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JEE MAIN Chemistry QUESTION #5570
Question 1
Which of the following compounds will produce a significant amount of meta-substituted product during mono-nitration?
  • Phenyl acetate ($-OCOCH_3$ group)✔️
  • Aniline ($-NH_2$ group)
  • Acetanilide ($-NHCOCH_3$ group)
  • Phenol ($-OH$ group)
Correct Answer Explanation
Meta directors are electron-withdrawing groups (EWG) that direct incoming electrophiles to the meta position. $-OCOCH_3$ (ester group, phenyl acetate) acts as a deactivating meta director because the carbonyl group withdraws electrons from the ring through resonance. $-NH_2$, $-NHCOCH_3$, and $-OH$ are all ortho/para directors.