Answer Verified From the above structure we see a lone pair of electrons delocalized in the benzene ring and four resonating structures present. This causes stabilization of the molecule. So, activation energy for displacement of halogen from benzene is very much higher than displacement of alkyl halide.In chlorobenzene, the halogen atom is bonded to the highly electronegative $sp^2$ hybridised carbon atom. So, nucleophilic substitution reaction is not possible. Hence, two reasons for less reactivity of chlorobenzene towards nucleophilic substitution reactions are resonance in chlorobenzene and $sp^2$ hybridised nature of carbon atom bonded to chlorine atom.Additional Information: Note: Students might get confused about nucleophilic and electrophilic substitution. In electrophilic substitution, an electrophile generally displaces hydrogen atom from a compound and in nucleophilic substitution, nucleophile attacks positively charged carbon.Uh-Oh! That’s all you get for now. We would love to personalise your learning journey. Sign Up to explore more. Sign Up or Login Skip for now Uh-Oh! That’s all you get for now. We would love to personalise your learning journey. Sign Up to explore more. Sign Up or Login Skip for now |