Summary
A polarographic technique which uses a nonaqueous electrolytic solution consisting of 0.25M ammonium acetate in glacial acetic acid is a suitable medium for the investigation of the kinetics of fatty acid ester epoxidations. From the polarographic data the specific reaction rate constants for the perlauric acid epoxidation of vinyl laurate, methyl oleate, and vinyl oleate in benzene at 25°C. were found to be 12, 232, and 270 × 10−3 l./mole−1 min−1. The Arrhenius equation for the epoxidations of methyl oleate and vinyl oleate by perlauric acid can be expressed as\(k{\text{ = 5}}{\text{.53 x 10}}^{\text{7}} {\text{ e }}\frac{{{\text{ - 11,500}}}}{{{\text{RT}}}}{\text{ }}and{\text{ k = 8}}{\text{.61 x 10}}^{\text{6}} {\text{ e }}\frac{{{\text{ - 10,300}}}}{{{\text{RT}}}}.\)
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References
Knight, H. B., Jordan, E. F., Jr., Roe, E. T., and Swern, Daniel, Biochemical Preparations, vol. 2, p. 100, New York, John Wiley and Sons, 1952.
Parker, W. E., Ricciuti, Constantine, Ogg, C. L., and Swern, Daniel, J. Am. Chem. Soc.,77, 4037 (1955).
Silbert, L. S., Jacobs, Z. B., Palm, W. E., Witnauer, L. P., Port, W. S., and Swern, Daniel, J. Polymer Sci.,21, 161 (1956).
Swern, Daniel, and Jordan, E. F., Jr., J. Am. Chem. Soc.,70, 2334 (1948).
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Senior Fellow, National Renderers Association. Presently member of staff, Eastern Regional Research Laboratory.
A laboratory of the Eastern Utilization Research Branch, Agricultural Research Service. United States Department of Agriculture.
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Ricciuti, C., Silbert, L.S. & Port, W.S. A polarographic investigation of the kinetics of epoxidation of unsaturated fatty acid esters. J Am Oil Chem Soc 34, 134–136 (1957). https://doi.org/10.1007/BF02640455
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DOI: https://doi.org/10.1007/BF02640455