Summary
The autoxidation of methyl eleostearate was studied by observing the kinetics of the reaction and separating the primary oxidation products. The results indicate that an eleostearate free radical adds oxygen to the 1,2, 1,4, or 1,6 position of the triene system to produce polymers through peroxide bridges.
Similar content being viewed by others
References
Morrell, R. S., Bolam, T. R., Davis, W. R., Marks, S., Phillips, E. O., and Sim, W. S., Trans. Faraday Soc.,38, 362–372 (1942).
Farmer, E. H., Trans. Faraday Soc.,38, 356–361 (1942).
Robertson, W. V. B., Hartwell, J. L., and Kornberg, S., J. Am. Chem. Soc.,66, 1894–1897 (1944).
Treibs, W., Chem. Ber.75, 1373–1378 (1942).
Brauer, R. W., and Steadman, L. T., J. Am. Chem. Soc.,66, 563–567 (1944).
Treibs, W., Chem. Ber.,76, 670–676 (1943).
Ogg, C. L., Porter, W. L., and Willits, C. O., Ind. and Eng. Chem., Anal. Ed.,17, 394–396 (1945).
Ross, J., Gebhart, A. I., and Gerecht, J. F., J. Am. Chem. Soc.,67, 1275–1278 (1945).
Kahman, G. T., J. Phys. Chem.,33, 226–242 (1929).
Swift, C. E., Dollear, F. G., and O’Connor, R. T., Oil and Soap,23, 255–259 (1946).
Armstrong, E. F., and Hilditch, T. P., J. Soc. Chem. Ind.,44, 180T-197T (1925).
Nayaki, K., and Bartlett, P. D., J. Am. Chem. Soc.,69, 2299–2302 (1947).
Treibs, W., Chem. Ber.,80, 423–426 (1947). C. A.42, 7707–7708 (1948).
Author information
Authors and Affiliations
Additional information
The subject matter of this paper has been undertaken in cooperation with the Office of Naval Research. The opinions or conclusions contained in this report are those of the authors. They are not to be construed as necessarily reflecting the views or endorsement of the Navy Department.
Portion of a thesis presented by Robert R. Allen as partial fulfillment of the requirements for the degree of Doctor of Philosophy in Chemistry.
Contribution No. 417, Department of Chemistry.
About this article
Cite this article
Allen, R.R., Kummerow, F.A. Factors affecting the stability of highly unsaturated fatty acids. III. The autoxidation of methyl eleostearate. J Am Oil Chem Soc 28, 101–105 (1951). https://doi.org/10.1007/BF02612203
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF02612203