Preparation of ethers by acid dehydration of secondary or tertiary alcohols is not a suitable method.

Question:

Preparation of ethers by acid dehydration of secondary or tertiary alcohols is not a suitable method. Give reason.

Solution:

The formation of ethers by dehydration of alcohol is a bimolecular reaction (SN2) involving the attack of an alcohol molecule on a protonated alcohol molecule. In the method, the alkyl group should be unhindered. In case of secondary or tertiary alcohols, the alkyl group is hindered. As a result, elimination dominates substitution. Hence, in place of ethers, alkenes are formed.

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