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About this book
About this book
Designed to help students not only understand what has been done in the past, but also be able to develop new concepts and to see new relationships in the future, Carroll's text emphasizes the nature and limitations of knowledge in chemistry, the need to question the underlying bases of familiar concepts, and the usefulness of exploring the role of complementary models in the understanding and practice of organic chemistry.
1. CONCEPTS AND MODELS IN ORGANIC CHEMISTRY Models of Atomic and Molecular Structure / Bonding and Molecular Geometry / Complementary Descriptions of the Double Bond / Conclusion 2. STEREOCHEMISTRY Introduction / Stereoisomerism / Manifestations of Stereoisomerism 3. CONFORMATIONAL ANALYSIS AND MOLECULAR MECHANICS Molecular Conformation / Conformational Analysis / Molecular Mechanics / Molecular Strain and Limits to Molecular Stability 4. APPLICATIONS OF MOLECULAR ORBITAL THEORY AND VALENCE BOND THEORY Introduction to Molecular Orbital Theory / Armoaticity / Quantitative Methods Using Valence Bond Theory / Additional Molecular Orbital Methods 5. REACTIVE INTERMEDIATES Potential Energy Surfaces, Reaction Coordinate Diagrams, and Reactive Intermediates / Reactive Intermediates with Neutral, Electron Deficient Carbon Atoms / Intermediates with Charged Carbon Atoms / Conclusion 6. METHODS OF STUDYING ORGANIC REACTIONS Molecular Change and Reaction Mechanisms / Tools to Determine Reaction Mechanisms / Applications of Kinetics in Studying Reaction Mechanisms / Arrhenius Theory and Transition-State Theory / Kinetic Isotope Effects / Substituent Effects and Linear Free Energy Relationships 7. ACID-BASE CATALYZED REACTIONS Acidity and Basicity of Organic Compounds / Acid and Base Catalysis of Chemical Reactions / Acid and Base Catalysis of Carbonyl Compounds and Carboxylic Acid Derivatives 8. SUBSTITUTION REACTIONS Introduction / Nucleophilic Aliphatic Substitution / Electrophilic Aromatic Substitution / Nuceophilic Aromatic and Vinylic Substitution / Conclusion 9. ADDITION REACTIONS Introduction / Addition of Halogens to Alkenes / Other Addition Reactions 10. ELIMINATION REACTIONS Introduction / Dehydrohalogenation and Related 1,2-Elimination Reactions / Other 1,2-Elimination Reactions 11. CONCERTED REACTIONS Introduction / Electrocyclic Transformations / Sigmatropic Reactions / Cycloaddition Reactions / Other Concerted Reactions / A Generalized Selection Rule for Pericyclic Reactions / Alternative Conceptual Models for Concerted Reactions 12. PHOTOCHEMISTRY Introduction / Properties of Excited States / Representative Photochemical Reactions / Some Applications of Organic Photochemistry / REFERENCES FOR PROBLEMS / INDEXES