This lab manual offers students the opportunity to learn organic chemistry through a green chemistry lens, resulting in a more sustainable, future-looking course. Lipshutz and Muchalski’s Organic Laboratory Experiments of the Future: Doing Chemistry in Water approaches the subject with experiments, diagrams, and illustrations shaped by student feedback and honed through years of research and laboratory experience.
Organic Laboratory Experiments of the Future: Doing Chemistry in Water includes material on reactions run in water, including but not limited to: ppm Pd-catalyzed couplings, SNAr reactions, nitro group reductions, enzyme-catalyzed reactions, catalytic hydrogenation of olefins, olefin metathesis, reductive aminations, and chemoenzymatic sequences. This lab manual is ideal for courses in organic chemistry, biochemistry, sustainable and green chemistry, and environmentally-responsible lab courses.
1. Part 1. Introduction, Theory, Background - p. P1 2. Chapter 1. Introduction - p. 3 3. Chapter 2. Green Chemistry and Efficiency Metrics - p. 9 4. Chapter 3. Reactions in Aqueous Media - p. 17 5. Chapter 4. Surfactants - p. 27 6. Chapter 5. Laboratory Techniques for Chemistry in Water - p. 39 7. Chapter 6. Overview of experiments - p. 47 8. Part 2. Experiments - p. P2 9. Chapter 7. Experiment 1: Nitro Group Reduction Using Carbonyl Iron Powder (CIP) - p. 53 10. Chapter 8. Experiment 2: Hydrogenation of Alkenes in Water - p. 59 11. Chapter 9. Experiment 3: Nucleophilic Aromatic Substitution (SNAr) - p. 65 12. Chapter 10. Experiment 4: Amide Coupling in Water at Room Temperature - p. 71 13. Chapter 11. Experiment 5: Synthesis of Amides via 2-Pyridyl Thioester Activation - p. 79 14. Chapter 12. Experiment 6: Mild Reduction of a Carboxylic Acid to an Alcohol via 2-Pyridyl Thioester Activation - p. 85 15. Chapter 13. Experiment 7: Lipase-Catalyzed Esterification Under Aqueous Micellar Conditions - p. 91 16. Chapter 14. Experiment 8: Palladium-Catalyzed Cross-Coupling Reactions - p. 99 17. Chapter 15. Experiment 9: Investigation of the Stereochemical Outcome of a Suzuki–Miyaura Cross-Coupling in Water - p. 107 18. Chapter 16. Experiment 10: Heterogeneous Catalysis with Nanoparticles: Cross-Coupling Reactions with Low Loadings of a Pd Catalyst - p. 113 19. Chapter 17. Experiment 11: Green Synthesis of Heterocyclic Compounds - p. 119 20. Chapter 18. Experiment 12: Olefin Metathesis in Water - p. 127 21. Chapter 19. Experiment 13: Solvent-Free Diallylation of an Aryl Ethyl Ketone - p. 133 22. Chapter 20. Experiment 14: Copper-Catalyzed Click Reaction - p. 139 23. Chapter 21. Experiment 15: Gold-Catalyzed Hydration of Alkynes - p. 145 24. Chapter 22. Experiment 16: Two-Step, One-Pot Sequence: Reductive Amination - p. 151 25. Chapter 23. Experiment 17: Reductive Amination of Aldehyde Bisulfite Adducts - p. 157 26. Chapter 24. Experiment 18: Two-Step, One-Pot Sequence: Reduction and Acylation - p. 165 27. Chapter 25. Experiment 19: One-Pot Allylation / Ring-Closing Metathesis - p. 171 28. Chapter 26. Experiment 20: Preparation of Iron-/Magnesium-Containing Nanoparticles - p. 175 29. Chapter 27. Closing remarks - p. 177 30. Index - p. 179
This lab manual offers students the opportunity to learn organic chemistry through a green chemistry lens, resulting in a more sustainable, future-looking course. Lipshutz and Muchalski’s Organic Laboratory Experiments of the Future: Doing Chemistry in Water approaches the subject with experiments, diagrams, and illustrations shaped by student feedback and honed through years of research and laboratory experience.
Organic Laboratory Experiments of the Future: Doing Chemistry in Water includes material on reactions run in water, including but not limited to: ppm Pd-catalyzed couplings, SNAr reactions, nitro group reductions, enzyme-catalyzed reactions, catalytic hydrogenation of olefins, olefin metathesis, reductive aminations, and chemoenzymatic sequences. This lab manual is ideal for courses in organic chemistry, biochemistry, sustainable and green chemistry, and environmentally-responsible lab courses.
1. Part 1. Introduction, Theory, Background - p. P1 2. Chapter 1. Introduction - p. 3 3. Chapter 2. Green Chemistry and Efficiency Metrics - p. 9 4. Chapter 3. Reactions in Aqueous Media - p. 17 5. Chapter 4. Surfactants - p. 27 6. Chapter 5. Laboratory Techniques for Chemistry in Water - p. 39 7. Chapter 6. Overview of experiments - p. 47 8. Part 2. Experiments - p. P2 9. Chapter 7. Experiment 1: Nitro Group Reduction Using Carbonyl Iron Powder (CIP) - p. 53 10. Chapter 8. Experiment 2: Hydrogenation of Alkenes in Water - p. 59 11. Chapter 9. Experiment 3: Nucleophilic Aromatic Substitution (SNAr) - p. 65 12. Chapter 10. Experiment 4: Amide Coupling in Water at Room Temperature - p. 71 13. Chapter 11. Experiment 5: Synthesis of Amides via 2-Pyridyl Thioester Activation - p. 79 14. Chapter 12. Experiment 6: Mild Reduction of a Carboxylic Acid to an Alcohol via 2-Pyridyl Thioester Activation - p. 85 15. Chapter 13. Experiment 7: Lipase-Catalyzed Esterification Under Aqueous Micellar Conditions - p. 91 16. Chapter 14. Experiment 8: Palladium-Catalyzed Cross-Coupling Reactions - p. 99 17. Chapter 15. Experiment 9: Investigation of the Stereochemical Outcome of a Suzuki–Miyaura Cross-Coupling in Water - p. 107 18. Chapter 16. Experiment 10: Heterogeneous Catalysis with Nanoparticles: Cross-Coupling Reactions with Low Loadings of a Pd Catalyst - p. 113 19. Chapter 17. Experiment 11: Green Synthesis of Heterocyclic Compounds - p. 119 20. Chapter 18. Experiment 12: Olefin Metathesis in Water - p. 127 21. Chapter 19. Experiment 13: Solvent-Free Diallylation of an Aryl Ethyl Ketone - p. 133 22. Chapter 20. Experiment 14: Copper-Catalyzed Click Reaction - p. 139 23. Chapter 21. Experiment 15: Gold-Catalyzed Hydration of Alkynes - p. 145 24. Chapter 22. Experiment 16: Two-Step, One-Pot Sequence: Reductive Amination - p. 151 25. Chapter 23. Experiment 17: Reductive Amination of Aldehyde Bisulfite Adducts - p. 157 26. Chapter 24. Experiment 18: Two-Step, One-Pot Sequence: Reduction and Acylation - p. 165 27. Chapter 25. Experiment 19: One-Pot Allylation / Ring-Closing Metathesis - p. 171 28. Chapter 26. Experiment 20: Preparation of Iron-/Magnesium-Containing Nanoparticles - p. 175 29. Chapter 27. Closing remarks - p. 177 30. Index - p. 179
