Question

An organic compound A (C₄H₉Cl) on reaction
with Na/diethyl ether gives a hydrocarbon which
on monochlorination gives only one chloro derivative, then A is
(a) tert-butyl chloride
(b) sec-butyl chloride
(c) isobutyl chloride
(d) n-butyl chloride

Answer 1

An organic compound A  on reaction with  diethyl ether gives a hydrocarbon which on monochlorination gives only one chloro derivative then,  is tertiary butyl chloride. The reaction of  tertiary butyl chloride with  diethyl ether to form 2,2,3,3-tetramethylbutane is an example of Wurtz coupling. The product 2,2,3,3-tetramethylbutane has only one type of H atom which is replaced with chlorine to give only one monochloro derivative.

THE REACTION IS IN THE ATTACHMENT

OPTION A IS THE ANSWER