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Q.
$o$ -Toluic acid on reaction with $Br _{2}+ Fe$ gives
Aldehydes Ketones and Carboxylic Acids
Solution:
$- CH _{3}$ group is $o-$ and $p$ - directing group, however - $COOH$ group is meta directing, thus the new entering electrophile occupies the position which should be $m$ -with respect to - $COOH$ group and $p$ - with respect to $- CH _{3}$ group.