A STUDY OF TAUTOMERISM IN ARYLAZOPYRAZOLONES AND RELATED HETEROCYCLES WITH NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY

被引：97

作者：

SNAVELY, FA

YODER, CH

机构：

[1] Department of Chemistry, Franklin and Marshall College, Lancaster, Pennsylvania

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1968年 / 33卷 / 02期

关键词：

D O I：

10.1021/jo01266a007

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Nuclear magnetic resonance was used to determine the tautomeric forms of arylazo-3-, -4-, and -5-pyrazolones and several related azo heterocycles in chloroform. The assignments of the hydrazone structure to the 5-pyrazolones and the hydroxy structure to the 3- and 4-pyrazolones are supported by infrared data. Several conclusions emerge from the nmr spectra: (a) in the heterocyclic systems studied the hydrazone NH resonance comes 3-5 ppm lower than the azohydroxy OH resonance and (b) it appears that the hydrazone NH resonance of structurally similar azo heterocycles fall within a2-ppm range. © 1968, American Chemical Society. All rights reserved.

引用

页码：513 / &

共 13 条

[1]

BURAWOY A, 1951, J CHEM SOC, P3734

[2]

COLEMAN HC, 1888, ANN, V248, P117

[3] STRUCTURES OF SOME 5-PYRAZOLONES AND DERIVED 4-ARYLAZO-5-PYRAZOLONES [J].