Enantiomeric separation of prothioconazole and prothioconazole-desthio by Capillary Electrophoresis. Degradation studies in environmental samples

•The first enantiomeric separation of prothioconazole by CE is presented.•Enantiomeric analysis of prothioconazole-based commercial agrochemical formulations.•First simultaneous chiral analysis of prothioconazole and its main metabolite by CE.•Degradation study of prothioconazole and its metabolite in soil and sand samples.•First-order kinetic equations for degradation studies are provided. In this work, two analytical methodologies by Capillary Electrophoresis were developed. The first one enabled the rapid and cost-effective enantioseparation of prothioconazole and was applied to the analysis of prothioconazole-based commercial agrochemical formulations. The second methodology enabled the simultaneous enantioseparation of prothioconazole and its metabolite prothioconazole-desthio and was applied to degradation studies of both compounds in soil and sand samples. The influence of several experimental variables was investigated to develop both methodologies. The separation of prothioconazole enantiomers was achieved in 4.5 min with a resolution of 2.8 employing a neutral cyclodextrin (heptakis(2,3,6-tri-O-methyl)-β-cyclodextrin). Given the nature of prothioconazole-desthio, a neutral cyclodextrin cannot be used for its chiral separation. For this reason, the simultaneous enantioseparation of prothioconazole and prothioconazole-desthio was achieved in 5.5 min with resolution values of 1.9 and 8.2, respectively, using a negatively charged cyclodextrin (sulfated-γ-cyclodextrin). The analytical characteristics of the developed methodologies were evaluated and both methods showed good performance to be applied to the quantitation of the enantiomers of prothioconazole in commercial agrochemical formulations (LOD 0.7 mg L−1) and to carry out degradation studies for both compounds in environmental matrices (LODs lower than 0.9 and 1.3 mg L−1 for prothioconazole and prothioconazole-desthio enantiomers, respectively). The recovery values obtained were in the range between 94-104 % for the agrochemical formulations, between 96-99 % for the sand samples and between 97-100 % for the soil samples.