Q90 / 200 · NEET 2023 (All India) · Chemistry

Figure

  • A
    Figure
  • Correct answer
    B
    Figure
  • C
    CH3-CH=CH-CH3
  • D
    Figure

Solution

The reaction between 3-methylbutan-2-ol and HBr is explained below.
In the first step, −OH group is protonated. In the second step, a molecule of water is lost to form secondary carbocation. Third step is the rearrangement of less stable secondary carbocation to more stable tertiary carbocation through 1,2-hydride ion shift. Final step is the nucleophilic attack of bromide ion on tertiary carbocation to form 2-bromo-2-methylbutane as shown below.

Figure

Hence, the correct answer is option: 'B'.

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