NEET 2001 Chemistry question

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

(1)t-butyl chlorideCorrect
(2)sec. butyl chloride
(3)Iso butyl chloride
(4)n-butyl chloride

Answer: (1)

Solution

Na in dry ether couples two alkyl groups (Wurtz reaction): , giving a hydrocarbon . Only one monochloro derivative is possible when all hydrogens of the hydrocarbon are equivalent. This is true for

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Question ID VK-088789