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Q.

n-Propylbenzene can be obtained in quantitative yield by following method :
(i) Bytreating benzene with n-propyl chloride in presence of AICI3
(ii) By treating excess of benzene with n-propyl chloride in presence of AICI3
(iii) By treating benzene with allyl chloride in presence of AICI3 followed by reduction
(iv) Bytreating benzene with propinoyl chloride in presence of AICI3 followed by Clemmensen reduction.

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a

By(ii), (iii) and (iv)

b

By(i), (iii) and (iv)

c

By (iii) and (iv)

d

By(ii) only

answer is C.

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Detailed Solution

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

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n-Propylbenzene can be obtained in quantitative yield by following method :(i) Bytreating benzene with n-propyl chloride in presence of AICI3(ii) By treating excess of benzene with n-propyl chloride in presence of AICI3(iii) By treating benzene with allyl chloride in presence of AICI3 followed by reduction(iv) Bytreating benzene with propinoyl chloride in presence of AICI3 followed by Clemmensen reduction.