$\text {-Toluic acid on reaction with } \mathrm{Br}_2+\mathrm{Fe} \text { gives }$
$\text {-Toluic acid on reaction with } \mathrm{Br}_2+\mathrm{Fe} \text { gives }$
Solution
$-\mathrm{CH}_3$ group is $o$ - and $p$-directing group, however $-\mathrm{COOH}$ group is meta directing, thus the new entering electrophile occupies the position which should be $m$ - with respect to $-\mathrm{COOH}$ group and $p$ - with respect to $-\mathrm{CH}_3$ group.
