Chemistry 125: Advanced Organic Chemistry
Chemistry 125: Advanced Organic Chemistry (Spring 2016, UC Irvine). Instructor: Professor James S. Nowick. The course builds upon the concepts and skills learned in a typical year long sophomore-level organic chemistry class. Topics include: The Chemical Literature and Databases; Stereochemistry and Structural Organic Chemistry;
Synthetic Organic Chemistry; Mechanistic and Physical Organic Chemistry; NMR Spectroscopy. The course follows closely to the textbook Intermediate Organic Chemistry, 3rd edition, by Ann M. Fabirkiewicz and John C. Stowell.
| Lecture 01 - Nomenclature: Bicyclic Compounds |
| Lecture 02 - Spirocyclic Compounds, Polycyclic Hydrocarbons, and Heterocyclic Compounds |
| Lecture 03 - Databases and the Chemical Literature |
| Lecture 04 - Stereochemistry: Properties of Stereoisomers |
| Lecture 05 - Concepts in Stereochemistry |
| Lecture 06 - Stereoselectivity in the Aldol Reaction |
| Lecture 07 - Organic Reaction Mechanisms |
| Lecture 08 - Reaction Kinetics |
| Lecture 09 - Effect of Activation Energies and Temperature on Reaction Rates: The Eyring Equation |
| Lecture 10 - Linear Free-Energy Relationships, The Kinetic Isotope Effect |
| Lecture 11 - Molecular Orbitals and Aromaticity |
| Lecture 12 - Introduction to Pericyclic Reactions, Electrocyclic Reactions |
| Lecture 13 - Pericyclic Reactions: Cycloadditions and Sigmatropic Rearrangements |
| Lecture 14 - Functional Group Transformations: The Importance of Oxidation State |
| Lecture 15 - Oxidation and Reduction of Alcohols and Carbonyl Compounds |
| Lecture 16 - Stereoselective Reduction; Mitsunobu Reaction; Barton-McCombie Deoxygenation |
| Lecture 17 - Carbon-Carbon Bond Forming Reactions: The Importance of the Carbonyl Group |
| Lecture 18 - Claisen Condensation and Michael Addition |
| Lecture 19 - Acid-Catalyzed Aldol Reactions and the Mannich Reaction |
| Lecture 20 - Enamines, the Wittig Reaction, and Cyclopropanation |
| Lecture 21 - Umpolung: Benzoin Condensation, Acyl Anion Equivalents, and the Acyloin Condensation |
| Lecture 22 - Retrosynthetic Analysis, The Diels-Alder Reaction and the Robinson Annulation |
| Lecture 23 - Effects of Concentration, Stoichiometry, and Other Reaction Conditions |
| Lecture 24 - How Temperature and Other Conditions Affect Reactions |
| Lecture 25 - NMR Spectroscopy: How NMR Works, Chemical Shifts |
| Lecture 26 - Spin-Spin Coupling in 1H NMR Spectroscopy |
| Lecture 27 - Determining Stereochemistry and Regiochemistry by NMR |
| Lecture 28 - 13C-NMR Spectroscopy, Introduction to 2D NMR, COSY and HMQC |