NDLI: Gas chromatographic analysis of diels-alder adducts of geometrical and positional isomers of conjugated linoleic acid

Content Provider	Springer Nature Link
Author	Reaney, Martin J. T. Liu, Ya Dong Taylor, Wesley G.
Copyright Year	2001
Abstract	This research demonstrates the gas chromatographic analysis of the 4-methyl-1,2,4-triazoline-3,5-dione (MTAD) adducts derived from standards of cis,trans-9,11-octadecadienoic acid, trans,trans-9,11-octadecadienoic acid, and cis,cis-9,11-octadecadienoic acid. Methyl cis,trans-9,11-octadecadienoate and methyl trans,trans-9,11-octadecadienoate formed Diels-Alder addition products with MTAD to produce adducts with similar mass spectral fragmentation patterns but different retention times determined by gas chromatography/ mass spectrometry. Methyl cis,cis-9,11-octadecadienoate reacted slowly and produced two adducts with similar fragmentation patterns and different retention times. These results were comparable to those reported for an analogous series of conjugated hexadienes. Based on hexadiene reactions, methyl cis,trans-9,11-octadecadienoate produced a trans adduct as a major product while methyl trans,trans-9,11-octadecadienoate formed a cis adduct. Methyl cis,cis-9,11-octadecadienoate reacted slowly under the conditions used leaving mostly unreacted material. Of the adducts observed from this isomer, a major trans adduct and a minor cis adduct were formed.
Starting Page	1083
Ending Page	1086
Page Count	4
File Format	PDF
ISSN	0003021X
Journal	Journal of the American Oil Chemists' Society
Volume Number	78
Issue Number	11
e-ISSN	15589331
Language	English
Publisher	Springer-Verlag
Publisher Date	2001-01-01
Publisher Place	Berlin, Heidelberg
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	Conjugated linoleic acid Diels-Alder reaction GC/MS 4-methyl-1,2,4-triazoline-3,5-dione Chemistry/Food Science Analytical Chemistry Biotechnology Industrial Chemistry/Chemical Engineering Biomaterials Agriculture
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry Chemical Engineering

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