1422. α-Bromoisovaleric Acid

Nomenclature

CAS number: 565-74-2
2-Bromo-3-methylbutanoic acid.
C5H9BrO2; mol wt 181.03.
C 33.17%, H 5.01%, Br 44.14%, O 17.68%.

Description and references

Prepn of dl-form: Ley, Popow, Ann. 174, 61 (1874); Smissman, J. Am. Chem. Soc. 76, 5805 (1954); Marvel, Org. Synth. coll. vol. III, 848 (1955). Prepn of d- and l-forms: Berlingozzi, Furia, Gazz. Chim. Ital. 5,, 82 (1926); Berlingozzi, Lenoci, ibid. 68, 721 (1938). Configuration of d-form: P. Brewster et al., Nature 166, 179 (1950).

Chemical structure

Properties

Prisms from ether or chloroform, mp 44°. bp ≈230° with some decompn. Sparingly sol in water; sol in alcohol, ether.

Derivative

(R)-Form.

Nomenclature

CAS number: 76792-22-8

Properties

Crystals from petroleum ether, mp 43-44°. [α]D20 +22.6° (c = 4 in benzene).

Derivative

(S)-Form.

Nomenclature

CAS number: 26782-75-2

Properties

Crystals from petroleum ether, mp 43-44°. [α]D20 22.4° (c = 4 in benzene).