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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References
Litchfield, C., J.E. Lord, A.F. Isbell and R. Reiser, JAOCS 40:553 (1963).
Gibson, T.W., and P. Strassburger, J. Org. Chem. 41:791 (1976).
Scholfield, C.R., R.O. Butterfield and H.J. Dutton, Lipids 1:163 (1965).
Butterfield, R.O., C.R. Scholfield and H.J. Dutton, JAOCS 41:397 (1964).
Kice, J.L., G. Guaraldi and C.G. Venier, J. Org. Chem. 31:3561 (1966).
Official and Tentative Methods of the American Oil Chemists’ Society, 3rd edn., AOCS, Champaign, IL, 1974.
Johnston, A.E., H.J. Dutton, C.R. Scholfield and R.O. Butterfield, JAOCS 55:486 (1978).
Scholfield, C.R., Ibid. 58:662 (1981).
Scholfield, C.R., E.P. Jones, R.O. Butterfield and H.J. Dutton, Anal. Chem. 35:1588 (1963).
Rakoff, H., and E.A. Emken, accepted by Chem. Phys. Lipids.
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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