
α-Reactivity and Condensation Reactions
Michael McBride continues Yale's Freshman Organic Chemistry II with a lecture on carbonyl alpha-reactivity and condensation chemistry. He covers regiochemistry in ketone alkylation, the convenience of beta-dicarbonyl compounds for controlled alkylation, and the aldol condensation's route to beta-hydroxy and alpha,beta-unsaturated products through water removal. The lecture works through conjugate addition and the Robinson annulation, the Claisen condensation and its role in fatty acid biosynthesis, and closes with the historical puzzle of determining sugar structures faced by early carbohydrate chemists. An opening segment also explains the Soxhlet extractor. Recorded in Spring 2011, the lecture runs just under an hour and is chaptered by topic, giving a detailed, mechanism-level walk through classic carbonyl reactivity for students already grounded in first-semester organic chemistry.