Lectures (Video)
- 1. How Do You Know?
- 2. Force Laws, Lewis Structures and Resonance
- 3. Double Minima, Earnshaw's Theorem and Plum-Puddings
- 4. Coping with Smallness and Scanning Probe Microscopy
- 5. X-Ray Diffraction
- 6. Seeing Bonds by Electron Difference Density
- 7. Quantum Mechanical Kinetic Energy
- 8. One-Dimensional Wave Functions
- 9. Chladni Figures and One-Electron Atoms
- 10. Reality and the Orbital Approximation
- 11. Orbital Correction and Plum-Pudding Molecules
- 12. Overlap and Atom-Pair Bonds
- 13. Overlap and Energy-Match
- 14. Checking Hybridization Theory with XH3
- 15. Chemical Reactivity: SOMO, HOMO, and LUMO
- 16. Recognizing Functional Groups
- 17. Reaction Analogies and Carbonyl Reactivity
- 18. Amide, Carboxylic Acid and Alkyl Lithium
- 19. Oxygen and the Chemical Revolution (Beginning to 1789)
- 20. Rise of the Atomic Theory (1790-1805)
- 21. Berzelius to Liebig and Wöhler (1805-1832)
- 22. Radical and Type Theories (1832-1850)
- 23. Valence Theory and Constitutional Structure (1858)
- 24. Determining Chemical Structure by Isomer Counting (1869)
- 25. Models in 3D Space (1869-1877); Optical Isomers
- 26. Van't Hoff's Tetrahedral Carbon and Chirality
- 27. Communicating Molecular Structure in Diagrams and Words
- 28. Stereochemical Nomenclature; Racemization and Resolution
- 29. Preparing Single Enantiomers and the Mechanism of Optical Rotation
- 30. Esomeprazole as an Example of Drug Testing and Usage
- 31. Preparing Single Enantiomers and Conformational Energy
- 32. Stereotopicity and Baeyer Strain Theory
- 33. Conformational Energy and Molecular Mechanics
- 34. Sharpless Oxidation Catalysts and the Conformation of Cycloalkanes
- 35. Understanding Molecular Structure and Energy through Standard Bonds
- 36. Bond Energies, the Boltzmann Factor and Entropy
- 37. Potential Energy Surfaces, Transition State Theory
Introductory Organic Chemistry - Lecture 18
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Lecture 18 - Amide, Carboxylic Acid and Alkyl Lithium
This lecture completes the first half of the semester by analyzing three functional groups in terms of the interaction of localized atomic or pairwise orbitals. Many key properties of biological polypeptides derive from the mixing of such localized orbitals that we associate with "resonance" of the amide group. The acidity of carboxylic acids and the aggregation of methyl lithium into solvated tetramers can be understood in analogous terms. More amazing than the panoply of modern experimental and theoretical tools is that their results would not have surprised traditional organic chemists who already had developed an understanding of organic structure with much cruder tools. The next quarter of the semester is aimed at understanding how our scientific predecessors developed the structural model and nomenclature of organic chemistry that we still use.
Prof. J. Michael McBride
CHEM 125: Freshman Organic Chemistry, Fall 2008 (Yale University: Open Yale) http://oyc.yale.edu Date accessed: 2009-11-11 License: Creative Commons BY-NC-SA |
Lecture Material
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Supplementary lecture material is listed below.1. Intramolecular HOMO/LUMO mixing and "Resonance"
2. OMO-OMO Mixing Problem
3. Why we study chemical history (DO READ THIS & the others)
4. Your Genealogy in Organic Structure Theory
