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Consider the following reaction and identify the product (P). $(CH_3)_2CH-CH(OH)-CH_3\xrightarrow{HBr}$ Product (P) (3-Methylbutan-2-ol)
A
$(CH_3)_3C-CH_2Br$
B
$CH_3-C(Br)(CH_3)-CH_2-CH_3$
C
$CH_3CH=CH-CH_3$
D
$(CH_3)_2CH-CH(Br)-CH_3$
Explanation
A 2° carbocation rearranges by hydride shift to a 3° carbocation, giving 2-bromo-2-methylbutane.
Detailed Solution
Initially, after protonation followed by loss of water, a secondary (2°) carbocation is formed; further hydride shift leads to a tertiary (3°) carbocation.
$Br^-$ then attacks the 3° carbocation to give 2-Bromo-2-methyl butane.
