Chapter 11

Chapter 11: Nucleophilic Substitution and Elimination Rxns

I. Review from Chapter 5 II. Nucleophilic Substitution Reactions III. Bimolecular Nucleophilic Substitution Mechanism (S 2) IV. Unimolecular Nucleophilic Substitution Mechanism (S 1) V. S 2  or  S  1 ? VI. Other Factors Affecting Favorability of S 1 and S 2 Reactions VII. Elimination Reactions: E1 and E2 VIII. E1 or E2? IX. The E1cB Reaction Mechanism
 * Four Major Reaction Types:
 * Two Types of Bond-Breaking/-Making: Homolytic and Heterolytic
 * Leaving Groups
 * Favorability of Reaction
 * Molecularity
 * S 2 Mechanism
 * Key Elements of S 2 Mechanism
 * S 1 Mechanism
 * Key Elements of S 1 Mechanism
 * Electronic Control
 * Steric Control
 * Nature of the Leaving Group
 * Nature of the Nucleophile
 * Solvent Effects
 * Bimolecular Elimination Reaction: E2
 * Key Elements of E2 Mechanism
 * Unimolecular Elimination Reaction: E1
 * Key Elements of E1 Mechanism
 * Electronic versus Steric Control
 * Other Considerations