Chem 263 - Lecture Outline & Assignment #5

Readings
Problems
Outline
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Readings:

TWG Solomons and CB Fryhle "Organic Chemistry" 8th Edition (2004):

• Functional Group List on pp 70-71 and (Periodic Table) one page back from Inside Back Cover
• Relative Strength of Acids and Bases on Inside Front Cover - same table page 105
• Chapter 20 – Amines
• Special Topic E – Alkaloids
• Chapter 24– Amino Acids and Proteins – Read for general background

Problems:

Do Not turn in, answers available in "Study Guide and Solutions Manual for Organic Chemistry " by Marc Loudon and Joseph Stowell. This is available in the Bookstore or can be borrowed from Cameron Library's Reserve Reading Room.

Chapter 20:
20.1 to 20.8; 20.11; 20.15; 20.16; 20.21; 20.46; 20.48

Special Topic E:
E1; E2; E3

Lecture Outline 5: Amines, Alkaloids & Introduction to Amino Acids

1. Structure and Nomenclature of Amines
   
   
   1. Nomenclature
      
      1. Common names - heterocyclic amines
      2. Systematic (IUPAC)
         
         
   2. Basicity of Amines and Physical Properties
      
      
      
      
2. Preparation of Amines
   
   
   1. Nucleophilic Substitution Reactions (SN2) on Alkyl Halides and Sulfonates
      
      
   2. Reduction of Nitro Compounds
      
      
   3. Reductive Amination of Imines Derived from Ketones and Other Amines
      
      
   4. Reduction of Alkyl Cyanides (Nitriles) or Amides
      
      
   5. Hofmann Degradation of Amides
      
      
   6. Gabriel Synthesis
      
      
      
      
3. Reactions of Amines
   
   
   1. Acid-Base Reactions
      
      
   2. Alkylation
      
      
   3. Acylation (Ammonolysis of Carboxylic Acid Derivatives to Form Amides)
      
      
   4. Reaction with Nitrous Acid
      
      1. Aliphatic Amines
      2. Aromatic Amines - Reactions of Diazonium Salts
         1. Replacement reactions
         2. Coupling reactions
            
            
            
4. Some Alkaloids in Nature and Their Importance
   
   
   
5. General Structure and Properties of Amino Acids and Peptides