2125. p-Chlorobenzoic Acid

Nomenclature

CAS number: 74-11-3
4-Chlorobenzoic acid; chlorodracylic acid.
C7H5ClO2; mol wt 156.57.
C 53.70%, H 3.22%, Cl 22.64%, O 20.44%.

Description and references

Prepn by catalytic oxidation of 1-chloro-4-ethylbenzene: Emerson et al., J. Am. Chem. Soc. 71, 1742 (1949). Manuf by oxidation of p-chlorobenzaldehyde: Shipman, US 3124611 (1964 to ICI). Crystal structure: Toussaint, Acta Crystallogr. 4, 71 (1951), C.A. 45, 6604e (1951); Pollock, Woodward, ibid. 7, 605 (1954), C.A. 48, 13331e (1954).

Chemical structure

Properties

Triclinic crystals, mp 243°. Sol in 5290 parts water; freely sol in alcohol, ether.

Derivative

Methyl ester.

Nomenclature

Methyl p-chlorobenzoate.
C8H7ClO2; mol wt 170.59.
C 56.33%, H 4.14%, Cl 20.78%, O 18.76%.

Properties

mp 44°.

Derivative

Sodium salt.

Nomenclature

Sodium p-chlorobenzoate.
C7H4ClNaO2; mol wt 178.55.
C 47.09%, H 2.26%, Cl 19.86%, Na 12.88%, O 17.92%.

Properties

White, odorless, crystalline powder, freely sol in water.

Use

Sodium salt as a preservative.