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Question

arrange the following set of compounds in increasing order of decreasing reactivity of electrophiles
chlorobenzene, 2,4-dinitrobenzene p-nitrochlorobenzene

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Solution

Dear Student, electrophiles are reagents that participate in a reaction by accepting an electron pair in order to bond to nucleophiles. The higher the electron density on a benzene ring, the more reactive is the compound towards an electrophile, E+ (Electrophilic reaction). The presence of an electron withdrawing group (i.e., NO2- and Cl-) deactivates the aromatic ring by decreasing the electron density. Since NO2- group is more electron withdrawing (due to resonance effect) than the Cl- group (due to inductive effect), the decreasing order of reactivity is as follows: Chlorobenzene > p - nitrochlorobenzene > 2, 4 - dinitrochlorobenzene. Regards,

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