As noted in Assignment 1.4.1., alkylation of benzene with 1-chlorobutane in the presence of AlCl3 gives both butylbenzene and (1 -methylpropyl)benzene as products. Propose a route to butylbenzene from benzene that does not also give the (1-methylpropyl)benzene side-product.
1 answer:
Answer:
Use the Bromotriflouride catalyst, BF₃
Explanation:
The BF₃ is most likely to yield less desired side products. The effect lies in the reaction mechanism.
BF₃ is a Lewis acid. Its role is to promote the ionization of the HF. This is achieved through the electrophilic mechanism. The reaction mechanism is as follows:
2 - methylpropene + H-F-BF₃ → H-F + H₃C + benzene
butylbenzene + F-BF₃ → tert-butylbenzene + H-F + BF₃ (regenerated catalyst)
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