MASS-SPECTRAL SKELETAL AND HYDROGEN REARRANGEMENTS IN SOME BICYCLIC KETONES

被引：5

作者：

HENION, JD

KINGSTON, DGI

机构：

[1] SUNY ALBANY,DEPT CHEM,ALBANY,NY 12222

[2] VIRGINIA POLYTECH INST & STATE UNIV,DEPT CHEM,BLACKSBURG,VA 24061

来源：

ORGANIC MASS SPECTROMETRY | 1978年 / 13卷 / 08期

关键词：

D O I：

10.1002/oms.1210130802

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The mass spectra of bicyclic ketones bicyclo[4.2.1]nonan‐9‐one, bicyclo[5.2.1]decan‐10‐one, bicyclo[4.3.1]decan‐10‐one and bicyclo[5.3.1]undecan‐11‐one specifically deuterated in positions both adjacent and nonadjacent to the carbonyl carbon have been investigated. The fragmentation and rearrangement processes predominating appear to be dictated by the inherent strain in the molecules. An unusual tendency for fragment ions to recyclize is supported by deuterium labeling results, high resolution mass measurements, metastable studies and comparison with model compounds. The mass spectra of the bicyclic ketones under investigation are considerably more complex than those of acyclic ketones. Copyright © 1978 Heyden & Son Ltd

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页码：431 / 437

页数：7

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