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Q.

Replacement of of chlorobenzene to give phenol requires drastic conditions but chlorine of 2,4-Dinitrochlorobenzene is readily replaced. This is because

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a

NO2 makes the ring electron rich at ortho and para positions

b

NO2 withdraws e- from meta position

c

NO2 donates e- at m-position

d

NO2 withdraws e- from ortho/para- positions

answer is D.

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Detailed Solution

NO2  group withdraws electrons from o-and p- positions and hence activates the -Cl present on that position towards nucleophilic substitution. C-Cl bond weakens.

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