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Alcohols, Phenols and Ethers
Question
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When 3-methylbutan-2-ol is heated with HBr, the following reaction takes place:





Give a mechanism for this reaction.

Answer

The given reaction involve the following mechanism,
Step 1: Protonation to 3-methylbutan-2-ol

Step 2: Formation of secondary carbocation by the elimination of a water molecule.

Step 3 : Rearrangement by the hydride-ion shift

Step 4: Nucleophilic attack

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