Organic Compounds Containing Halogens Question 202

Question: Replacement of $ Cl $ of chlorobenzene to give phenol requires drastic conditions but chlorine of 2,4-dinitrochlorobenzene is readily replaced. This is because

Options:

A) $ NO_2 $ makes the ring electron rich at ortho and para positions.

B) $ NO_2 $ withdraws $ {e^{-}} $ from meta-position.

C) $ NO_2 $ donates $ {e^{-}} $ at meta-position.

D) $ NO_2 $ withdraws $ {e^{-}} $ from ortho/para-positions.

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Answer:

Correct Answer: D

Solution:

[d] $ -NO_2 $ group withdraws electrons from o- and p-positions and hence activates the -Cl present on that position towards nucleophilic substitution.