955 1.4218 1.4276 1.4716 1.4691 1.4688 1.5872 1.5879 1.4h00 1.4535 1.4493 1.5130 1.4253 1.4330 1.4087 1.4090 1.5275 1.4394 1.4487 1.4148 1.42RY 1.4155 1.4541 1.21450 1.4110 1.4232 1.4001 1.4116 0.0 1.4073 1.4355 1.4587 1.4610 1.4640 1.4616 1.4576 1.4572 1.4580 1.4565 1.3970
2. 50
20.0 25.0 25.0 25.0 41.0 20.0 20.0 20.0 15.0 15.0 20.0 23.0 25.0 25.0 25.0 20.0
0. 759. 0. 0. 0. 0. 0. 0. 0. 0. 0.
0.
353
354 355 356 357
59 .5
4.98 u . 0 4.33 13.10 13.10 11.50 11.8C 9.91 0.0 0.0 0.0 9.39 4.22 0.0 5.86 4.38 0.0 0.0 0.0 0.0 0.n 0.0 0.0
0.0
358
359 360 36 1 362 363 364 365 366 367 368 369 37F 371 372 373 374 375 , 376 377
108.53
108.53 108.97 110.13 110.13 110.13 110.18 110.18 110.98 112.17
0. 0. 760. 760.
0.
0-FLUOR0 rOLUENE M-FLUOROIULUEYE P-F'LUBROTDLUENE EENZtYETHlOL TnIo-PnEhoL ~I~-OICULOROPROPENE ACETAZINE 7-METrlYLCYCLO~fXaNONE THIOIENE P-OIMETHlLCYCLOHCXANE ETHYL CYLLOHEXANE OCTEYE- 1 ~I-ISO-BLJTYLENE CULOROBENZENE 1.2-OICULUROPROPANE 1.3-31CHLUROPROPANE 2.2-OICHLOHOPROPANE !.I-OICHLOROPROPANC ETUYL CYANOACETATE CwLOROACtlYL CULORIDE TRIFLUORUACETIC A C I O ALLYL PRUCION4TE 2.~-UEXAN~OIONE 214-DIME-3-PENTANONE 2-UEPTANUNE
0. 760. 760.
0.
0.
0.
0.8422
0.9140 0.Y956 0.7827 0.7839 0.1149 0.7122 1.1117 1.1560 i.1870 1.1 120 1.1321 1.0614 1.4202 1.48YO 9.9037 0.7370 0.8062 ?.dl11 0.8183 y.dl74
112.11
112.19 112.21 112.21 112.21 112.22 112.56 112.99 i12.99 1 12.9Y 112.99 113.12 113.Y4 114.02 114.14 114.14 114.18 114.18 114.18 114.18 114.19 114.19 114.19 114.19 114.19 114.19 114.19 114.19 114.19 1114.19
N.0
0. ?SI.
0.
n.o
0.0
-81.0
-111.3 -101.7 0.0 -45.h -100.4 -9Y.5 -33.8 0.0 -22.5
25.0 2E.0 25.0 15.0 20.0 20.0 20.0 20.0 20.0 20.0
20.0
0. 0.
0.
' 378
0.
0.
760.
0. 760. 0. 0. 754.
0.
0.0
-15.3 0.0 -5.5 0.0 -35.0 39.0
107.0
71.H 124.0. 194.0 124.0 151.0 50.0 144.0 133.0 157.0 167.6 165.0 166.5 172.0
168.0 W.0
J0 .
8.55 3.0 0.0
6.0
386
389 390 391 392 393
25.0
0.0
C.87YO
5.9251 (:.9254 0**360 9.9247 3.9168' 0.Y155 0.9214 0.9122 0.8150
CIS-P-ME CVCLOUEXANOL TSN-2-ME CVCLOUEXANOL 3-ME TUYLCvCLaRflt AkOL CIS-3-ME CYCLOHEXANOL TON-3-ME CYCLOUEXANOL 4-METUVLLYCLOUEXANOL 5-METMYL-3-HEXANONE- . .
T$O-JCTXNEI OCTANE
114.22 5.7025 I OCTANE ,114.22 0.6985 ~ . ~ I * - T R I M E PENTANE 114.22 0.7078 _ $l4.2L 0.7121 2.2.3-TRlME PENTA_F?t _ fAeiUN?iumH -,116.11 0.6018 METuYLACEIOACETATE 1116.12 1t77 .J4 1 I-URCIOO-2-PROPANONE 116.12 0.8018 BETA-ACETOPROPION~C C I O '116.13 1 1.1335 A ' INOENE 1116.1s 0.9915 15 0 3 % 5 4-ME-&P~T~~OsiF'4-0~ 0.8926 AMYL FORMATE 116.16 r.0713 BUTYL ACETATE 1116.16 0.8720 SEC BUTYL ACETATE 116.16 116.Ib 0.9230 CAPROIC A C I O ray342 lI6.16 DTACETONE ALCOHOL llb.16 0.8791 E ~ Y BUTINATE L ETHYL ISOBUTYRATL 116.16 0.8693 D.1820 ISOAMYL FORMATE 116.16 116.16 0.O695 ISOOUTYL ACETATE
-- -
"14-.z2
' im x; e
20.0 20.0 20.0 2J.O 20.0 74.6 . .~ 20.0 20.0 20.0 20.0 20.0 20.0 20.0 17.0
0.
0.
J.0
-33.0
1 . !
-74.4 760. 26.0 0. 0. 0.0 0. 7.0 ; -4.0. 0.0 0. -5.5 '1. I -0.5 0. 0.0 763. 0.0 735. 0.0 * r . s r 5 -ro7.47 20.0 1.3974 -56.81 0. 25.0 1.3951 I -56.8 0. 0.0 1.3914 I -107.4 0. 0. 25.0 1.4006. j -112.3 ' a. 4.6' 0.0 8 z41.61 0. 20.0 1.4186 j -eo.o 0. 4.0 0.0 1 -41.0' 20.0 1.4396 37.2 0. 0.
9.
396
395 396 397 398 399 400 ' 40 1 402 403 404 405
172.0
134.E 99.1 125.6 125.6 98.2 i09. n 62.0 171.7
a.
d.6
&06
407
408
409 410
0.0
0.0 0.0 0.0
41'1
82.F
?45.8 182.2
-I
a-.
1aa.o
3.0 J.0
0.0 5.01 0.0 2.63 lei20 5.10
416
417 418 419 420
0.
20.0
'
0. 0.
0. 12. 0. 0. 0.
0.
42I
0.0
0.0 5.29
-98.8
by 0, O., or 0.0.
(continued)
943
Mol. Wt.
116.16 116.16 116.21 117.1117.15 117.19 117.19 118.39 lIb.C9 118.12 118.13 118.13 118.13 118.13 118.17 118.17 118.18
Density
9.8330 0.9654
0.8171 1.0155 1.0125 O.YO81 0.8907 1.1716 1.1930 0.8213 j.9bY3 1.032R 1.0272 1.0049 3.8341
Temp.
0.0
Refract Index
1.6015 1,4493
List
No.
426 427 428 129 430 431 432
75.0 20.0
1.4210
1.5233 1.5209 1.4510 1.4437 1.3790 I . 35RO 1.3682 1.3829 1.4124 1.4127 1.4022 1.3819 0.0 1.4198 1.4250 1.4626 1.5350 1.5589 1.6429 1.5342 1.4192 1 .4245
00 .
25.0 20.0 20.0
Q.0 -23.8
-23.n 0.0 -3.5 54 .
0. 0 . 0 . 0.
15. 760. 760.
d0 .
18.70 3.0
?33.5 93.0
199.5
0.0
J.0
0.0
60.0
1.0 25.0 ?S.O 20.0 25.0 20.0 0.0 0.0 20.0 17.0 20.0
0.0
164.5
174.6 103.6 126.6 154.5 69.5 144.5 102.2 165.0 170.2 197.n i43.n 165.:. 70.C 61.1 202.0
169.0
433
434
-lu.o
0.0
-43.0 -26.0 -26.0 -65.1
0. 0.
0.
0.9140
0.9008 0.9254 1.0000 1.0960
0. 36. 0. 0.
435
436
437
438
439 440 44 1 442
165.
760. 760.
I).
5.0 0.0
9.30 0.0 5.0 0.0
U.0
iia.ie
118.61 11Y.12 119.13 119.38 120.15 120.15 120.15 120.15 120.15 120.17 120.19 120.19 120.19 120.19 1L0.19 120.19 120.19 120.20 1?0.20 120.62 120.62 120.62 120.99 121.1R 121.18 1Ll.lH 122-13 122.16 122.17 122.19 122.55 122.55 122.60 122.96 123.00
-40.0
-43.9
9.0
443
444 445 446 447 44 e 449
i.oeso
0.
1.4799 1.0281 1.00Y5 1.0167 1.0469 1.0469 1.2614 n.8618 U.U575 G.db2O 0.6944 0.8890 0.0642 G.8620 0.8642 0.87n4
-27.0
11.
0. 0.
-63.5
19.6 0.0 -70.0
4.81 17.39
0.
0.
1.5350
1.5350 1.OS20 1.4915 1.5042 1 .*Be9 1.4920 1.5139 1.5030
30.0
20.0 0.0 25.0
n.
0.
r).
(1.0 0.0
450
451 452 453 454 455
0.0 0.0
43.3n 2.39
11.naro
0. 0. 0.
152.4
164.9 152.4 159.2
l7h.O
0.0
2.3R 0.0
(1
00 .
0.0 40 .
0.0
n.
1.4998
1.4900 I .4998 1.4740 1.4142 1.4163 1.4519 I . 5584 1.5649 I .4959 1.5702 1.5199 1.5049 1.5146 1.4215 1.4215
0.0
20.0 0.0 21.0 20.0 20.0 72.0 ?O.O 22.0 25.0 15.0 ?5.0 25.0
0. 0. 0. 0.
0. 0.
O.abY4
0.d700
0.0
-1lb.6 -5.0
1.4133
O.YR30 lj-9769 C.9166 1.1525 0.9850 0.9605 1.1793 1.1783 1.1144 1.0327 1.6630
0.0
0.0 -7.0 0.0 -29.5 -10.0 -20.0
0. 0. 0. 0. 0.
154.
0 0.0
456
457 458 459
460 461
462
463
464 465
0.0
5Y.5 20Y. Y
0.0
0.0 0.0 0.0 0.0 13-90 0.0 4.22 0.0
206.5
172.0 196.7 170.3 170.4 282. o 145.0 144.9 173.U 76. I 71.1 59.4 210.P 11R.O 195.4 182.0 138.3 205.2
60 .
20.0 25.0 0.0 25.0 25.0 15.0 Id.0 12.0 19.0 20.0 25.0 ?O.O 70.0
-26.0
0.0 -96.5 -109.8
-b9.O
I .4660
1.4538 1.4317 1.4221
1.3452
1.3060 1.2082 1.1820 1.0526
i 23.00
123.11 123.50 124.21 124.51 125.00 125.21 126.13 126.19 126.23 126.24 126.58 126.58 126.58 127.G1 127.02 127.92 127.62 127.03 127.03 127.03 127.03 127.18 127.57 12n.21 128.22 128.22 126.22 128.25 128.25 128.25 128.25
I . 5546
1.4954 1.5752 1.*SO5 1.4754 1.4182 1.3874 1.4446 1.4191 .4133 .5391 .5214 -5199 -4370 .4355 .4474
0.0
1.1782 0.8097 1.3263 G.9025 lr.7540 0.7253
0. 0. 0. 0. 0 . 740. 0. 0. 0. 0 . 0. 0.
0. 760. 0.
473
474 475 476 477
L.0
13.09
418
479
9.46
34.R2 0.0
480
4d I 482 483
0.0
0.0
0.0
13.90 0.0 0.0
0.
760.
I).
-31.8
0.0
188.5
178.3 148.5 146.9 179.4 162.6 162.0 1 Ob. F 114.5 124.0 162.0 116.0 105.5 108.3 134.6 226.5
0.0
?5.O
00 .
-81.4 -39.0 -47.8 7.5 -136.0 0.0 0.0 -38.7
0.
0.
0.0 0.0
23.00 5.55
1.1000
1.0722 1.0697 1.0930 1.0863 1.1116 1.7598 1.1134 1.0111 1.0930 1-1325 1.0112 1.2125 P.8318 0.9274 i3.8185 n.a220
0. 0. 0. 0. 163.
a.
.4566
-4420
-80.0
0.0 -130.0
0. 160.
-4330
.4370 .4488
760.
760.
PROPANE
2. 00
25.0
493
494 4Y5 496 497
408
699
9.0
20.0
.o
.5881 .4172 .4655 -4161 .4156 .4032 a4061 1.4054 1.3997
0.0
108.0 -l.Y
2. 00
21.0
0.0 0.0
-20.9
760. 0. 0. 0 .
12.
0.0 0.0
13.60
500
501 502
208.8
167.@ 74.0 173.C 169.0 142.8 142.4 150.8 124.1
OCf A'vONE-3
ISO-NONAkE ~ - Y E T H Y L UCTANE NONAhE 292.5-TRlME HEXINE
0.0
20.0
0.
73R.
0.0
-80.5
-119.1
50 3 504 505
506 507 508 509 510
0.7134
0.7199 t.7138 0.7032
00 .
0.0
25.0 25.0
-53.5
-105.8
0. 0. 0.
0.
0.0
1.97
0.0
or 0 0 .. (continued)
944
Density
1.5634 1.3506 1.1165 1.0283 1.0977 0.7619 1.0222 1.0110 0.8818 0.Y185 0.887b 0.9915
Temp.
70.0
17.0 20.0 20.0
Refract. Index
1.4658 1.4837 1.4383 1.6043 1.6293 1.4177 1.4192 1.4045 1.3982 1.4216 1.3975 1.4715 1.4028 1.3962 1.4203 1.4293 1.3968 1.4292 1.4719 1.4238 1.4275 1.4990 1. E 6 8 1.3984 1.4780 1.4229 1.4800 1.4140 1.4050 1.6195 1.5414 1.5492 1.3935 1.4663 1.4379 1.4706 1.1470 1.5200 1.4273 1.5A19 1.4254 1.4043 1.5168 1.5269 1.5035 1.4955 1.4967 1.4904 1.5187 1.5134 1.4874 1.4878 1.4885 1.4902 1.4930 1.4248 1.4221 1.4237 1.4237 1.4622 1.5);63 1.5051 1.5121 1.5123 1.5011 1.4934 1.5357 1.4632 1.4768
Dielec. Constant
8.20
List No.
511 512
263.6
737.1 159.6 180.9 169.0 145.5 223.0 136.8 ii6.n 149.2 134.7
25.0
26.0 20.0
760.
0.
0.
0.
0.
0.
0. 50. 0.
0.8753
0.8652 0.8193 0.8270 0.7641 0.8291 0-8142 0.8282 0.8221 1.2260 0.9200 0.6664 1.0710 0.0 1.4762 1.1544 0.9730 1.0497 0.Y702 0.9662 0.8103 1.0135 1.3376 1.4405 1.6152
0.
0.
0.0 0.0
25.0 25.0 20.0 20.0 25.0
-38.5
-16.7 -95.2 -76.0
180.0
194.5 142.2 184.4 156.0 163.0 195.2
0.
0.0 -83.0
-15.0 -28.3
0. 0. 0. 0. 0.
757.
0.0
23.0 25.0 20.0 0.0
130.0
69.0 42.C 227.1
-3w.0
78.5
0.
0. 757.
0.0 0.0
-8b.4 -80.0 -61.7
0.
0. 0. 0. 760. 0.
15.0 0.0
20.0
0.0 87.2
183.6 156.3 ?53.0 207.6 207.6 142.5 247.0
70.0
2. 00
%.O 0.0
20.0 20.0 20.0 20.0 25.0
0.
0. 760. 0.
74.0
113.8 92.0 85.0 701.0 357.5 202.0 159.d Pl6.S 2lH.C 1R3.0 1Rl.U 182.0 177.0 203.5 196.0, 183.3 173.3 177.1 169.1 106.0
9.9788
0.9881 1.0440 0.9814 0.9440 1.0157 1.0105
0.0
20.0 25.0 25.0 20.0 20.0 0,O 20.0 20.0 0.0
0.
25.
14.
0. 0.
J.8800
@.8639 0.8620 0.8569 0.9010 0.8561
'
-m,o
-20.0
21.0 18.6
0. 0. 0. 0. 0.
0.
Q-MZQ6
0.8580
0.8533 0.8624 1.1435 0.8810 0.8725 C.8960 0.8710 is3230 5.9400 1.0730 1.0817 1.0790 0.9530 0.9446 1.0080 9.8539 0.8667 1.2226 0.0 1.2764 1.2220 1.3356 1.2300 1.1129
0.0 0.0
25.0
25.0
25.0 25.0 17.0
0. 0. 0. 0. 0. 0. 0. 0.
14. 0. 19.
514 515 516 517 518 0.0 519 0.0 52G 0.0 521 0.0 522 4.75 523 4.71 524 0.0 525 0.0 526 8.8 - 527 .4.41 528 0.0 529 0.0 530 10.34 531 0.0 532 0.0 533 4.63 534 0.0 535 0.0 536 3.42 537 0.0 538 7.57 539 16.90 540 2.77 541 2.77 542 0.0 543 0.0 544 75 .3 5*5 0.0 546 0.0 547 0.0 54n v . 0 549 0.0 550 0.0 551 0.0 552 0.0 553 0.0 554 0.0 '555 0.0 556 0.0 557 0.0 558 0.0 559 9.00 2.98 15.70 18.30
513
0.0 23 .6
2.36 2.25 2.37
'560
1561 562 563 564 565 566 567 568 569 570 ' 571 572 573 574 575 576 577 578 579 580 581 582 583 584 585 586 587 588 589 590 591 592 593 ' 594' 595'
3.0
-69.0
0.0
0.0 0.0
0.0
15.0 20.0 20.0 20.0 15.0 25.0 25.0
158.0
46.0 144.0 144.0
751.
758. 758.
98.5
203.5 195.8 93.0 199.5
0.
765. 20. 0.
0.0
6.59
30.0
15.0 25.0 20.0 25.0 25.0 20.0 0.0
Q0 . 0.0
-18.0 -64.0 -61.5
0. 0.
750.
195 8.
185.0 236.5
0.0
3.90
0.
0. 760. 12. 0.
1yI.Y
166.0 135.0 1C7.0 101.3 73.3 91.0 108.0 286.0 249.0 237.0 206.3 i57.r 214.0 191.7 195.7 187.3 208.0
0.0 2.26
2.50
0.0
1.4531 1.4389 1.4283 1.4348 1.4768 1.5749 1.5490 1.5340 1.5323 1.4144 1.4759 1.4758 1.4811 1.4696 1.4804
0.0 0.0
-112.4
0.0
u0 .
0.0 0.0 0.0 0.0 0.6 0.0 0.0
4.09
20.0
20.0 25.0
-50.0 0.0
0.
0.
ZU.0
25.0 25.0 22.0 75.0 20.0
0.0
0.0 0.0
14.0 2L.5
0. 0.
0. 0. 0. 768. 754.
1.0430
1.1020 1.0819 1.0829 0-9229 0.8789 0.8967
0.0
-8.1 -125.0 -43.3 -32.5 5.0
?O.O
25.0
0.0
0.0
0. 0.
0. 160.
0.8700
1.9335
50.0
0.0 0.0
or 0.0.
(continued)
945
Mol.
wt.
139.20 139.23 139.24 140.08 140.18 140.23 140.27 140.27 141.04 141.94 142.20 142.20 142.23 142.24
Refract. Index 1.5314 1.4235 1.4926 1.3967 1.5138 1.4538 1.4400 1.4191 1.4564 1.5270 1.4726 1.6170 1.4161 1.4210 1.39flO 1.4550 1.4119 1.4429 1.4575 1.4764 1.6126 1.4176 1.4917 1.4422 1.4352 1.4749 1.4096 1.4045 1.4030 1.4057 1.4280 1.4109 1.4092 1.3999 1.3981 1.4333 1.4242 1A 2 4 3 1.5150 1.4827 1.4060 1.4159 1.4717 1.4497 1.4291 1.4971 1.5515 1.5459 1.5285
Melting I Point
List Constant 0.
NO.
3. 60
-34.2
0.
20. 760. 18. 76.
0.9426
1.2144 1.0782 0.9270 C.8170 0.7369 1.1006 2.2649 i.0257 1.0202 0.1185 6.8370 0.8270 0..1)006 0.7262 1.3774 1.2lY2 1.2758 1.0585 C.7530 1.7332 1.1513 1.0672 n.9872 0.8760 0.8717 0.1364 F.8888 n.9106 0.8790 0.6779 0.8742 r1.u489 0.8273 0.dOYO C.7682 0.9762 1.3690 1.0669 1.1043 0.9803 (1.9325 0.8894 0.9820 1.3059 1.2884 1.2416
-40.0
-46.0
20.0
20.0 20.0 25.0 70.0 25.0
0.0 0.0
-78.6
0.
0. 760.
-66.3
-72.8 -66.5 0.0 -22.0 -25.9 0.6 -4.8
180.0
42.4 i25.n 244.6 173.9 187.4 188.4 202.0 174.1 142.d 178.H 174.5
603
604 605 606
0.
50. 760. 0.
i0;O
20.0 0.0 70.0
20.0
b07 608
609 610 611 612 613 614 615 616 617 618 619 620 621 622 623 624 625 626 627 628 629
5-YON ANOWE
3r3r5-TRIHE CYCLOHEXANOL DECANE METHYL-OICHLORO ACETATE BISIZ-CL kTHYL)ETHER
142.24
142.24 142.27 142.97 143.01 143.02 143.18 143.27
0. E.
750. 0. 760. 0.
16.0
37.3
-29.7 -51.9
25.0
20.0
lr3-DICL-2-ME-2-PROPANOL
'
2-METHYL UUINOLINE TRI-N-PROPYL AMINE 143.43 I-BR-~-CL-ETHPNE OlMETHYL UALEATE 144.13 TFTRAHYOdUFURfURYL ACE1 144.17 4;3-AMINOPROP) MOH~HOLlNE 144.21 1'44.21 AMYLPROPIONATE 144.21 BUTYLBUTYeATE I N ) 144.21 ISOBUTYL-N-BUTYRATE N-PtfOPYL VALERATII 144.21 CAPRYLIC ACID 144.22 144.22 2-ETHYLBUTYL ACETATE 144.22 HEXYL ACLTATE 144.22 IsOB~JTYL~SO~UTYRATE 144.22 ISOBtJTYLI508UTYUATE NONYL ALLUWOL 144.25 2;b-i)IMEl rlYL~4-HEPTANOL 144.26 144.34 SILICONAWE 4-PHtNYLOUTRONITRILE 145.21 3.3r~-TRlCHLOROPHOPENE 145.43 146.14 DIETHYL JXALATE 146.14 ETHYLENE OIACETATE bUTYL LACTATE OL 146.19 2~ET~YL-l.3-nEXANEOIOL 146.23 14b.23 HEXYL CELLOSOLVE 146.24 TRIETHYLLNETETRAMINE 0-OICHLOdOBENZENE 147.01 M-OICHLOdOBENZENE 147.01 147.01 P-OICHLOI~O~ENZENE K AI ROL INL 1.ozzo 147.21 1-PHENYL-PYRROLIOINE 147.22 1.0260 147.40 TRIChLORUACETALOEHYDE 1.5120 147.43 1.1.1-TRlCHLOROPHJPANE 1.2870 1~1~2-TRlCHLOROPtfOPANE 147.43 1.3720 147.43 lrlr3-TRlLHLOROPHOPANE 1.3557 147.43 1.2~2-TRICWLOROPtfOPANE 1.3180 147.44 lr2.3-TRICHLOROPHOPANE 1.3Y40 BUTYROPHENONE 148.20 0.9880 148.24 1 PHENYLVENTANE 0.U662 148.67 1-CHLORO OCTANE 9.8748 148.68 l-CL-295-UIME HEXANE G-8476 149.04 2-8R-3-HE-l-BUTENE 1.2328 149.04 I-BR-3-MC-2-RUTENE 1.2019 149.04 2-8R-3-Me-2-8UTENE 1.2773 149.19 TRIETHANOLAMINE 1.1196 149.24 N-BUTYL A d I L X E N 0.9323 2-29 2-TRICHLOROETHANOL 149.42 1.5521 15O.ld BENZYL ALETATE 1.0550 150.18 ETHYL BENZOATE 1.0511 TRIETHYLtNE GLYCUL 1.1274 150.18 N-BUTYL PHENYL ETHER 0.9351 150.21 2-ME-1-PHENYLPROPANOL-1 0.9869 150.22 0.9774 2-ME-I-PHLNYLPROPANOL-2 150.22 4-CHLOROBUTYL ACkTATE 150.61 1.0759 I-8ROMO-3-ME QUTANE lbl*PS 1-26Q9 1.2177 1-BROMOPENTANE 151.65 ET-2-PYR1i)INECARBOXYLATE 151.16 1.1194 1.1831 METHYL SALICYLATE 152.15 1.0648 2-BENZILUXYETHANOL 152.20 C 1NNAMYL CHLOR ID152.63 0.0 BROMO~ET~YLAC~ATE 152.99 ' 1.6560 0-NITROAIUISOLE 153.14 1.2527 CARBON TETRACHLORIOE 153.82 1.6037 CARMON TETRACHLO~~IOE 153.42 i.584* 154.19 1.1774 oiETHyL SULFATE
-46.8
-1.0 -93.5 -16.7 -17.5 -15.0 -73.1 -91.5
0.0
0.
0. 0. 0.
0.0
0.0
246.5
156.0 107.0 2CO.4 85. r, 134.0 168.7 166.6 157.0 167.5 73Y.9 162.5 171.5 147.5 175.6 712.1 176.5
0.0
0.
14. 50. 760. 760.
0.0
0.0
20.0
1. 80 0.0
20.0 20.0 15.0 20.0 2s.o 0.0 21.0 9.0
0.0
0.
0.
0.0
16.5 -100.0 -8J.Y -80.7 -80.7 -5.0
a.
760. 760.
n.
0.
0.
760.
0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 2.45 0.0 0.0 0.0 0.0 0.0
G.0
0.0 0.0
630
631 b32
0.0 0.0
0.0
n.
l54.1
139.Q 104.5 185.4 190.9
0.0
20.0 30.0 20.0 22.0 22.0 29.0 20.0 20.0 20.0 60.0
0.
30.0
-40.6 -41.5
Q.
0. 0. 13. 760. 75P. 760. 0.
ia.on
0.0 0.0 0.0 0.0
0.0 1.flo
-43.0
-40.0
-4s.
83.0
244.0 208.0 266.5
638 63Y
640 6 41 642
180.5
173.0 174.1
0.
n.
643
644 645 b46 647
0.0
25.0
1.5082
1.5803 1.4557
0.0 0.0
-51.5 0.0 0.0
-59.0
758.
1. )
0.0
113.0 YH.0 107.5 140.0 145.6 124.0 156.0 ?31.0 205.3 181.9
0.0
0.0 0.0
0.0
23.0 25.0 20.0
0.
760. 760. 760. 762. 0. 727,
0.0 0.0
1.4718 1.4609 1.4858 1.5320 1.4943 1.4306 1.4232 1.4504 1.4930 1.4738
2. 50
0.0 0.0 0.0 0.0
18.0 20.0 20.0
0.0
-1'1.7 11.0 -78.3
0.
765. 14. 757.
20.0
25.0 20.0 25.0 20.0 15.0 15.0
4. 40
1~5.0 50.5 119.5 335.4 241.6 151.0 215.5 212.4 288.0 210.0 I 223.0 215.0
40.
766. 0. 760. 737.
6.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0
0.0
29.36 0.0
648
b49 650 65 1 652 653 654 655 656 657
658
1.4835
3.0
14.0 19.0
0.0
2Q-Q
0.0 20.0 20.0 20.0 12.0 20.0 15.0 25.0
1.5341 1.4890 1.5232 1.5075 -4.3 1.4578 1.4969 -19.0 1.5193 0.0 1.5201 , 24.0 1.4340 0.0 1.4428 .-112*9 1.4413 -95.0 1.5104 1.0 1.5365 -. 86 1.5233 -75.0
0.0
5.10 6.02
0. 0. 0. 0. 0.
0.
663
2.9 36
0.
0. 0.
0. 0. 760.
83.4 12Q.O
129.7 .- . 243.0 233.3 256.0 2l4.P 190.0 265.0 76.7 76.7 208.0
'
4.0
O_%P
0.0
1.5619 1.4631 1.4574 1.4004
-7
-192Q
0.0
20.0
'
710.
Q.
-.
-ora
664 665 666 0.0 0.0 667 668 0.0 669 0.0 670 0.0 0.0 671 0.0 672 673 9.41 6 74 0.0 ..~ a75 0.0 676 677 0.0 678 2.24 2.24 679
u *_o
1680
by 0, O., or 0.0.
(continued)
946
Mol. Wt.
Density
0.9192 0.9350 0.7506 1.3748 1.0677 lay357 0.9966 1.00d2 0.9922 0.M230 0 9020 0.8195 0.7401
Temp.
Refract. Index
1.4555 1.4545 1.4261 1 .4683 1.4572
Dielec. Constant
4.57
List
NO.
68 1 682
I.~-LINEOLE 154.25 2-NBUTYLLYCLOHEXPNONE 154.28 I-UNOECENE 154.29 SUCCINYL LMLOl?IOE 154.98 155.08 1.6-OICL-MEXANE IOOOCTHAhE 155.91 3-CYLLOHEXPROPANOIC ACID 156.22 I-ETMYL NAPHTHALENE 151.23 2-ETHYL I~APMTMALENE 156.23 156.26 0ECA;dONE-2 156.27 2-8UTYLCYCLOHEXANOL 3-ISOPRO-2-HEPTANONE 156.27 156.30 UNOECANE KTA-CHLUROPMENETOLE 156.61 P-CHLOROPMENETOLE 156.61 ~ - C L ~ T H Y L L ~ L O ~ O A C E T A T 157.00 E 21 3-JICHLJ~OOIOAANE 157.00 ET~YLOICMLOROACETATL 157.00 BROHOdENZENE 157.02 157.30 OIPENTYLAMIYE ALLYL I O E ~ X 01 ACETATE 150.15 TETRAHYOROFURFURYL PROP 150.19 BUTYRIC *iUHYDRIOE 158.20 HEXYL PROPIONATE 158.23 ISOAMYL E r m 158.27 AMYL ETHER 151.28 OIETHYL ilALONATE 160.17 CYCLOHEXYLBENLENE 160.26 1-CHLOROPENTANE 160.60 8ENZAL CHLORIDE 161.03 N-8UlYLDIETMANOLAMINE lb1.?5 L.~.J-TRICHLOVO BUTANE 161.46 2 - H E - l t 2 ~ 3 - T Q l C L PROPANE 161.47 ISOSAFROLC 162.18 SAFROLE lb2.1d DIETHYLENLGLYCOIET ETHER 162.22 162.23 BUTYLCAWBITOL 162.27 1.2.4-TRIETHYL BENZENE 1.3.>-TRIETHY; BENZENE 162.27 1b2.28 1-PHLNYLMEXANE L-CHLORONAPHTMALCNE 162.41 1-CMLORONAPHTHALENL 162.62 TSICHLORUACETIC A C I O 103.39 2-CHLOROPUINOLINE 1b3.60 OICHLORO8ROHOMETHANE 163.H5 4-PHCNYL-L*3-DIOXANE 164.19 EUGENOL ~ _ ~ . 164.20 PROPYL 8ENZOATE* 164.c1 HENZYL BUTYL ETHER 164.25 NITROTI1ICMLORO METHANE 164.3A 165.08
~~
2. 50
20.0 0.0 20.0
20.0 20.0 20.0
0 . 2 . 0.
760. 0. 0. 750. 760. 760. 767.
176.0 7.0
193.1
193.3 202.4
72.3
683 684
685 686 687 688 689 690
1.5133
1.4658 1.6062 1.5999 1.4621 1.4641
193.0
P58.7 257.9
0.0
0.0
20.0 2n.o
22.0 20.0
210.5
75.1 76.r 195.5 0.n
0.0 0.0
0.0
20.0 0.0
25.0 20.0
1.4150
1.4172 1.5328 1.5227 1.4619 1.4928 1.4386 1.5571 1.4272
-25.0
0.0
21.0
1.1443
1.1231 1.3600 1.4680 1.2821 I .I882 0.7771 1.0749
3 . 0. 0. 0. 0 .
760.
69 1
by2 693
0.0
2.01 0.0
694
6% 696
213.~
202.9 81.0 157.0 155.Y 2C2.5 180.0
?5.0
20.0 20.0
0.0
30.0
0.0 -30.8
-7G.O -37.4 0.0 -6Q.7 57.5
IO.
0. 760.
n.
25.0 20.0
20.0 25.0 20.0
1.4193
1.4380 1.4127
1.0321
0.Y668 0.8698 6.7777 0.77YO
0. 18. 0.
io1.n
199.5 190.0 173.4 186.9
20.0
20.0 25.0 20.0 25.0 20.0 14.0
0.0 1.4085
0.0
-6Y.4 -48.9 7.0 -99.0 -16.4 -7U.O
1.4098
1.4136 1.5239 1.4Izo 1. S O 2 1.4625 1.4790 1.4765 1.5740
1.0549
0.9387 0.6818 1.2557 0.9692 1.3164
0 . 0. 0. 0. 0. 0.
0. 741. 725.
0.
0.0
0.0
7.87
193 9.
?40.1 107.7 ?05.2 274.0 166.5 Ih2.1 0.0
0.0
6.60 0.0
20.0
20.0
1.3012 1.1140
1.0950 1.9063 c. 9553 OsM73P 0.8621 0.8540 1.1377 1.19JR 1.6218
1.2464
25.0
25.0
25.0 0.0
70.0
1.5383
1.4115
0. 0.
0.
733.5
1PH.f
1.4321
1.5024 1.495b 1.4860 1.6079 1.6332
1.4603
-L.3 5.8
37.5 0.0
?5.0
20.0
20.0 20.0 20.0 20.0 20.0 70.0 20.0 20.0 15.0 20.0
I . 6259
1. *964
1.5306 1.5410
0.0
9.2 -51.6 15.0 -64.5
1.5003
1.4970 1.4622
1 a6566
1.1763 1.1658 1.17Y9 1.6311 0.8862
I .447a
1.4432
-1. 150
0.0
lb5.0d
165.G8 TETRACHLUROETHYLENE 8ICYCLOHtLXYL 2-BUDMOETMYLACETATE 1122-TET CL ETHANE 1112 TET CL ETHAldE 3-IOUOPI1OPENE 0-PHCNYL TOLUENE 2-BENZYL PYRIOIYE 1-IOUOPROPANE 2-IOOOPRUPANE l-ACTONA+HTHANE DIPHLNYL LTHER OOOECANE BENZYL CHLOROFORMATE Y-BROHOTOLUENE P-BROHOTdLUENE 8.e01CL-3I1SoPROP 1R 1E H OIE7MYL MALEATE 1-ETHOXY NAPHTMALENE HEPTYL PROPlONATt 2-ETMYLHEXYL ACETATE UNDECYL ALCOHOL 2-UNOECANJL 0-HROMOPhCNOL METHYLENE W O M I O E OIETHYL SUCCIYATt N-OIPROPIL OXALATE DIHElHYL ADIPATE OIBUTOXYETHANE P-FLuORO BROMOREiYZENE N-OCTYL NiTNATE 2-(2-ETOETO)ETACETATE
1.4486
1.5076 1.4800 1.4547 1.4e68 1.4P21
0.0
165.d3
166.31 I 67-02 167.35 167.86 167.99 168.23 169.23
-22.3 36 .
-13.8 -43.8 -68.1 -9Y.3 45.0 12.0 -101.3 -90.0 12.0 26.9 -9.6
760. 0. 755. 760. 0. 0. 760. 751. 742. 0. 760. 0. 744. 7h0. 0. 0. 744. 0.
?1( 3.1
21R.O Z16.0 226.3 250.0
0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0
5.04
259.3
197.h 275.n A9.5 245.G 255.0 231.2 220.5 111.8 154.n 144.0 144.0 121.2 239.0 162.5 146.2 129.5 102.5 262.5 ?76.0 102.4 9Y.5 297.0 258.3 216.3 0.0 183.7 184.5 187.0 725.3 280.5 209.0 19P.6 243.0 ?25.4 1Y4.5 97.0 217.7 214.5
0.
0.
2.30 0.0
0.0
8.20 0.0 0.0 0.0
1.5140
1.5746 1.5532 1. 8454
0 .
0. 0. 0. 742. 0.
1.5560
1.6824 1.5785 1.SO28 1.4961 1.6230 1.5763 1.4216 1.5160 1.5510 1.5490 1.4505 1.4400 1.5953
1.0100
1.0670 1.7394 1.6946 1.1336 1.0661 0.7487 1.1950 1.4019 1.3898 1.1030 1 e0687 1.0600 0.8679 6.8718 GeM298 5.8270 1.4924 2.4970 1.0406 1.0169
0.0
7.00
170.00
170.00 170.21 170.21 170.34 170.00 171.04 171.@4 171.07 172.18 172.23 172.26 172.27 172.30 172.31 173.02
25.0 25.0
20.0
30.0
20.0 25.0 20.0 20.0 20.0
0.0 -3Y.8
28.5
0. 0. 0. 0. 0. 0.
0.
8.19 0.0
3.69 2.01
0.0
5.36 5.49
0.0
20.0
20.0
-. 88
5.5 -50.9
-93.u
n.
0. 0.
0.0
20.0
20.0
0.0
1.4204 1. a 9 2 1.4369
0.0
2c.o 20.0
19.0
12.0 5.6
173.R5
174.19 174.19 174.20 174.28 175.01 175.22 176.21
1. ob00
0.8370 1.4946 0.Y750
1 .sew I .542n
1.4201 1.4168 1.4283
-52.6
-2c.o
-46.3 10.3 -69.0
-17.0
85 .8 0.0 0.0
0.0 0.0 0.0 0.0
7.50
0.0
0.0 0.0
13.
0. 764. 20. 0.
115.0 203.0
152.3 111.0 217.4
1.0096
0.0 -25.0
00 .
697 698 699 700 701 702 703 704 705 70b 707 708 709 710 711 712 713 714 715 716 717 71n 719 720 721 722 723 724 725 726 727 728 729 730 731 732 733 734 735 736 737 738 739 740 741 742 743 764 745 746 747 748 749 750 751 752 753 754 755 756 757 750 759 760 761 762 763 764 765
or 0.0.
(continued )
947
k!
Density
1.0494 0.8663 6.8583
Temp.
20.0
Refract. Index
1.5598 1.4373 1.4130 1.5250 1.4920 1.4386
List No.
746 767 768 769 770 771 772 773 774 775 776 777 778 779
176.21 1-CHLOROdECANE 176.73 IsOAN~LISOVALERATE 177.26 METHYL T R I C L ACETATE 177.43 BENZYL BOTYI+ATE 178.23 TETH4METnYL TIN 178.83 I-BRUMOHEPTANE 1?9.11 HEXA,4E PMU5PHORAWIOE 1?9.2@ (I5O)PRO+fL SALICYLATE 180.20 181.11 l r 4 - ( 8 I S CL t ) C Y C HEX 4 lbl.45 1 2.4-TRICL f ENZtNE 101.89 I~I~TETRACLPROPANE 182-27 1.1-DIPhEIJYLETUANC 1 VP-DIPMENILETUANE 1d2.Z7 TERT-dUTYL IOOIOE 184.02 184.03 I-IOJOBUTANE 184.37 N-TRIOECANE BENZYL CnLOROACETATE 186.63 TRI-N-8UTYLAMINE 185.36 105.36 TRIBUTYL AMINE (IS01 CIS-lr2-OIER ETHYLENE 185.83 TRANS-lr2-DIBR ETMYLENE 185.RO 2-8ROMO-4-ME ANILINE 186.06 HEXAFLUOMOBENLENE 186.06 OCTYL PROPIONATE 186.29 oinEiyL t r i ~ ~ 186.34 187.02 BIS(2-CL E T ) CARdONATE 187.38 II~TKIFL-~~~TRICLETHANE 1.l-OIERdMOETHANE 137.87 1.2-UIBAOHOETnANE 187.87 1245 TETR4ETUYL dENLENE 190.32 ETHLYTRILL ACETATE 191.44 ETHYL BENZOYL A C E T A T E 192.21 3-8RDMOMLThYL UEPTANC 193.13 I-8Ri)MO OCTANL 193.13 METHYL YLNZOPHENONE 193.24 0IMEI.tYL PHTHALATL 194.18 METUYL PhTHALATE 1Y4.18 TETRuETHILENE GLYCOL 194.22 PHENYL CtlLOROFORM 195.48 TETRAVITRUMETHAN~ 196.04 I-TETRAOECENE IYb.38 197.2R OIBENZYLAMINE I - 1000PENTANE 198.06 19b.77 BENZYL ElHER TSIChLORU8ROMOMETUANE 1Yb.30 1Y8.40 N-TEIRAOLCANE PHENYL-N-PROPYL dROMIJE IY9.fl9 (3-8ROMOPROPYC)BENZNE 199.10 n I s i r - c L B U T Y L ) e ~ n t ~199.12 2r3-OIljROMOPROPENE 199.88 TUIBUTYL CARRINOL 200.35 0-dR3MOPMtNETOLE 201.07 P-8RUHOPHCNETOLE 201.07 I.I-UI8ROMDPROPANE 201.91 1.2-UIBRUHOPROPANE 201.91 1.3-DI8RUMOPROPANE 201.91 ACETYLOIMETUYLMALDNATE 202.20 DI~UT~L XALA~E U 202.25 OIETHYLALIPATE 202.25 PENTACHLOHOETHANE 202.30 I I 2 2 I E T C L O I F ETHANE 203.R3 1000RENZLNE 204.01 NIN-OIBUTYLANILINC 205-34 1-EROMONMPHTHALENE 207.08 I-LIROMONUNANE 207.16 2-8RUMO-hONANE 207.16 ~~~O-DICHLORODECANE 211.18 BENZYL ElENZOPTE 212.25 N-PENTAJESANE 212.41 3-BRPROPYL PHENYL ETHER 215.1U 2-NITRO-UIPHENYL ETHER 215.21 215.94 1 i2-UIBRU*OBUTANE I.4-LlIdUUHO8UTANE 215.Y4 2r3-JIERUMOaUTANE 21S.Y4 1.2-0IBR-L-ME PROPANE 215.94 UE7UlLENL IODIDE 217.87 21 3-JIER-1-PROPANOL 217.90 0-1030TOLUENE 210.t5 GLYCtROL TRIACETATE 2ld-21 PENTIETHYL BENZENE 218.37 I S O ~ U T Y L T R I C L ACETATE 219.50 TETRAETGLYCOL-DIME ETHER 222.29 I-HEXAOECENE 224.42 2-CLtTriYL TRICL ACETATE 225.89
~
n.
0. 0. 745.
0.0
18.7 19.2 19.0 0.0 20.0 20.0 15.0
0.0
-17.5 9-0
1.4890
1.01*0
1.3140
1.1384 1.0270 1.0729 1.1180 1.4542 1.4695 F.9875 3.9950
-54.8
-58.0 7.2
0. 0.
0. 0.
109.0
7R.C 179.0 233.0 241.0 121.0 213.5 152.5 286.0 285.0
1.4505
1.4580 1.5065 1.4908 1.5717 1.4855 1.5761
0.0
15.0 17.0
0.
0. 760.
z5.0
20.0 22.0 20.0 20.0 20.0
-64.0
-21s.o 52.2 -36.2 -103.1
0.
0.
.5338
.4918
0.
1.9445
1.6123 0.7559 1.2223 0.7771 c.7640 2.2464 2.2308 1.4745 1.61d2 0.8663 0.7936 1.3444
0 .
0. 0. 0.
760.
0.0 0.0
4.0
.so00
.4233 ,5426 -4297 -4252 a5428 .55n5 -6012 -3781
10A.O 130.0
7r0
7h1 782 783 784 785 786 787 708 789 790 791 792 793 794 795 79h 797 79H 799 800 80 1 802 803
-. 55
10.0
-70.0
243.0
133.3 213.n 191.5 112.5 108.0 0.0 80.3
23.0 20.5
20.0
20.0
-21.8 -53.0
0 .
760. 760.
-. 65
15.0 5.1
25.0 20.0
0.
0.
0.0
20.0
.o
0.0
-43.0 10.0
0.
768.
0.0
223.0 117.0 47.7
25.0
25.0
1.5635
2.0554 2.1687 O-tr788 1.3826 1.1220 1.1227 1.1180
0.0
25.0 0.0 20.0 20.0 25.0
0.
0.
-36.4 -63.0
5.8
0. 0.
0. 0. 14.
110.0
131.4 250.0 167.5 165.0 57.5 202.3 325.0
-5054
.4507 -5312
10.0 6.0
0.0
0.0
7.m 0.0
.4548
.4527 ah738 -5150
1.1464
1.1905
0.0 0.0
20.7 25.0
0. 0 . 0.
0. 734. 0.
6-00
0.0 0.0 0.0 0.0 0.0 0.0 0.0 0.0 36 .0 0.0
0.0 0.0
783.0
283.6 328.0
1.1830
1.1zws
.SI50
.459n .so11
0.0
1.3R00
1.6372 0.7852 1.0256 1.5170 1.042H 7.0120 0.7627 1.3OY8
0.0
0.0 0.0
22.0 0.0 20.0
-. 48
13.0 -12.0 -26.0 73.1
0.
0.
220.1
126.0 246.0 270.0 155.0 7RA.3
.439R
.4932
0.
250. 0. 0. 0.
.SI43
.4955
-5406
.5061 .4290 -5517 -5517 1.4800 1.5416 1.4445 1.5532 1.5498 1.5100 1.5206 1.5230 1.4374 1.4234 1.4272
36.0
-21.0
0.0
0.0
104.0
253.5 121.5 121.5 130.0 141.0 230.0 124.G 733.0 135.4 141.4
a11
812 013 814
6U .
0.0
0.
0. 0. 10. 760. 0. 22. 0. 74.
1.3OY8
1.0796 2.0346
1Y.O 19.0
25.0 25.0 0.0 25.0 25.0
815
816
817
0.8408
1.*105
1.4031 0.0
1.9366 1.9893 1.0030 0.9873 1.0076
0.0
0.0 0.0 26.0 20.0 20.0 lS.O 35.0
-55.5
-34.2
3. 0.
0. 773. 760.
0n .
120.0
i142.0 245.0 162.5 Y2.8 189.@ 774.8 7R1.1
818
819 820 821 822 823 824 825 826 827 828 829
0.0
3.73
1.68dl
1.6252 1.8230 0.9037 1.4834
I . 5054
1.4083 1.6197
0.
0. 0. 760.
26.0
-31.4 -32.2 b.2 0.0 0.0
2.57
0.0
2. 50
20.0
1.5186
1.6580 1.4520 1.4519 1.4600 1.5681 1.4315
0.0
4.R3
1.0851
1.0810
3.9936 1.1121 G.76d9 1.3650 1.2539 1.7950 1.0080 1.7830 1.75Y0 3.3254 2.0739 1.7130 1.156Z C.89r)S 1.2550 1.0132 0.7825 1-5357
0. 5.
767. 0. 0. 0.
830
831 832 833 834 835 836 837 838 839
84.0
208.5 148.6 323.5 270.5 127.0
0.0
0.0
0.0
1Y.4 10.0 11.0
0.0
4.90 0.0
0.0
1.5750
19.
8.
1.5500
1.5175 1.5133 1.5090 1.7559
-20.0 0.0
n.
0.
184.0
166.3 197.5 161.0 150.0
-26.0
-70.3
0.
760. 0. 17.
1. 05
b-0
1.5466
1.6090 l.Sn64 1.5127
0.0
20.0 19.0 25.0 20.0
0.0 0.0
i8i.n 118.0
211.5 75Y.I) 277.0 18h.n 275.e
0.
0. 0.
32 .
-20.0 0.0 -21.4
1.4456
1.4336
0.
760.
840 84 1
842
0.0
20.0
1.4441
1.4813
40 .
0.0
0.
766.
155.0
217.0
0.0 0.0
948
F :
226.29 227.44 228.2Y 229.96 230.16 23a.31 230.31 233.17
234.Y4
Density
0.1900
Temp. 15.0
Refract. Index 00 .
Melting Point
Boiling Point
Dielec. Constant
G.0
List
NO.
0.9659 0.Y790
1.3510
2. 00 7. 00 18.0 2. 00 2. 00
20.0
760.
0 .
0 .
0 .
222.2
233.5
85 1 852
857
e54
-1.1
-15.7 25 . -112.0 07 .
-7.0
249.11 24Y. Y5 250.76 252.76 254.07 258.35 258.36 258.36 258.36 259.83 264.77 264.78
264.R2
166.32
70O.RO PfiOPANE I.2.C-TRl8ROMO il2.3-TaImoMo P ~ O P A N E '2bo.i10 281.r16 1.1-OIIOJJETHANE O L E I C ACIL, 2'32.47 I-8R~MO-C-IOOOBENZENE 2d2sY2 262.92 1-UR3WO-~-1000~ENLENE 28U.95 I-CrlLOROUCTAOECANE I-BROWOPCIJT AOECANE 2Y1.32 294.65 123-IRIBd-2-ME PKOPAME 294.83 1.2~4-TdldROWO BUTANE 212.3-TRldROM0 blJTANE 294.83 294.84 1 2 >-TRr~ROi408UTANE .. METHYL OLtATE 296.50 308.76 TRI-CL-ALLTIC ANHYDRIOC 01-N-HUTYL SEBACATE 314.47 oieurrL * ~ ~ A C A T E 3!4,47. TETRAETHIL LEAO 323.45 338.56 N-BUTYL ULEATE e u m STCARATE 340.60 345.67 1122-TET dWOMOETMANt l.l~lr2-TtTRA~ROHOEThANE 345.71) B I S I 2 - E T n S X Y ET)5EdACATE '341.46
TR1lZ-TOLYL)PUOSPHATE 36d.36 O I ( 2 - E T n t X ) AOIPATE 370.>8 815(2-ETntX)PHTHALATE 390.57 DIETMYLHLXYL AZELATE 412.66 , ~ 1 5 ( 2 - E T r t l L H E l ) S E d ~ A C A l E +426-.66
1.1810 1.9557 0.0 1.Y523 0.0 1.3297 0.0 1.5872 15.0 (1.9729 20.0 2.3650 0.0 1.4225' 1 . 90 1.5100 00 . 2.6650 2. 50 2. b889 20.0 1.7399 2. 00 0.9652 00 . 0.Y652 20.0 3.Y646 20.0 0.9530 20.0 25.0 2.1630 1.7440 12.0 70.5 2.7080 2. 00 1.6460 GsY760 2 . 50 2.5789 00 . 1 9950 20.0 25.0 3.3078 1.U4Q5 20.0 2.3548 7. 00 2.2985 20.0 2.4209 70.0 2.8400 00 . 0.8870 25,O 2.2571 ?5.0 ?.C220 2. 50 0.8586 25.0 GsY9Y9 25.0 2.1750 00 . 2.1700 20.0 2.1724 2. 00 2.1938 00 . 0.8702 2. 50 1.6908 2. 00 0.93b6 20.0 0.9324. 2 5 . 0 11.0 1.6590 0t67 .l5 25.0 0.8540 7. 50 2.Y529 25.0 2.8748- 0.0 (-9953 25.0 1.1830 2. 50 0.9220 2. 50 t.9843 20.0 0.9150 2. 50 (1.9120, 25.0
20.0 23.0
1.4724
1.6081
I .60d3
-*>.7 1.4890 1.5012 30 . -18.5 1.4351 1.5854 -19-0 1.6088 16.0 00 . 1.6147 1.5939 00 . 1.5976 81 . 42 . 1.7026 1.4369 -37.0 1.4369 -37.0 1.4359 50 . 1.4315 -17.0 1.3670 -110.5 00 . -3a.O I 6345 . 00 . 1.5258 00 . -7Y.O 1.4226 -35.5 1.5933 -27.5 1.5120 1.7380 61 . 1.4926 -3>.0 1.5790 00 . 1.5670 00 . 1. 69 1.5862 1.6730 28 . 1. 34 I .4582 30 . 1.661R 1.660~ -Y.O I .4525 1Y.O 16.6 1.4592 11.0 1.5652 1.5608 -18.0 -1.9 1.5602 1.5680 -1Y.O 1Y.9 1.4502 00 . 00 . 1.4397 10 . 1.4415 -11.0 -136.8 1.5915
1.4680
120.0
151.0
0 . 0. 0 . 760. 0 . 0 . 14.
4 .
862 863
8 64
0.0 00 .
00 . 00 . 43 .9 00 . 00 .
P.0
773. 760. 0 . 0 . 0 .
10. 0.
282.P 47.3
z03.1)
163.5 111.0
289.0 188.5 110.0
1R2.0
340.0 2C0.5
00 . 5.19 2.34 00 . 00 . 00 . 79 .6 00 . 00 . 53 .2
64 .4
869 870 871 872 873 874 875 876 077 878 879 a80
881
882 883
884
8U5
00 . J0 . 00 .
0.0 2.4h
257.0
752.0 1w.n
6.0 0.0
-19.0
I .4422
1.6323 1.0277
1.4440
1.4510
00 . 32 .1 00 .
4.54
4.54 00 .
4.00
31 .1 70 .0 00 . 00 . 00 .
0.0 5.30 0.0 4.03
0, O., or 0.0.
949
Poorly Hydrogen-Bonded
carbon tetrachloride chloroform perchloroethylene FreonS TF Freona MF trichloroethylene methyl formate methylene chloride
n-hexane
"F
Freezing Point, "C "F Density, g/mL Img/m3) Ib/gal Vapor Density (air = 1)
-r
176 5.4 41
088 7 34
77 171 -23 -9
1 59
68
154
61 142 6 4
-83
1 49
24 74.8
-111
31.8 89.2
-100
-96 -141
-168
I 49
-148 0 97 8 I3 21 -36 0 35 25 0
0 516
-.
-
I3 26 53 12 80
-
0 66 5 51 2 97
12 43 41
1355 58
I3 I6
1242
28
6 30
9 87 0 70 19 0 0 22 0 93 35 09 63 12 146 8 72 25
NF
13 07
4.54
- -
Rate of Evaporation (Butyl acetate = I ) Viscosity, 20C IWF), CPlmPa s) Surface Tension in Air, 20C 168F). dyn/cm lmN/rn) Specific Heat, Liquid, 20C (68 Fl. caVg C (Btu/lb F) kJ/kg K
10 00 11 60 280 - - ~ _ _ _ _ _ _ _ _
0 29
18 4
6 20
0 65
0 99
0 57
0 88 32 3
0 21 0 87
--
044
28 9
0 42
26 8
02 1 o a8
- -
27 2
0 23
32 0 (25C)
0 23 096
28 2
0 28
0 54
______
94
175
2 26
80
___ 59
106
0 96
___
50 90 209 93
117
- ) 4
_ 1 _ 1 1 .
46
57
103
170 395 92 22
~
84
195
145 337 73
247 93
240 93 25
NF
78 141 327
86
97 27 M
_ l _ l _ -
_2 2 - ~ 22 - NF
22 22 - _ - __
NF NF
25
NF
27
-1 1
"F
Flammable Limits, vol% Lower Upper Threshold Limit Value," ppm
12 14 8
NF
-22 -7 12 69
50
__
NF NF
NF
19 -2 5 23
NF
NF
~
NF
IO
5 skin
IO
25
1000
1000
ceil.
50
100
50
(continued)
950
Moderately Hydrogen-Bonded
(continued 1
951
DMF
DMAC
EGME
124 255
-85
formamide
157
153 307
65 148
F '
Density, g/mL lmg/m3) Ib/gal Vapor Density (air = I ) Rate of Evaporation (Butyl acetate = 1) Viscosity, 20C (68F). CP1mPa.s) Surface Tension in Air. 20C 168F). dynlcm lrnN/m) Specific Heat, Liquid, 2 0 C I8F. 6') cal/g C (Btuilb F) kJ/kg K
4 1 -78
0.90 7.50 2.51 0.17 0.80
-98 -144
0.79
6.63
1.11
<I
0.92(25"CI 1.72
3.76 58 4
0 551
__
0 48 2 01 __
2 59
0 60 2 51
160 281 668
11 5
2 31
400 720 1674 19 2 >16 2
--
13 6 89 14 57 33 19 0 1000
-
____
- _ __ _
99 64
44
12 1 64 58 136
Hvdrooen Bondino Index. Y Flash Point, TCC,"C "F Flammable Limits, vol% Lower Upper
89 52 67 36 200
skin
11
89 12 53 23 12 7 400
89 29 84 14
11
50 cell skin125 cell proposed)
111
1.1
81 25
skin
15 12
J ,
10
skin
10
skin
5
skin
10
skin
I _
Formula
952
F A m ACID COMWNENT
CASTOR
L -
c4 C6 C8 CIO 1 TOTAL C 1 0
c")
BUTANOIC (Butyric) HEXAlVOlC [Caproic) OCTANOIC (Caprylic) DECANOIC (Capric) DECENOIC LAURIC (Dodecanolcl cis-9-DODECENOIC
+
GETABLE BASED BUTTER COCONUT
-~
~~
t
~
--t7.3
--t
--.. .
o. 1
~
TOTAL C 1 2 MYRISTIC (Tetradecanoic) 5 % 1 ___ C 14 1 cis 9 TETRADECENOIC TOTAL C 1 4 C15 PENTADECANOIC TOTAL C 1 5 C16 PALMITIC (Hexadecanoic) C16 1 cls-9-HEXADECENOIC TOTAL C 1 6 C17 HEPTADECANOIC C17 1 HEPTADECENOIC TOTAL. C 1 7 STEARIC (Octadecanoic) CL8 _ _ C18 1 C18 2 C18 3
~-
0.1
0.7 __ 0.7
1
I
1 2
02 1.4
5.5
5.1
1
I
_ _ . ~ ~ - _ _ _
L
- -
10 30 35
-3 4 5 i ..
36 5 3 o t
38 30 2 5
2 6
186
~
2
169 86
544
LINOLENIC (cis 9 CIS 12 cis 15 Ocradecatrienoic) _ _ Cl84 cis - cis____cis 12 cis -I5 OCT4DEC 6 - 9 ___ -L I S 1 [OF1 HElNOLElC (12 H v d r o n cis- O ~ t n d e ~ e n o i c t ___ <I8 (OH), DIHYDROXYSTEARIC TOTAL. CIS NONADECANOIC LI9 TOTAL C 1 9 EICOSANOIC (Arachidic) L2O - -cis .._ 1 I EICOSENOIC - __ c20 I - 9 or cis ______-L20 2 ElCOSADlENOlC L20 3 EICOSATRIENOIC ____ CIS-8. cis- 1 I . C I S - 14-Eicosatetraenoic) ARACHIDONIC (CIS-5. C20:J C20:5 EICOSAPENTAENOIC TOTAL C 2 0 c22 DOCOSANOIC (Behenlcl C22 1 cis- 13-DOCOSENOIC (Erucic) DOCOSADIENOIC C22 2 4. 8. 12. 15. 19-DOCOSAPENTAENOIC C22 5 C22 6 DOCOSAHEXAENOIC TOTALC22 c2.1 TETRACOSANOIC (L1gnoc~ricI c:24 I TETRACOSENOIC TOTAL C24
-!Z
89 2 -~ 1 4
35 I 19 1 ' 153 . 56 6
A
___
94.5
i
24.5
98.3
11.3
76.3
32.3
I
I
- " . . .
I
I
__I__
03 .
1.0 -
1.0
-..I .
0.2
60.0
--
I F--
(continued)
953
1
I
PALMOIL
_OLEIN P _
I
c4
C8 C8 c10 C1O:l TOTAL C 1 0 c12 LAURIC (Dodecanoic) C12: 1 cis-9-DODECENOIC TOTAL c i a C14 MYFUSTIC (Tetradecanoic) C 14: 1 cis-9-TETRADECENOIC TOTAL C 1 4 C15 PENTADECANOIC TOTAL C I S C16 PALMITIC (Hexadecanoic) C16:l cis-9-HEXADECENOIC TOTAL C 1 8 C17 HEPTADECANOIC C17: 1 HEPTADECENOIC TOTAL C17 C18 STEARIC (Octadecanoic) C 18: 1 OLEIC (cis-9-Octadecenoic) -_ . C18 2 LINOLEIC (cis_ _ . 9 cis 12-Octadecadienoic) Cl8:3 LINOLENIC (cis-9. cis- 12. cis- 15-Octadecatrienoic) . _. C18:4 cis-6. cis-9. . .. ...cis-._ - cis- 12.. . 15-OCTADECATETRAENOIC .. C18: 1 (OH) RICINOLEIC ( 1 2-Hydroxy-cis-9-Octadecenoic) C 1 8 (OHh DIHYDR0,XYSTEARIC TOTAL C18 c19 N0NAI)ECANOIC TOTAL C19 EICOSANOIC.(Arachidic) c20 _..c i s - 9 or cis- I 1 -EICOSENOIC C2O:l ____-~ ~ - C20:2 ElCOSADiENOlC - ElCOSATRlENOlC C20 3 (220.4 ARACHIDONIC (cis 5 cis 8 cis I I cis _ _ Eicosatetraena 14 _______ . C20 5 EICOSAPENTAENOIC TOTAL cao c22 DOCOSANOIC ___-______(Behenic) ~c22 1 CIS- - ____- 13 OOCOSENOIC (Erucic) C22.2 DOCOS/\RIENOIC __ _ C22 5 4 8 12 15 19 DOCOSAPENTAENOIC DOCOSAHEXAENOIC C22 6 TOTAL caa TEPRACOSANOIC-(Lignoceric) c24--__ rEPRACOSENOIC C24 I TOTAL ca4
i
0.7 .
4
I
1.5 _ .
9.0
0.6
9.6
66.7
2.7
__
~~~~~
1
90.0
41.6
I
0.4
0 - 4 -- t
I
-_
0.4
-4
-._____
. -.-
-I
- -.
__
(continued)
954
SETABLE E
c4
C6 CB
50 1 c10.1
__
-~
__-
*
SOYBEAN SUNFLOWEI
TALL OIL
1
__ __
TOTAL C 1 0 c12 C 12. I TOTAL C 1 2 CIA C I4 1 TOTAL C 1 4 C15 TOTAL C1S C16 C16 1 TOTAL C 1 8 C17 C 17: 1 TOTAL C 1 7 CIS
Cl8 I CIS 2 C ___ IS 3 CIS 4 C18 I [OH) __ C 18 (OH)? TOTAL Cl8
--
---
__
0.1
~
0.1
0.1
PENTADECANOIC PALMITIC [HexadecanoicL cis-9-HEXADECENOIC HEPTADECANOIC HEPTADECENOIC STEARIC IOctadecanolc) OLEIC [cis 9 O c t a d e y n o i r ) - -______ LINOLEIC (cis-9 CIS 12 Ortadeccidienoic) . LINOLENIC [cis - r i b 12 c i s 13 Orradzcatrienoic) 9 cis-6. CIS 9 C I S 12 C I ~ 5 O( I IDEC \TtTR\EUOIC 1 RICINOLEIC 112 H elro\\ C I - c t Oir.tiircenoir) _ ~. DIHYDRO.XYSTEARIC
~~
0.1
0.1
-_.6-5
0 2
6.5
10.5
0.2
_ _ 13 17 __ 6 _ _ 12 7
5 3
~
2 5 12 5
3 2
77 5
2 2 58 6 36 0
_
81.1 36.9 92.5 96.8
c 19
NONADECANOIC
-~ ~
TOTAL C 1 9 c20ElCOSANOlC IArdrhidic I C20 I cis-9 or cis 1 1 EICOSF.IEOI( 520 2 C20 3 C20 4 c20 5 TOTAL C 2 0 EICOSADIENOJC EICOSATRIENOIC ARACHIDONIC [cis 5 e
13 . I .6 ____
0
10 6
I1
0 7
27
15
I15
II
TIC
EICOSAPENTAENOIC
I4 Eirosatetraenoii ____
DOCOSANOIC [Dehrnicl ~cis I3-DOCEENOIC IEruc I I I C?2 L C22 2 DOCOSADIENOIC C22 5 4. 8. 12. 15. I 9 DOCOSr\I'ENIAENOIC DOCOSAHEXAENOI( C22 6 TOTAL C 2 2 c 2 4 __ _TETRACOSANOIC ILigiicjt eric ) _ _ ~- __ C24 I TETRACOSENOIC
czz-
--
-_
2.9 2.9
11.5
1.0
1.1
_____
_
07 -45 8
01
-~
__
2.9
_
-1:
1.4
; I
15
1.5
48.8 02 0h 0.8__
1.6
(continued )
955
c10:1 DECENOIC TOTAL C 1 0 c12 LAURlC (Dodecanoic) c12:1 cls-9-DODECENOIC TOTAL c i a C14 MYRISTIC (Tetradecanoic) C 14: 1 cls-9-TETRADECENOIC TOTAL C 1 4 C15 PENTADECANOIC TOTAL C 1 5 C16 PALMITIC [Hexadecanoic) C16:I cis-9-HEXADECENOIC TOTAL C 1 6 C17 HEFTADECANOIC C17:l HEFTADECENOIC TOTAL C 1 7 C18 STEARIC (Octadecanoic) . C 18: 1 OLEIC (cis-9-Octadecenoic) C_ 18:2 LINOLEIC (cis-9. cis- 12-Octadecadienoic1 . C 18:3 LINOLENIC (cis-9. cis- 12. cis-15-Octadecatrienoic) .~ cis-6. cis-9. cis- 12. cis- 15-OCT.4DEC.ATETRAESOIC CAI:? _ ~. C18: I .. . -~ (OH) RICINOLEIC (12-H~dros?--cis-B-Octadecenoic) . C18 (OH), DIHYDROXYSTEARIC TOTAL C18 C19 NONADECANOIC TOTAL C 1 9 EICOSANOIC (Arachidic) _ _ c20_ _ cis-9 or cis- I I ElCO-SLYOlC c 2 0 -1 _ - . C20 2 ElCOSADlENOlC __ ~ _
~ ~~~ ~ ~ ~~~~~
2.0
__
.
48.1
6 ; ;
1
~-
_..
~. .
66.9
_ _ _
C 032-ElCOSATRlENOlC ARACHIDONIC (cis-5. cis-8. cis- I 1 . cis- 14-Eirosatelraenoic) C20:4 __~~~-___ -~ .. . . . C20:5 EICOSAPENTAENOIC TOTAL cao c22_ DOCOSANOIC I B e h e n k - _ . _ _ - (322 I CIS- 13-DOCOSENOIC IErucicI C22 2 DOCOSADIENSCC22.5 4 _ . ~- . 8 . 12. 15. 19-DOCOSAPENTAENOLC C22 6 DOCOSAHEXAENOIC
.
1.0
_
-
___
TOTAL
caa
_ -
Other.
II I 11 I
II 6
(continued)
956
SARDINE
BUTANOIC IButvrIcl . * C6 HEXANOlC (Captolc) C8 OCTANOIC (Capryllc) c10 DECANOLC (Capric) . -~ c10 1 DECENOIC TOTAL C 1 0 LAURIC (Dodecanoic1 - - c 12 c12 1 CIS 9 DODECENOIC TOTAL C 1 2 C14 MYRISTIC (Tetfadycdnoir) C 14 1 cis 9 TETRADECEUOIC TOTAL C 1 4 C15 PENTADECANOIC TOTAL C 1 5 PALMITIC (Hexadecanoic) C16 ~CIS 9 HE.XADECENOlC C16 1 TOTAL C 1 6 C17 HEPTADECAVKC C17 1 HEPTADECENOIC TOTAL C 1 7 STEARIC__ (Octadecannir) _ _ C18 OLEIC (cis 9 Ocladecenoirl Cl8 1 __ L- O ~ 6 < f c i s9 cis 12 Ociadecadienoicl IN 518 2 . _ _
~~ ~~
c4
c4
7.6
~
7 3
7.6
0.4
0.4
18.3 8.3
~
26.6 0.5
~
_-
0.6
___
4 1
~
-~
C18 1 (OH) RICINOLEIC 112 t l \ d r o \ \ _ _ C18 (OH11 DIHYDROXYSTt \RIC
r i s 9 Octadecenoic) _____
__
21.3
c19 NONADECA'IOIC TOTAL C l 9 ElCOSAiuOlC l A r r i ( hirlic) ___ ___ 522 I -_ C20 2 EICOSADltVOl~ ____. . g[C-OSATKlENOlC C20 3 ._ . ARACHIDONIC ( ( i s 5 c i s 8 cis-1 1 CIS 1 4 Elcosatetraenoic) C20 4 EICOSAPENTAENOIC C20 5 TOTAL C 2 0 c22 DOCOSANOIC IBeheiiici
24.9 1 2 1.2
c 0 . 2 -
__
9.4
~-
03
8.6 18.4
11.6
~
C6 C8 c10 ~- c10 1 TOTAL C10 c12 ___c12 1 TOTAL C 1 2 C14 60 ____ C14 1 6.0 TOTAL C14 C15 TOTAL C1S C 16 10 0 ~C16 1 130 23.0 TOTAL C 1 6 C17 C17:l TOTAL C 1 7 C 18 20 24 0 C18 1 _ _ _ C18 ___ 2 C18 3 _ _ _ C18 _- 4 C 1 8 1 (OH) C l 8 IOHI 26.0 TOTAL C I S c19 TOTAL C19 c _ _ ~ 20 c20 1 c 2-0 2 ~c2q3 2_ c 2 0_ _6 0 _ 4 c20 5 26.0 TOTAL C 2 0
~ ~ ~~ ~ ~ ~
4 8 12 15 19 I~OCOSAPENTAENOIC DOCOSAHEXAENOIC
__
1 7 9 1 __
~
___ ___
19 0
10.8
~
19.0
0.4
08
TOTALC24
0.4 4.3
0.8 4.3
(continued)
957
--
~"
_-- -- - __ ____ - -
o/o
4/0A
100/100
5090/1008VlOO-1 7u9965/98--2
4005+0/4-
7/0B
100-
ii/o.31~0.5-
200-
300--1
D
59197-
51195-3
450500-
445G
-14'3
-16/4
-1wi
1 (;
-1
3-2
'/2
62/1075/15-
-5/1
II
I
88/20-
12/608/50--8
-7
-2'/2
.I
108/30-
-9
150/50-20/10 2/30---"
-10
- 2 1
-3 '12
K
z00/100-
-420
-13 1/15-14
- 5 1
-430
-6
31--7 35-
hl
-/zoo-
o/o
-16
INDEX
958
VISCOSITY CONVERSIONS
(For Newtonian Fluids, BD 26"C, D Ford Cup Centipoise8
1.o 10.0
I!, 0
1)
Zahn
#2
zallll
Zalm
#4
#4
#3
Cardner Iioldt
A-5
Krebs Stormer
16
li
14 1'3
A-4
A J
2% 0
A 2
32.0
15 19 22 27 30 36 40
46
20 22
27
A- 1 A
50.0
65.0 85 0 100.0 125.0
140 0
B
C
34 41 49
'30 GG
12 14 16 18 23 25 27 32 34 36 39 41 46 50 52 57 63 68 11 13
14
165 0 200.0
D E F G
H
1
J
50
55 68
;4 i
82
17 18 20 22 24 25
26
52 54 56
59
225.0
250 0
275 0
300.0 320.0 340 0 370.0 400.0 435.0 470.0 500.0 550.0 630.0. 885.0 1.070.0 1,290.0 1,760.0 2.270.0 2.700.0 3,620.0 4,630.0 6.340.0 9.850.0 14,800.0
.
61 62 63
64
M
N
28 30 33 34
37
P Q
R
65
66 67 68 69 71 78 85
40 44 64
U v
VU
270
X Y
Z
z1
95
100 105 114 129 136
2-2
2-3
z1
L5
Z-6
959
-20 -10
0.99349 0.998137 0.999868 0.999927 0.999968 0.999992 1.oooooo 0.999992 0.999968 0.999930 0.999877 0.999809 0.999728 0.999129 0.998234 0.997075 0.995678 0.994063 0.992247 0.988066 0.983226 0.977793 0.971819 0.965340 0.961920 0.958384
0 1 2 3 4 5 6 7 8 9 10 15 20 25
30 35 40 50 60 70 80 90 95
100
(1) Mellan, I., Industria/ Solvents, Reinhold Publishing Corp., New York, NY (1939) (2) Mellan, I., Industrial Solvents, 2nd Ed., Reinhold Publishing Corp., New York, NY (1950) (3) Mellan, I., Handbook of Solvents, Vol. I, "Pure Hydrocarbons," Reinhold Publishing Corp., New York, NY (1957) (4) Phillips Chemical Co., Phillips Bldg., Bartlesville, OK 74004,(800-858-4327) 14 (5) Ariiona Chemical Co., 1 0 E. Business Highway 98,Panama City, FL 32401, (800-526-5294) 01 (6) Fina Oil and Chemical Co., 8350 N. Central Expressway, Dallas, TX 75206,(800-344-FINA) (7) Mellan, 1. Source Book of Industrial Solvents, Vol. 11, "Halogenated Hydrocarbons," Reinhold Pub. Corp., New York, NY (1957) (8) Exxon Chemical Co., P.O. Box 3272,Houston, TX 77253,(800-526-0749/800-231-6633) (9) Elf Atochem Inc., 266 Harristown Rd., P.O. Box 607,Glen Rock, NJ 07452,(201-652-8575/800-932-020) (10) Eastman Chemical Co., P.O. Box 431,Kingsport, TN 37662, (800-EASTMAN) (11) DuPont Co.,Wilmington, DE 19898, (800-441-9408) (12) Sun Refining and Marketing Co., Ten Penn Center, 1801 Market St., Philadelphia, PA 19103,(215-977-3513/800-825-3535 (13) Unocal Corp., 1701 Golf Rd., Rolling Meadows, IL 60008, (800-967-7601/800-964-7676) (14) Shell Chemical Co.,3200 Southwest Freeway, Suite 1230,Houston, TX 77027,(713-241-8101) (15) CPS Chemical Co.,Inc., P.O. Box 162,Old Bridge, NJ 08857,(908-607-2700) (16) Castrol Industries, 1000 W. 31st St., Downers Grove, IL 60515 (1 7) Allied-Signal, Inc., Engineered Solvent, P.O. Box 1139R, Morristown, NJ 07962,(201 -455-2120/800-922-0!364) (1 8) Penreco, 138 Petrolia St., Karns City, PA 16041,( 1 4 2-756-0110/800-245-3952) (19) Union Carbide Corp., 39 Old Ridgebury Rd., Danbury, CT 06817,(800-SOLVENT) (20) Amoco Chemicals, 8 1 Warrenville Rd., Lisle, IL 60532,(800-621-4567) 0 (21) Grant Chemical Division, Ferro Corp., P.O. Box 263,Baton Rouge, LA 70821,(504-654-6801) (22) PPG Industries, Inc. One PPG Place, Pittsburgh, PA 15272,(41 2-434-3131/800-CHEM-PPG) (23) Dow Chemical Co.,Midland, MI 48674,(800-447-4369) (24) Rhone-Poulenc Basic Chemicals Corp., One Corporate Dr., Box 881,Shelton, CT 06484, (203-925-3300) (25) Halocarbon Products Corp., 887 Kinderkamack Rd., River Edge, NJ 07661,(201-262-8899) (26) Humko Chemical Division, Witco Corp., P.O. Box 125, Memphis, TN 38101-0125, (901-320-5800) (27) Occidental Chemical Corp., Occidental Tower, 5005 LBJ Freeway, Dallas, TX 75244,(972-404-3700/800-733-9960) (28) Hercules, Inc., Hercules Plaza, Wilmington, DE 19894,(800-235-0543/800-400-6579) (29) Holson, R.W., et al, Journal of the American Chemical Sodety, 632094 (1941) (30) Quantum Chemical Corp., US1 Division, 11500 Northlake Dr., Cincinnati, OH 45249, (708-285-OO24/800-331-0229) (31) Mellan, I., Source Book of IndustrialSolvents, Vol. 111, "Monohydric Alcohols," Reinhold Publishing Corp., New York, NY (1959) (32) Mellan, I., Pollrhydic Alcahols, Spartan Books, Washington, DC (1962)
(33) Kirk, R.E., and Othmer, D.F., Encvclqpedia of Chemical Technology, Interscience Encyclopedia, Inc., New York, NY (34) Angus Chemical Co.,1500 E. Lake Cook Rd., Buffalo Grove, IL 60089,(847-215-8600) (35) Haas, H.B. and Riley, E.F., Chemical Review, 32,No. 373 (1943) (36) Gaylord Chemical Corp., P.O. Box 1209,Slidell, LA 70459,(504-649-5464) (37) Dynaloy, Inc., 7 Great Meadow La., Hanover, NJ 07936,(201-887-9270) (38) IC1 Americas Inc., Wilmington, DE 19897,(302-575-4270) (39) Procter & Gamble, industrial Chemical Div., P.O. Box 599, Cincinnati, OH 45201,(513-983-5607/800-543-1580) (40) Vista Chemical Co., 900 Threadneedle, P.O. Box 19029,Houston, TX 77224, (713-588-3O00/800-231-8212) (41) Eastman Kodak Co.,343 State St., Rochester, NY 14650,(800-225-5352) (42) Hoechst Celanese Corp., 1601 West LBJ Freeway, Dallas, TX 75234,(214-277-4000) (43) SCM Glidco Organics Corp., P.O. Box 389,Jacksonville, FL 32201,(904-768-5800/800-231-6728) (44) Rember, R.F., Acetone: / sProduction and Uses, National Wood Chemicals Association, Washington, DC t (45) Sonneborn Division, Witco Corp., 520 Madison Ave., New York, NY 10022-4236, (212-605-391 1/800-634-4010) (46) QO Chemicals, Inc., P.O. Box 2500,West Lafayette, IN 47906, (317-497-6100/800-621-9521) (47) BASF Corp., 3000 Continental Dr. N., Mt. Olive, NJ 07828,(800-443-6460) (48)Huntsman Corp. (formerly Texaco), P.O. Box 27707,Houston, TX 77227,(713-235-6000) (49) ISP International Specialty Products (GAF), 1 6 Alps Rd., Wayne, NJ 07470, (201-628-3000) 31 (50) Mellan, I., Ketones, Chemical Publishing Co., New York, NY (1968) (51) Mapstone, G.E., Chemical Processing, April 1967 (52) Total Petroleum, Inc., East Superior St., Alma, MI 48802, (517-463-1161) (53) Vukan Chemicals, P.O. Box 530390,Birmingham, AL 35253, (205-877-3ooO/800-633-8280) (54)3M Adhesive Systems, 3M Center, St. Paul, MN 55144, (612-733-1110) (55) American Ink Maker, New York, NY (56) J.T. Baker Chemical Co., 222 Red School La., Phillipsburg, NJ 08865, (201-859-2151) (57) Chemical Processing, p.94b, September, 1954
(w),
960
References
961
(58) Henkel Corp., 5325 S. 9th Ave., LaGrange, IL 605253602, (312-579-6150/800-237-4037) (59) Akzo Chemicals Inc., 300 S. Riverside Plaza, Chicago, IL 80606,(312-906-7500/800-257-8292) (SO) Crowley Chemical Co.,Inc. 2 1 Madison Ave., New York, NY 10016,(212-682-1200) 6 (61) Baxter Healthcare Corp., Burdick &Jackson Div., 1953 S. Harvey St., Muskegon, MI 49442,(616-726-3171/800-368-0050) (62) Alpha Metals, Inc., 600 Route 440,Jersey City, NJ 07304,(201-434-6778) (63) Henkel Corp., Emery Group, 5051 Estercreek Dr., Cincinnati, OH 45232, (513-482-3000) (64) Mobil Oil Corp., 3225 Gallows Rd., Fairfax, VA 22037,(800-662-4525) (65) KendalV Amalie Division, Wtco Corp., 77 N. Kendall Ave., Bradford, PA 16701,(814-368-6111) (66) Olin Chemicals, 120 Long Ridge Rd., Stamford, CT 06904, (203-356-3000/800-243-9171) (67) Chemcentral Corp., P.O. Box 730, Chicago (Bedford Park), IL 60499,(800-331-6174) (68) Stepan Co.,22 W. Frontage Rd., Northfield, IL 60093,(708-446-7500/800-745-7837) (69) Ashland Chemical Co.,ICs Division, P.O. Box 2219, Columbus, OH 43216, (614-790-3333) (70) ARC0 Chemical Co.,3801 W. Chester Pike, Newtown Square, PA 19073,(800-345-0252) (71) Cardolite Corp., 500 Doremus Ave., Newark, NJ 07105,(201-344-5015/800-322-7365) (72) "Solvay's Chlorobenzenes," Chemical ngineering, April 1954 (73) tiggett, LM., Anal. Chem., 26:748 (1954) (74) Velsicol Chemical Corp., lo400 W. Higgins Rd., Suite 600, Rosemont, IL 60018, (708-298-9000) (75) Monsanto Chemical Co., 800 N. tindbergh Blvd., St. Louis, MO 63167,(314-694-1000/800325-4330) (76) FMC Corp., 1735 Market St., Philadelphia, PA 19103, (800-468-3853) (77) Witco Corp., One American La., Greenwich, CT 06831,(800-494-8287) (78) Reilly Industries, Inc., 1510 Market Square Center, 1 1 N. Delaware St., lndianopolis, IN 46204, (317-247-8141) 5
GLYME (Ferro) - 574 HALSO (Occidental Chemical) - 115 HEP (ISP) - 805 HERCO (Hercules) - 349 HERCULES (Hercules) - 56, 57, 457 HEXSOLV (Chemcentral Corp.) - 63 HI-SOL (Ashland Chemical) - 62 HYSTRENE (Wiico Corp.) - 676-680 INDUSTRENE (Wiico Corp) - 676, 677, 679, 680 INKSOLV (Union Carbide) - 284, 285 ISOPAR (Exxon Chemical) - 73 JEFFSOL (Huntsman Corp.) - 861-866 KEMAMINE (Humko Corp.) - 699, 735 KEMSTRENE (Wfico Corp.) - 444 KENSOL (KendalVAmalie) - 75-77 KESSCO (Stepan Co.) 852, 853 KP-140 (FMC Corp.) - 882 KWlK DRI (Ashland Chemical) - 62 IACOLENE (Ashland Chemical) - 62 IACTOL (Unocal Corp.) - 99 LPA (Vista Chemical) - 101 3M (3M Adhesive Systems) - 93 MONOGLYME (Ferro) - 515 M-PYROL (ISP) - 782-804 MR (Vista Chemical) - 101 NAPTHOL SPIRITS (Unocal Corp.) - 99 NB (Angus Chemical) - 212 NE (Nitroethane) (Angus Chemical) - 21 1 NEOBEE (Stepan Co.)- 853 NEO-FAT (Akzo Chemicals) - 681, 682 NEP (ISP) - 805 NEPD (Angus Chemical) - 212 NEUSTRENE (Witco Corp.) - 444 NlPAR (Angus Chemical) - 216, 217, 219 NM (Nitromethane) (Angus Chemical) - 213 NMP (Angus Chemical) - 213, 809 NMPD (Angus Chemical) - 213 NORPAR (Exxon Chemical) - 73 OXITOL (Shell Chemical) - 839 OXSOL (Occidental Chemical) - 169-194 PANASOL (Amoco Chemical) - 61 PEGASOL (Mobile Oil) - 79, 80 PENRECO (Penreco) - 81 PERCHLOR (PPG Industries) - 130 PLURACOL (BASF Corp.) - 581 PLURONIC (BASF Corp.) - 622 POLYGLYME (Ferro/Grant) - 505 POLY-SOLV (Olin Chemicals) - 512-514, 523, 525, 527, 530, 533, 536, 537 PROPASOL (Union Carbide) - 96, 830, 839, 843845,849 PROPOMEEN (Akzo Chemicals) - 714 PUNCTILIOUS (Quantum Chemical) - 282 00 (00 Chemicals) - 340, 346 REOFOS (FMC Corp.) - 881 REOMOL (FMC Corp.) - 883 RETARDSOL (Unocal) - 100
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