Abstract
A convenient laboratory method to preparetrans,trans- 9,11-octadecadienoic acid (TTA) via a polyester intermediate is described. Ricinelaidic acid was heated at 235C under vacuum for 3-4 hr to form a polyester having a mol wt of 1,500-1,600. Pyrolysis of this polyester and simultane-ous distillation of the products gave crude dehy-drated acids. TTA was crystallized from a 95% ethanol solution of these acids, in a yield of 35%. Of the variables affecting pyrolysis, the mol wt of polyester had the greatest effect on yield of TTA.
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References
Flory, P. J., Chem. Rev.39, 137–197 (1946).
Grummit, O., and D. Marsh, JAOCS80, 21–25 (1953).
Hawke, F., and E. A. Kohll, J. S. African Chem. Inst.12, 1–16 (1959).
Hawke. F., and E. A. Kohll,Ibid., 17–25.
Kass, J. P., and S. B. Radlove, J. Am. Chem. Soc.84, 2253–2257 (1942).
Lorette, N. B., and J. H. Brown, Jr., J. Org. Chem.24, 261–262 (1959).
McCutchon, M. A., R. T. O’Connor, E. F. DuPré, L. A. Goldbatt and W. G. Bickford, JAOCS36, 115–118 (1959).
Mangold, 0., Monatsh. Chem.15, 309–310 (1894).
Rheineck, A. E., “Progress in the Chemistry of Fats and Other Lipids,” ed. R. T. Holman, W. O. Lundberg and T. Malkin, Vol. 5, Pergamon Press, London, 1958, pp. 170–178.
Spectroscopy Committee of AOCS, 1956-1957 Report. JAOCS34, 600–603 (1957). $
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A laboratory of the No. Utiliz. Res. & Dev. Div., ARS, USDA.
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Schneider, W.J., Gast, L.E. & Teeter, H.M. A convenient laboratory method for preparingtrans, trans-9, 11-octadecadienoic acid. J Am Oil Chem Soc 41, 605–606 (1964). https://doi.org/10.1007/BF02664976
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DOI: https://doi.org/10.1007/BF02664976