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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 16: Recognizing Functional Groups

4.1 ( 11 )


Lecture Details

Freshman Organic Chemistry (CHEM 125)

This lecture continues the discussion of the HOMOLUMO view of chemical reactivity by focusing on ways of recognizing whether a particular HOMO should be unusually high in energy (basic), or a particular LUMO should be unusually low (acidic). The approach is illustrated with BH_3, which is both acidic and basic and thus dimerizes by forming unusual "Y" bonds. The low LUMOs that make both HF and CH_3F acidic are analyzed and compared underlining the distinction between MO nodes that derive from atomic orbitals nodes (AON) and those that are antibonding (ABN). Reaction of HF as an acid with OH- is shown to involve simultaneous bond-making and bond-breaking.

0000 - Chapter 1. Why So High, Why So Low? The HOMOLUMO View of Chemical Reactivity
1519 - Chapter 2. Is BH3 an Acid or a Base?
2538 - Chapter 3. HOMO-LUMO Mixing for Reactivity and Resonance The Cases of HF
3449 - Chapter 4. Comparing HF and CH3F to Distinguish Molecular Orbital Nodes

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

This course was recorded in Fall 2008.

Ratings

3.5


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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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