THE MECHANISM OF WATER-LOSS FROM THE OXONIUM IONS CH3CH2CH2+O=CH2 AND (CH3)2CH+O=CH2

被引：18
|
作者：
BOWEN, RD [1 ]
COLBURN, AW [1 ]
DERRICK, PJ [1 ]
机构：
[1] UNIV WARWICK, INST MASS SPECTROMETRY, COVENTRY CV4 7AL, W MIDLANDS, ENGLAND
来源：
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1991年 / 01期
关键词：
D O I：
10.1039/p29910000147
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Extensive new H-2-labelling results are reported, which pertain to the mechanism of water expulsion from metastable CH3CH2CH2+O = CH2 and (CH3)CH2+O = CH2 ions. Detailed mechanisms, involving ion-neutral complexes comprising incipient propyl cations coordinated to formaldehyde, propene attached to protonated formaldehyde, or propene and formaldehyde attached to a common proton, are discussed in the light of the labelling data. Loss of positional integrity of the hydrogen and deuterium atoms within the original propyl groups occurs; it is proposed that this takes place via interconversion of the ion-neutral complexes. The crucial step in water elimination appears to be irreversible reorganization of the proton-bound complex (or an ion-neutral complex of protonated formaldehyde and propene) to the open-chain carbonium ion CH3 + CHCH2CH2OH.
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页码：147 / 151
页数：5
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