HYDROGEN ISOTOPE EFFECT IN THE AMINATION OF CHLOROBENZENE BY SODAMIDE
作者:
G. E. Dunn,
Peter J. Krueger,
Walter Rodewald,
期刊:
Canadian Journal of Chemistry
(NRC Available online 1961)
卷期:
Volume 39,
issue 1
页码: 180-191
ISSN:0008-4042
年代: 1961
DOI:10.1139/v61-022
出版商: NRC Research Press
数据来源: NRC
摘要:
Mixtures of chlorobenzene and chlorobenzene-2-2H have been subjected to partial amination by sodamide in liquid ammonia and both the unreacted starting material and the product aniline have been analyzed for deuterium. Deuterium in the aniline is distributed approximately equally between the ortho and meta positions. The results give strong support to the mechanism proposed by Roberts and co-workers in which the slow step is the formation of an intermediate, such as benzyne, which is symmetrical with respect to carbon atoms 1 and 2.
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