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