Premium
N ‐halosuccinimide‐mercaptoethanol cohalogenation of olefinic fatty methyl esters: Synthesis of β‐halo thioethoxylates
Author(s) -
Singh Sukhprit,
Singh Bhupinderpal
Publication year - 2006
Publication title -
journal of surfactants and detergents
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.349
H-Index - 48
eISSN - 1558-9293
pISSN - 1097-3958
DOI - 10.1007/s11743-006-0389-4
Subject(s) - chemistry , acetylation , benzene , medicinal chemistry , organic chemistry , chloride , halo , biochemistry , gene , physics , quantum mechanics , galaxy
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 CH 2 Cl 2 to form the respective acetylated products ( 20–25 ).