Chlorobenzene + CH_3CH_2CH_2Cl AlCl _3 X. Predict the structure of X.

JEE Main Chemistry question

Chlorobenzene + CHCHCHCl . Predict the structure of .

(A)*p*-Dichlorobenzene
(B)*p*-(*n*-Propyl)chlorobenzene (unrearranged)
(C)Ethyl chloride adduct (unreacted)
(D)*p*-IsopropylchlorobenzeneCorrect

Answer: (D)

Solution

*n*-Propyl chloride generates a primary carbocation under AlCl/Friedel–Crafts conditions, which rearranges (1,2-hydride shift) to the more stable secondary isopropyl cation before it

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Question ID VK-142467