Q42 / 180 · AIIMS 2004 · Chemistry

$$ \text { } o \text {-Toluic acid on reaction with } \mathrm{Br}_2+\mathrm{Fe} \text { gives } $$

  • A
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  • B
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  • Correct answer
    C
    Figure
  • D
    Figure

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.

Hence, the correct answer is option: 'C'.

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