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2-Chloronitrobenzene is more reactive than chlorobenzene.

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in Chemistry – Class 12 by (188k points)
2-Chloronitrobenzene is more reactive than chlorobenzene.

(a) True

(b) False

The 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

1 Answer

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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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