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2-Chloronitrobenzene is more reactive than chlorobenzene.(a) True(b) FalseThe question was posed to me in an international level competition.My question is taken from Haloalkanes & Haloarenes topic in chapter Haloalkanes and Haloarenes of Chemistry – Class 12

Answer»

Correct option is (b) False

The explanation: Although NO2 is an electron WITHDRAWING group, it is present at META position with respect to chlorine in 2-Chloronitrobenzene and has no EFFECT on the reactivity of the haloarene. This is because none of the resonating STRUCTURES of m-nitrobenzene bear the negative charge on the carbon ATOM bearing the nitro group and as a result the presence of NO2 at meta position does not stabilize the negative charge.



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