Jmol-3D images Image 1 (http://chemapps.stolaf.edu /jmol/jmol.php?model=%5BK %2B%5D.O%3DC%28O%29c1ccccc1C %28%5BO-%5D%29%3DO) Properties Molecular formula C 8 H 5 KO 4 Molar mass 204.22 g mol 1 Appearance White or colorless solid Density 1.636 g/cm 3 Melting point ~295 C (decomposes) Solubility in water 25 g/100 ml Solubility slightly soluble in alcohol From Wikipedia, the free encyclopedia Potassium hydrogen phthalate, often called simply KHP, is an acidic salt compound. It forms white powder, colorless crystals, a colorless solution, and an ionic solid that is the monopotassium salt of phthalic acid. The hydrogen is slightly acidic, and it is often used as a primary standard for acid-base titrations because it is solid and air-stable, making it easy to weigh accurately. It is not hygroscopic. [1][2][3] It is also used as a primary standard for calibrating pH meters because, besides the properties just mentioned, its pH in solution is very stable. In water KHP dissociates completely giving the potassium cation (K + ) and hydrogen phthalate anion (HP - or Hphthalate - ). As a weak acid hydrogen phthalate reacts reversibly with water to give hydronium (H 3 O + ) and phthalate ions. HP - + H 2 O P 2- + H 3 O + KHP can be used as a buffering agent (in combination with hydrochloric acid (HCl) or sodium hydroxide (NaOH) depending on which side of pH 4.0 the buffer is to be) but should not be used as a buffer for decarboxylation reactions, as these will degrade the KHP and mop up the conjugation groups. KHP is also a useful standard for total organic carbon (TOC) testing. Most TOC analyzers are based on the oxidation of organics to carbon dioxide and water, with subsequent quantitation of the carbon dioxide. Many TOC analyzers suggest testing their instruments with two standards: one typically easy for the instrument to oxidize (KHP), and one more difficult to oxidize. For the latter, benzoquinone is suggested. ^ Hendrixson, W. S. (1920). "Further Work on Potassium Hydrogen Phthalate as a Standard in Volumetric Analysis". J Am Chem Soc 42: 724727. doi:10.1021/ja01449a008 (http://dx.doi.org/10.1021%2Fja01449a008). 1. ^ "Potassium Hydrogen Phthalate" (http://www.riccachemical.com/Technical-Support/Tech- 2. IUPAC name Other names SMILES InChI Potassium hydrogen phthalate - Wikipedia, the free encyclopedia http://en.wikipedia.org/wiki/Potassium_hydrogen_phthalate 1 of 2 8/19/2014 8:38 AM Acidity (pK a ) 5.4 Structure Coordination geometry tetrahedral Hazards MSDS External MSDS (http://www.sciencestuff.com /msds/C2328.html) R-phrases R36 R37 R38 Main hazards Irritant to eyes, skin, and respiratory system Flash point Non-flammable Except where noted otherwise, data are given for materials in their standard state (at 25 C (77 F), 100 kPa) (verify) (what is: / ?) Infobox references Tips/Potassium_Hydrogen_Phthalate). Arlington, TX: Ricca Chemical Company. Retrieved 2012-10-03. ^ "The Standardization Of NaOH and KHP Assay" (http://web.clark.edu/nfattaleh/classes/135/Sp05 /Labs/NaOHStdSp05.pdf). Clark College. Retrieved 2012-10-03. 3. Retrieved from "http://en.wikipedia.org /w/index.php?title=Potassium_hydrogen_phthalate& oldid=609864175" Categories: Carboxylic acids Phthalates This page was last modified on 23 May 2014 at 21:24. Text is available under the Creative Commons Attribution-ShareAlike License; additional terms may apply. By using this site, you agree to the Terms of Use and Privacy Policy. Wikipedia is a registered trademark of the Wikimedia Foundation, Inc., a non-profit organization. Potassium hydrogen phthalate - Wikipedia, the free encyclopedia http://en.wikipedia.org/wiki/Potassium_hydrogen_phthalate 2 of 2 8/19/2014 8:38 AM