Question

Why the nucleophilic reaction not take place in chlorobenzen?

Answer 1

Hey mate

Explanation:

Chlorobenzene is less reactive towards nucleophilic substitution reaction because of the following reasons:

(1) Resonance effect: The electron pair on chlorine atom is in conjugation with the electrons of the benzene ring which results in the following resonance structures:

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This results in delocalization of the electrons of C - Cl bond and a partial double bond character develops in the bond, which makes it difficult for the Nucleophile to cleave the C - Cl bond.

Answer 2

Answer:

As there is an availability of lone pair of electrons on chlorine, it directs the benzene ring towards electrophilic substitution at ortho and para positions..

When we will draw the resonating structures of chloro benzene,we will see that negative charge resides at orho and para positions.