1.2- Dimethyl 4-cyclohexanediol

Dimethyl-1,3-dioxolane, 326 frans-1,2-Cyclohexanediol Ketal, 327 frans-4,6-Dimethyl-1,3-dioxane, 327... 

Payne and Smith59 studied the hydroxylation of cyclohexene with a mixture of 34% hydrogen peroxide and a little tungstic acid in acetone. In addition to trans-1,2-cyclohexanediol, they obtained a 25% yield of 3,3-dimethyl -1,2,4-trioxaacetone derivative of the intermediate hydroxyhydroperoxide. Hydrogenation of 71 leads to tm w-cyclo-hexane-l,2-diol. 

Dimethyl-l,3-dioxolane, 474 fran.s-l,2-Cyclohexanediol Ketal, 474 fran.s-4,6-Dimethyl-l,3-dioxane, 474... 

A student added an equivalent of 3,4-epoxy-4-methylcyclohexanol to a solution of methylmagnesium bromide in diethyl ether, and then added dilute hydrochloric acid. He expected that the product would be l,2-dimethyl-l,4-cyclohexanediol. He did not get any of the expected product. What product did he get ... 

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