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NEET 2023, Chemistry Q12: Preparation of Alkyl Halides (Halo Alkanes) & Aryl Halides (Halo Arenes)

NEET2023Chemistry
Q.

Consider the following reaction and identify the product (P).

  1. A

    1

  2. B

    2

  3. C

    3

  4. D

    4

Solution

With HBr, the alcohol is protonated and loses water to form a secondary carbocation at C2. A 1,2-hydride shift from the adjacent C3 (which bears the methyl branch) converts this into a more stable tertiary carbocation at C3.

Bromide then attacks the tertiary cation to give 2-bromo-2-methylbutane.

tertiary product is favoured.

Concept behind this question

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