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Abstract
Organic synthesis is a special branch of chemical synthesis and is concerned with the production of organic
compounds via organic reactions. There are three organic compounds that were synthesized. These three are
Sudan-1 of 1-phenylazo-2-naphtol, Soap and Aspirin. 1-phenylazo-2-naphtol is an azo-compounds that have the
general formula of
Ar N N X
with
phenols and other amines through azotization and then coupling reactions with highly activated aromatic
compounds you could produce dye such as Sudan-1. Soap is produce by hydrolysis of triglyceride (fat or oil) via
saponification then is reacted with a strong base such as NaOH or KOH to produce fatty acid salt. Aspirin or
acetylsalicylic acid could be synthesized by esterification or reacting salicylic acid with acetic anhydride and
catalyzing using H3PO4. After synthesizing those three organic compounds, the compounds were then subjected
to testing to find out some properties of these organic compounds.
II. Keywords: azo-dyes, azotization-coupling reactions, arenediazonium salts, saponification, triglyceride, fatty
acids, acetylsalicylic acid, salicylic acid, esterification
III. Introduction
Many of our necessities are organic
materials. Some of our everyday materials were
made in the laboratory by organic synthesis. In this
experiment, we synthesized dye, soap and aspirin.
We then reacted some chemicals in lab in order to
produce these products. By using the different
methods found on previous experiments. We found
out some physical and chemical properties of these
compounds. By knowing the reaction mechanisms
and pathways of these syntheses, we then could
find how these compounds could be formed
theoretically.
IV. Experimental
A. Synthesis of a Dye (1-phenylazo-2-naphthol)
1.4ml of water, 0.9 ml of aniline, and 2.1ml
of concentrated HCl were mixed in a 50ml beaker.
The mixture was then cooled to 0-5 degrees
Celsius and added 1 g of ice. The solution was then
mixed constantly. NaNO3 (0.75g in 3 mL H2O) was
continuously dropped until the solution has excess
acid
At constant 5 degrees Celsius, A drop of
the solution was placed on starch iodide paper to
test reaction for excess nitrous acid, indicated by a
blue color.
1.4 g of -naphthol was added in 3 M warm
NaOH(aq). After mixing, the solution was then
cooled to 5 degrees Celsius. The solution was then
stirred whille adding phenyldiazonium chloride. The
solution was kept at constant 5 degrees Celsius for
15 minutes.
The product was collected through filtration
on fluted filter paper. Cold water was used to wash
several portions of it. It was recrystallized from
ethanol. It was then dried and weighed.
Chemical test:
least intense
most intense
moderately intense
intense
B. Synthesis of Soap
Physical Test
Appearance: candle like
Color: white
Texture: smooth
Odor: Bathroom odor/shampoo
Melting Point: 49-60 C
Chemical Test
CaCl2
MgCl2
FeCl2
H2O
Mineral oil
Methylene chloride
Litmus paper
C. Synthesis of Aspirin
Appearance - crystalline
Texture - fine
Color - white
Odor - sour-smell, vinegar-like
Melting point - 90-136 C
Chemical test
Reaction with methanol - from clear, it formed a
solution with two layers: purple at the bottom and
clear at the top
Reaction with salicylic acid - from clear to a fully
purple-colored solution
VI. Discussion
A. Synthesis of Dye
Appearance: powder
Color: red-orange
Texture: fine
Odor: paint-like smell
Melting Point: 131-133 C
0.1 M NaOH
1 M HCl
NH4OH
CH3COOH
Physical test
B. Synthesis of Soap
1. What is the reaction involved in the
synthesis of soap?
C. Synthesis of Aspirin
1. What is the reaction involved in the
synthesis of Aspirin?
Esterification is the chemical reaction in which the
two reactants (typically an alcohol and an acid) form
an ester as the reaction product.
2. Write the reaction pathway and mechanism
for the synthesis of Aspirin
http://devchandcollege.org/chemistry
%20notes/B.Sc.I%20Chemistry%20Diazonium
%20salts.pdf
http://www.sciencedirect.com/science/article/pii/S03
04389406013860
http://swc2.hccs.edu/pahlavan/2425L9.pdf
http://www.orgsyn.org/
http://www.laney.edu/wp/chelifossum/files/2012/01/13-Saponification.pdf
Organic Chemistry 4th. Ed. Paula Yurkanis Bruice
pp. 700-702
http://theuplbcollegestudent.blogspot.com/2011/05/f
ull-report-synthesis-of-aspirin.html
http://www.pierce.ctc.edu/staff/dwoods/Chem131/Lab/Chem-131%20Lab-05%20094%20Synthesis%20of%20Aspirin%20%28std
%29.pdf
https://www.scribd.com/doc/129937670/Chem-31-1Experiment-9-Synthesis-of-Dye
http://www.thefreedictionary.com/salol
https://www.scribd.com/doc/171817662/Synthesisof-1-Phenylazo-2-Naphthol-or-Sudan-1#download
http://www.academia.edu/8542139/Synthesis_of_1Phenylazo-2-naphthol
I hereby certify that I have given substantial
contribution to this report.
Catalig, Antonio
Tumasis Romer