Organic Chemistry

  1. Substitution and Elimination Reactions
    1. Alkyl Halides
      1. Structure and Classification
        1. Primary Alkyl Halides
          1. Secondary Alkyl Halides
            1. Tertiary Alkyl Halides
            2. Nomenclature
              1. Physical Properties
                1. Preparation Methods
                2. Nucleophilic Substitution Reactions
                  1. SN2 Mechanism
                    1. Kinetics
                      1. Stereochemistry
                        1. Energy Profile
                          1. Factors Affecting SN2 Rate
                            1. Substrate Structure
                              1. Nucleophile Strength
                                1. Leaving Group Ability
                                  1. Solvent Effects
                                2. SN1 Mechanism
                                  1. Kinetics
                                    1. Carbocation Intermediates
                                      1. Stereochemistry
                                        1. Energy Profile
                                          1. Factors Affecting SN1 Rate
                                            1. Substrate Structure
                                              1. Leaving Group Ability
                                                1. Solvent Effects
                                                2. Carbocation Rearrangements
                                                3. Nucleophiles and Leaving Groups
                                                  1. Nucleophilicity
                                                    1. Leaving Group Ability
                                                      1. Solvent Effects on Nucleophilicity
                                                    2. Elimination Reactions
                                                      1. E2 Mechanism
                                                        1. Kinetics
                                                          1. Stereochemistry
                                                            1. Regioselectivity
                                                              1. Zaitsev's Rule
                                                                1. Hofmann's Rule
                                                                2. Factors Affecting E2 Rate
                                                                3. E1 Mechanism
                                                                  1. Kinetics
                                                                    1. Relationship to SN1
                                                                      1. Carbocation Rearrangements
                                                                      2. E1cb Mechanism
                                                                      3. Competition Between Substitution and Elimination
                                                                        1. Substrate Effects
                                                                          1. Base/Nucleophile Effects
                                                                            1. Temperature Effects
                                                                              1. Solvent Effects
                                                                                1. Predicting Reaction Outcomes