Using mass spectrometry to highlight structures of degradation compounds obtained by photolysis of chloroacetamides: case of acetochlor. - Archive ouverte HAL Access content directly
Journal Articles Journal of Chromatography A Year : 2013

Using mass spectrometry to highlight structures of degradation compounds obtained by photolysis of chloroacetamides: case of acetochlor.

(1) , (1) , (2) , (2) , (1) , (1) , (1)
1
2

Abstract

The photooxidation of acetochlor (a pesticide belonging to the acetamides group) using a polychromatic UV irradiation in ultrapure water was studied. This study reports the efficiency of mass spectrometry for the characterization of photodegradation products of acetochlor. Decompositions of protonated ions MH+are proposed in electrospray (ESI) mode for LC-MS, while electron ionization (EI) and chemical ionization modes (CI) are used for GC-MS. The knowledge of fragmentation and the use of a combination of experiments (MS/MS, high resolution) allow the characterization of photoproducts. Structural elucidation is assisted by the use of photolysed deuterated compounds. Fifteen major degradation products have been characterized, five by LC-QTOF, six photoproducts by GC-ITMS, and four are observed by both techniques. In vitro bioassays based on the quantification of receptor-mediated activity demonstrated that acetochlor photolysis engenders a moderate but significant estrogenic activity. Moreover, a quantitative structure-activity relationship (QSAR) approach was used to assess the potential toxicity effect of acetochlor and its by-products. The predictions were analyzed showing a variety of toxicity profiles of acetochlor photoproducts depending on the toxicological investigated endpoint.
Not file

Dates and versions

hal-00880179 , version 1 (06-11-2013)

Identifiers

Cite

Yasmine Souissi, Sophie Bourcier, Sélim Ait-Aissa, Emmanuelle Maillot-Maréchal, Stéphane Bouchonnet, et al.. Using mass spectrometry to highlight structures of degradation compounds obtained by photolysis of chloroacetamides: case of acetochlor.. Journal of Chromatography A, 2013, 1310 (1), pp.98-112. ⟨10.1016/j.chroma.2013.07.091⟩. ⟨hal-00880179⟩
135 View
0 Download

Altmetric

Share

Gmail Facebook Twitter LinkedIn More