Title: a-Bromoisovaleric Acid

CAS Registry Number: 565-74-2

CAS Name: 2-Bromo-3-methylbutanoic acid

Molecular Formula: C5H9BrO2

Molecular Weight: 181.03

Percent Composition: C 33.17%, H 5.01%, Br 44.14%, O 17.68%

Line Formula: (CH3)2CHCHBrCOOH

Literature 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. 56, 82 (1926); Berlingozzi, Lenoci, ibid. 68, 721 (1938). Configuration of d-form: Brewster et al., Nature 166, 179 (1950).

 

Derivative Type: dl-Form

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

Melting point: mp 44°

Boiling point: bp ~230° with some decompn

 

Derivative Type: d-Form

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

Melting point: mp 43-44°

Optical Rotation: [a]D20 +22.6° (c = 4 in benzene)

 

Derivative Type: l-Form

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

Melting point: mp 43-44°

Optical Rotation: [a]D20 -22.4° (c = 4 in benzene)