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ExamsJEE MainChemistry

Which substituent lowers the reactivity of a benzene ring toward electrophilic substitution, yet still mainly directs a new group to the ortho and para positions?

  1. –NH2
  2. –NO2
  3. –Cl
  4. –C2H5

Correct answer: –Cl

Solution

-Cl deactivates the ring (electron-withdrawing -I) yet directs o,p (lone-pair resonance donation). -NO2 deactivates but is meta-directing, so the stored answer is wrong.

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