Abstract
Homogeneous, supported and precipitated chromium catalysts were prepared from chromium hexacarbonyl in an attempt to selectively hydrogenate canola oil. These chromium compounds showed low activity, lowering the iodine value of the oil by only 10 IV units. The concentration oftrans-isomers, however, was very low (<1% for most runs). Infrared spectroscopy revealed the presence of a Cr(CO)3(diene) PPH3 complex in two of the hydrogenated oils. The selectivity and the mechanism by which chromium catalysts hydrogenate unsaturates are discussed.
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References
Farona, M.F.,Organomet. React. Synth. 6:223 (1977).
Frankel, E.N., J.P. Friedrich, T.R. Bassler, W.F. Kwolek and N.L. Holy,J. Am. Oil Chem. Soc. 57:349 (1980).
Awl, R.A., E.N. Frankel, J.P. Friedrich and E.P. Pryde,Ibid. 55:577 (1978).
Awl, R.A., E.N. Frankel, J.P. Friedrich and C.L. Swanson,J. Polym. Sci., Polym. Chem. Ed. 28:2663 (1980).
Awl, R. A., and E.N. Frankel,J. Am. Oil Chem. Soc. 58:557 (1981).
Heinemann, H.,Chem. Tech. 1:286 (1971).
Magee, T.A., C.N. Mathews, T.S. Wang and J.H. Wotiz,J. Am. Chem. Soc. 83:3200 (1961).
Zingales, F., and F. Canziani,Gazz. Chim. Ital. 92:343 (1962).
Smith, A.K., J.M. Basset and P.M. Maitlis,J. Mol. Catal. 2:223 (1977).
Bilhou, J.L., V. Bilhou-Bougnol, W.F. Graydon, J.M. Basset and A.K. Smith,Ibid 8:411 (1980).
Official Methods and Recommended Practices of the American Oil Chemists’ Society, Official Method Cd 1-25, 1973.
Ibid., Official Method Cd 14-61, 1973.
Darensbourg, D.J., and R.L. Kump,Inorg. Chem17:2680 (1978).
Frankel, E.N., R.A. Awl and J.P. Friedrich,J. Am. Oil Chem. Soc. 56:965 (1979).
Frankel, E.N.,Ibid 46:256 (1969).
Frankel, E.N.,Ibid 47:11 (1970).
U.S. Patent 3,673,270 (1970)Chem. Abstr. 77:89083q (1972).
Frankel, E.N.,E. Selke and C.A. Glass,J. Am. Chem. Soc. 90:2446 (1968).
Collman, J.P., and L.S. Hegedus,Principles and Applications of Organotransition Metal Chemistry, University Science Books, Mill Valley, California, 1980, p. 87.
Kotzian, M., C.G. Kreiter, G. Michael and S. Ozkar,Chem. Ber. 116:3637 (1983).
Frankel, E.N., E.A. Emken, H.M. Peters, V.L. Davison and R.O. Butterfield,J. Org. Chem. 29:3292 (1964).
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Bernstein, P.A., Graydon, W.F. & Diosady, L.L. Hydrogenation of canola oil using chromium catalysts. J Am Oil Chem Soc 66, 680–684 (1989). https://doi.org/10.1007/BF02669951
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DOI: https://doi.org/10.1007/BF02669951