MECHANISM OF KETENE FORMATION FROM CYCLOHEXENONES UPON ELECTRON IMPACT . CORRELATIONS WITH PHOTOCHEMISTRY

被引：21

作者：

FENSELAU, C

DAUBEN, WG

SHAFFER, GW

VIETMEYE.ND

机构：

[1] Department of Chemistry, Space Science Laboratory, University of California, Berkeley

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1969年 / 91卷 / 01期

关键词：

D O I：

10.1021/ja01029a024

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The high-resolution mass spectra and the metastable ions of a number of alkyl-substituted 2-cyclohexenones and related bicyclic and steroidal unsaturated ketones, together with deuterium-labeled analogs, have been measured and the course and the scope of electron impact induced rearrangements and fragmentations occurring in these compounds discussed. A similar study of alkyl-substituted bicyclo[3.1.0]hexan-2-ones, derived from the cyclohexenones by photochemical transformation, is reported. A variety of data support the postulate that on electron impact, a portion of the molecular ions of 2-cyclohexenones rearrange to molecular ions resembling those formed from related bicyclo[3.1.0]hexan-2-ones, and it is from these rearranged ions that ketene is eliminated. © 1969, American Chemical Society. All rights reserved.

引用

页码：112 / &

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