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Question

An organic compound A(C3H7Cl) on reaction with Na/diethyl ether gives a hydrocarbon which on monochlorination gives only two chloro derivative, then A is

A
tertiary butyl chloride
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B
isobutyl chloride
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C
secondary butyl chloride
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D
isopropyl chloride
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Solution

The correct option is D isopropyl chloride
An organic compound A (C3H7Cl) on reaction with Na/diethyl ether gives a hydrocarbon which on monochlorination gives only two chloro derivative then, A must be isopropyl chloride. The reaction of isopropyl chloride chloride with Na/diethyl ether to form 2,3-dimethylbutane is an example of Wurtz reaction. The product 2,3-dimethylbutane has two type of H atom which is replaced with chlorine to give two monochloro derivative.


Hence, the correct answer is option (d).

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