Abstract
The following products are formed during partial reduction of α-eleostearic acid with hydrazine:cis,trans-9,11-octadecadienoic andtrans,trans-11,13-octadecadienoic acids;cis-9-,trans-11- andtrans-13-octadecenoic acids; and stearic acid. The double bonds are reduced individually in the conjugated triene and also in the conjugated dienes that are formed. However, the reduction is selective since thetrans-11 double bonds in the conjugated triene is reduced only slightly to yield the isolated 9,13-diene.
Thetrans double bond of thecis,trans conjugated diene reduces at a faster rate than thecis bond. No differences were observed in the rate of reduction of thecis-9 andtrans-13 bonds in the triene or of the bonds in thetrans,trans conjugated diene.
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References
AOCS Official and Tentative Methods, ed. 2, rev. 1959, Chicago, Ill., Cd 14–61.
Aylward, F., and C. V. N. Rao, J. Appl. Chem. (London)6, 248–252 (1956).
Aylward, F., and C. V. N. Rao,Ibid. 7, 137–144 (1957).
Bagby, M. O., C. R. Smith, Jr., K. L. Mikolajczak and I. A. Wolff, Biochemistry1, 632–639 (1962).
Crombie, L., and A. G. Jacklin, J. Chem. Soc., 1632–1646 (1957).
DeVries, B., and G. Jurriens, Fette, Seifen, Anstrichmittel65, 725–727 (1963).
Hoffmann, J. S., R. T. O’Connor, D. C. Heinzelman and W. G. Bickford, JAOCS34, 338–342 (1957).
Honegger, C. G., Helv. Chim. Acta46, 1730–1734 (1963).
Mikolajczak, K. L., and M. O. Bagby, JAOCS41, 391 (1964).
Morris, L. J., R. T. Holman and K. Fontell, J. Lipid Res.1, 412–420 (1960).
Rudloff, E. von, Can. J. Chem.34, 1413–1418 (1956).
Schilling, K., Fette, Seifen, Anstrichmittel63, 421–425 (1961).
Schilling, K.,Ibid. 65, 395–397 (1963).
Scholfield, C. R., E. P. Jones, J. Nowakowska, E. Selke and H. J. Dutton, JAOCS38, 208–211 (1961).
Takagi, Toru, and B. M. Craig, JAOCS41, 660 (1964).
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No. Utiliz. Res. & Dev. Div., ARS, USDA.
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Mikolajczak, K.L., Bagby, M.O. Partial reduction of α-Eleostearic acid with hydrazine. J Am Oil Chem Soc 42, 43–45 (1965). https://doi.org/10.1007/BF02558252
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DOI: https://doi.org/10.1007/BF02558252