1. Atomic and molecular structure -- 2. Three-dimensional geometry, intermolecular interactions, and physical properties -- 3. Valence bond theory and molecular orbital theory -- 4. Isomerism 1: conformers and constitutional isomers -- 2. Isomerism: chirality, enantiomers, and diastereomers -- 6. The proton transfer reaction: an introduction to mechanisms, equilibria, free energy diagrams, and charge stability -- 7. An overview of the most common elementary steps -- 8, An introduction to multistep mechanisms: Sn1 and E1 reactions and their comparisons to Sn2 and E2 reactions -- Competition among Sn2, Sn1, E2, and E1 reactions -- Organic synthesis 1: nucleophilic substitution and elimination reactions and functional group transformations -- 11. Organic synthesis 2: reactions that alter the carbon skeleton, and designing multistep syntheses -- 12. Electrophilic addition to nonpolar pi bonds 1: addition of a Bronsted acid -- 13. Electrophilic addition to nonpolar pi bonds 2: reactions involving cyclic transition states -- 14. Conjugation and aromaticity -- 15. Structure determination 1: mass spectrometry -- 16. Structure determination 2: infrared spectroscopy and ultraviolet-visible spectroscopy -- 17. Structure determination 3: nuclear magnetic resonance spectroscopy -- 18. Nucleophilic addition to polar pi bonds 1: reagents that are strongly nucleophilic -- 19. Nucleophilic addition to polar pi bonds 2: reagents that are weakly nucleophilic or nonnucleophilic, and acid and base catalysis -- 20. Redox reactions, organometallic reagents and their reactions -- 21. Organic synthesis 3: intermediate topics in synthesis design -- 22. Nucleophilic addition-elimination reactions 1: reagents that are strongly nucleophilic -- 23. Nucleophilic addition-elimination reactions 2: reagents that are weakly nucleophilic or nonnucleophilic -- 24. Aromatic substitution 1: electrophilic aromatic substitution on benzene, and useful accompanying reactions -- 25. Aromatic substitution 2: reactions of substituted benzenes and other rings -- 26. The Diels-Alder reaction, Syn dihydroxylation, and oxidative cleavage -- 27. Reactions involving radicals -- 28. Polymers -- 29. Biomolecules 1: an overview of the four major classes of biomolecules -- 30. Biomolecules 2: representative biochemical processes involving biomolecules
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