Benzoyl formic acid

Diaminobutane Ethyl chlorimidoacetate Benzoyl formic acid... 

Mckenzie carried out a number of asymmetric synthesis by reducing the keto groups in several ketoesters in which the ester group contained a chiral group. Thus he synthesized 1-mandelic acid from benzoyl formic acid by the following steps using 1-menthol... 

The triphenyl derivative (91, R = R = R = Ph, R = H) is formed in a mechanistically interesting reaction between benzoyl formic acid anil (Ph-N=CPh-C02H), trifluoroacetic anhydride, and pyridine. Its 1,3-dipolar cycloaddition reactions with alkynes and alkenes have been reported. ... 

Isatin.—Furthermore, a di-ketone derivative of di-hydro indole-known as isatin is prepared from ortho-amino benzoyl formic acid as a lactam anhydride. 

By a slight modification of the procedure, crystalline benzoyl-formic acid (phenylglyoxylic acid) can be isolated. The oxidation of 375 g. (2.5 moles) of mandelic acid by cold alkaline potassium permanganate is performed exactly as described in the first paragraph (p. 236). After removal of the manganese dioxide, the combined filtrates are evaporated to 2500-3000 cc., rather than 800-1000 cc. as given in the second paragraph (p. 237). At this point the solution is acidified carefully, so as to precipitate only benzoic acid, by the addition of 100 cc. (190 g.) of concentrated sulfuric acid (sp. gr. 1.84) previously diluted with an equal volume of water and cooled. The benzoic acid (25-30 g.) which... 

Activated charcoal served as a solid-phase adsorption device[201. Thus, benzaldehyde and thiophene-2-carboxaldehyde were obtained from benzoyl formic acid and thiophene-2-glyoxylic acid respectively, in final concentrations of up to 4.8 g L I and molar yields exceeding 85 %. 

The oral toxicity in animals was found to be low to very low. An LD50 value of 3500 mg/kg for rats has been documented (NIOSH 1986). No adverse effects were noted in animals subjected to chronic inhalation exposure at below 400 ppm. At higher dosages only the liver was affected (ACGIH 1986). Ethyl benzene is eliminated from the body by metabolic excretion. The urinary metabolites in humans are mainly mandelic acid, C6HsCH(OH)COOH, and benzoyl-formic acid, CeHsCOCOOH. 

Siegel, B., and J. Lanphear Iron-catalyzed Oxidative Decarboxylation of Benzoyl-formic Acid. J. Amer. Chem. Soc. 101, 2221 (1979). 

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