PCC Oxidation: Primary Alcohols → Aldehydes (Stops Before Carboxylic Acids)
Learn PCC oxidation mechanism via chromate ester formation and elimination. Why it stops at aldehydes, and how it differs from Jones oxidation.
- Reaction: 1° ROH → RCHO; 2° ROH → ketone
- What it does: Oxidizes alcohols without aqueous over-oxidation
- Typical reagents: PCC, CH2Cl2 (anhydrous)
- Key intermediate: Chromate ester
- Driving force: E2-like elimination to form C=O
- Exam type: Reagent selection
- Exam type: Predict product