MECHANISM OF REACTION OF AZOBENZENE FORMATION FROM ANILINE AND NITROSOBENZENE IN BASIC CONDITIONS - GENERAL BASE CATALYSIS BY HYDROXIDE ION

被引：9

作者：

DALMAGRO, J

YUNES, RA

SIMIONATTO, EL

机构：

[1] UNIV FED SANTA CATARINA,DEPT QUIM,BR-88040970 FLORIANOPOLIS,SC,BRAZIL

[2] FDN UNIV REG BLUMENAU,DEPT QUIM,BR-89012900 BLUMENAU,SC,BRAZIL

来源：

JOURNAL OF PHYSICAL ORGANIC CHEMISTRY | 1994年 / 7卷 / 08期

关键词：

D O I：

10.1002/poc.610070803

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of nitrosobenzene with aniline, to give azobenzene, in basic conditions was studied. It was shown that the reaction exhibits general base catalysis by different buffers giving a Bronsted coefficient beta = 0.318. As in previous studies, a two-step process with a first step of attack of aniline on nitrosobenzene to give an addition intermediate and a second step of dehydration of this intermediate is proposed to interpret the mechanism of the reaction. The analysis of the Bronsted relationship and of the intermediate of the reaction led to the suggestion that hydoxide ion catalyses the reaction by a mechanism of general base catalysis in the dehydration step.

引用

页码：399 / 402

页数：4

共 17 条

[1] EQUILIBRIA AND KINETICS OF N-HYDROXYMETHYLAMINE FORMATION FROM AROMATIC EXOCYCLIC AMINES AND FORMALDEHYDE - EFFECTS OF NUCLEOPHILICITY AND CATALYST STRENGTH UPON MECHANISMS OF CATALYSIS OF CARBINOLAMINE FORMATION [J].