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Arrange the following set of compounds in order of their decreasing relative reactivity with an electrophile, E^+ (a) Chlorobenzene, 2,4-dinitrochlorobenzene, p-nitrochlorobenzene

13.22     Arrange the following set of compounds in order of their decreasing relative reactivity with an electrophile, E+

         (a)      Chlorobenzene, 2,4-dinitrochlorobenzene, p-nitrochlorobenzene

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M manish

Electrophiles are electron deficient species, so they want a nucleophile which donates electrons to them. The higher the electron density on a benzene ring, the higher is the reactivity towards electrophile.
NO_{2} is an electron withdrawing group, it deactivates the benzene ring towards electrophile by decreasing the electron density from the ring.
Decreasing order of their reactivity with an electrophile(E^+)
Chlorobenzene > p-nitrochlorobenzene > 2, 4-dinitrochlorobenzene

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