ELECTROCHEMICAL OXIDATION OF 10H-PHENOTHIAZINE-1-CARBOXYLIC ACID
DOI:
https://doi.org/10.24193/subbchem.2017.4.10Keywords:
10H-phenothiazine-1-carboxylic acid, SWASV, intramolecular hydrogen bondsAbstract
The electrochemical behavior of 10H-phenothiazine-1-carboxylic acid was investigated by square wave anodic stripping voltammetry (SWASV) at a glassy carbon electrode, which evidenced the first monoelectronic oxidation step at low potentials (around 0.25 V), slightly modulated by the nature of the solvent. The effect of three different solvents (acetonitrile, dimethyl sulfoxide and chloroform) on the strength of intramolecular hydrogen bonding associations was evidenced by DFT calculations. The computed electron density at the heterocyclic nitrogen atom appeared well correlated to the recorded oxidation potential. The possibility of using 10H-phenothiazine-1-carboxylic acid as potential mediator for electrochemical detection of Malachite Green was explored, but the phenothiazine derivative appeared not suitable for the detection of the dye.
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