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The hydrolysis of optically active 2- br...

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

A

`(pm)` butan - 2- ol

B

`(pm)` butan - 1- ol

C

(-) butan - 2- ol

D

(+) butan - 2- ol

Text Solution

Verified by Experts

The correct Answer is:
A

Usually `1^@` carbocation followes second order kinetics and `2^@and 3^@` carbocation follows first order kinetics.
The reaction between 2- tromobutonewith equal NaOH follows first order kinetic, i.e.,the rate of reaction depends upon the concentration of 2-brombutane (`S_N 1` mechanism).

Since, the 2-bromobutane is optically active than the produt is a receive mixture. This is because carbocations are as intermadiate in `S_N1` reactions. Since, carbonation being `Sp^2`-hybridized is planar species, the attack of the nucleotide on it can occur from both the face with almost case giving a 50 : 50 mixture of two enantiomes.
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