1433. β-Bromopropionic Acid

Nomenclature

CAS number: 590-92-1
3-Bromopropanoic acid.
C3H5BrO2; mol wt 152.97.
C 23.56%, H 3.29%, Br 52.24%, O 20.92%.

Description and references

Prepd by the action of hydrobromic acid on acrylic acid, on hydracrylic acid, and on ethylene cyanohydrin: Kendall, McKenzie, Org. Synth. 3, 25 (1923). Prepn of the ethyl ester: eidem, ibid. 51; of the methyl ester: Mozingo, Patterson, ibid. 20, 64 (1940).

Chemical structure

Properties

Plates from CCl4. mp 62.5°. pK (25°): 4.00. Sol in water, alcohol, ether, chloroform, benzene. Aq alkalies hydrolyze β-bromopropionic acid to hydracrylic acid.

Derivative

Ethyl ester.

Nomenclature

CAS number: 539-74-2
C5H9BrO2; mol wt 181.03.
C 33.17%, H 5.01%, Br 44.14%, O 17.68%.

Properties

Liquid. Pungent odor. Becomes yellow on exposure to light. d418 1.4123. bp44 112°; bp12 70°. nD18 1.4569. Insol in water; miscible with alchol, ether. Protect from light.

Derivative

Methyl ester.

Nomenclature

CAS number: 3395-91-3
C4H7BrO2; mol wt 167.00.
C 28.77%, H 4.22%, Br 47.85%, O 19.16%.

Properties

Liquid. d15 1.4897. bp27 80°. bp18 65°.