Kinetics and mechanism of the basic hydrolysis of nitrosoureas

被引：5

作者：

Amado, S ^{[1
]}

GarciaRio, L ^{[1
]}

Leis, JR ^{[1
]}

Rios, A ^{[1
]}

机构：

[1] UNIV SANTIAGO,FAC QUIM,DEPT QUIM FIS,SANTIAGO COMPOSTE 15706,SPAIN

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1996年 / 10期

关键词：

D O I：

10.1039/p29960002235

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Kinetic experiments on 1,3-dimethyl-1-nitrosourea (DMNU), 1-(2-chloroethyl)-3-cyclohexyl-1-nitrosourea (CCNU) and 1,3,3-trimethyl-1-nitrosourea (TMNU) in the presence and absence of strong nucleophiles such as HOO- show that the basic hydrolysis of the nitrosoureas with an acidic hydrogen atom proceeds mainly by abstraction of the proton to afford an anion the subsequent decomposition of which is the rate-controlling step of the overall reaction. TMNU, which has no acidic hydrogen atom, is hydrolysed by nucleophilic attack on the carbonyl group.

引用

页码：2235 / 2239

页数：5

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