Electrochemical oxidation of propanil and related N-substituted amides

The electrochemical behaviour of propanil and related N-substituted amides (acetanilide and N, N-diphenylacetamide) was studied by cyclic and square wave voltammetry using a glassy carbon electrode. Propanil has been found to have chemical stability under the established analytical conditions and sh...

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Bibliographic Details
Published in:Analytica chimica acta 2001-04, Vol.434 (1), p.35-41
Main Authors: Garrido, E.M, Lima, J.L.F.C, Delerue-Matos, C, Borges, F, Silva, A.M.S, Brett, A.M.Oliveira
Format: Article
Language:English
Subjects:
Anilide herbicides
Chemistry
Electrochemistry
Exact sciences and technology
General and physical chemistry
Kinetics and mechanism of reactions
N-substituted amides
Propanil
Square wave voltammetry
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Summary:The electrochemical behaviour of propanil and related N-substituted amides (acetanilide and N, N-diphenylacetamide) was studied by cyclic and square wave voltammetry using a glassy carbon electrode. Propanil has been found to have chemical stability under the established analytical conditions and showed an oxidation peak at +1.27 V versus Ag/AgCl at pH 7.5. N, N-diphenylacetamide has a higher oxidation potential than the other compounds of +1.49 V versus Ag/AgCl. Acetanilide oxidation occurred at a potential similar to that of propanil, +1.24 V versus Ag/AgCl. These results are in agreement with the substitution pattern of the nitrogen atom of the amide. A degradation product of propanil, 3,4-dichloroaniline (DCA), was also studied, and showed an oxidation peak at +0.66 V versus Ag/AgCl. A simple and specific quantitative electroanalytical method is described for the analysis of propanil in commercial products that contain propanil as the active ingredient, used in the treatment of rice crops in Portugal.
ISSN:0003-2670
1873-4324
DOI:10.1016/S0003-2670(01)00817-0