KINETICS OF HYDROGEN-DEUTERIUM EXCHANGE OF METHYLISOTHIAZOLES

被引：15

作者：

WHITE, JA

ANDERSON, RC

机构：

[1] Department of Chemistry, Utah State University, Logan, Utah

[2] Research and Technical Department, Texaco, Inc., Port Arthur, Texas

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 1969年 / 6卷 / 02期

关键词：

D O I：

10.1002/jhet.5570060209

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The rates of hydrogen‐deuterium exchange of 3‐methyl, 4‐methyl, 5‐methyI and 3,5‐dimethyl‐isothiazole were determined and compared with the rate of exchange of 2‐methylpyridine. The rates were measured in dimethylsulfoxide‐d6 ‐deuterium oxide (90:10), using sodium deuteroxide as catalyst. The relative rates for exchange of both ring protons and methyl protons were 5 > 3 > 4. For exchange of methyl hydrogens, the approximate ratio of rate constants is 100:1:< 10−4 for positions 5,3, and 4, respectively. Activation parameters are reported for 5‐methylisothiazole. Copyright © 1969 Journal of Heterocyclic Chemistry

引用

页码：199 / &

共 15 条

[1]

ABRAMOVICH TI, 1961, J ALLG CHEM, V31, P1962

[2] ISOTHIAZOLE - A NEW MONONUCLEAR HETEROCYCLIC SYSTEM [J].