Chemical properties of Halo-arenes
Inert nature of chlorobenzene : Aryl halides are unreactive as compared to alkyl halides as the halogen atom in these compounds is firmly attached and cannot be replaced by nucleophiles. Such as OH-, NH2-, CN- etc.
Thus delocalization of electrons by resonance in aryl halides, calls extra double bond and stability character between
C-X bond. This makes the bond stronger and shorter than perfect single bond. However under various situations the following nucleophilic substitution reactions are observed,
(i) Nucleophilic displacement :
(ii) Electrophilic aromatic substitution
(iii) Wurtz - fittig reaction :
(iv) Formation of grignard reagent :
(v) Ullmann reaction
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