Organic Chemistry: With Biological Applications – John McMurry – 2nd Edition

1. Structure and Bonding.
2. Polar Covalent Bonds; Acids and Bases.
3. Organic Compounds: Alkanes and Their Stereochemistry.
4. Organic Compounds: Cycloalkanes and Their Stereochemistry.
5. Stereochemistry at Tetrahedral Centers.
6. An Overview of Organic Reactions.
7. Alkenes and Alkynes.
8. Reactions of Alkenes and Alkynes.
9. Aromatic Compounds.
10. Structure Determination: Mass Spectrometry, Infrared Spectroscopy,
and Ultraviolet Spectroscopy.
11. Structure Determination: Nuclear Magnetic Resonance Spectroscopy.
12. Organohalides: Nucleophilic Substitutions and Eliminations.
13. Alcohols, Phenols, and Thiols; Ethers and Sulfides.
A PREVIEW OF CARBONYL CHEMISTRY.
14. Aldehydes and Ketones: Nucleophilic Addition Reactions.
15. Carboxylic Acids and Nitriles.
16. Carboxylic Acid Derivatives: Nucleophilic Acyl Substitution Reactions.
17. Carbonyl Alpha-Substitution and Condensation Reactions.
18. Amines and Heterocycles.
19. Biomolecules: Amino Acids, Peptides, and Proteins.
20. Amino Acid Metabolism.
21. Biomolecules: Carbohydrates.
22. Carbohydrate Metabolism.
23. Biomolecules: Lipids and Their Metabolism.
24. Biomolecules: Nucleic Acids and Their Metabolism.
25. Secondary Metabolites: An Introduction to Natural Products Chemistry.