[P] on treatment with Br_{2}/FeBr_{3} in CCl_ | vedclass

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Question

(D) $1$. Heating $[P]$ with sodalime $(NaOH + CaO)$ causes decarboxylation,yielding toluene $(C_6H_5CH_3)$. This implies $[P]$ is a toluic acid isomer

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$p$-Toluic acid

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(D) $1$. Heating $[P]$ with sodalime $(NaOH + CaO)$ causes decarboxylation,yielding toluene $(C_6H_5CH_3)$. This implies $[P]$ is a toluic acid isomer $(CH_3C_6H_4COOH)$.$2$. Bromination of $[P]$ with $Br_2/FeBr_3$ is an electrophilic aromatic substitution reaction. The $-CH_3$ group is ortho/para-directing,and the $-COOH$ group is meta-directing.$3$. In $p$-toluic acid,both groups direct the incoming bromine to the same position (ortho to $-CH_3$ and meta to $-COOH$),resulting in a single isomer: $3$-bromo-$4$-methylbenzoic acid.$4$. Therefore,$[P]$ is $p$-toluic acid.

$[P]$ on treatment with $Br_{2}/FeBr_{3}$ in $CCl_{4}$ produced a single isomer $C_{8}H_{7}O_{2}Br$ while heating $[P]$ with sodalime gave toluene. The compound $[P]$ is:

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