Application of rapid scan cyclic voltammetry to a study of the oxidation and dimerization of N,N-dimethylaniline in acetonitrile

Add time:08/07/2019    Source:sciencedirect.com

Rapid scan cyclic voltammetry was used to investigate the mechanism of the anodic oxidation and dimerization of N, N-dimethylaniline (DMA) in acetonitrile solution. The reduction wave for the DMA.+ radical cation was observed at scan rates above 500 V s−1. Electrogenerated DMA.+ radical cations underwent a second-order radical cation-radical cation coupling with deprotonation to form N,N,N′,N′-tetramethylbenzidine; no evidence of polymerization was detected. The experimental results best fit an EC2EE reaction mechanism determined by fitting the data with working curves obtained by digital simulation. A rate constant of 6.3 × 105 M−1 s−1 was found for the coupling reaction. The clean reaction process suggests that the oxidation of DMA can serve as a model for the EC2EE reaction mechanism in kinetic studies.

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