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Long-chain aliphatic compounds containing the 2-oxazolidone moiety have been prepared from cisand trans-9-octadecene, methyl oleate, and elaidate, oleyl and elaidyl alcohols, and several long-chain terminal epoxides. The 2-oxazolidones prepared are substituted in the 4-, 4,5-, or 3,5positions. The first two groups of oxazolidones are obtained by pyrolysis of fl-iodoearbamates, prepared from terminal and internal monounsaturated compounds respectively by the addition of iodine isocyanate and by reaction with methanol. The last group is prepared by heating terminal epoxides with organic isocyanates in DMF containing a catalytic quantity of tetramethylammonium iodide or lithium chloride. Structures have been confirmed by elemental and spectral analysis.

Abstract-cis-and trans-9-Octadecenes have been obtained in about 55-60% yield on a preparative scale by an improved procedure from commerically pure oleyl alcohol (90-95%) and elaidyl alcohol, respectively, by conversion to the tosylates followed by reduction with lithium aluminum hydride (LAH). The improvement consists in using saturated sodium chloride solution to coagulate the slimy, intractable, insoluble salts obtained after the LAH reduction and destruction of excess LAH with water, prior to ether extraction of the crude hydrocarbons. three days. Total time required for the preparation is about-cis-and trans-9-Octadecene are valuable model compounds for usein the development and study of new reactions of fats and their derivatives. The introduction of functional groups into these relatively simple, uncomplicated

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