Skip to main content
Log in

On the kinetics of the autoxidation of fats. II. Monounsaturated substrates

  • Published:
Journal of the American Oil Chemists Society

Abstract

The autoxidation of methyl oleate and oleic acid shows some differences as compared to the autoxidation of linoleate,e.g., the formation of water at an early stage. Linearization of experimental data on the autoxidation to high oxidation degrees of methyl oleate and other monounsaturated substrates shows that the rate equations previously derived for methyl linoleate in the range of 1–25% oxidation are valid, provided the correct expression for the remaining unreacted substrate is used. With monounsaturated substrates, part of the oxygen is consumed by a secondary oxidation reaction almost from the beginning, and only a certain constant fraction α of the total O2 consumption is consumed in hydroperoxide formation. The fraction α is different for methyl oleate, oleyl alcohol, oleic acid andcis 9-octadecene, but the rate constant for the hydroperoxide formation is the same for all of them when experimental conditions are the same. The main difference between oleate and linoleate autoxidation is the much faster decomposition of the oleate hydroperoxides relative to their slow formation.

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. Hamilton, L.A., and H.S. Olcott,Ind. Eng. Chem. 29:217 (1937).

    Article  CAS  Google Scholar 

  2. Deatherage, F.E., and H.A. Mattill, Ibid.:1425 (1939).

    Article  CAS  Google Scholar 

  3. Henderson, J.L., and H.A. Young,J. Phys. Chem. 46:670 (1942).

    Article  CAS  Google Scholar 

  4. Franke, W., and D. Jerchel,Annalen 533:46 (1937).

    CAS  Google Scholar 

  5. Bolland, J.L.,Proc. Roy. Soc. A186:218 (1946).

    ADS  CAS  Google Scholar 

  6. Khan, N.A., J.B. Brown and F.E. Deatherage,J. Am. Oil Chem. Soc. 28:105 (1951).

    Article  CAS  Google Scholar 

  7. Brimberg, U.I., Ibid.:249 (1993).

    Article  CAS  Google Scholar 

  8. Brimberg, U.I.,Fat Sci. Technol. 93:298 (1991).

    CAS  Google Scholar 

  9. Frankel, E.N., R.F. Garwood, B.P.S. Moss and B.C.L. Weedon,J. Chem. Soc. Perkin Trans. I:2233 (1984).

    Article  Google Scholar 

  10. Kern, W., and H. Willersinn,Makromolekulare Chemie 15:1 (1955).

    Article  CAS  Google Scholar 

  11. Kern, W., F. Sietz, and H. Willersinn, Ibid.:15 (1955).

    Article  CAS  Google Scholar 

  12. Kern, W., F. Sietz and H. Willersinn, Ibid.:36 (1955).

    Article  CAS  Google Scholar 

  13. Kern, W., F. Sietz and H. Willersinn, Ibid.:47 (1957).

    Article  CAS  Google Scholar 

  14. Hargrave, K.R., and A.L. Morris,Trans. Faraday Soc. 52:89 (1956).

    Article  CAS  Google Scholar 

  15. Saunders, D.H., C. Ricciuti and D. Swern,J. Am. Oil Chem. Soc. 32:79 (1955).

    CAS  Google Scholar 

  16. Taylor, T.I.,Hydrogen Isotopes in the Study of Hydrogenation and Exchange in Catalysis, Vol. V, edited by P.H. Emmett, Reinhold Publishing Corporation, New York, 1957.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

About this article

Cite this article

Brimberg, U.I. On the kinetics of the autoxidation of fats. II. Monounsaturated substrates. J Am Oil Chem Soc 70, 1063–1067 (1993). https://doi.org/10.1007/BF02632143

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02632143

Key words

Navigation