1.1. Definition of Arrow Pushing
1.3. Nucleophiles and Leaving Groups
2.3. How is Acidity Measured?
2.6. Inductive Effects and Relative Acidities
2.7. Relative Acidities of Hydrocarbons
3. Bases and Nucleophiles
3.2. What are Nucleophiles?
4. S[subscript N]2 Substitution Reactions
4.1. What is an S[subscript N]2 Reaction?
4.2. What are Leaving Groups?
4.3. Where Can S[subscript N]2 Reactions Occur?
4.4. S[subscript N]2' Reactions
5. S[subscript N]1 Substitution Reactions
5.1. What is an S[subscript N]1 Reaction?
5.2. How are S[subscript N]1 Reactions Initiated
5.3.1. Molecular Structure and Orbitals
5.3.2. Stability of Carbocations
5.4. Carbocation Rearrangements
5.4.1. 1,2-Hydride Shifts
5.4.3. Preventing Side Reactions
6.3. How Do Elimination Reactions Work?
7.1. Addition of Halogens to Double Bonds
7.3. Additions to Carbonyls
7.3.3. Addition-Elimination Reactions
8.1. Functional Group Manipulations
Appendix 1. pK[subscript a] Values of Protons Associated with Common Functional Groups
Appendix 2. Answers and Explanations to Problems
Appendix 3. Student Reaction Glossary
Periodic Table of the Elements
