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KCET2026ChemistryAmines

Nitration of aniline in strong acidic medium gives significant amount of m-nitroaniline because

Options

  1. AIn electrophilic substitution reaction, amino group is meta directing
  2. BIn strong acidic medium, aniline is present as anilinium ion.
  3. C- NH ₂ group always directs to meta position.
  4. Dm-nitroaniline has higher molar mass than o & p nitroanilines.

Correct answer

B. In strong acidic medium, aniline is present as anilinium ion.

Step-by-step solution

In a strong acidic medium, aniline undergoes protonation to form the anilinium ion ( - NH ₃^+ ). The - NH ₃^+ group is strongly deactivating and meta-directing in nature. Due to the formation of this anilinium ion, electrophilic substitution (nitration) occurs at the meta position, yielding a significant amount of m-nitroaniline (about 47 % ). The - NH ₂ group itself is ortho and para directing, but its protonated form directs the incoming electrophile to the meta position. Answer: In strong acidic medium, aniline

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