TY - JOUR
T1 - The 1, 4-Diesters of 2-Butene by Phase-Transfer Catalyzed Nucleophilic Displacement and Isomerization of Dichlorobutene Mixtures
AU - Zahalka, Haydar A.
AU - Neiroukh, Ziad
AU - Arrad, Onn
AU - Sasson, Yoel
PY - 1992/8/1
Y1 - 1992/8/1
N2 - 1, 4-Dichloro-2-butene (1) reacts quantitatively with salts of carboxylic acids under phase-transfer catalytic (PTC) conditions to form 1, 4-diesters of 2-butene. 3, 4-Dichloro-l-butene (2) does not react with carboxylate nucleophiles. 2 is isomerized to 1 by quaternary ammonium halide catalysts, but no reaction is observed with quaternary ammonium carboxylases. By proper adjustment of the reaction conditions, isomer mixtures of dichlorobutene can be directly converted to pure 1, 4-derivates of 2-butene.
AB - 1, 4-Dichloro-2-butene (1) reacts quantitatively with salts of carboxylic acids under phase-transfer catalytic (PTC) conditions to form 1, 4-diesters of 2-butene. 3, 4-Dichloro-l-butene (2) does not react with carboxylate nucleophiles. 2 is isomerized to 1 by quaternary ammonium halide catalysts, but no reaction is observed with quaternary ammonium carboxylases. By proper adjustment of the reaction conditions, isomer mixtures of dichlorobutene can be directly converted to pure 1, 4-derivates of 2-butene.
UR - http://www.scopus.com/inward/record.url?scp=0026908407&partnerID=8YFLogxK
U2 - 10.1021/ie00008a033
DO - 10.1021/ie00008a033
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AN - SCOPUS:0026908407
SN - 0888-5885
VL - 31
SP - 2062
EP - 2065
JO - Industrial and Engineering Chemistry Research
JF - Industrial and Engineering Chemistry Research
IS - 8
ER -