MASS SPECTROMETRY IN STRUCTURAL AND STEREOCHEMICAL PROBLEMS .171. FACTORS GOVERNING PREFERENTIAL LOSS OF SMALL VS LARGE RADICALS IN ALPHA-FISSION OF ALIPHATIC AMINES

被引：17

作者：

BROWN, CA

DUFFIELD, AM

DJERASSI, C

机构：

[1] Department of Chemistry, Stanford University, Stanford, California

来源：

ORGANIC MASS SPECTROMETRY | 1969年 / 2卷 / 06期

关键词：

D O I：

10.1002/oms.1210020608

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A study of the α‐cleavage processes of aliphatic amines (using RLCH2N(R)CH2Rs and RLCH(NR)Rs as typical substrates) at several ionizing voltages indicates that the loss ratio of large and small alkyl radicals, [M  RL]/[M  Rs], decreases with ionizing voltage. This ratio, greater than 1·0 at 70 eV, may become less than unity at low voltage (15 eV, 10 eV) in some cases. Comparison of similarly structured compounds with nitrogen or oxygen as the heteroatom suggests that the effects of ionizing voltage are lessened when the fragment is of greater stability (e.g. amine vs. ether or imine vs. ketone). The effects of lowering the ionizing voltage became much less pronounced as the alkyl groups become larger or similar in size. Copyright © 1969 John Wiley & Sons, Ltd.

引用

页码：625 / &

共 13 条

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