Abstract
Phase-transfer catalyzed biphasic epoxidation of a series of fats and oils with ethylmethyldioxirane in 2-butanone was conducted. The series of glycerides studied varied from monounsaturated (olive) to highly polyunsaturated (flaxseed) oils. Best conversions for polyunsaturate-containing oils were obtained with a molar ratio of 2.5:1 (oxidant/oil) with two-step addition of oxidant. Conversion to epoxides was monitored by gas-liquid chromatography, and oxirane content was determined by titration. The effect of phase-transfer catalyst or solvent used for the epoxidation reaction also was investigated.
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In our previous report we referred to the oxidant as methylethyldioxirane to indicate its source by common name, methylethylketone. The IUPAC name alphabetizes the alkyl groups.
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Sonnet, P.E., Foglia, T.A. Epoxidation of natural triglycerides with ethylmethyldioxirane. J Amer Oil Chem Soc 73, 461–464 (1996). https://doi.org/10.1007/BF02523919
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DOI: https://doi.org/10.1007/BF02523919