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Updated: Oct 20, 2025
12:02
Determination of Thermodynamic Properties of Alkaline Earth-liquid Metal Alloys Using the Electromotive Force Technique
Published on: November 3, 2017
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Calculated oxidation potentials predict reactivity in Baeyer-Mills reactions.
Robert J Tombari1, Jeremy R Tuck1, Noah Yardeny1
1Department of Chemistry, University of California, Davis, Davis, CA 95616, USA. deolson@ucdavis.edu.
Organic & Biomolecular Chemistry
|September 15, 2021
Summary
Researchers investigated electronic effects in azobenzene synthesis to reduce unwanted azoxybenzene byproducts. By calculating oxidation potentials, they improved reaction efficiency through arylamine modification.
Area of Science:
- Organic Chemistry
- Photochemistry
Background:
- Azobenzenes are vital in dyes and photochromic materials.
- The Baeyer-Mills reaction is the primary synthesis route.
- Azoxybenzene formation often limits reaction yield.
Purpose of the Study:
- To investigate electronic effects influencing azoxybenzene byproduct formation.
- To enhance azobenzene synthesis efficiency.
Main Methods:
- Calculated oxidation potentials of arylamine precursors.
- Modulated arylamine oxidation potentials to control reaction outcomes.
Main Results:
- Electronic effects were identified as key determinants of azoxybenzene formation.
- Predicted reaction outcomes using calculated oxidation potentials.
- Achieved improved reaction yields by optimizing arylamine oxidation potential.
Conclusions:
- Understanding and controlling electronic effects can minimize side-product formation.
- Oxidation potential is a critical parameter for efficient azobenzene synthesis.
- This approach offers a predictive and modifiable strategy for azobenzene preparation.
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