Freshman Organic Chemistry
Yale,, Fall 2008 , Prof. J. Michael McBride
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Updated On 02 Feb, 19
How Do You Know - Force Laws, Lewis Structures and Resonance - Double Minima, Earnshaws Theorem and Plum - Puddings - Coping with Smallness and Scanning Probe Microscopy - X-Ray Diffraction-Seeing Bonds by Electron Difference Density - Quantum Mechanical Kinetic Energy - One-Dimensional Wave Functions - Chladni Figures and One - Electron Atoms - Reality and the Orbital Approximation - Orbital Correction and Plum - Pudding Molecules - Overlap and Atom - Pair Bonds - Overlap and Energy - Match - Checking Hybridization Theory with XH_3-Chemical Reactivity: SOMO, HOMO, and LUMO - Recognizing Functional Groups - Reaction Analogies and Carbonyl Reactivity - Amide, Carboxylic Acid and Alkyl Lithium-Oxygen and the Chemical Revolution - Rise of the Atomic Theory - Berzelius to Liebig and W�hler - Radical and Type Theories (1832-1850)-Valence Theory and Constitutional Structure (1858) - Determining Chemical Structure by Isomer Counting (1869)
Models in 3D Space (1869-1877); Optical Isomers - Vant Hoffs Tetrahedral Carbon and ChiralityCommunicating Molecular Structure in Diagrams and Words - Stereochemical Nomenclature; Racemization and Resolution - Preparing Single Enantiomers and the Mechanism of Optical Rotation - Esomeprazole as an Example of Drug Testing and Usage - Preparing Single Enantiomers and Conformational Energy - Stereotopicity and Baeyer Strain Theory -Conformational Energy and Molecular Mechanics - Sharpless Oxidation Catalysts and the Conformation of Cycloalkanes - Understanding Molecular Structure and Energy through Standard Bonds - Bond Energies, the Boltzmann Factor and Entropy - Potential Energy Surfaces, Transition State Theory and Reaction Mechanism
4.1 ( 11 )
Freshman Organic Chemistry (CHEM 125)
Continuing the examination of molecular orbital theory as a predictor of chemical reactivity, this lecture focuses on the close analogy among seemingly disparate organic chemistry reactions acid-base, SN2 substitution, and E2 elimination. All these reactions involve breaking existing bonds where LUMOs have antibonding nodes while new bonds are being formed. The three-stage oxidation of ammonia by elemental chlorine is analyzed in the same terms. The analysis is extended to the reactivity of the carbonyl group and predicts the trajectory for attack by a high HOMO. This predicted trajectory was validated experimentally by Bürgi and Dunitz, who compared numerous crystal structures determined by X-ray diffraction.
0000 - Chapter 1. Similarities Among Acid-Base, SN2 Substitution, and E2 Elimination Reactions
1523 - Chapter 2. The Oxidation of Ammonia by Chlorine in Molecular Orbital Terms
2605 - Chapter 3. Reactivity of the Carbonyl Group
3611 - Chapter 4. Dunitz and Burgis Experimental Results on Carbonyl Attack Trajectory
Complete course materials are available at the Open Yale Courses website httpopen.yale.educourses
This course was recorded in Fall 2008.
Sep 12, 2018
Excellent course helped me understand topic that i couldn't while attendinfg my college.
March 29, 2019
Great course. Thank you very much.