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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 31: Preparing Single Enantiomers and Conformational Energy

4.1 ( 11 )


Lecture Details

Freshman Organic Chemistry (CHEM 125)

After mentioning some legal implications of chirality, the discussion of configuration concludes using esomeprazole as an example of three general methods for producing single enantiomers. Conformational isomerism is more subtle because isomers differ only by rotation about single bonds, which requires careful physico-chemical consideration of energies and their relation to equilibrium and rate constants. Conformations have their own notation and nomenclature. Curiously, the barrier to rotation about the C-C bond of ethane was established by measuring its heat capacity.

0000 - Chapter 1. Introduction Legal Implications of Chirality
0336 - Chapter 2. Methods for Isolating Esomeprazole into a Single Enantiomer
1514 - Chapter 3. Conformational Isomerism An Introduction
3136 - Chapter 4. Newman Projections and Nomenclature for Conformations
3730 - Chapter 5. Understanding the Barrier to Rotate about the C-C Bond of Ethane

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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