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N-halosuccinimide-mercaptoethanol cohalogenation of olefinic fatty methyl esters: Synthesis of β-halo thioethoxylates
Authors:Sukhprit Singh  Bhupinderpal Singh
Affiliation:(1) Department of Chemistry, Guru Nanak Dev University, 143 005 Amritsar, India
Abstract:Olefinic fatty methyl esters, undec-10-enoate (1), octadec-Z-9-enoate (2), methyl-12 hydroxy octadec-Z-9-enoate (3), on reaction with N-halosuccinimides (4,5), that is, N-bromosuccinimide (4) or N-chlorosuccinimide (5) and 2-mercaptoethanol (6) in benzene, gave β-bromo- or β-chlorothioethoxylates (8–13). β-Halothioethoxylates so formed were acetylated with acetyl chloride in CH2Cl2 to form the respective acetylated products (20–25).
Keywords:2-mercaptoethanol  12-hydroxy octadec-Z-9-enoic acid   N-bromosuccinimide   N-chlorosuccinimide  octadec-Z-9-enoic acid  thioethers  undec-10-enoic acid
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