The use of manganese dioxide suspended in petroleum ether to oxidize vitamin A alcohol to its aldehyde (1), to convert 0-ionylidineéthanol to /3-ionylidineacetaldehyde (2), and to oxidize 4-cyclopent-l'-enylbut-3-en-2-ol (3), vinyl cyclohept-l-enyl carbinol, and propenyl cyclohept-l-enyl carbinol (4) to their corresponding ketones has been described.The mild conditions under which these reactions were carried out, either by shaking a slurry of the manganese dioxide with a solution of the alcohol in petroleum ether or by passing the solution through a column of the oxidant, has led us to investigate the method in order to determine and to extend its scope.

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In connection with a research program on tertiary acetylenic carbinols as central nervous system depressants,1 we were interested in determining the effect of halogen substitution on activity in this series. We therefore prepared and screened a number of halogenated acetylenic carbinols of different types.

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