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Freshman Organic Chemistry

Yale,, Fall 2008 , Prof. J. Michael McBride

Updated On 02 Feb, 19

Overview

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

Includes

Lecture 18: Amide, Carboxylic Acid and Alkyl Lithium

4.1 ( 11 )


Lecture Details

Freshman Organic Chemistry (CHEM 125)

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.

0000 - Chapter 1. Resonance of the Amide Group
1416 - Chapter 2. Acidity of Carboxylic Acids
2046 - Chapter 3. The Aggregation of Alkyl Lithium
4121 - Chapter 4. Why Wouldnt Past Organic Chemists Be Surprised?

Complete course materials are available at the Open Yale Courses website httpopen.yale.educourses

This course was recorded in Fall 2008.

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Comments
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Sam

Excellent course helped me understand topic that i couldn't while attendinfg my college.

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Dembe

Great course. Thank you very much.

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