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THE MECHANISM OF PROPENE ELIMINATION FROM THE IMMONIUM IONS CH2=N+(CH3)CH(CH3)2 AND CH2=N+(CH3)CH2CH2CH3
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UNSPECIFIED (1993) THE MECHANISM OF PROPENE ELIMINATION FROM THE IMMONIUM IONS CH2=N+(CH3)CH(CH3)2 AND CH2=N+(CH3)CH2CH2CH3. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 (3). pp. 285-287.
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Abstract
It is shown by H-2-labelling experiments that beta-hydrogen transfer from the propyl group to the nitrogen atom is not an adequate general explanation for propene loss from CH2=N+(CH3)C3H, ions: beta-hydrogen transfer occurs for CH2=N+(CH3)CH(CH3)2, in which the N-alkyl substituent corresponds to a stable isopropyl cation; but alpha- and gamma-hydrogen transfer dominate for CH2=N+(CH3)CH2CH2CH3, in which isomerisation of the unstable incipient n-propyl cation precedes propene expulsion.
Item Type: | Journal Item | ||||
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Subjects: | Q Science > QD Chemistry | ||||
Journal or Publication Title: | JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | ||||
Publisher: | ROYAL SOC CHEMISTRY | ||||
ISSN: | 0300-9580 | ||||
Official Date: | March 1993 | ||||
Dates: |
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Number: | 3 | ||||
Number of Pages: | 3 | ||||
Page Range: | pp. 285-287 | ||||
Publication Status: | Published |
Data sourced from Thomson Reuters' Web of Knowledge
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