Skip to main content
SpringerLink
Log in

Determination of oxirane content of derivatives of fats

  • Technical
  • Symposium: Analysis Of Unusual And Minor Constituents, Part II
  • Published:
Journal of the American Oil Chemists’ Society

Abstract

Although oxirane functions react readily with a large variety of chemical reagents, no single analytical method has been universally successful in measuring the oxirane content of all epoxides. This failure is ascribable to the manner in which the chemical reactivity of the three membered cyclic ethers is modified by molecular structure and by the presence of nearby substituents.

A survey of the various types of published analytical methods is given, but major emphasis is placed upon a discussion of procedures applicable to the analysis of epoxy derivatives of fats. Most of these latter methods depend upon the addition of some reagent, HX, to the epoxide ring with simultaneous cleavage of a carbon-oxygen bond.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Nicolet, B. H., and T. C. Poulter, J. Am. Chem. Soc.52, 1186–1191 (1930).

    Article  CAS  Google Scholar 

  2. Swern, D., T. W. Findley, G. N. Billen and J. T. Seanlan, Anal. Chem.19, 414–415 (1947).

    Article  CAS  Google Scholar 

  3. King, G., Nature164, 706–707 (1949).

    CAS  Google Scholar 

  4. Jungnickel, J. L., E. D. Peters, A. Polgar and F. T. Weiss, in “Organic Analysis,” Vol. I, Interscience Publishers, Inc., New York, 1953, pp. 127–154.

    Google Scholar 

  5. Shechter, L., J. Wynstra and R. P. Kurkjy, Ind. Eng. Chem.48, 94–97 (1959).

    Article  Google Scholar 

  6. Durbetaki, A. J., JAOCS33, 221–223 (1956).

    CAS  Google Scholar 

  7. Stenmark, G. A., Anal. Chem.29, 1367–1369 (1957).

    Article  CAS  Google Scholar 

  8. Durbetaki, A. J.,Ibid. 28, 2000–2001 (1956).

    Article  CAS  Google Scholar 

  9. Greenspan, F. P., W. O. Lundberg, W. D. Schroeder, D. Swern, J. G. Wallace, and K. E. Holt, JAOCS34, 476–477 (1957).

    Google Scholar 

  10. Bolley, D. S., R. J. Gall, W. F. Goldsmith, G. Maerker, W. D. Pohle, R. J. Sobatzki, R. O. Walker, and D. O. Barlow,Ibid. 41, 86–87 (1964).

    Google Scholar 

  11. Jay, R. R. Anal. Chem.36, 667–668 (1964).

    Article  CAS  Google Scholar 

  12. Krull L., Fette, Seifen, Anstrichmittel61, 223–227 (1959).

    Article  Google Scholar 

  13. Haeberer, E. T., and G. Maerker, JAOCS40, 274–275 (1963).

    CAS  Google Scholar 

  14. Smith, C. R., Jr., M. C. Burnett, T. L. Wilson, R. L. Lohmar and I. A. Wolff,Ibid. 37, 320–323 (1960).

    CAS  Google Scholar 

  15. Magne, F. C., J. A. Harris and E. L. Skau,Ibid. 40, 716–717 (1963).

    CAS  Google Scholar 

  16. Harris, J. A., F. C. Magne and E. L. Skau,Ibid. 40, 718–720 (1963).

    CAS  Google Scholar 

  17. Moussa, G. E. M., J. Appl. Chem.13, 470–472 (1963).

    Article  CAS  Google Scholar 

  18. McConnell, W. V., and W. H. Moore, J. Org. Chem.28, 822–827 (1963).

    CAS  Google Scholar 

  19. Gasson, E. J., A. F. Millidge, G. R. Primavesi, W. Webster and D. P. Young, J. Chem. Soc.1954, 2161–2169.

  20. Graham, A. R., A. F. Millidge and D. P. Young,Ibid. 1954, 2180–2200.

  21. Durbetaki, A. J., Anal. Chem.30, 2024–2025 (1958).

    Article  CAS  Google Scholar 

  22. Swan, J. D.,Ibid. 26, 878–880 (1954).

    Article  CAS  Google Scholar 

  23. Leary, J. B., J. Am. Pharm. Assoc. Sci. Ed.49, 606–608 (1960).

    Article  CAS  Google Scholar 

  24. Sully, B. D., Analyst85, 895–897 (1960).

    Article  CAS  Google Scholar 

  25. Gudzinowicz, B. J., Anal. Chem.32, 1520–1522 (1960).

    Article  CAS  Google Scholar 

  26. Gunther, F. A., R. C. Blinn, M. J. Kolbezen, J. H. Barkley, W. D. Harris and H. S. Simon,Ibid. 23, 1835–1842 (1951).

    Article  CAS  Google Scholar 

  27. Fuchs, R., R. C. Waters, and C. A. Vanderwerf,Ibid. 24, 1514 (1952).

    Article  CAS  Google Scholar 

  28. Eastham, A. M., and G. A. Latremouille, Can. J. Research28 B 264–267 (1950).

    Google Scholar 

  29. Durbetaki, A. J., Anal. Chem.29, 1666–1668 (1957).

    Article  CAS  Google Scholar 

  30. Bring, A., and F. Kadlecek, Plaste und Kautschuk5, (2) 43–48 (1958).

    CAS  Google Scholar 

  31. Gulinsky, E., and H. Gruber, Fette, Seifen, Anstrichmittel59, 1093–1095 (1957).

    Article  CAS  Google Scholar 

  32. Jung, G., and W. Kleeberg, Kunststoffe51, 714–715 (1961).

    CAS  Google Scholar 

  33. Shreve, O. D., M. R. Heether, H. B. Knight and D. Swern, Anal. Chem.23, 277–282 (1951).

    Article  CAS  Google Scholar 

  34. Carrington, R. A. G.,Ibid. 31, 1116–1117 (1959).

    Article  Google Scholar 

  35. Patterson, W. A.,Ibid. 26, 823–835 (1954).

    Article  CAS  Google Scholar 

  36. Goddu, R. F., and D. A. Delker,Ibid. 30, 2013–2016 (1958).

    Article  CAS  Google Scholar 

  37. Henbest, H. B., G. D. Meakins, B. Nicholls and K. J. Taylor, J. Chem. Soc.1957, 1459–1462.

  38. Dannenberg, H., and W. R. Harp, Jr., Anal. Chem.28, 86–90 (1956).

    Article  CAS  Google Scholar 

  39. Snowacka, A., Chem. Anal. (Warsaw)4, 959–969 (1959). C. A.58, 14197h (1963).

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Eastern Regional Research Laboratory, Philadelphia, Pennsylvania

    Gerhard Maerker

Authors
  1. Gerhard Maerker
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Utiliz. Res. Dev. Div., ARS, USDA.

About this article

Cite this article

Maerker, G. Determination of oxirane content of derivatives of fats. J Am Oil Chem Soc 42, 329–332 (1965). https://doi.org/10.1007/BF02540140

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02540140

Keywords

Search

Navigation