Which sequence represents the best synthesis | vedclass

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Question

(C) The synthesis of $4-$isopropylbenzonitrile from benzene involves the following steps:$1.$ Friedel-Crafts alkylation of benzene with isopropyl chlo

Vedclass · Accepted Answer

$1. 	ext{Benzene} + (CH_3)_2CHCl, AlCl_3; \ 2. HNO_3, H_2SO_4; \ 3. Fe, HCl; \ 4. NaNO_2 / HCl; \ 5. KCN$

Vedclass · Answer

(C) The synthesis of $4-$isopropylbenzonitrile from benzene involves the following steps:$1.$ Friedel-Crafts alkylation of benzene with isopropyl chloride $(CH_3)_2CHCl$ in the presence of $AlCl_3$ gives isopropylbenzene (cumene).$2.$ Nitration of isopropylbenzene using $HNO_3$ and $H_2SO_4$ gives $4-$nitroisopropylbenzene as the major product due to the ortho/para-directing nature of the isopropyl group.$3.$ Reduction of the nitro group using $Fe/HCl$ gives $4-$isopropylaniline.$4.$ Diazotization of $4-$isopropylaniline using $NaNO_2/HCl$ at $0-5 \ ^\circ C$ yields the corresponding diazonium salt.$5.$ Sandmeyer reaction of the diazonium salt with $KCN$ (or $CuCN$) yields $4-$isopropylbenzonitrile.Thus,the correct sequence is option $C$.

Which sequence represents the best synthesis of $4-$isopropylbenzonitrile?

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