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The replacement of chlorine of chlorobenzene to give phenol requires drastic conditions, but the chlorine of 2,4-dinitrochlorobenzene is readily replaced since:

1. Nitro groups make the aromatic ring electron rich at ortho/para positions
2. Nitro groups withdraw electrons from the meta position of the aromatic ring
3. Nitro groups donate electrons at meta position
4. Nitro groups withdraw electrons from ortho/para positions of the aromatic ring

Correct answer: Nitro groups withdraw electrons from ortho/para positions of the aromatic ring

Solution

The nitro groups are strong electron-withdrawing groups and significantly reduce the electron density at the ortho and para positions of the aromatic ring, making the chlorine more susceptible to nucleophilic substitution.

Related NEET Chemistry questions

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