Q. -Propyl benzene can be obtained in quantitative yield by following method:
(i) By treating benzene with n-propyl chloride in presence of
(ii) By treating excess of benzene with n-propyl chloride in presence of
(iii) By treating benzene with allyl chloride in presence of followed by reduction
(iv) By treating benzene with propionyl chloride in the presence of followed by Clemmensen reduction.

 1982  181 Hydrocarbons Report Error

Solution:

and methods will form isopropyl benzene because -propyl carbocation, being less stable, rearranges to the more stable isopropyl carbocation. Moreover, method will lead to polyalkylation. Methods and can be used for preparing -propyl benzene.
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