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An optically active halide when allowed ...

An optically active halide when allowed to react with `CN^(-)` gives a racemic mixture. The halide is most likely to be 

A

`1^@`

B

`2^@`

C

`3^@`

D

`4^@`

Text Solution

Verified by Experts

The correct Answer is:
C
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A hydrocarbon with molecular formula C_5H_12 on mono chlorination in presence of light gives four compounds A,B,C,D. A is optically inactive and dehydrohalgenation gives E( major) which on ozonolysis gives acetone and acetaldehyde. B is optically active gives on dehydrohalogenation E also gives E as the major product. Further C is optically active while D is optically inactive. All compounds A,B,C,D on reduction give 2-methyl butane. Which of the following is likely structure of C

A hydrocarbon with molecular formula C_5H_12 on mono chlorination in presence of light gives four compounds A,B,C,D. A is optically inactive and dehydrohalgenation gives E( major) which on ozonolysis gives acetone and acetaldehyde. B is optically active gives on dehydrohalogenation E also gives E as the major product. Further C is optically active while D is optically inactive. All compounds A,B,C,D on reduction give 2-methyl butane. Which of the following is the correct structure of A