1.

Chlorobenzene is extremely less reactive towards a nucleophilic substitution reaction. Give two teasons for the same.

Answer»

The two reasons are as follows:

(i) Resonance effect : The electron pair of chlorine atom is involved in conjugation with the π-electrons of the benzene ring. As a result, electrons of C-Cl bond get delocalized and a partial double bond character develops in the bond and hence, it becomes difficult for the nucleophiie to cleave the C-Cl bond.

(ii) Increased electron density : A repulsion is suffered by the nucleophile due to increased electron density on the benzene ring which prohibits the nucleophile to make a close access for the attack on the molecule.



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