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Taste sensation, basic taste, and odors are constituents of the flavor complex which are greatly dependent on chemicals and their structural variations. The performance of such typical flavor chemicals and the influence of structural changes on their physiological actions are demonstrated.Flavor, an important part of our food, is due to a combination of odor, basic taste, and usually one or more of the following: taste sensation, texture, temperature, and psychological factor (appearance, etc.).Among these flavor contributors, taste sensation, basic taste, and odor are greatly dependent on chemicals and their structural variations. This paper is con-

X recent note3 on the preparation of methyl cyclohexyl ketone has prompted us to report some results we have obtained in the course of preparing the monomer vinylcyclohexane-a-d (V).A convenient laboratory preparation of the deuterated vinylcyclohexane (V) utilized ketone (11) as the starting material.4 Vinylcyclohexane has previously been reported by Van Derby and Kooyman, prepared by preparation of methyl cyclohexylcarbinol by reaction of cyclohexylmagiiesium bromide and acetaldehyde, followed by acetylation and pyrolysis. The ketone (11) had also been prepared by oxidation of l-cyclohexylethano15~6 and more recently by the catalytic reduction of methyl cyclohexen-By1 ketone.The ketone (11) was readily accessible from the reduction of methyl cyclohexen-1-yl ketoneK*' (I), Reduction was carried out in an 86% yield by FI YH C-CHj 0 /kH,COCl OCOCHj I D-C%Hz D-C-CHS +?L() I V V hydrogenation a t room temperature with Raiiey Nickel W-25 as the catalyst. Reduction with lithium aluminum deuteride gave the deuterated alcohol (111) in 91.5% yield which was smoothly acetylated to the deutero acetate (IV) in a 95.3% yield. Pyrolysis of the acetate (IV) gave the desired deuterated monomer (V) after careful fractionatioii (71y0). Fractionations were followed by vapor phase chromatography to insure purity of the monomer.T.'inylcyclohexane4 (V. D = H) was prepared in analogous fashion using lithium aluminum hydride for the reduction of the ketone (11).

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