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Olefins from Drying Oil Fatty Acids by Catalytic Oxidative Decarboxylation

1973; Wiley; Volume: 75; Issue: 6 Linguagem: Inglês

10.1002/lipi.19730750608

1521-4133

L. H. Carlblom, T. H. Khoe, A. E. Rheineck,

Lipid metabolism and biosynthesis

Abstract Lead tetraacetate in the presence of catalytic amounts of Cu(II) has been shown to be very effective for the conversion of carboxylic acids to terminal olefins with one less carbon atom. The advantage of this method is that a reaction temperature of only 80°C is needed and it yields very few side products. This low reaction temperature makes it ideal for the decarboxylation of drying oil derived fatty acids which contain very reactive internal unsaturation. This paper describes the use of lead tetraacetate to produce 17 carbon terminal polyolefins from unsaturated fatty acids with pyridine and lithium acetate as catalyst. The products of these reactions were analyzed by IR for disappearance of the carbonyl peak and appearance of peaks due to terminal unsaturation. IR spectra gave very little evidence of isomerization of the cis internal double bonds to the trans isomers.