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Chem 333
Chem 337
Chem Dept

Chemistry 331: Lecture Outlines for Exam 3

Chapter 7: Stereochemistry

  1. Enantiomers
    1. Chirality
    2. Optical activity
    3. Absolute configuration: R and S
    4. Fischer projections
    5. Reactions that create a chiral center
  2. Compounds Containing Two or More Chiral Centers
    1. Diastereomers and enantiomers
    2. Meso compounds
    3. Stereoisomers in substituted cyclohexanes
    4. Reactions that produce diastereomers
  3. Resolution of Enantiomers

Chapter 8: Nucleophilic Substitution

  1. Nucleophilic Substitution
    1. Functional group transformation
    2. Leaving groups
    3. Two mechanisms
  2. SN2 Mechanism
    1. Kinetics
    2. Stereochemistry
    3. Mechanism
    4. Steric effects
    5. Nucleophiles and nucleophilicity
  3. SN1 Mechanism
    1. Kinetics
    2. Carbocation stability
    3. Stereochemistry
    4. Solvent effects
  4. Substitution vs Elimination
  5. Substitutions of Alcohols
    1. Sulfonate esters
    2. Reaction with HX

Chapter 9: Alkynes

  1. Nomenclature
  2. Structure/Properties
    1. Structure
    2. Acidity of terminal alkynes
  3. Preparation of Alkynes
    1. Alkylation of terminal alkynes
    2. Elimination of dihalides
  4. Reactions of Alkynes
    1. Hydrogenation
    2. Metal-ammonia reduction
    3. Hydration
    4. Addition of halogens
    5. Ozonolysis

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