Chemoselective Oxidations Map (What Oxidizes What?): Mechanism + Exam Traps

A selectivity overview: what oxidizes primary alcohols to aldehydes vs acids, which oxidants ignore alkenes, and common failure modes (over-oxidation).

• Reaction: Chemoselective Oxidations Map (What Oxidizes What?)
• What it does: A selectivity overview: what oxidizes primary alcohols to aldehydes vs acids, which oxidants ignore alkenes, and common failure modes (over-oxidation).
• Typical reagents: PCC, CH2Cl2 (example)
• Key intermediate: Varies / context-dependent
• Driving force: Relief of ring strain / formation of stronger bonds
• Exam type: Choose reagents
• Exam type: Plan order of operations
• Exam type: Chemoselectivity