KCET · Chemistry · Alcohols Phenols and Ethers
Replacement of \( \mathrm{Cl} \) of Chlorobenzene to give phenol requires drastic conditions, but \( \mathrm{Cl} \) of \( 2,4 \) -
dinitro chlorobenzene is readily replaced. This is because,
- A \( -\mathrm{NO}_{2} \) group makes the ring electron rich at o- and p- positions.
- B \(-\mathrm{NO}_{2} \) group withdraws electrons from \( \mathrm{m} \)-position.
- C \( -\mathrm{NO}_{2} \) donate electrons at \( \mathrm{m} \) - position.
- D \( -\mathrm{NO}_{2} \) withdraws electrons from o- and p-positions.
Answer & Solution
Correct Answer
(D) \( -\mathrm{NO}_{2} \) withdraws electrons from o- and p-positions.
Step-by-step Solution
Detailed explanation
The reaction involved is
The presence of \( -\mathrm{NO}_{2} \) 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:
The presence of \( -\mathrm{NO}_{2} \) 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:
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