3 isomers of compound F are possible. They are shown above. Protonation in acidic conditions of the hydroxyl group of secondary alcohols converts the hydroxyl group into a leaving group, which departs as water.
The carbocation intermediate can rearrange and it will then be deprotonated in a E1 elimination mechanism. This is the reverse of acid-catalyzed hydration of alkenes.
Hence, the correct option is D
Video Explanation
Solve any question of Alcohols Phenols and Ethers with:-