- Benzilic acid
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Benzilic acid 
Hydroxy(diphenyl)acetic acidOther namesα,α-Diphenyl-α-hydroxyacetic acid, α,α-Diphenylglycolic acid, α-Hydroxydiphenyl acetic acid, 2,2-Diphenyl-2-hydroxyacetic acid, 2-Hydroxy-2,2-diphenylacetic acid, Diphenyl glycolic acid, Hydroxydiphenyl acetic acidIdentifiers CAS number 76-93-7 
ChemSpider 6220 ChEBI CHEBI:39414 ChEMBL CHEMBL578171 Jmol-3D images Image 1 - O=C(O)C(O)(c1ccccc1)c2ccccc2
- InChI=1S/C14H12O3/c15-13(16)14(17,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10,17H,(H,15,16)
Key: UKXSKSHDVLQNKG-UHFFFAOYSA-N
InChI=1/C14H12O3/c15-13(16)14(17,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10,17H,(H,15,16)
Key: UKXSKSHDVLQNKG-UHFFFAOYAV
Properties Molecular formula C14H12O3 Molar mass 228.24 g mol−1 Appearance white solid Density 1.08 g/cm3 Melting point 150 - 152 °C
Boiling point 180 °C (17.3 hPa)
Solubility in water 2 g/l (20 °C) Hazards R-phrases R22 S-phrases S23, S24, S25, S28, S36, S37, S45 NFPA 704 
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)Infobox references Benzilic acid is a white crystalline aromatic acid soluble in many primary alcohols. It can be prepared by heating mixture of benzil, alcohol and potassium hydroxide. The other preparation way is through benzaldehyde, which dimerizates to benzil and it is further transformed by benzilic acid rearrangement to benzilic acid. This reaction was also the first example of benzilic acid rearrangement performed by Liebig in 1838.[1]
Benzilic acid is used in organic synthesis, as a base point for preparation of glycollate pharmaceuticals and some hallucinogenic drugs.
See also
References
- ^ Liebig, J. (1838). "Ueber Laurent's Theorie der organischen Verbindungen". Annalen der Chemie 25: 1–31. doi:10.1002/jlac.18380250102.
External links
Categories:- Aromatic compounds
- Acetic acids
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