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Lec 29 - Preparing Single Enantiomers and the Mechanism of Optical Rotation

"Lec 29 - Preparing Single Enantiomers and the Mechanism of Optical Rotation" Freshman Organic Chemistry (CHEM 125) Within a lecture on biological resolution, the synthesis of single enantiomers, and the naming and 3D visualization of omeprazole, Professor Laurence Barron of the University of Glasgow delivers a guest lecture on the subject of how chiral molecules rotate polarized light. Mixing wave functions by coordinated application of light's perpendicular electric and magnetic fields shifts electrons along a helix that can be right- or left-handed, but so many mixings are involved, and their magnitudes are so subtle, that predicting net optical rotation in practical cases is rarely simple. 00:00 - Chapter 1. Introduction: Challenges in Isolating Enantiomers Despite Optical Activity 06:09 - Chapter 2. Barron: A Sketch of Lord Kelvin and Chirality 12:35 - Chapter 3. Natural and Magnetic Optical Rotation 20:49 - Chapter 4. Understanding Optical Activity via the Carbonyl Chromophore 37:22 - Chapter 5. Who Cares? Chiral Switches in Life and Drugs Complete course materials are available at the Open Yale Courses website: http://open.yale.edu/courses This course was recorded in Fall 2008.

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Channels: Chemistry (General)

Tags: Molecular Light Scattering Optical Activity Polarization esomeprazole omeprazole thalidomide

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Duration: 50m 19s

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Lecture list for this course

Lec 1 - How Do You Know?

Lec 2 - Force Laws, Lewis Structures and Resonance

Lec 3 - Double Minima, Earnshaw's Theorem and Plum-Puddings

Lec 4 - Coping with Smallness and Scanning Probe Microscopy

Lec 5 - X-Ray Diffraction

Lec 6 - Seeing Bonds by Electron Difference Density

Lec 7 - Quantum Mechanical Kinetic Energy

Lec 8 - One-Dimensional Wave Functions

Lec 9 - Chladni Figures and One-Electron Atoms

Lec 10 - Reality and the Orbital Approximation

Lec 11 - Orbital Correction and Plum-Pudding Molecules

Lec 12 - Overlap and Atom-Pair Bonds

Lec 13 - Overlap and Energy-Match

Lec 14 - Checking Hybridization Theory with XH_3

Lec 15 - Chemical Reactivity: SOMO, HOMO, and LUMO

Lec 16 - Recognizing Functional Groups

Lec 17 - Reaction Analogies and Carbonyl Reactivity

Lec 18 - Amide, Carboxylic Acid and Alkyl Lithium

Lec 19 - Oxygen and the Chemical Revolution (Beginning to 1789)

Lec 20 - Rise of the Atomic Theory (1790-1805)

Lec 21 - Berzelius to Liebig and Wöhler (1805-1832)

Lec 22 - Radical and Type Theories (1832-1850)

Lec 23 - Valence Theory and Constitutional Structure (1858)

Lec 24 - Determining Chemical Structure by Isomer Counting (1869)

Lec 25 - Models in 3D Space (1869-1877); Optical Isomers

Lec 26 - Van't Hoff's Tetrahedral Carbon and Chirality

Lec 27 - Communicating Molecular Structure in Diagrams and Words

Lec 28 - Stereochemical Nomenclature; Racemization and Resolution

Lec 30 - Esomeprazole as an Example of Drug Testing and Usage

Lec 31 - Preparing Single Enantiomers and Conformational Energy

Lec 32 - Stereotopicity and Baeyer Strain Theory

Lec 33 - Conformational Energy and Molecular Mechanics

Lec 34 - Sharpless Oxidation Catalysts and the Conformation of Cycloalkanes

Lec 35 - Understanding Molecular Structure and Energy through Standard Bonds

Lec 36 - Bond Energies, the Boltzmann Factor and Entropy

Lec Last - Potential Energy Surfaces, Transition State Theory and Reaction Mechanism

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