Preparation of trifluoromethylbenzoic acid from hexafluoroxylene

Details Preparation of trifluoromethylbenzoic acid from hexafluoroxylene Preparation of trifluoromethylbenzoic acid from hexafluoroxylene

1988-04-19

1990-05-29

Killos, Paul J.

Organic compounds -- part of the class 532-570 series

Organic compounds

Carboxylic acids and salts thereof

562422, C07C 5116

Patent

active

049297538

ABSTRACT:
Trifluoromethylbenzoic acid is obtained at high yield from .alpha.,.alpha.,.alpha.,.alpha.',.alpha.',.alpha.'-hexafluoroxylene, which is a relatively inexpensive compound, by reacting this compound with a strong acid in sulfuric acid which is at least partly fuming sulfuric acid. It is best to use fuming sulfuric acid as the strong acid. The reaction temperature ranges from room temperature to 150.degree. C., though temperatures below 100.degree. C. are preferable. By this reaction only one trifluoromethyl group of hexafluoroxylene is hydrolyzed so far as the strong acid is not in large excess.

REFERENCES:
patent: 3792048 (1974-02-01), Hansl
"Some Reactions of the Trifloromethyl Group in the Benzotrifluoride Series. I. Hydrolysis", J. Am. Chem. Soc., vol. 41, pp. 4148-4149 (1949).
Saul Patai, The Chemistry of Acid Derivatives (Part 1), pp. 275-276 (1979).

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