4171. p-Fluorobenzoic Acid

Nomenclature

CAS number: 456-22-4
C7H5FO2; mol wt 140.11.
C 60.01%, H 3.60%, F 13.56%, O 22.84%.

Description and references

Prepd by treating p-carbethoxybenzenediazonium chloride with fluoboric acid, followed by thermal decompn of the resulting p-carbethoxybenzenediazonium fluoborate and by hydrolysis of the ensuing ethyl ester of p-fluorobenzoic acid: Schiemann, Winkelmüller, Org. Synth. 13, 52 (1933).

Chemical structure

Properties

Monoclinic prisms from water. Peculiar sweet taste. mp 182.6°. Sparingly sol in cold water; freely sol in hot water. Soly in water at 32°: 1.1 g/l. Water solns evaporate without leaving a residue. Sol in alc, ether. pK (25°): 3.85.

Derivative

Ethyl ester.
C9H9FO2; mol wt 168.16.
C 64.28%, H 5.39%, F 11.30%, O 19.03%.

Properties

Crystals, mp 26°. bp 210°.