Abstract
Electrohydrodimerization of 2-cyclohexen-1-one in buffered hydroethanolic solutions containing 20% (v/v) ethanol over the pH range 1.0–12.1 has been studied employing polarography, cyclic voltammetry and controlled-potential coulometry. Two one-electron reduction processes have been found depending on solution pH. The first process is observed at pH 5 and the same final hydrodimers are obtained by generation of the radical anionvia a one-electron reduction of the unprotonated initial substrate, followed by protonation and dimerization of the neutral radical. In the pH range 5–8, both processes compete and their relative contribution is controlled by the rate of establishment of a protonation equilibrium between unprotonated and protonated 2-cyclohexen-1-one. The rate-determining step of each process, depending on solution pH, has also been determinated from the experimental results.
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