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A hydrocarbon with molecular formula C5H...

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

`ClCH_2CH(CH_3)CH_2CH_3`

B

`(CH_3)_2CHCHClCH_3`

C

`(CH_3)_2CHCH_2CH_2Cl`

D

`CH_3CH_2CH(Cl)CH_2CH_3`

Text Solution

Verified by Experts

The correct Answer is:
B
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