ELIMINATION REACTIONS .4. HOFMANN ELIMINATION OF N,N,N-TRIMETHYLCYCLOOCTYLAMMONIUM HYDROXIDE

被引：26

作者：

COKE, JL

MOURNING, MC

机构：

[1] Venable Chemical Laboratory, University of North Carolina, Chapel Hill

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1968年 / 90卷 / 20期

关键词：

D O I：

10.1021/ja01022a044

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Hofmann elimination of N,N,N-trimethylcyclooctylammonium hydroxide has been found to give a mixture of cis- and trans-cyclooctene. The trans-cyclooctene is formed by a 100 % syn mechanism with a syn kH/kD = 1.94. The cis-cyclooctene is formed by a 51% syn mechanism and 49% anti mechanism. An anti kH/kD = 2.64 for the anti elimination to form cis-cyclooctene is calculated. The importance of these results is discussed. © 1968, American Chemical Society. All rights reserved.

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页码：5561 / &

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