S(N)-2-TYPE MASS SPECTROMETRIC FRAGMENTATION IN SUBSTITUTED N-ALKYLPIPERIDINES .10. MASS SPECTROMETRY OF NITROGEN COMPOUNDS

被引:21
作者
SAILER, K
HESSE, M
机构
[1] Organisch-chemisches Institut, Universität Zürich
关键词
D O I
10.1002/hlca.19680510803
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An SN2‐type fragmentation was observed on mass spectrometric analysis of N‐(ω‐X‐alkyl)‐2‐alkylpiperidines (X = NRCOR′, CONH2, COOR, NH2). The molecular ion after loss of the 2 alkyl substituent on the piperidine ring may eject the neutral piperideine on attack of the substituent X on the α‐carbon of the N‐substituted alkyl‐chain. Through this process a cyclic fragment ion is formed. The influence of its ring size and of the substituent X on the stability of this fragment was investigated. The SN2 reaction is favoured in the case of production of five‐ and six‐membered rings. Copyright © 1968 Verlag GmbH & Co. KGaA, Weinheim
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页码:1817 / &
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