Phenylglyoxylic acid
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| Names | |
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| IUPAC name
2-Oxo-2-phenylacetic acid
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| Other names
Benzoyl formate
Phenylglyoxalate | |
| Identifiers | |
3D model (JSmol)
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| ECHA InfoCard | 100.009.345 |
PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C8H6O3 | |
| Molar mass | 150.13 g/mol |
| Melting point | 64–66 °C |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Phenylglyoxalic acid is the organic compound with the formula C6H5C(O)CO2H. The conjugate base, known as benzoyl formate is the substrate of benzoylformate decarboxylase, a thiamine diphosphate-dependent enzyme:
- benzoylformate + H+ benzaldehyde + CO2
It is a colourless solid, m.p. 64–66 °C.
Phenylglyoxalic acid can be synthetized by oxidation of mandelic acid with potassium permanganate.[1] An alternative synthesis involves hydrolysis of benzoyl cyanide.[2]
References
- ^ B. B. Corson, Ruth A. Dodge, S. A. Harris, and R. K. Hazen (1941). "Ethyl Benzoylformate". Organic Syntheses
{{cite journal}}: CS1 maint: multiple names: authors list (link); Collected Volumes, vol. 1, p. 241. - ^ T. S. Oakwood and C. A. Weisgerber (1955). "Benzoylformic Acid". Organic Syntheses; Collected Volumes, vol. 3, p. 114.