Quick Recap — Distinguishing Tests & Diazonium Reactions

  • Distinguishing amines: Hinsberg (sulphonamide solubility), reaction with HNO2HNO_2, carbylamine (1^\circ only).
  • Diazonium (Sandmeyer/Gattermann): ArN2+ArCl/ArBr/ArCNArN_2^+ \to ArCl/ArBr/ArCN (CuXCuX); ArI\to ArI (KI); ArF\to ArF (Balz-Schiemann); ArOH\to ArOH (warm water); ArH\to ArH (H3PO2H_3PO_2).
  • Coupling with phenol/aniline gives azo dyes (at the para position).
  • Basicity of substituted anilines: electron-donating groups raise, electron-withdrawing lower.