overview of reaction mechanisms

overview of reaction mechanisms - • Where do we see...

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1 Overview of Organic Reaction Mechanisms Thermodynamics vs. Kinetics Thermodynamics What are those bond dissociation energies?
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2 What can we say about the reaction mechanism in terms of the thermodynamics and kinetics?
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3 Reactive Carbon Intermediates • Carbocations (carbon cations) —six electrons • Free Radicals—seven electrons • Carbanions (carbon anions) —eight electrons You guessed it: electrophiles, electron pairing-abstraction mechanisms, and nucleophiles, respectively More about Carbocations •H y
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Unformatted text preview: • Where do we see them? [an example] Carbocations are sp 2 hybridized • Why is this better than putting the positive charge in a 3 orbital? 4 Hyperconjugation • Hyper what? • An awkward term that refers to an orbital overlap mechanism (delocalization of a positive charge or electron density, if you like) Fig. 4.15 Fig. 4.13 The more opportunities for overlap, the more stable the cation The S N 1 Reaction (substitution, nucleophilic, unimolecular 5 The Bimolecular version: S N 2 • Inversion of configuration:...
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This note was uploaded on 03/24/2009 for the course CHEMISTRY 030.205 taught by Professor Greenberg during the Fall '08 term at Johns Hopkins.

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