1437. Bromosuccinic Acid

Nomenclature

CAS number: 923-06-8
2-Bromobutanedioic acid; monobromosuccinic acid.
C4H5BrO4; mol wt 196.98.
C 24.39%, H 2.56%, Br 40.56%, O 32.49%.

Description and references

Prepn of dl-form by bromination of succinic acid: Kekulé, Ann. 117, 120 (1861); from fumaric acid and HBr: Fittig, Ann. 188, 42 (1877); by bromination of succinyl bromide or succinic anhydride: Hughes, Watson, J. Chem. Soc. 1930, 1733. Prepn of l-form from l-aspartic acid: Walden, Ber. 29, 133 (1896); Karrer et al., Helv. Chim. Acta 30, 271 (1947).

Chemical structure

Derivative

dl-Form.

Properties

Crystals, mp 161°. d 2.07. Soluble in 5.5 parts water; sol in alc.

Derivative

d-Form.

Nomenclature

CAS number: 3972-41-6
(2R)-2-Bromobutanedioic acid.

Properties

Crystals, mp 172°. [α]D15 +41.9° (c = 5); [α]D20 +67.9° (ether). Ref: Levene, Mikeska, J. Biol. Chem. 55, 795 (1923); Clough, J. Chem. Soc. 129, 1674 (1926).

Derivative

l-Form.

Nomenclature

CAS number: 20859-23-8
(2S)-2-Bromobutanedioic acid.

Properties

Crystals, dec 177-178°. [α]D 43.8° (c = 6), 65.0° (c = 6 in abs alc), 73.5° (c = 6 in acetone).