MHT CET Chemistry question

The hydrolysis of optically active 2-bromobutane with aqueous NaOH result in the formation of

(A)(+) butan-2-ol
(B)(−) butan-2-ol
(C)(±) butan-1-ol
(D)(±) butan-2-olCorrect

Answer: (D)

Solution

The secondary halide undergoes substitution partly through the planar carbocation (SN1) and partly with inversion (SN2), giving butan-2-ol with loss of optical purity, i.e. the racemic (±) mixture

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Question ID VK-043749