Bromosuccinic Acid

Title: Bromosuccinic Acid
CAS Registry Number: 923-06-8
CAS Name: Bromobutanedioic acid
Additional Names: monobromosuccinic acid
Molecular Formula: C4H5BrO4
Molecular Weight: 196.98
Percent Composition: C 24.39%, H 2.56%, Br 40.56%, O 32.49%
Line Formula: HOOCCH2CHBrCOOH
Literature 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).
Derivative Type: dl-Form
Properties: Crystals, mp 161°. d 2.07. Soluble in 5.5 parts water; sol in alc.
Melting point: mp 161°
Density: d 2.07
Derivative Type: d-Form
Properties: Crystals, mp 172°. [a]D15 +41.9° (c = 5); [a]D20 +67.9° (ether). Ref: Levene, Mikeska, J. Biol. Chem. 55, 795 (1923); Clough, J. Chem. Soc. 129, 1674 (1926).
Melting point: mp 172°
Optical Rotation: [a]D15 +41.9° (c = 5); [a]D20 +67.9° (ether)
Derivative Type: l-Form
Properties: Crystals, dec 177-178°. [a]D -43.8° (c = 6), -65.0° (c = 6 in abs alc), -73.5° (c = 6 in acetone).
Optical Rotation: [a]D -43.8° (c = 6), -65.0° (c = 6 in abs alc), -73.5° (c = 6 in acetone)
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