The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 2,3-Dibromopropionic acid, is researched, Molecular C3H4Br2O2, CAS is 600-05-5, about Additions of halogen by means of N-bromosuccinimide. III. Preparation of aliphatic α,β-dihalo carboxylic acids, the main research direction is ALIPHATIC DIHALO CARBOXYLIC ACID; DIHALO CARBOXYLIC ACID ALIPHATIC; CARBOXYLIC ACID ALIPHATIC DIHALO.Reference of 2,3-Dibromopropionic acid.
cf. CA 64, 11114f. α-Bromo-β-chlorocarboxylic acids and their esters were readily obtained from the corresponding α,β-unsaturated carboxylic acids with N-bromosuccinimide (I) and HCl. The position of the halogen atoms was confirmed by partial hydrolysis of the products. The appropriate α,β-unsaturated carboxylic acid or ester (0.1 mole), 50 cc. 3N HCl, and 50 cc. Et2O treated with stirring at -6° during 40 min. with 17.8 g. I in portions and filtered, and the aqueous phase diluted with 60 cc. saturated aqueous NaCl and extracted 8 hrs. with Et2O yielded the corresponding α-bromo-β-chloro derivative By this method were prepared from the appropriate α,β-unsaturated compounds the following α-bromo-β-chloro derivatives (m.p. or b.p./ mm. and % yield given): ClCH2CHBrCO2H (II), 43°, 61; Et ester of II, 93°/20 (81°/10), 70; ClCH2CMeBrCO2H (III), 43° (125°/14), 78.5; Me ester of III, 87°/24 (69°/9), 69; MeCHClCHBrCO2H, 70° (143°/25, 123°/8), 73. CH2:CHCO2H with I and HBr gave similarly 50% BrCH2CHBrCO2H, m. 51°. The appropriate α-bromo-β-chlorocarboxylic acid (0.002 mole) in 15 cc. Me2CO and 5 cc. H2O kept 3 days at room temperature gave the corresponding β-hydroxy-α-bromocarboxylic acid. In this manner were prepared HOCH2CHBrCO2H, 71% MeCH(OH)CHBrCO2H, m. 86-7°, and 70% HOCH2CMeBrCO2H, m. 107-8°.
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Reference:
Piperidine – Wikipedia,
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