UNSPECIFIED (1996) Mechanistic aspects of charge-remote fragmentation in saturated and mono-unsaturated fatty acid derivatives, evidence for homolytic cleavage. RAPID COMMUNICATIONS IN MASS SPECTROMETRY, 10 (7). pp. 770-774. ISSN 0951-4198

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Abstract

The high-energy collision-induced dissociation (CID) of [M + Li](+) ions of n-butyl ester derivatives of palmitic acid and oleic acid as web as 9,9-H-2(2)-palmitic acid and 11,11-H-2(2)-oleic acid has been studied in order to obtain information on the charge-remote fragmentation mechanism of saturated and mono-unsaturated fatty acid ions containing a stable charge centre. The results obtained in the present study indicate that homolytic cleavage reactions, involving C-H cleavage as an initial rate-determining step, operate during the charge-remote fragmentation observed for high-energy CID of [M+Li](+) ions of n-butyl palmitate and correspond to a major fragmentation route, With respect to the charge-remote fragmentation of n-butyl oleate, our H-2-labelling results point to the same mechanism, involving an initial C-H cleavage at allylic positions, for the formations of ions corresponding to a formal homo-allylic cleavage, and are also consistent with a direct allylic C-C cleavage for the formation of ions due to a formal allylic C-C cleavage, These results, however, do not exclude the possibility of other minor homolytic fragmentation pathways for the formation of ions involving formal allylic and homo-allylic cleavages.

Item Type:	Journal Article
Subjects:	Q Science > QD Chemistry Q Science > QC Physics
Journal or Publication Title:	RAPID COMMUNICATIONS IN MASS SPECTROMETRY
Publisher:	JOHN WILEY & SONS LTD
ISSN:	0951-4198
Date:	1996
Volume:	10
Number:	7
Number of Pages:	5
Page Range:	pp. 770-774
Publication Status:	Published
URI:	http://wrap.warwick.ac.uk/id/eprint/18803

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