JEE Advanced levelSingle correct optionDifficulty 3 of 3g3044
Benzene is treated with 1-chloro-2-methylpropane and anhydrous AlClX3. The main product is:
Abutylbenzene
Bsec-butylbenzene
Ctert-butylbenzene
Disobutylbenzene (2-methylpropylbenzene)
Answer: C
AlClX3 pulls off chloride to form an isobutyl cation-like species, which undergoes a 1,2-hydride shift to the tertiary (CHX3)X3CX+. This electrophile attacks benzene to give tert-butylbenzene.