JEE Main Chemistry question

ChemistryAlcohols, Phenols and EthersJEE Main

1-Methylcyclohexan-1-ol is treated with . The possible number of distinct alkene products (including minor/geometric isomers) in this dehydration is

Answer: 2

Solution

Protonation and loss of water from this tertiary alcohol gives a stabilised tertiary carbocation at the ring carbon bearing the methyl group. Loss of a proton from the exocyclic methyl group gives methylenecyclohexane (one distinct alkene). Loss of a proton from either flanking ring carbon (C2 or C6) gives

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Question ID VK-149041