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neet CHEMISTRYMedium

Consider the following reaction and identify the product (P). CH3−CH(OH)−CH(CH3)−CH3→HBrProduct (P)CH_3-CH(OH)-CH(CH_3)-CH_3 \xrightarrow{HBr} \text{Product (P)}

A

CH3−C(Br)(CH3)−CH2−CH3CH_3-C(Br)(CH_3)-CH_2-CH_3

B

CH3CH=CH−CH3CH_3CH=CH-CH_3

C

CH3−CH(Br)−CH(CH3)−CH3CH_3-CH(Br)-CH(CH_3)-CH_3

D

CH3−C(CH3)2−CH2BrCH_3-C(CH_3)_2-CH_2Br

Step-by-Step Solution

The reaction of 3-methylbutan-2-ol with HBr proceeds via a carbocation intermediate. Protonation of the -OH group followed by loss of water gives a secondary carbocation. This undergoes a 1,2-hydride shift to form a more stable tertiary carbocation, which then reacts with Br−Br^- to form 2-bromo-2-methylbutane.

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