Kinetics and mechanism of the general base-catalyzed hydrolysis of N-hydroxyphthalimide

被引：4

作者：

Ahmad, W. Hamdah W. ^{[1
]}

Sim, Yoke-Leng ^{[2
]}

Khan, M. Niyaz ^{[1
]}

机构：

[1] Univ Malaya, Fac Sci, Dept Chem, Kuala Lumpur 50603, Malaysia

[2] Tunku Abdul Rahman Univ UTAR, Fac Sci, Dept Chem Sci, Kampar 31900, Perak, Malaysia

来源：

MONATSHEFTE FUR CHEMIE | 2013年 / 144卷 / 09期

关键词：

Kinetics; Buffer catalysis; N-hydroxyphthalimide; Hydrolysis; Mechanism; TRANSITION-STATE; ESTER HYDROLYSIS; ENZYME CATALYSIS; WATER; EXCHANGE; PERSPECTIVES; FORMAMIDE; MICELLES; ACID;

D O I：

10.1007/s00706-013-0990-y

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The kinetics and mechanism of hydrolysis of N-hydroxyphthalimide in the presence of various buffers (dichloroacetic acid, chloroacetic acid, glycine, sodium formate, sodium acetate, N-(2-morpholinoethane)sulfonic acid, and tris(hydroxymethyl)aminomethane) were studied at 50 A degrees C and an ionic strength of 1.0 M. The second-order rate constants k (b) for the buffer-catalyzed hydrolysis of N-hydroxyphthalimide were found to conform to the Bronsted equation logk (b) = C + beta pK (a). A plot of pK (a) versus k (b) for the data obtained in the buffers and H2O (covering a pK (a) range of -1.74 to 8.33) was constructed, and the data were fitted with a straight line that had a slope (beta) of 0.29 +/- A 0.05 and an intercept (C) of -5.19 +/- A 0.20.

引用

页码：1299 / 1305

页数：7

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