Skip to main content
Log in

Cis-Trans isomerization of unsaturated fatty acid methyl esters without double bond migration

  • Published:
Lipids

Abstract

Trans isomerization of monoenoic and dienoic fatty acid methyl esters has been carried out with thiols and diphenylphosphine in the presence of azobisisobutylnitrile. The equilibrium mixture contained 75–80%trans double bonds and there was no migration of the double bonds.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. Griffiths, H. N., and T. P. Hilditch, J. Chem. Soc.,1932, 2315.

  2. Fitzpatrick, J. D., and M. Orchin, J. Am. Chem. Soc.79, 4765 (1957).

    Article  CAS  Google Scholar 

  3. McCutchon, M. A., R. T. O'Connor, E. F. DuPre, L. A. Goldblatt and W. G. Bickford, JAOCS36, 115 (1959).

    CAS  Google Scholar 

  4. Subrahmanyam, V. V. R., and F. W. Quackenbush, Ibid.41, 275 (1964).

    CAS  Google Scholar 

  5. MacGee, J., F. H. Mattson and L. N. Beck, “Essential Fatty Acids,” Edited by H. M. Sinclair, New York, 1958, p. 21–29.

  6. Mehta, T. N., C. V. N. Rao and K. S. Rao, Indian Soap J.21, 37 (1955).

    CAS  Google Scholar 

  7. Gunstone, F. D., and I. A. Ismail, Chem. Phys. Lipids1, 264 (1967).

    Article  CAS  Google Scholar 

  8. Barrett, C. B., M. S. J. Dallas and F. B. Padley, JAOCS,40, 580 (1963).

    CAS  Google Scholar 

  9. Carroll, K. K., J. Lipid Res.3, 388 (1962).

    CAS  Google Scholar 

  10. Litchfield, C., A. F. Isbell and R. Reiser, JAOCS39, 330 (1962).

    CAS  Google Scholar 

  11. Litchfield, C., R. Reiser and A. F. Isbell, Ibid.40, 302 (1963).

    CAS  Google Scholar 

  12. Ramachandran, S., P. V. Rao and D. G. Cornwell, J. Lipid Res.9, 137 (1968).

    PubMed  CAS  Google Scholar 

  13. Sgoutas, D. S., and F. A. Kummerow, J. Chromatog.16, 448 (1964).

    Article  CAS  Google Scholar 

  14. Snyder, F., and N. Stephen, Anal. Biochem.4, 128 (1962).

    Article  PubMed  CAS  Google Scholar 

  15. Walling, C., and W. Helmreich, J. Am. Chem. Soc.81, 1144 (1959).

    Article  CAS  Google Scholar 

  16. Pallen, R. H., and C. Sivertz, Can. J. Chem.35, 723 (1957).

    Article  CAS  Google Scholar 

  17. Litchfield, C. J. E. Lord, A. F. Isbell and R. Reiser, JAOCS40, 553 (1963).

    CAS  Google Scholar 

  18. Scholfield, C. R., R. O. Butterfield and H. J. Dutton, Anal. Chem.38, 1694 (1966).

    Article  CAS  Google Scholar 

  19. Pellon, J., J. Am. Chem. Soc.83, 1915 (1961).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

About this article

Cite this article

Sgoutas, D.S., Kummerow, F.A. Cis-Trans isomerization of unsaturated fatty acid methyl esters without double bond migration. Lipids 4, 283–287 (1969). https://doi.org/10.1007/BF02533187

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02533187

Keywords

Navigation