KINETIC EVIDENCE FOR THE OCCURRENCE OF A STEPWISE MECHANISM IN HYDRAZINOLYSIS OF PHTHALIMIDE

被引：36

作者：

KHAN, MN

机构：

[1] Department of Chemistry, Universiti Malaya, Lembah Pantai

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1995年 / 60卷 / 14期

关键词：

D O I：

10.1021/jo00119a035

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The apparent second-order rate constants, k(napp), for the reaction of hydrazine with phthalimide at a constant pH follow the empirical relationship k(napp) = A(1)[Am](T)/(1 + A(2)[Am](T)), where [Am](T) represents the total hydrazine buffer concentration. The nonlinear variation of k(napp) against [Am](T) is attributed to the change in the rate-determining step with change in [Am](T) at a constant pH, and this provides evidence for the existence of an intermediate on the reaction path. The cyclization of o-(aminocarbamoyl)benzamide to 2,3-dihydrophthalazine-1,4-dione involves N-aminophthalimide as the intermediate.

引用

页码：4536 / 4541

页数：6

共 24 条

[1] LACK OF CONCERTEDNESS IN CATALYSIS OF ENOLIZATION OF OXALOACETIC ACID BY GENERAL ACIDS AND BASES - FORMATION OF A CARBINOLAMINE INTERMEDIATE IN TERTIARY AMINE CATALYZED ENOLIZATION REACTION [J].