83165-36-0Relevant academic research and scientific papers
Preparation of (+)- and (-)-2,3-Dibromo-1-propanols
Huitric, Alain C.,Gordon, W. Perry,Nelson, Sidney D.
, p. 474 - 475 (1982)
The enantiomers of 2,3-dibromo-1-propanol were obtained by diazotization of the diastereomeric d-tartrate salts of 2,3-dibromopropylamine.The products of the reaction contained approximately 13percent of the secondary alcohol 1,3-dibromo-2-propanol which was separated by either column chromatography on silica gel or preparative GLC to obtain the primary alcohols (+)-2,3-dibromo-1-propanol (26D +13.8 deg) and (-)-2,3-dibromo-1-propanol (24D -12.8 deg).NMR and EI mass spectra of the primary and secondary dibromopropanols clearly distinguished the structuralisomers from one another.The optical isomers will be used to examine possible stereoselective differences in mutagenic potency, since 2,3-dibromo-1-propanol is a mutagenic metabolite of the potent mutagen and carcinogen tris(2,3-dibromopropyl) phosphate.
Crystallization-induced asymmetric transformations. Enantiomerically pure (-)-(R)- and (+)-(S)-2,3-dibromopropan-1-ol and epibromohydrins. A study of dynamic resolution via the formation of diastereoisomeric esters
Brunetto, Gabriella,Gori, Susanna,Fiaschi, Rita,Napolitano, Elio
, p. 3785 - 3791 (2007/10/03)
(S)-2,3-Dibromopropan-1-ol of high enantiomer excess was obtained by crystallization-induced asymmetric transformations of racemic 2,3-dibromopropan-1-ol esterified with N-([1,1′-biphenyl]-4-ylcarbonyl-L-alanine; in particular, an asymmetric transformatio
Degradation of 2,3-Dichloro-1-propanol by a Pseudomonas sp.
Kasai, Naoya,Tsujimura, Kazuya,Unoura, Kinya,Suzuki, Toshio
, p. 3185 - 3190 (2007/10/02)
A bacterium that assimilates 2,3-dichloro-1-propanol was isolated from soil by enrichment culture.The strain was identified as Pseudomonas sp. by the taxonomic studies.The strain converted 2,3-dichloro-1-propanol to 3-chloro 1,2-propanediol, releasing chloride ions.The conversion was stereospecific because the residual 2,3-dichloro-1-propanol and formed 3-chloro-1,2-propanediol gave optical rotation.The resting cells converted various halohydrins to the dehalogenated alcohols, and cell-free extracts had strong epoxyhydrolase activity.These results indicated that the strain assimilated 2,3-dichloro-1-propanol via 3-chloro-1,2-propanediol, glycidol and glycerol.The possibility to manufacture optically active 2,3-dichloro-1-propanol is discussed.
