CYCLOHEXANOL, 4-fert-BUTYL

Obtain five small dry test-tubes (75 x 10 mm.) and introduce 1 ml. of the following alcohols into each ethyl alcohol, n-butyl alcohol, sec.-butyl alcohol, cyclohexanol and fert.-butyl alcohol. Add a minute fragment of sodium to each and observe the rate of reaction. Arrange the alcohols in the order of decreasing reactivity towards sodiiun. 

As a rule, axial alcohols oxidize somewhat faster than equatorial alcohols. Which would you expect to oxidize faster, cis-4-(er<-butylcyclohexanol or (mns-d-fert-butyl-cyclohexanol Draw the more stable chair conformation of each molecule. 

Cyclohexanol Cyclohexyl alcohol 94 CeHi20 Methyl fert-butyl ether 107 C5H,20... 

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