Pinacol Rearrangement: 1,2‑Shift to Make Carbonyls (Mechanism + Migration Rules)

Learn the pinacol rearrangement: protonation, water loss, 1,2-shift, and carbonyl formation. Predict which group migrates and why.

  • Reaction: Vicinal diol → carbonyl (often ketone)
  • What it does: Rearranges diols under acid to give carbonyl compounds
  • Typical reagents: Strong acid (H2SO4, HCl)
  • Key intermediate: Carbocation adjacent to oxygen
  • Driving force: Formation of stable carbonyl; loss of water
  • Exam type: Rearrangements
  • Exam type: Predict product

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