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Answer & explanation
Correct answer: option 4
The correct answer is option 4.
The reaction of 3-methylbutan-2-ol with HBr will give 2-Bromo-2-methylbutane.

Mechanism :
Step 1: In the first step, the −OH group is protonated.

Step 2: In the second step, a molecule of water is lost to form a secondary carbocation.

Step 3: Third step is the rearrangement of less stable secondary carbocation to more stable tertiary carbocation through 1,2-hydride shift.

Step 4: Final step is the nucleophilic attack of bromide ion on tertiary carbocation to form 2-bromo-2-methylbutane.
