Organic Chemistry

Thomas N. Sorrell
The University of North Carolina at Chapel Hill


Part I: Structural Organic Chemistry

1. The Nature of Organic Chemistry--A Historical Perspective

2. Nomenclature and Functional Groups

3. Bonding in Organic Molecules

4. Conformations of Organic Molecules

5. Stereochemistry of Organic Molecules

Part II: Fundamental Reactions of Organic Molecules

6. Chemical Reactions and Mechanisms

7. Substitution Reactions of Alkyl Halides, Alcohols, and Related Compounds

8. Elimination Reactions of Alkyl Halides, Alcohols, and Related Compounds

9. Electrophilic Addition Reactions of Alkenes and Alkynes

10. Concerted Addition Reactions of Alkenes and Alkynes

11. Free Radicals: Substitution and Addition Reactions

12. Electrophilic Aromatic Substitution Reactions of Benzene and its Derivatives

Part III: Synthetic and Spectroscopic Methods

13. Organometallic Chemistry, the Formation of C-C Bonds, and Chemical Synthesis

14. Spectroscopic Identification of Functional Groups

15. Proton and Carbon Nuclear Magnetic Resonance Spectroscopy

16. Asymmetric Reactions and Synthesis

Part IV: The Chemistry of the Carbonyl Group

17. Nucleophilic Addition Reactions of Aldehydes and Ketones

18. Addition-Elimination Reactions of Aldehydes and Ketones

19. Addition-Elimination Reactions of Carboxylic Acids and Derivatives

20. The Acid-Base Chemistry of Carbonyl Compounds

21. Nucleophilic Addition Reactions of Enolate Ions with Carbonyl Groups

22. Nucleophilic Addition to alpha, beta-Unsaturated Carbonyl Compounds

Part V: Nitrogen-Containing Organic Molecules

23. The Chemistry of Amines and other Nitrogen-Containing Compounds

24. The Chemistry of Heterocyclic Compounds

25. Amino Acids, Peptides, and Proteins

26. Nucleic Acids and Molecular Recognition

Appendices: A. Naming Organic Compounds; B. Expected Mass Spectral Fragmentation Patterns for Organic Compounds According to Type; C. Summary of Reactions; D. Summary of Preparative Methods