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Hydrocarbons

Question
CBSEENCH11007900

Out of benzene, m-dinitrobenzene and toluene which will undergo nitration most easily and why?

Solution
Nitration of benzene involves the electrophile attack of  NO subscript 2 superscript plus(nitronium ion) on the ring. Since CH3 group has a +inductive effect, it activates the ring and electrophilic substitution readily takes place. On the other hand, it is most difficult in m-dinitrobenzene because of deactivating nature of nitro groups.
Thus ease of nitration decreases in the order Toulene> Benzene> m-Dinitrobenzene.