Nomenclature
CAS number: 526-78-3
2,3-Dibromobutanedioic acid; α,α′-dibromosuccinic acid;
sym-dibromosuccinic acid.
C
4H
4Br
2O
4; mol wt 275.88.
C 17.41%, H 1.46%, Br 57.93%, O 23.20%.
Description and references
Prepn of dl-form by bromination
of maleic acid: McKenzie, J. Chem. Soc. 101, 1196 (1912); Young et al., J. Am. Chem. Soc. 61, 1640 (1939);
of meso-form by bromination of fumaric acid: eidem, ibid.; Rhinesmith, Org. Synth. coll. vol. II, 177 (1943). Resolution of dl-form: McKenzie, loc. cit.
Derivative
dl-Form.
Nomenclature
threo-2,3-Dibromosuccinic acid. Properties
Crystals, mp 167°. Very sol in cold water.Derivative
d-Form.
Properties
Crystalline powder from ethyl acetate + CCl4, mp 157-158°. [α]D18 +64.4° (c = 5 in water), +135.8° (c = 5 in alc), +147.8° (c = 5 in ethyl
acetate).Derivative
l-Form.
Properties
Needles from benzene, decomp 157-158°. [α]D13 -148.0° (c = 5.8 in ethyl acetate). Very sol in cold water; sol in
ethyl acetate, acetone, methanol, ethanol; sparingly sol in chloroform,
petr ether, CCl4.Derivative
meso-Form.
Nomenclature
erythro-2,3-Dibromosuccinic acid. Properties
Cryst from water, dec 255-256°, also reported
as mp 270-273°.
Sol in 50 parts cold water, more sol in hot water; sol in alcohol,
ether; sparingly sol in chloroform.