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The autoprotonation in reduction mechanism of pesticide ioxynil
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SYSNO ASEP 0348590 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title The autoprotonation in reduction mechanism of pesticide ioxynil Author(s) Sokolová, Romana (UFCH-W) RID, ORCID, SAI
Hromadová, Magdaléna (UFCH-W) RID, ORCID, SAI
Ludvík, Jiří (UFCH-W) RID, ORCID
Pospíšil, Lubomír (UFCH-W) RID, ORCID
Giannarelli, S. (IT)Source Title Electrochimica acta. - : Elsevier - ISSN 0013-4686
Roč. 55, č. 27 (2010), s. 8336-8340Number of pages 5 s. Language eng - English Country GB - United Kingdom Keywords autoprotonation ; organic halides ; polarography Subject RIV CG - Electrochemistry R&D Projects GA203/09/1607 GA ČR - Czech Science Foundation (CSF) GA203/08/1157 GA ČR - Czech Science Foundation (CSF) LC510 GA MŠMT - Ministry of Education, Youth and Sports (MEYS) OC 140 GA MŠMT - Ministry of Education, Youth and Sports (MEYS) CEZ AV0Z40400503 - UFCH-W (2005-2011) UT WOS 000284434700080 DOI 10.1016/j.electacta.2010.01.094 Annotation The reduction mechanism of ioxynil (3,5-diiodo-4-hydroxy-benzonitrile) was studied in dimethylsulfoxide using the electrochemical methods (tast polarography, cyclic voltammetry and controlled potential electrolysis) combined with GC/MS identification of products. The reduction is accompanied by the cleavage of iodide yielding 3-iodo-4-hydroxybenzonitrile. Surprisingly, this process requires only one electron for the exhaustive electrolysis of the starting compound. We showed that the apparent one electron reduction observed in the aprotic solvent is due to the autoprotonation by another molecule of ioxynil. The overall one electron reduction (uptake of two electrons per two molecules of ioxynil) is changed in the presence of a strong proton donor to a two electron process per one molecule. Workplace J. Heyrovsky Institute of Physical Chemistry Contact Michaela Knapová, michaela.knapova@jh-inst.cas.cz, Tel.: 266 053 196 Year of Publishing 2011
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