Monocarbonyl compounds from catalytic decomposition of autoxidized unsaturated fatty acid esters |
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Authors: | W. I. Kimoto A. M. Gaddis |
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Affiliation: | 1. Eastern Regional Research Center, 19118, Philadelphia, Pennsylvania
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Abstract: | Monocarbonyl compounds formed by the decomposition of autoxidized triolein, methyl linolenate, and methyl arachidonate were converted into their 2,4-dinitrophenylhydrazone derivatives and analyzed by thin layer and paper chromatographies. From decomposition of autoxidized triolein with acid-washed Fuller’s earth alkanals were the only monocarbonyl products found, whereas, with metal catalysts or heat, 2-alkenals were the primary products. Autoxidized methyl linolenate and methyl arachidonate decomposed with metal catalysts or heat yielded 23–55% of 2,4-alkadienals but minor amounts with acid-washed Fuller’s earth. The differences in distribution of monocarbonyl products were attributed to a selective course of scission of the hydroperoxides that depended upon the conditions of decomposition. |
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