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Ch. 1 | Electronic Structure and Bonding, Acids and Bases | 1 |
Ch. 2 | An Introduction to Organic Compounds: Nomenclature, Physical Properties, and Representation of Structure | 51 |
Ch. 3 | Reactions of Alkenes. Thermodynamics and Kinetics | 105 |
Ch. 4 | Stereochemistry: The Arrangement of Atoms in Space; The Stereochemistry of Addition Reactions | 178 |
Ch. 5 | Reactions of Alkynes | 242 |
Ch. 6 | Electron Delocalization, Resonance, and Aromaticity | 268 |
Ch. 7 | Reactions of Dienes | 310 |
Ch. 8 | Reactions of Alkanes: Radicals | 341 |
Ch. 9 | Substitution and Elimination Reactions at an sp[superscript 3]-Hybridized Carbon I: The Halogen Leaving Group | 368 |
Ch. 10 | Substitution and Elimination Reactions at an sp[superscript 3]-Hybridized Carbon II: Leaving Groups Other Than Halogen. Organometallic Compounds | 437 |
Ch. 11 | Oxidation-Reduction Reactions | 483 |
Ch. 12 | Identification of Organic Compounds by Mass Spectrometry and Infrared Spectroscopy | 521 |
Ch. 13 | Reactions of Benzene and Substituted Benzenes | 564 |
Ch. 14 | Identification of Organic Compounds by NMR Spectroscopy and Ultraviolet/Visible Spectroscopy | 633 |
Ch. 15 | Carbonyl Compounds I: Reactions of Carboxylic Acids and Their Derivatives with Oxygen and Nitrogen Nucleophiles | 706 |
Ch. 16 | Carbonyl Compounds II: Reactions of Carbonyl Compounds with Carbon and Hydrogen Nucleophiles. Reactions of Aldehydes and Ketones with Oxygen and Nitrogen Nucleophiles. Reactions of [alpha],[beta]-Unsaturated Carbonyl Compounds | 763 |
Ch. 17 | Carbonyl Compounds III: Reactions at the [alpha]-Carbon | 816 |
Ch. 18 | Carbohydrates | 870 |
Ch. 19 | Heterocyclic Compounds | 911 |
Ch. 20 | Pericyclic Reactions | 949 |
Ch. 21 | Multistep Organic Synthesis | 979 |
Ch. 22 | Synthetic Polymers | 1011 |
Ch. 23 | Amino Acids, Peptides, and Proteins | 1043 |
Ch. 24 | Catalysis | 1089 |
Ch. 25 | The Organic Mechanisms of the Coenzymes | 1125 |
Ch. 26 | Lipids | 1168 |
Ch. 27 | Nucleosides, Nucleotides, and Nucleic Acids | 1199 |
Ch. 28 | The Organic Chemistry of Drugs: Discovery and Design | 1244 |
App. I Physical Properties of Organic Compounds | A | |
App. II pK[subscript a] Values | A-7 | |
App. III Derivations of Rate Laws | A-9 | |
App. IV Summary of Methods Used to Synthesize a Particular Functional Group | A-12 | |
App. V Spectroscopy Tables | A-16 | |
App. VI The Glycolytic Cycle and the Krebs Cycle | A-22 | |
Answers to Selected Problems | A-24 | |
Glossary | G-1 | |
Index | I-1 |
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