THE MECHANISM OF WATER-LOSS FROM THE OXONIUM IONS CH3CH2CH2+O=CH2 AND (CH3)2CH+O=CH2
UNSPECIFIED (1991) THE MECHANISM OF WATER-LOSS FROM THE OXONIUM IONS CH3CH2CH2+O=CH2 AND (CH3)2CH+O=CH2. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 (1). pp. 147-151. ISSN 0300-9580Full text not available from this repository.
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.
|Item Type:||Journal Article|
|Subjects:||Q Science > QD Chemistry|
|Journal or Publication Title:||JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2|
|Publisher:||ROYAL SOC CHEMISTRY|
|Number of Pages:||5|
|Page Range:||pp. 147-151|
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