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Voltammetric study of new psychoactive substance 3-fluorophenmetrazine

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    SYSNO ASEP0557347
    Document TypeJ - Journal Article
    R&D Document TypeJournal Article
    Subsidiary JČlánek ve WOS
    TitleVoltammetric study of new psychoactive substance 3-fluorophenmetrazine
    Author(s) Jiroušková, Eliška (UFCH-W)
    Čabala, R. (CZ)
    Sokolová, Romana (UFCH-W) RID, ORCID, SAI
    Article numbere2100223
    Source TitleElectrochemical Science Advances. - : Wiley - ISSN 2698-5977
    Roč. 3, č. 5 (2023)
    Number of pages10 s.
    Languageeng - English
    CountryDE - Germany
    Keywords3-fluorophenmetrazine ; cyclic voltammetry ; differential pulse voltammetry ; HOMO/LUMOspatial distribution ; IR spectroelectrochemistry
    Subject RIVCG - Electrochemistry
    OECD categoryElectrochemistry (dry cells, batteries, fuel cells, corrosion metals, electrolysis)
    R&D ProjectsGA19-03160S GA ČR - Czech Science Foundation (CSF)
    Method of publishingOpen access
    Institutional supportUFCH-W - RVO:61388955
    UT WOS001134957800003
    EID SCOPUS85173072555
    DOI10.1002/elsa.202100223
    AnnotationElectrochemical oxidation of the new psychoactive substance 3-fluorophenmetrazine (FPM) was studied in phosphate buffers by cyclic voltammetry and differential pulse voltammetry (DPV) on a glassy carbon electrode. The redox potential of FPM in buffered solution strongly depends on pH. Cyclic voltammetry behavior shows the partial influence of adsorption on the electrode process not allowing detailed analysis of the individual steps of the reaction scheme, it means the involvement of electron transfer (E) and chemical reaction (C). Nevertheless, the irreversible shape of the cyclic voltammogram is explained by the participation of hydroxylation nucleophilic addition of water (hydroxylation) after two-electron/two-proton oxidation of molecule at the tetrahydro-1,4-oxazine ring. The suggested mechanism leading to hydroxylated derivative 2-(3-fluorophenyl)-3-methyl-5-hydroxymorfolin is supported by the calculated highest occupied molecular orbital spatial distribution and atomic charges calculations for electrochemically formed radical cation. Infrared spectroelectrochemistry performed during oxidation in acetonitrile/water also supported the formation of this product.
    The analytical method of FPM determination on glassy carbon electrode was developed using DPV with an attained limit of detection = 4.7 μmol/L in phosphate buffer of pH 9. The linear range of the calibration curve is from 7.0 to 107.00 μmol/L, correlation coefficient (r) = 0.9988.
    WorkplaceJ. Heyrovsky Institute of Physical Chemistry
    ContactMichaela Knapová, michaela.knapova@jh-inst.cas.cz, Tel.: 266 053 196
    Year of Publishing2024
    Electronic addresshttp://hdl.handle.net/11104/0331384
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