Karnataka Board PUCPUC Science 2nd PUC Class 12

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

Advertisements
Advertisements

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

Advertisements

Solution

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

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

  • 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.

    (2) The nucleophile suffers repulsion from the increased electron density on the benzene ring as a result the nucleophile is unable to make a close approach for the attack on the molecule.

  Is there an error in this question or solution?
2012-2013 (March) Delhi Set 1
Share
Notifications



      Forgot password?
Use app×