THERMODYNAMIC CHARACTERIZATION OF TAUTOMERIC EQUILIBRIA BY MULTINUCLEAR MAGNETIC-RESONANCE - APPLICATION TO 3-HYDROXYPYRIDINE

被引：19

作者：

LLOR, J ^{[1
]}

LOPEZMAYORGA, O ^{[1
]}

MUNOZ, L ^{[1
]}

机构：

[1] UNIV VIGO,FAC CIENCIAS,DEPT QUIM PURA & APLICADA,VIGO,SPAIN

来源：

MAGNETIC RESONANCE IN CHEMISTRY | 1993年 / 31卷 / 06期

关键词：

C-13; NMR; N-15; VARIABLE TEMPERATURE; TAUTOMERIC EQUILIBRIA; 3-HYDROXYPYRIDINE;

D O I：

10.1002/mrc.1260310607

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A marked temperature dependence of the C-13 and N-15 chemical shifts of 3-hydroxypyridine in D2O (pD = 7.0) was observed. This dependence is explained in terms of thermally induced equilibrium shifts between the neutral form and the zwitterionic form of 3-hydroxypyridine. A method was developed to characterize the thermodynamics of the equilibria that are rapid on the NMR time scale, using the observed average C-13 and N-15 chemical shifts at different temperatures. This method was applied to the thermodynamics of the tautomerization equilibria of 3-hydroxypyridine. The equilibrium constants and the standard enthalpy change of the tautomerization equilibrium obtained by C-13 and N-15 methods agree very well with the results obtained by other spectroscopic methods.

引用

页码：552 / 556

页数：5

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