`n-`Propyl benzene can be obtained in quantitative yield by following method `:`
`(i)` By treating benzene with `n-` propyl chloride in presence of `AlCl_(3)`
`(ii)` By treating excess of benzene with `n-`propyl chloride in presence of `AlCl_(3)`
`(iii)` By treating benzene with allyl chloride in presence of `AlCl_(3)` followed by reduction
`(iv)` By treating benzene with propionyl chloride in the presence of `AlCl_(3)` followed by Clemmensen reduction

Options

A. By` (ii),(iii)` and `(iv0`
B. By `(i),(iii)` and `(iv)`
C. By `(iii)` and `(iv)`
D. By `(ii)` and `(ii)` only

Answer

c

Explanation

`(i)` and `(ii)` methods will form isopropyl benzene because `n-` propyl carbocation, being less stable, rearranges to the more stable `(2^(@))` isopropyl carbocation. Moreover, method `(i)` will lead to polyalkylation. Methods `(ii)` and `(iv)` can be used for preparing `n-` propyl benzene.