OXIDATION OF PHENYLHYDRAZINE WITH POLYHALOMETHANES

被引:22
作者
HUYSER, ES
WANG, RHS
机构
[1] Department of Chemistry, University of Kansas, Lawrence
关键词
D O I
10.1021/jo01274a045
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Bromotrichloromethane and carbon tetrachloride undergo reaction with phenylhydrazine yielding nitrogen, chloroform, benzene, a halobenzene, and a hydrogen halide. Although these reactions are spontaneous in the dark, they are accelerated both by light and by peroxides. Evidence for a mechanism of these reactions involving formation of phenyldiimide as an intermediate produced in a free-radical chain reaction followed by reactions of phenyldiimide yielding benzene and a halobenzene is presented. Kinetic studies support a postulated bimolecular reaction of the reactants resulting in formation of free radicals to initiate the chain sequence in the dark reaction. © 1968, American Chemical Society. All rights reserved.
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页码:3901 / &
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