UNUSUAL SOLVENT EFFECT ON THE CYCLOADDITIONS OF AROMATIC NITRILE N-OXIDE WITH ALKYL SUBSTITUTED PARA-BENZOQUINONES IN ETHANOL-WATER SYSTEMS

被引：40

作者：

INOUE, Y ^{[1
]}

ARAKI, K ^{[1
]}

SHIRAISHI, S ^{[1
]}

机构：

[1] UNIV TOKYO, INST IND SCI, ROPPONGI 7-22-1, MINATO KU, TOKYO 106, JAPAN

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 1991年 / 64卷 / 10期

关键词：

D O I：

10.1246/bcsj.64.3079

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The second-order rate constants of 1,3-dipolar cycloaddition reactions of 2,6-dichlorobenzonitrile N-oxide (1) with 2,5-dimethyl-p-benzoquinone (2a) or 2,6-diisopropyl-p-benzoquinone in various solvents at 20-degrees-C were determined by spectrophotometric method. The rate of 1 and 2a in ethanol: water = 60:40 solution was 5.55 x 10(-2) dm3 mol-1 s-1, which was fourteen folds of that in chloroform (3.9 x 10(-3) dm3 mol-1 s-1). This solvent effect and the low solubility of the cycloadduct in aqueous ethanol were successfully applied to the cycloadduct synthesis.

引用

页码：3079 / 3083

页数：5

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