Combination of photoinduced fluorescence and GC–MS for elucidating the photodegradation mechanisms of diflubenzuron and fenuron pesticides

Diaw, Pape Abdoulaye; Mbaye, O.M.A.; Thiaré, Diène Diégane; Oturan, Nihal; Gaye-Seye, Mame Diabou; Coly, Atanasse; Jeune, Bernard; Giamarchi, Philippe; Aaron, Jean‐Jacques

doi:10.1002/bio.3612

Cited by 11 publications

(2 citation statements)

References 26 publications

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“…7,18 The primary electronic excitation of pyrethroid molecules induced the formation, by bond cleavage, of numerous intermediates and unstable free radicals whose study was particularly useful, not only to understand the photodegradation mechanism, but also to identify the formed photoproducts. 19,20 In summary, when exposed to UV radiation, most pyrethroids exhibited photochemical reactions leading to photoproducts that could be analyzed by gas chromatography-mass spectrometry (GC-MS).…”

Section: Introductionmentioning

confidence: 99%

Photodegradation study of the fenvalerate insecticide by 1H NMR, 13C NMR, and GC-MS and structural elucidation of its transformation products

Thiaré

Diaw

Mbaye

et al. 2022

Maced. J. Chem. Chem. Eng.

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The photolysis of fenvalerate, a pyrethroid insecticide, was studied in acetonitrile by 1H nuclear magnetic resonance (NMR) and 13C NMR to identify the site of bond cleavage and gas chromatography-mass spectrometry (GC-MS) to establish the chemical structure of fenvalerate photoproducts. Ultraviolet (UV) irradiation of fenvalerate solutions was performed for 18 h with a solar light simulator, and the photolysis reaction obeyed first-order kinetics. Photolysis half-life time (t1/2) values ranged between 15.25 and 21.63 h (mean photodegradation percentage = 51.7 %) for 1H NMR and between 4.55 and 8.06 h (mean photodegradation percentage > 80 %) for 13C NMR. We observed five sites of bond cleavage, namely carbonyl-tertiary carbon, tertiary carbon-tertiary carbon, carbonyl-oxygen, carboxyl-tertiary carbon, and aromatic carbon-tertiary carbon, yielding photoproducts formation. GC-MS was associated with 1H NMR and 13C NMR to obtain a complete photodegradation mechanism. Before UV irradiation, two chromatogram peaks were obtained, due to the two fenvalerate isomers. Under irradiation, both peaks decreased, and new peaks appeared, corresponding to photoproduct formation. After a 12- to 13-h irradiation, 99.39 % of fenvalerate was degraded with a mean rate constant of 0.305 h–1. The chemical structure of the formed photoproducts was identified, either by using the National Institute of Standards and Technology (NIST) mass spectral database or by interpreting the mass spectra. Finally, a detailed mechanism was proposed for fenvalerate photodegradation.

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Section: Introductionmentioning

confidence: 99%

Photodegradation study of the fenvalerate insecticide by 1H NMR, 13C NMR, and GC-MS and structural elucidation of its transformation products

Thiaré

Diaw

Mbaye

et al. 2022

Maced. J. Chem. Chem. Eng.

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“…The molecules are then transformed into excited states and split or transformed [1][2][3][4][5][6]. In recent years, the photolysis of organic pollutants has attracted widespread attention since it could help pollution control [5,[7][8][9]. For energetic materials, the exploration of the decomposition process is very important not only for enhancing the detonation performance but also for the lifetime prediction [10,11].…”

Section: Introductionmentioning

confidence: 99%

Study on the Photolysis Route of Nano 2,2ʹ,4,4ʹ,6,6ʹ–Hexanitrostillbene by Vibrational Spectroscopy

et al. 2021

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The understanding of the photolysis process of 2,2ʹ,4,4ʹ,6,6ʹ-hexanitrostillbene (HNS, an insensitive high-energy explosive) is very important not only for enhancing the detonation performance but also for its lifetime prediction. In this work, UV-Vis light-induced photolysis of nano HNS was studied by different spectroscopic methods. Nano HNS was found to be sensitive to UV-Vis lights at 365 and 470 nm. The photolysis route of nano HNS was mostly the same as its bulk counterpart, which was likely to be the combination of the isomerization of -NO 2 to -ONO and the breaking of the C-N bond in Ar-NO 2 (Ar = Aromatic ring). In addition, the possible mechanism of UV-Vis-induced visible color change was explored for the first time.

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Quantification of trace fenuron in waste water samples by matrix matching calibration strategy and gas chromatography–mass spectrometry after simultaneous derivatization and preconcentration

Oflu,

Erarpat,

Zaman

et al. 2023

Environ Monit Assess

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Combination of photoinduced fluorescence and GC–MS for elucidating the photodegradation mechanisms of diflubenzuron and fenuron pesticides

Cited by 11 publications

References 26 publications

Photodegradation study of the fenvalerate insecticide by 1H NMR, 13C NMR, and GC-MS and structural elucidation of its transformation products

Photodegradation study of the fenvalerate insecticide by 1H NMR, 13C NMR, and GC-MS and structural elucidation of its transformation products

Study on the Photolysis Route of Nano 2,2ʹ,4,4ʹ,6,6ʹ–Hexanitrostillbene by Vibrational Spectroscopy

Quantification of trace fenuron in waste water samples by matrix matching calibration strategy and gas chromatography–mass spectrometry after simultaneous derivatization and preconcentration

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