Rationalised 2023-24
183 Haloalkanes and Haloarenes
The effect is pronounced when (-NO2) group is introduced at ortho-
and para- positions However, no effect on reactivity of haloarenes is
observed by the presence of electron withdrawing group at meta-position Mechanism of the reaction is as depicted:
Can you think why does NO2 group show its effect only at ortho- and para- positions
and not at meta- position As shown, the presence of nitro group at ortho- and para-positions withdraws the
electron density from the benzene ring and thus facilitates the attack of the nucleophile
on haloarene