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Molecules 2018, 23(11), 2940; https://doi.org/10.3390/molecules23112940

New Photodegradation Products of the Fungicide Fluopyram: Structural Elucidation and Mechanism Identification

1
Department of Analytical Chemistry and Reference Materials, Bundesanstalt für Materialforschung und -prüfung (BAM), Richard-Willstätter Str. 11, 12489 Berlin, Germany
2
School of Analytical Sciences Adlershof (SALSA), Humboldt-Universität zu Berlin, Unter den Linden 6, 10099 Berlin, Germany
*
Author to whom correspondence should be addressed.
Received: 9 October 2018 / Revised: 30 October 2018 / Accepted: 9 November 2018 / Published: 10 November 2018
(This article belongs to the Special Issue Analysis of Residues in Food and Environment)
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Abstract

Identifying the fate of agrochemicals is important to understand their potential risk for living organisms. We report here new photodegradation products (PPs) of the fungicide fluopyram. The PPs were produced by irradiating a fluopyram standard in 0.1% acetonitrile aqueous media by a 150-W medium pressure Hg-lamp that emits wavelengths between 200–280 nm. The structural elucidation of PPs was achieved by combining the retention time, isotopic pattern, targeted fragmentation, and accurate mass measurements using liquid chromatography-tandem mass spectrometry (LC-MS/MS) and high resolution-MS (HRMS). In addition to previously known PPs, seven new PPs of fluopyram were identified in this work: mainly dihydroxyl and hydroxylimide fluopyram as well as mono, di, and trihydroxyl lactam. Additionally, two PPs were found to be formed by rearrangement after the loss of H2C=CH2. Hence, the results of the work contribute to extending the current knowledge regarding the photoinduced fate of agrochemicals, and fluopyram in particular. View Full-Text
Keywords: photodegradation; transformation products; LC-MS/MS; HRMS; fungicide photodegradation; transformation products; LC-MS/MS; HRMS; fungicide
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Mekonnen, T.F.; Panne, U.; Koch, M. New Photodegradation Products of the Fungicide Fluopyram: Structural Elucidation and Mechanism Identification. Molecules 2018, 23, 2940.

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