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
收藏
页码：1299 / 1305
页数：7
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