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UNIMOLECULAR REACTIONS OF IONIZED 4-METHOXYHEPTANE
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UNSPECIFIED (1992) UNIMOLECULAR REACTIONS OF IONIZED 4-METHOXYHEPTANE. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 (7). pp. 1041-1047. ISSN 0300-9580.
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Abstract
The dissociation of metastable ionised 4-methoxyheptane has been examined by means of extensive H-2-labelling experiments. Only two significant fragmentations are observed, corresponding to loss of either methanol or propane. Each of these processes involves a hydrogen transfer step in which a pronounced site-selectivity is observed. However, the site-selectivities found for the two fragmentations are distinctly different. Expulsion of methanol, which is characterised by a rather small kinetic energy release, takes place after a unidirectional 1,4-hydrogen transfer to oxygen has occurred; this step is subject to a very large isotope effect. In contrast, loss of propane involves ejection of an intact propyl group, together with an alpha-hydrogen atom from the second propyl group, via a formal 1,2-elimination. Primary and secondary isotope effects of comparable magnitudes intervene in propane loss from ionised methoxyheptanes in which either or both propyl groups carry H-2-labels on the alpha-carbon atom. The possibility that ion-neutral complexes are important in the reactions of these C8H18-nDnO+. species is discussed.
Item Type: | Journal Article | ||||
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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: | July 1992 | ||||
Dates: |
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Number: | 7 | ||||
Number of Pages: | 7 | ||||
Page Range: | pp. 1041-1047 | ||||
Publication Status: | Published |
Data sourced from Thomson Reuters' Web of Knowledge
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