Organic Chemistry

  1. Reactions of Alkenes and Alkynes
    1. Electrophilic Addition to Alkenes
      1. General Mechanism
        1. Carbocation Intermediates
          1. Regioselectivity
            1. Stereochemistry
            2. Addition of Hydrogen Halides
              1. Markovnikov's Rule
                1. Carbocation Stability
                  1. Primary Carbocations
                    1. Secondary Carbocations
                      1. Tertiary Carbocations
                      2. Carbocation Rearrangements
                        1. 1,2-Hydride Shifts
                          1. 1,2-Alkyl Shifts
                          2. Anti-Markovnikov Addition
                            1. Radical Mechanism with HBr
                          3. Hydration Reactions
                            1. Acid-Catalyzed Hydration
                              1. Oxymercuration-Demercuration
                                1. Mechanism
                                  1. Stereochemistry
                                    1. Regioselectivity
                                    2. Hydroboration-Oxidation
                                      1. Mechanism
                                        1. Stereochemistry
                                          1. Regioselectivity
                                        2. Halogenation
                                          1. Addition of Cl2 and Br2
                                            1. Mechanism
                                              1. Stereochemistry
                                                1. Halohydrin Formation
                                                2. Catalytic Hydrogenation
                                                  1. Heterogeneous Catalysts
                                                    1. Mechanism
                                                      1. Stereochemistry
                                                        1. Heat of Hydrogenation
                                                        2. Epoxidation
                                                          1. Peroxyacid Epoxidation
                                                            1. Mechanism
                                                              1. Stereochemistry
                                                              2. Dihydroxylation
                                                                1. Osmium Tetroxide
                                                                  1. Potassium Permanganate
                                                                    1. Syn vs Anti Addition
                                                                    2. Oxidative Cleavage
                                                                      1. Ozonolysis
                                                                        1. Mechanism
                                                                          1. Reductive Workup
                                                                            1. Oxidative Workup
                                                                        2. Reactions of Alkynes
                                                                          1. Addition Reactions
                                                                            1. Addition of Hydrogen Halides
                                                                              1. Regioselectivity
                                                                                1. Stereochemistry
                                                                                2. Addition of Halogens
                                                                                  1. Hydration
                                                                                    1. Mercuric Ion Catalysis
                                                                                      1. Hydroboration-Oxidation
                                                                                    2. Reduction Reactions
                                                                                      1. Complete Reduction to Alkanes
                                                                                        1. Partial Reduction to Alkenes
                                                                                          1. Lindlar's Catalyst
                                                                                            1. Dissolving Metal Reduction
                                                                                          2. Acidity of Terminal Alkynes
                                                                                            1. Formation of Acetylide Anions
                                                                                              1. Alkylation Reactions
                                                                                                1. Synthetic Applications

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                                                                                            6. Reactions of Alkanes and Cycloalkanes

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                                                                                            8. Substitution and Elimination Reactions