EVIDENCE OF POLAR EFFECTS OF SUBSTITUENTS IN THE GAS-PHASE UNIMOLECULAR ELIMINATION OF BETA-SUBSTITUTED ETHYL CHLORIDES PYROLYSIS OF 3-CHLORO-2-METHYLPROPIONITRILE

被引:4
作者
CHUCHANI, G
ROTINOV, A
机构
[1] Centro de Quimica, Instituto Venezolano de Investigaciones Cientificas, Caracas
来源
REACTION KINETICS AND CATALYSIS LETTERS | 1979年 / 12卷 / 03期
关键词
D O I
10.1007/BF02064265
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The gas phase pyrolysis of 3-chloro-2-methylpropionitrile has been investigated in a static system over the temperature range of 460.1-489.9°C and pressure range of 66-231 Torr. The reaction is homogeneous, unimolecular, and obeys a first-order rate law. The study of this compound is to establish whether steric and/or polar factors affect the rate of HCl elimination in β-substituted ethyl chlorides. The β-cyano group has a retarding effect and the electronic factors are of paramount importance in the velocity of elimination of primary halides. This work confirms that polarization of the C-Cl bond is the rate-determining event in the gas phase pyrolysis of alkyl chlorides. © 1979 Akadémiai Kiadó.
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页码:333 / 338
页数:6
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