Organic Chemistry

Mechanisms

Conjugate Addition — 1,4-Addition Mechanisms

Complete guide to conjugate addition mechanisms: Michael addition, cuprate addition, and 1,2 vs 1,4 selectivity.

Cross-Coupling Reactions — Pd-Catalyzed C-C Bond Formation

Complete guide to cross-coupling mechanisms: Heck, Suzuki, Negishi, Sonogashira, and Stille reactions.

Electrophilic Addition — Alkene Reactions

Complete guide to electrophilic addition mechanisms: Markovnikov's rule, carbocation intermediates, and stereochemistry.

Electrophilic Aromatic Substitution — EAS Mechanisms

Complete guide to EAS mechanisms: nitration, halogenation, sulfonation, Friedel-Crafts, and directing effects.

Elimination Reactions — E1 and E2 Mechanisms

Complete guide to elimination mechanisms: E1 vs E2, Zaitsev's rule, anti-periplanar geometry, and competition with substitution.

Free Radical Substitution — Chain Reactions

Complete guide to free radical mechanisms: initiation, propagation, termination, and halogenation of alkanes.

Nucleophilic Addition — Carbonyl Reactions

Complete guide to nucleophilic addition mechanisms: Grignard, hydride reduction, cyanohydrin formation, and Wittig reaction.

Nucleophilic Substitution — SN1 and SN2 Mechanisms

Complete guide to nucleophilic substitution mechanisms: SN1 vs SN2, stereochemistry, kinetics, and substrate effects.

Oxidation Reactions — Carbonyl and Alcohol Oxidation

Complete guide to oxidation mechanisms: PCC, Jones, Swern, Dess-Martin, and KMnO₄ oxidations.

Pericyclic Reactions — Concerted Mechanisms

Complete guide to pericyclic reactions: Diels-Alder, electrocyclic, sigmatropic, and orbital symmetry.

Rearrangement Reactions — 1,2-Shifts and Migrations

Complete guide to rearrangement mechanisms: carbocation rearrangements, pinacol, Beckmann, and Hofmann.

Reduction Reactions — Carbonyl and Alkene Reduction

Complete guide to reduction mechanisms: NaBH₄, LiAlH₄, catalytic hydrogenation, and dissolving metal reduction.