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Experimental Organic Chemistry: A Miniscale and Microscale Approachby John C. Gilbert
Synopses & Reviews
This proven and well-tested laboratory manual for organic chemistry students contains procedures for both miniscale (also known as small scale) and microscale users. This lab manual gives students all the necessary background to enter the laboratory with the knowledge to perform the experiments with confidence. For the microscale labs, experiments were chosen to provide tangible quantities of material, which can then be analyzed. Chapters 1-2 introduce students to the equipment, record keeping, and safety of the laboratory. Chapters 3-6, and 8 are designed to introduce students to laboratory techniques needed to perform all experiments. In Chapters 7 and 9 through 20, students are required to use the techniques to synthesize compounds and analyze their properties. In Chapter 21, students are introduced to multi-step syntheses of organic compounds, a practice well known in chemical industry. In Chapter 23, students are asked to solve structures of unknown compounds. The new chapter 24 introduces a meaningful experiment into the textbook that reflects the increasing emphasis on bioorganic chemistry in the sophomore-level organic lecture course. This experiment not only gives students the opportunity to accomplish a mechanistically interesting and synthetically important coupling of two a-amino acids to produce a dipeptide but also provides valuable experience regarding the role of protecting groups in effecting synthetic transformations with multiple functionalized molecules.
Providing even more emphasis on inquiry-based learning, a new green experiment, and more than a dozen new discovery experiments, this Fifth Edition of Gilbert and Martin's proven EXPERIMENTAL ORGANIC CHEMISTRY contains procedures for both miniscale (also known as small scale) and microscale users. The manual first provides an early focus on equipment, record keeping, and safety in the laboratory, then walks students step by step through the laboratory techniques they need to perform the book's experiments with confidence. Chapters show students how to use the book's techniques to synthesize compounds and analyze their properties, complete multi-step syntheses of organic compounds, and solve structures of unknown compounds. A bioorganic experiment in Chapter 24 reflects the increasing emphasis on bioorganic chemistry in the course and gives students an opportunity to accomplish a mechanistically interesting and synthetically important coupling of two a-amino acids to produce a dipeptide.
This proven laboratory manual for organic chemistry contains procedures forboth miniscale (also known as small scale) and microscale users. EXPERIMENTAL ORGANIC CHEMISTRY covers the background and laboratory techniques readers need to perform the book's experiments with confidence. Chapters show readers how to use the book's techniques to synthesize compounds and analyze their properties, complete multi-step syntheses of organic compounds, and solve structures of unknown compounds.
About the Author
Jack Gilbert joined the faculty of the University of Texas at Austin in 1965 and moved to Santa Clara University in 2007, where he is Professor of Chemistry and Biochemistry. He received the Advisory Council Teaching Excellence Award at UT the 2002-2003 academic year, as well as many other recognitions in teaching. While at UT, he co-authored several editions of the first laboratory textbook in organic chemistry that emphasized reactions mechanisms, as well as laboratory techniques, including spectroscopy. He continues to update the textbook, now with the able assistance of Steve Martin. Stephen Martin received his B. S. degree in chemistry from the University of New Mexico in 1968 and his Ph.D. degree from Princeton University in 1972. After postdoctoral years at the University of Munich and MIT, he joined the faculty at The University of Texas at Austin in 1974, where he currently holds the M. June and J. Virgil Waggoner Regents Chair in Chemistry. His research interests lie broadly in organic and bioorganic chemistry. In the former area, his endeavors involve developing and applying new methods and strategies to the syntheses of biologically active natural and non-natural products, especially those containing nitrogen and oxygen heterocyclic subunits. In the biological arena, he is studying fundamental aspects of molecular recognition in biological systems with a particular focus on how making specific structural changes in a ligand, particularly with respect to preorganization and nonpolar surface area, affect energetics and dynamics in protein-ligand interactions. He has received a number of awards including a NIH Career Development Award, an American Cyanamid Academic Award, an Alexander von Humboldt Award, an Arthur C. Cope Scholar Award, a Japanese Society for the Promotion of Science Award, a Wyeth Research Award, and the International Society of Heterocyclic Chemistry Senior Award. He is a fellow of the American Association for the Advancement of Science and has served as a consultant for a number of pharmaceutical and biotechnology companies. He is the regional editor of "Tetrahedron for the Americas." He has delivered numerous invited lectures at national and international meetings, academic institutions, and industrial companies, and has published over 300 scientific papers in primary journals together with several reviews and articles in books. He is also co-author of "Experimental Organic Chemistry: A Miniscale and Microscale Approach."
Table of Contents
1. Introduction, Record Keeping, and Laboratory Safety. 2. Techniques and Apparatus. 3. Solids: Recrystallization and Melting Points. 4. Liquids: Distillation and Boiling Points. 5. Extraction. 6. Chromatography. 7. Stereoisomers. 8. Spectral Methods. 9. Alkanes. 10. Alkenes. 11. Alkynes. 12. Dienes: The Diels-Alder Reaction. 13. Kinetic and Thermodynamic Control of a Reaction. 14. Nucleophilic Aliphatic Substitution: Preparation for Alkyl Halides. 15. Electrophilic Aromatic Substitution. 16. Oxidation of Alcohols and Carbonyl Compounds. 17. Reduction Reactions of Double Bonds: Alkenes, Carbonyl Compounds, and Imines. 18. Reactions of Carbonyl Compounds. 19. Organometallic Chemistry. 20. Carboxylic Acids and Their Derivatives. 21. Multistep Organic Synthesis. 22. Polymers. 23. Carbohydrates. 24. Amino Acids and Peptides. 25. Identifying Organic Compounds. 26. The Literature of Organic Chemistry.
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