KCET2016ChemistryAlcohols Phenols and Ethers
Replacement of ( Cl ) of Chlorobenzene to give phenol requires drastic conditions, but ( Cl ) of ( 2,4 ) - dinitro chlorobenzene is readily replaced. This is because,
Options
- A( - NO ₂ ) group makes the ring electron rich at o- and p- positions.
- B(- NO ₂ ) group withdraws electrons from ( m )-position.
- C( - NO ₂ ) donate electrons at ( m ) - position.
- D( - NO ₂ ) withdraws electrons from o- and p-positions.
Correct answer
D. ( - NO ₂ ) withdraws electrons from o- and p-positions.
Step-by-step solution
The reaction involved is The presence of ( - NO ₂ ) group at o- and p- positions withdraws electron density from the benzene ring, therefore, facilitates the attack of the nucleophile on haloarenes. Thus, the carbanion formed, is stabilized through resonance as shown below: