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The elaidinization of methyl oleate with mercaptans

  • Technical
  • Published:
Journal of the American Oil Chemists Society

Abstract

Methyl oleate is transformed into methyl elaidate by mercaptans. The equilibrium mixture, containing 77% elaidate, can be obtained from either isomer. A concomitant, although much slower reaction, is the addition of the sulfhydry group to the double bond of either ester. The effects of numerous reaction conditions on the extent and rate of the isomerization are given. The reaction is presented as an incipient addition of the mercaptan to the double bond, as a reversible thiyl radical attack on one of the unsaturated carbon atoms.

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Authors and Affiliations

  1. Department of Agricultural Biochemistry, University of Arizona, Tucson, Arizona

    H. W. Kircher

Authors
  1. H. W. Kircher
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Additional information

Contribution No. 858 of the Agricultural Experiments Station, University of Arizona.

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Kircher, H.W. The elaidinization of methyl oleate with mercaptans. J Am Oil Chem Soc 41, 351–354 (1964). https://doi.org/10.1007/BF02654812

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  • DOI: https://doi.org/10.1007/BF02654812

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