Green Organic Chemistry: Strategies, Tools, and Laboratory Experiments

Brief Table of Contents. Graphical Abstracts for the Experiments. 1. INTRODUCTION. 2. IDENTIFICATION AND EVALUATION OF CHEMICAL HAZARDS. 3. CHEMICAL EXPOSURE AND ENVIRONMENTAL CONTAMINATION. 4. SOURCES OF INFORMATION ABOUT CHEMICAL HAZARDS. 5. INTRODUCTION TO GREEN CHEMISTRY. 6. ALTERNATIVE SOLVENTS. 7. ALTERNATIVE REAGENTS. 8. REACTION DESIGN AND EFFICIENCY. 9. ALTERNATIVE FEEDSTOCKS AND PRODUCTS. 10. THE BIG PICTURE AND GREEN CHEMISTRY METRICS. Laboratory Experiments. 11. PREFACE TO THE EXPERIMENTAL SECTION. Experiment 1: Solventless Reactions: The Aldol Reaction. Experiment 2: Bromination of An Alkene: Preparation of Stilbene Dibromide. Experiment 3: A Greener Bromination of Stilbene. Experiment 4: Preparation and Distillation of Cyclohexene. Experiment 5: Synthesis and Recrystallization of Adipic Acid. Experiment 6: Oxidative Coupling of Alkynes: The Glaser-Eglinton-Hay Coupling. Experiment 7: Gas-Phase Synthesis, Column Chromatography and Visible Spectroscopy of 5,10,15,20-Tetraphenylporphyrin. Experiment 8: Microwave Synthesis of 5,10,15,20-Tetraphenylporphyrin. Experiment 9: Metallation of 5,10,15,20-Tetraphenylporphyrin. Experiment 10: Measuring Solvent Effects: Kinetics of Hydrolysis of tert-Butyl Chloride. Experiment 11: Molecular Mechanics Modeling. Experiment 12: Electrophilic Aromatic Iodination. Experiment 13: Palladium-Catalyzed Alkyne Coupling/Intramolecular Alkyne Addition: Natural Product Synthesis. Experiment 14: Resin-Based Oxidation Chemistry. Experiment 15: Carbonyl Chemistry: Thiamine-Mediated Benzoin Condensation of Furfural. Experiment 16: Solid-Phase Photochemistry. Experiment 17: Applications of Organic Chemistry: Patterning Surfaces With Molecular Films. Experiment 18: The Friedel-Crafts Reaction: Acetylation of Ferrocene. Experiment 19: Combinatorial Chemistry: Antibiotic Drug Discovery. Appendix A: The Twelve Principles of Green Chemistry.