Freshman Organic Chemistry I with Professor J. Michael McBride

This is the first semester in a two-semester introductory course focused on current theories of structure and mechanism in organic chemistry, their historical development, and their basis in experimental observation. The course is open to freshmen with excellent preparation in chemistry and physics, and it aims to develop both taste for original science and intellectual skills necessary for creative research.

  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 XH_3

  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 and Reaction Mechanism