Hydrolytic stability of hydrazones and oximes

被引：710

作者：

Kalia, Jeet ^{[1
]}

Raines, Ronald T. ^{[1
,2
]}

机构：

[1] Univ Wisconsin, Dept Biochem, Madison, WI 53706 USA

[2] Univ Wisconsin, Dept Chem, Madison, WI 53706 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 39期

关键词：

hydrazones; hydrolysis; oximes; reaction mechanisms;

D O I：

10.1002/anie.200802651

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Watching C 'n' N: Hydrazones and oximes are common conjugates but are labile to hydrolysis. The hydrolytic stabilities of isostructural hydrazones and one oxime were determined at pD 5.0-9.0. The rate constant for the acid-catalyzed hydrolysis of the oxime was nearly 10 3-fold lower than those for simple hydrazones, and a trialkylhydrazonium ion (formed after condensation) was even more stable than the oxime. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

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页码：7523 / 7526

页数：4

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