Isomerization during hydrogenation. I. Oleic acid

  • Robert R. Allen
  • Arthur A. Kiess
Article

Summary

It was found that during the hydrogenation of octadecenoic acids, migration of the double bonds takes place equally in each direction. The positional isomers that are formed are composed of the 1∶2 equilibrium mixture ofcis andtrans. A partial hydrogenation-dehydrogenation theory may be applied to explain the simultaneous formation of both positional and geometrical isomers.

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References

  1. 1.
    Allen, R. R., and Eggenberger, D. N., Anal. Chem.,27, 476 (1955).CrossRefGoogle Scholar
  2. 2.
    Blekkingh, J. J. A., Discussions Faraday Soc.,1950, No. 8, 200–201.Google Scholar
  3. 3.
    Blekkingh, J. J. A., Bull. Soc. Chim. France,1950, 278–282.Google Scholar
  4. 4.
    Boelhouwer, C., Gerckens, J., Ong Tian Lie, and Waterman, H. I., J. Am. Oil Chemists' Soc.,30, 59–61 (1953).Google Scholar
  5. 5.
    Fenge, R. O., Pepper, M. B. Jr., O'Connor, R. T., and Field, E. T., J. Am. Oil Chemists' Soc.,28, 420 (1951).CrossRefGoogle Scholar
  6. 6.
    Higuchi, T., Hill, N. C., and Corcoran, G. B., Anal. Chem.,24, 491 (1952).CrossRefGoogle Scholar
  7. 7.
    Hilditch, T. P., and Vidyarthi, N. L., Proc. Roy. Soc., London,A122, 552 (1929).ADSGoogle Scholar
  8. 8.
    Jackson, F. L., and Callen, J. E., J. Am. Oil Chemists' Soc.,28, 61 (1951).CrossRefGoogle Scholar
  9. 9.
    Moore, C. W., J. Soc. Chem. Ind.,38, 320T (1919).Google Scholar
  10. 10.
    Swern, Daniel, Knight, H. B., Shreve, O. D., and Heether, M. R., J. Am. Oil Chemists' Soc.,27, 17–21 (1950).CrossRefGoogle Scholar

Copyright information

© The American Oil Chemists' Society 1955

Authors and Affiliations

  • Robert R. Allen
    • 1
  • Arthur A. Kiess
    • 1
  1. 1.Research DivisionArmour and CompanyChicago

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