Electrochemical Oxidation of Catechol in the Presence of L-Lysine at Different pH

The reaction of electrochemically produced o -benzoquinone from oxidation of catechol as Michael acceptor with L-lysine as nucleophiles has been studied in aqueous solution with various pH values, different electrodes and different concentration of L-lysine using cyclic voltammetry, controlled poten...

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Bibliographic Details
Published in:Russian journal of electrochemistry 2019-05, Vol.55 (5), p.370-380
Main Authors: Hafiz Mia, M. A., Motin, Md Abdul, Huque, Entazul M.
Format: Article
Language:English
Subjects:
Aqueous solutions
Catechol
Chemical reactions
Chemistry
Chemistry and Materials Science
Coulometers
Coulometry
Electrochemical oxidation
Electrochemistry
Electron transfer
Electrons
Hexanoic acid
Lysine
Nucleophiles
Organic chemistry
Oxidation
Physical Chemistry
Quinones
Reaction mechanisms
Voltammetry
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Summary:The reaction of electrochemically produced o -benzoquinone from oxidation of catechol as Michael acceptor with L-lysine as nucleophiles has been studied in aqueous solution with various pH values, different electrodes and different concentration of L-lysine using cyclic voltammetry, controlled potential coulometry and differential pulse voltammetry. The participation of reaction of o -benzoquinone with L-lysine at higher concentration of nucleophiles in the second scan of potential was observed. The products generated from the reaction are assumed to be 2-amino-6-((3,4-dihydroxyphenyl)amino)hexanoic acid that undergo electron transfer at more negative potentials than the catechol. The effect of pH of catechol in presence of L-lysine was studied by varying pH from 5 to 11. The reaction was strongly influenced by the pH as well as concentration of L-lysine. The reaction was mostly favorable in 2 mM of catechol and 70 mM of L-lysine at pH 7. The behavior of the reaction mechanism was of electron transfer, chemical reaction and electron transfer (ECE) type.
ISSN:1023-1935
1608-3342
DOI:10.1134/S1023193519050070