KINETICS OF ACID AND NUCLEOPHILE CATALYSIS OF THE DIAZOTIZATION OF 1-NAPHTHYLAMINE

被引：22

作者：

CASADO, J ^{[1
]}

CASTRO, A ^{[1
]}

IGLESIAS, E ^{[1
]}

PENA, ME ^{[1
]}

TATO, JV ^{[1
]}

机构：

[1] UNIV SANTIAGO DE COMPOSTELA,FAC QUIM,DEPT QUIM FIS,SANTIAGO DE COMPOSTELA,SPAIN

来源：

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE | 1986年 / 64卷 / 01期

关键词：

Protonation - Nitric acid - Acidity;

D O I：

10.1139/v86-023

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The diazotization of 1-naphthylamine has been studied at acidities ranging from 10-2 to 1.5 M. At low acidities nitrosation takes place via the unprotonated form of the amine, and the rate-controlling step is either the interaction with the nitrosating agent or, if high concentrations of a nucleophile are present, the loss of a proton from the protonated nitrosamine (the nucleophiles studied were Cl-, Br-, SCN-, and thiourea). At high acidities the protonated and free amines also react, the former of these reactions involving proton transfer to the solvent. In each case the proposed mechanism was supported by studying the reaction in D2O, which also allowed the isotopic effect of the solvent on the formation equilibria of the various nitrosating agents to be obtained.

引用

页码：133 / 137

页数：5

共 23 条

[1]

ADBY PR, 1974, INTRO OPTIMIZATION M

[2]

[Anonymous], [No title captured]

[3] THE POTENTIOMETRIC MEASUREMENT OF ACID DISSOCIATION CONSTANTS AND PH IN THE SYSTEM METHANOL-WATER - PKA VALUES FOR CARBOXYLIC ACIDS AND ANILINIUM IONS [J].