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

Janell E. Heffner , Jeffrey C. Raber , Owen A. Moe Jr. and Carl T. Wigal
Lebanon Valley College of Pennsylvania, Department of Chemistry, 101 North College Avenue, Annville, PA 17003-0501
J. Chem. Educ., 1998, 75 (3), p 365
DOI: 10.1021/ed075p365
Publication Date (Web): March 1, 1998

Abstract

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.

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  • Received: August 03, 2009

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