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Role of Epoxides in the Oxidation of Allyl Alcohol, Allyl Formate, and Allyl Acetate in Acetic Acid

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Abstract

The formation of epoxy derivatives as intermediate products in the oxidation of allyl alcohol, allylformate, allyl acetate in acetic acid was proved. Intermediate epoxy compounds undergo further trans-formations: They react with acetic acid to give glycerol esters or are converted into polyethers of glyceroland its esters. The rate constants for transformations of 2,3-epoxypropanol, 2,3-epoxypropyl formate, and 2,3-epoxypropyl acetate along these pathways were measured. Higher selectivity of glycerol ester formation from allyl formate was substantiated.

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REFERENCES

  1. Fedevich, E.V., Dats'ko, O.R., Levush, S.S., Kulik, O.M., and Shipailo, V.Ya., Zh. Prikl. Khim., 1981, vol. 59, no. 5, pp. 1194-1198.

    Google Scholar 

  2. UK Patent no. 1 318 669, 1973; Izobr. Rubezh., 1973, no. 10, p. 8.

  3. US Patent no. 3 754 020, 1973; Izobr. Rubezh., 1973, no. 15, p. 23.

  4. US Patent no. 3 784 568, 1973; Izobr. Rubezh., 1974, no. 1, p. 53.

  5. Yamagishi, K., Chem. Econ. Engin. Rev., 1974, vol. 6, no. 7, pp. 40-47.

    Google Scholar 

  6. Grigor'ev, A.A., Khcheyan, Kh.E., and Katsman, A.A., Khim. Promst., 1982, no. 6, pp. 328-335.

  7. Dats'ko, O.R., Belousov, V.M., and Fedevich, E.V., Dokl. Akad. Nauk USSR, Ser. B, 1981, no. 11, pp. 36-39.

  8. Dats'ko, O.R. and Belousov, V.M., Neftekhimiya, 1982, vol. 22, no. 6, pp. 784-787.

    Google Scholar 

  9. Dats'ko, O.R., Belousov, V.M., and Fedevich, E.V., Dokl. Akad. Nauk USSR, Ser. B, 1982, no. 2, pp. 40-43.

  10. Methoden der organischen Chemie (Houben-Weyl), Müller, E., Bayer, O., Meerwein, H., and Ziegler, K., Eds., Stuttgart: Georg Thieme, 1953, 4th ed., vol. 2.

    Google Scholar 

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Fedevich, E.V. Role of Epoxides in the Oxidation of Allyl Alcohol, Allyl Formate, and Allyl Acetate in Acetic Acid. Russian Journal of Organic Chemistry 38, 632–635 (2002). https://doi.org/10.1023/A:1019694502327

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  • DOI: https://doi.org/10.1023/A:1019694502327

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