Using Cyclic Voltammetry and Molecular Modeling To Determine Substituent Effects in the One-Electron Reduction of Benzoquinones

A knowledge of substituent electronic effects is essential to the understanding of relative rates, equilibrium constants, and reactive intermediates of both in vivo and in vitro reactions. At Lebanon Valley College, we have developed an electrochemical experiment that correlates the electronic effec...

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Bibliographic Details
Published in:Journal of chemical education 1998-03, Vol.75 (3), p.365
Main Authors: Heffner, Janell E, Raber, Jeffrey C, Moe, Owen A, Wigal, Carl T
Format: Article
Language:English
Subjects:
Chemical reactions
Chemistry
Curricula
Electrons
Experiments
Inorganic Chemistry
Laboratory Experiments
Modelling
Organic Chemistry
Reduction
Voltammetry
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Summary:A knowledge of substituent electronic effects is essential to the understanding of relative rates, equilibrium constants, and reactive intermediates of both in vivo and in vitro reactions. At Lebanon Valley College, we have developed an electrochemical experiment that correlates the electronic effects of substituents on the reduction potential of benzoquinones. The experiment combines cyclic voltammetry (CV), molecular modeling, and the Hammett equation and can be used in either organic, physical, or instrumental laboratory courses.
ISSN:0021-9584
1938-1328
DOI:10.1021/ed075p365