Azo Coupling: Diazonium Salts + Activated Aromatics → Azo Dyes

Learn azo coupling: electrophilic substitution of diazonium salts onto activated aromatic rings (phenols/anilines). Predict para vs ortho coupling and pH effects.

  • Reaction: Ar–N2+ + activated arene → Ar–N=N–Ar
  • What it does: Forms azo dyes (N=N linkage)
  • Typical reagents: Diazonium salt + phenol/aniline under controlled pH
  • Key intermediate: Sigma complex on activated ring
  • Driving force: Re-aromatization
  • Exam type: Predict regio
  • Exam type: Mechanism steps

Related Resources

All 194 Mechanisms — Aromatic & Organometallic (Advanced Orgo II) Mechanism Flashcards AI Reaction Predictor Ask the AI Tutor