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Chapter 8 Nucleophilic Substitution

8.1 Functional Group Transformation by Nucleophilic Substitution
8.2 Substitution of One Halogen by Another
8.3 Relative Reactivity of Halide Leaving Groups
8.4 The Bimolecular (SN2) Mechanism of Nucleophilic Substitution
8.5 Stereochemistry of SN2 Reactions
8.6 How SN2 Reactions Occur
8.7 Steric Effects in SN2 Reactions

8.8 Nucleophiles and Nucleophilicity
8.9 The Unimolecular (SN1) Mechanism of Nucleophilic Substitution
8.10 Carbocation Stability and the Rate of Substitution by the SN1 Mechanism
8.11 Stereochemistry of SN1 Reactions
8.12 Carbocation Rearrangements in SN1 Reactions
8.13 Effect of Solvent on the Rate of Nucleophilic Substitution

8.14 Substitution and Elimination as Competing Reactions
8.15 Sulfonate Esters as Substrates in Nucleophilic Substitution
8.16 A Retrospective Look: Reactions of Alcohols with Hydrogen Halides
8.17 Summary


Resources Outside of Columbia


Resources at Columbia (308 Havemeyer)

ChemTV
- SN1
- SN2
Steric Effects on SN2

Organic Reaction Mechanisms
-
Substitution Reactions


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