Transesterification: Swapping the OR Group on an Ester (Acid/Base Catalysis)

Learn transesterification mechanisms (acid and base). Equilibrium control, role of alcohol excess, and how it differs from saponification.

• Reaction: RCOOR′ + R″OH ⇌ RCOOR″ + R′OH
• What it does: Exchanges ester alkoxy groups
• Typical reagents: Acid catalysis (H+) or base (alkoxide)
• Key intermediate: Tetrahedral intermediate (acyl substitution)
• Driving force: Equilibrium; drive by excess alcohol or removing byproduct
• Exam type: Equilibrium
• Exam type: Acyl substitution