1. Structure and Bonding in Organic Molecules
2. Structure and Reactivity: Acids and Bases, Polar and Nonpolar Molecules
3. Reactions of Alkanes: Bond-Dissociation Energies, Radical Halogenation, and Relative Reactivity
4. Cycloalkanes
5. Stereoisomers
6. Properties and Reactions of Haloalkanes: Bimolecular Nucleophilic Substitution
7. Further Reactions of Haloalkanes: Unimolecular Substitution and Pathways of Elimination
8. Hydroxy of Functional Group: Alcohols: Properties, Preparation, and Strategy of Synthesis
9. Further Reactions of Alcohols and the Chemistry of Ethers
10.Using Nuclear Magnetic Resonance Spectroscopy to Deduce Structure
11. Alkenes: Infrared Spectroscopy and Mass Spectrometry
12. Reactions to Alkenes
13. Alkynes: The Carbon
14. Delocalized Pi Systems: Investigation by Ultraviolet and Visible Spectroscopy
Interlude
15. Benzene and Aromaticity: Electrophilic Aromatic Substitution
16. Electrophilic Attack on Derivatives of Benzene: Substituents Control Regioselectivity
17. Aldehydes and Ketones: The Carbonyl Group
18. Enols, Enolates, and the Aldol Condensation: a,b-Unsaturated Aldehydes and Ketones
19. Carboxylic Acids
20. Carboxylic Acid Derivatives
21. Amines and Their Derivatives: Functional Groups Containing Nitrogen
22. Chemistry of the Benzene Substituents: Alkylbenzenes, Phenols, and Benzenamines
23. Ester Enolates and the Claisen Condensation: Synthesis of b-Dicarbonyl Compounds. Acyl Anion Equivalents
24. Carbohydrates: Polyfunctional Compounds in Nature
25. Heterocycles: Heteroatoms in Cyclic Organic Compounds
26. Amino Acids, Peptides, Proteins, and Nucleic Acids: Nitrogen-Containing Polymers in Nature