Identify the major product formed when p-isop | vedclass

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Question

(A) The reaction is an electrophilic aromatic substitution,specifically nitration,of $p$-isopropyltoluene ($p$-cymene).$p$-Cymene has two alkyl groups

Vedclass · Accepted Answer

$1-$isopropyl$-4-$methyl$-2-$nitrobenzene

Vedclass · Answer

(A) The reaction is an electrophilic aromatic substitution,specifically nitration,of $p$-isopropyltoluene ($p$-cymene).$p$-Cymene has two alkyl groups attached to the benzene ring: a methyl group $(-CH_3)$ and an isopropyl group $(-CH(CH_3)_2)$.Both alkyl groups are ortho/para directing.In $p$-cymene,the positions ortho to the methyl group are equivalent to the positions ortho to the isopropyl group.However,the methyl group is a stronger activating group than the isopropyl group due to less steric hindrance.Therefore,the nitration occurs at the position ortho to the methyl group.This leads to the formation of $2$-nitro-$1$-isopropyl-$4$-methylbenzene (or $2$-nitro-$p$-cymene).

Identify the major product formed when $p$-isopropyltoluene (also known as $p$-cymene) reacts with a mixture of concentrated $HNO_3$ and concentrated $H_2SO_4$.

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