Kinetics and mechanism of nitrosation of toluene, o-xylene, and m-xylene in trifluoroacetic acid, or in acetic-sulfuric acid mixtures, under nitric oxide

被引:20
作者
Atherton, JH
Moodie, RB [1 ]
Noble, DR
机构
[1] Univ Exeter, Exeter EX4 4QD, Devon, England
[2] ZENECA Huddersfield Works, Huddersfield HD2 1FF, W Yorkshire, England
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1999年 / 04期
关键词
D O I
10.1039/a900476i
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The title reactions give good yields with m-xylene, and modest yields with toluene and o-xylene which are successfully directly nitrosated for the first time. The advantages of purging with nitric oxide are demonstrated and discussed. The kinetics have been successfully interpreted in terms of a mechanism in which both the aromatic substrate and the nitrosoaromatics form, reversibly, complexes with nitrosonium ion. The nitrosoaromatics are unstable under the acid conditions and the method is successful only because of the protective complexation with the nitrosonium ion.
引用
收藏
页码:699 / 705
页数:7
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