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PART ONE: An Introduction to the Study of Organic Chemistry
1. Remembering General Chemistry: Electronic Structure and Bonding
2. Acids and Bases: Central to Understanding Organic Chemistry TUTORIAL: Acids and Bases
3. An Introduction to Organic Compounds: Nomenclature, Physical Properties, and Structure
PART TWO: Electrophilic Addition Reactions, Stereochemistry, and Electron Delocalization TUTORIAL: Using Molecular Models
4. Isomers: The Arrangement of Atoms in Space TUTORIAL: Interconverting Structural Representations
5. Alkenes: Structure, Nomenclature, and an Introduction to Reactivity * Thermodynamics and Kinetics TUTORIAL: Drawing Curved Arrows
6. The Reactions of Alkenes * The Stereochemistry of Addition Reactions
7. The Reactions of Alkynes * An Introduction to Multistep Synthesis
8. Delocalized Electrons: Their Effect on Stability, pKa, and the Products of a Reaction * Aromaticity and Electronic Effects: An Introduction the Reactions of Benzene TUTORIAL: Drawing Resonance Contributors
PART THREE: Substitution and Elimination Reactions
9. Substitution and Elimination Reactions of Alkyl Halides
10. Reactions of Alcohols, Ethers, Epoxides, Amines, and Sulfur-Containing Compounds
11. Organometallic Compounds
12. Radicals TUTORIAL: Drawing Curved Arrows in Radical Systems
PART FOUR: Identification of Organic Compounds
13. Mass Spectrometry; Infrared Spectros© and UV/Vis Spectroscopy
14. NMR Spectroscopy
PART FIVE: Carbonyl Compounds
15. Reactions of Carboxylic Acids and Carboxylic Acid Derivatives
16. Reactions of Aldehydes and Ketones * More Reactions of Carboxylic Acid Derivatives
17. Reactions at the Î?-Carbon TUTORIAL: Synthesis and Retrosynthetic Analysis
PART SIX: Aromatic Compounds
18. Reactions of Benzene And Substituted Benzenes
19. More About Amines * Reactions of Heterocyclic Compounds
PART SEVEN: Bioorganic Compounds
20. The Organic Chemistry Of Carbohydrates
21. Amino Acids, Peptides, and Proteins
22. Catalysis in Organic Reactions and in Enzymatic Reactions
23. The Organic Chemistry of the Coenzymes, Compounds Derived from Vitamins
24. The Organic Chemistry of the Metabolic Pathways
25. The Organic Chemistry of Lipids
26. The Chemistry of the Nucleic Acids
PART EIGHT: Special Topics in Organic Chemistry
27. Synthetic Polymers
28. Pericyclic Reactions Appendix I - pKa Values Appendix II - Kinetics Appendix III - Summary of Methods Used to Synthesize a Particular Functional Group Appendix IV - Summary of Methods Employed to Form Carbon-Carbon Bonds Appendix V - Spectroscopy Tables Appendix VI - Physical Properties of Organic Compounds Appendix VII - Answers to Selected Problems