Nitrogen kinetic isotope effects on the decarboxylation of 4-pyridylacetic acid

被引:2
|
作者
Sicinska, D
Lewandowicz, A
Vokal, B
Paneth, P
机构
[1] Tech Univ Lodz, Inst Appl Radiat Chem, PL-90924 Lodz, Poland
[2] Univ Ljubljana, Dept Geol, SI-1000 Ljubljana, Slovenia
来源
JOURNAL OF ORGANIC CHEMISTRY | 2001年 / 66卷 / 16期
关键词
D O I
10.1021/jo0156969
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Nitrogen kinetic isotope effects on the decarboxylation. of 4-pyridylacetic acid have been measured in solvents of different polarity and have been found to vary from the inverse value of 0.994 to the normal value of 1.002 upon increase of water content of the binary dioxane-water solvent from 25% to 75% (v/v), respectively. These changes were successfully modeled theoretically and shown to originate from the large inverse nitrogen isotope effect on the equilibrium between acidic and zwitterionic forms.
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页码:5534 / 5536
页数:3
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