Publicação
Electrochemical Characterization of Catechol-Dimethylamine Adduct at Different pH Values
| Resumo: | Catechol, which underwent electrochemical oxidation to produce o-benzoquinone, as Michael acceptor, taking part in a nucleophilic attack by dimethylamine, has been studied in an aqueous solution, with various pH values, different electrodes and different dimethylamine concentrations, using cyclic voltammetry, controlled potential coulometry and differential pulse voltammetry. The participation of o-benzoquinone reaction with dimethylamine, at higher nucleophiles concentrations, in the second potential's scan, was observed. The products generated from the reaction were assumed to be 4-(dimethylamino)benzene-1,2-diol, which underwent electrons transfer at more negative potentials than those from catechol. Catechol pH effect, in dimethylamine presence, was studied by varying pH values from 3 to 9. The reaction was strongly influenced by pH, as well as by dimethylamine concentration. The reaction was mostly favorable in 150 mM of dimethylamine and 2 mM of catechol in a neutral medium. In both acidic and basic conditions, the reaction was not favored, due to amine protonation and hydroxylation. The reaction mechanism was of the ECE type, followed by the diffusion process. |
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| Autores principais: | Hafiz Mia,M. A. |
| Outros Autores: | Abdul Motin,M.; Huque,Entazul M. |
| Assunto: | electro-oxidation reaction condition dimethylamine catechol cyclic voltammetry differential pulse voltammetry controlled potential coulometry |
| Ano: | 2018 |
| País: | Portugal |
| Tipo de documento: | artigo |
| Tipo de acesso: | acesso aberto |
| Instituição associada: | Fundação para a Ciência e Tecnologia |
| Idioma: | inglês |
| Origem: | SciELO Portugal |
| Resumo: | Catechol, which underwent electrochemical oxidation to produce o-benzoquinone, as Michael acceptor, taking part in a nucleophilic attack by dimethylamine, has been studied in an aqueous solution, with various pH values, different electrodes and different dimethylamine concentrations, using cyclic voltammetry, controlled potential coulometry and differential pulse voltammetry. The participation of o-benzoquinone reaction with dimethylamine, at higher nucleophiles concentrations, in the second potential's scan, was observed. The products generated from the reaction were assumed to be 4-(dimethylamino)benzene-1,2-diol, which underwent electrons transfer at more negative potentials than those from catechol. Catechol pH effect, in dimethylamine presence, was studied by varying pH values from 3 to 9. The reaction was strongly influenced by pH, as well as by dimethylamine concentration. The reaction was mostly favorable in 150 mM of dimethylamine and 2 mM of catechol in a neutral medium. In both acidic and basic conditions, the reaction was not favored, due to amine protonation and hydroxylation. The reaction mechanism was of the ECE type, followed by the diffusion process. |
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