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
Allen, R. R., and Eggenberger, D. N., Anal. Chem.,27, 476 (1955).
Blekkingh, J. J. A., Discussions Faraday Soc.,1950, No. 8, 200–201.
Blekkingh, J. J. A., Bull. Soc. Chim. France,1950, 278–282.
Boelhouwer, C., Gerckens, J., Ong Tian Lie, and Waterman, H. I., J. Am. Oil Chemists' Soc.,30, 59–61 (1953).
Fenge, R. O., Pepper, M. B. Jr., O'Connor, R. T., and Field, E. T., J. Am. Oil Chemists' Soc.,28, 420 (1951).
Higuchi, T., Hill, N. C., and Corcoran, G. B., Anal. Chem.,24, 491 (1952).
Hilditch, T. P., and Vidyarthi, N. L., Proc. Roy. Soc., London,A122, 552 (1929).
Jackson, F. L., and Callen, J. E., J. Am. Oil Chemists' Soc.,28, 61 (1951).
Moore, C. W., J. Soc. Chem. Ind.,38, 320T (1919).
Swern, Daniel, Knight, H. B., Shreve, O. D., and Heether, M. R., J. Am. Oil Chemists' Soc.,27, 17–21 (1950).
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Allen, R.R., Kiess, A.A. Isomerization during hydrogenation. I. Oleic acid. J Am Oil Chem Soc 32, 400–405 (1955). https://doi.org/10.1007/BF02639696
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DOI: https://doi.org/10.1007/BF02639696