1.

(i) Discuss the aromatic nucleophilic substitution reactions of chlorobenzene. (ii) C Cl_(4) gt CHCl_(3) gt CH_(2)Cl_(2) gt CH_(3)Cl is the decreasing order of boiling point in haloalkanes. Give reason.

Answer»

Solution :(b) (i) Aromatic nucleophilic substitution reactions:
Dow.s process
1. `underset("Chlorobenzene")(C_(6)H_(5)Cl) + NaOH underset(300 atm)overset(350^(@)C)rarr underset("Phenol")(C_(6)H_(5)OH) + NaCl`
2. `underset("Chlorobenzene")(C_(6)H_(5)Cl) + 2NH_(3) underset(50 atm)overset(250^(@)C)rarr underset("ANILINE")(C_(6)H_(5)NH_(2)) + NH_(4)Cl`
3. `underset("Chlorobenzene")(C_(6)H_(5)Cl) + CuCN underset("Phenyl cyanide")overset(250^(@)C) rarr underset("Phenylcynanide")(C_(6) H_(5) CN + CuCl`
(ii) The boiling point of chloro, bromo and iodoalkanes increases with increase in the number of halogen ATOMS. So the CORRECT decreasing order of boiling point of haloalkanes is:
`C Cl_(4) gt CHCl_(3) gt CH_(2)Cl_(2) gt CH_(3)Cl`


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