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cis-trans isomerization of unsaturated fatty acids withp-toluenesulfinic acid

  • Technical
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Journal of the American Oil Chemists Society

Abstract

Elaidination of unsaturated fatty acids usingp-toluenesulfinic acid yielded 77–80% totaltrans unsaturation in the products. Results from reactions with monoene, diene, and triene isomers indicated that only geometric isomerization takes place. Each double bond isomerized randomly and independently in the polyunsaturated fatty acids. Reactions proceeded quickly, and the method proved convenient and reliable.

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Snyder, J.M., Scholfield, C.R. cis-trans isomerization of unsaturated fatty acids withp-toluenesulfinic acid. J Am Oil Chem Soc 59, 469–470 (1982). https://doi.org/10.1007/BF02636144

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  • DOI: https://doi.org/10.1007/BF02636144

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