Occurence of antimicrobial residues in milk and labneh consumed in Lebanon.

Antimicrobials are administered in livestock for different uses leading to milk contamination and several undesirable effects. Because there is a lack of surveillance of antimicrobial residues (AMRs) in milk and dairy products in Lebanon, this study aims to determine the occurrence of AMRs in 90 Lebanese samples of milk and labneh (concentrated yoghurt). Multi-residue screening methods with suitable sample preparations were applied to detect 71 AMRs in milk and labneh, respectively, using LC-MS/MS. Of the total number of samples, 71% was contaminated with AMRs and (fluoro)quinolones and macrolides were the most detected families. Additional confirmation tests proved that 6.7% of the milk samples were non-compliant for the macrolides tilmicosin, tulathromycin and spiramycin. Moreover, some labneh prepared from contaminated milk samples was analysed to determine the fate of AMRs during the manufacturing process. The results showed that some AMRs could be concentrated, eliminated or degraded, based on their physicochemical characteristics.

Assessment of organochlorine contamination source and ecological risk in the Litani River: polychlorinated biphenyls and organochlorinated pesticides in surface sediments.

In this paper, we investigate for the first time the contamination source and the ecological risk associated to organochlorinated compounds in the Litani system. For this purpose, the levels of 7 polychlorinated biphenyls (PCBs) and 13 organochlorinated pesticides (OCPs) were assessed, using a microwave-assisted extraction coupled to gas chromatography-electron capture detector (MAE/GC-ECD) method, in surficial sediments from 30 sites along the main course of the river, two major tributaries, and the Quaraoun Lake. ∑7PCBs exhibited total concentrations ranging from 0.11 to 8 ng g-1 of dry weight and are not able apparently to pose ecological risks since none of the samples showed concentration above the effects range low (ERL) guideline (22.7 ng g-1). The detected levels of OCPs in the river were significantly higher than those of PCBs; ∑13OCPs range from 0.5 to 46.5 ng g-1 of dry weight. Overall, the integrated eco-toxicological risk imposed by the organochlorine contamination in the Litani River, estimated as the mean effects range medium quotient (mERMq), is considered low with risk probability lower than 21% in all sites. The six dichlorodiphenyltrichloroethane-based pesticides (∑6DDT) contributed to more than 70% of the mERMq in 15 over the 29 included sites. Moreover, the approach of ∑6DDT/∑7PCB ratios was applied to investigate the contamination source. ∑6DDT/∑7PCB was higher than one in all samples suggesting that the organochlorine contamination result from agricultural activities set in the surrounding areas of the Litani River.

Hormones residues in bovine animals: Sampling, analysis and health risk assessment.

The use of hormones for breeding animal livestock has been banned since 1981 under the Council Directive 81/602/EC. So far, each country should monitor the use of anabolic hormones in animal production to protect the consumer's health against these unwanted residues. This paper presents the research results on steroid and non-steroid hormones residues carried out in Lebanon from 2018 to 2020. Using a newly developed and validated LC-MS/MS method, the detection and the quantification of hormones in bovine matrices were done. The targeted matrices were muscle, liver, kidney, and bile. A total of two-hundred and forty-seven samples were collected from different slaughterhouses located in six different cities in Lebanon. Interestingly, only four hormones were found: testosterone, progesterone, epitestosterone, and 6 propyl 2thiouracil. Based on the obtained data, the estimated daily intake, hazard quotient, and hazard index were calculated to evaluate an exposure assessment.

Evaluation of honey authenticity in Lebanon by analysis of carbon stable isotope ratio using elemental analyzer and liquid chromatography coupled to isotope ratio mass spectrometry.

Honey is one of the most valuable sweeteners consumed by humans all over the world. Consequently, it is often a target for adulteration through the addition of different sugar syrups during or after honey production, resulting in a reduction in its nutritive value. For the first time, this study analyzes honey samples of various botanical species collected from different Lebanese regions using element analyzer (EA) and liquid chromatography (LC) coupled with isotope ratio mass spectrometry (IRMS). The δ13 C of bulk honey, its protein fraction, and the main individual sugars (glucose, fructose, disaccharides, and trisaccharide) were determined, in order to characterize and evaluate the authenticity of honey consumed in Lebanon. The results showed that the δ13 C values for bulk honey and its protein range from -26.5‰ to -24.5‰ and from -26.4‰ to -24.7‰, respectively, for authentic samples. δ13 C values for samples adulterated with sugar syrups range from -11.2‰ to -25.1‰ for bulk honey and from -26.6‰ to -23.7‰ for its proteins, with a difference between bulk and protein values between -1 and -8.7‰. Using LC-C-IRMS techniques, the δ13 C of individual sugars provides additional information on the presence of undeclared sugars. We found that all authentic samples had Δδ13 Cf-g and Δδ13 C max values within the naturally occurring range of ±1‰ and ±2.1‰, respectively, while the adulterated samples fall outside the Δδ13 C ranges. The oligosaccharide peak was detected in most adulterated samples.

Antimicrobial residues survey by LC-MS in food-producing animals in Lebanon.

The treatment of animals with antimicrobial products may lead to the contamination of edible tissues by their residues, which may represent a risk to human health. Therefore, this study aimed to determine the level of antimicrobial residues in food-producing animals (chicken, beef, and milk) in Lebanon. A total of 310 samples were collected and analysed using an LC-MS/MS for the determination of 48 compounds belonging to different families in order to map their compliance according to the European Commission decision 2002/657/EC. Results show that 60% of the analysed samples were not contaminated by any residue, while 12% presented a concentration higher than the MRLs for tetracyclines, sulphonamides, quinolones, and macrolides. Results revealed that chicken were the most contaminated by antimicrobial residues, when compared to beef and milk. The obtained results demonstrate the uncontrolled use of antimicrobials in some Lebanese farms and claim for better management of livestock.

Assessment of Dechlorane Plus and related compounds in foodstuffs and estimates of daily intake from Lebanese population.

Dechlorane Related Compounds (DRCs), including Dechlorane Plus (syn/anti-DP or syn/anti-DDC-CO) and related compounds (Dec-601 or DDC-ID, Dec-602 or DDC-DBF, Dec-603 or DDC-Ant and Chlordene Plus or DDC-PDD), are a group of polychlorinated flame retardants of concern since they were first reported in various environmental and biota matrices about one decade ago. In this work, we investigated the dietary intake of the Lebanese population to these lipophilic environmental contaminants upon the evaluation of selected foodstuff contamination. Collected food samples (n = 58) were selected to be representative of the lipid fraction of the whole diet of the Beiruti population. The samples were analysed using pressurized liquid extraction, silica multilayer column followed by gel permeation chromatography for purification and GC-EI-HRMS for separation and detection. Detection frequency of at least one compound among Dechlorane Plus (syn-DP and anti-DP), Dechlorane 602, 603 and Chlordene Plus) was 91%. The mean concentrations of ∑6DRCs, by food group, ranged from 4.7 to 29.5 pg g-1 wet weight in lowerbound (LB) and from 6.7 to 76.9 pg g-1 wet weight in upperbound (UB). Based on food habits, the dietary intake of Beiruti adults was estimated to be between 3.71 (LB) and 5.61 (UB) ng day-1. Dechlorane Plus and Dechlorane 602 were the dominant compounds, contributing to 70 and 24% of the total intake (LB value), respectively. This study reports for the first time the occurrence of Dechloranes in Lebanese foods and proposes corresponding deterministic dietary exposure scenario.

Pesticide residues in Lebanese apples and health risk assessment.

In Lebanon, apples are among the most consumed commodities; however, pesticide residues in apples have not been evaluated so far. Therefore, this study presents the occurrence of pesticide residues in apples produced in Lebanon during 2012-2016. A total of 212 samples were analysed for the presence of pesticides using the QuEChERS multi-residue extraction method, followed by GC-MS. Pesticide residues were not observed in 23% of the samples. Whereas pesticide residues were found in 77% of the samples, among them 61% exceeded the maximum residue limits (MRL) and 16% contained residues below the MRL. The most frequently detected pesticide residues were chlorpyrifos (n = 142), methidathion (n = 34), cypermethrin (n = 21), lambda-cyhalothrin (n = 16), myclobutanil (n = 13) and diazinon (n = 9). A preliminary long-term exposure assessment for the detected pesticides in apples showed that Hazard Quotient (HQ) was in the range of 0.1-8% of the ADI's, indicating no risk to human health.

Photodegradation of brominated flame retardants in polystyrene: Quantum yields, products and influencing factors.

Brominated flame retardants (BFRs) are widely used as additives in plastics, textiles and electronics materials. Here, we investigated the photodegradation of four BFRs including decabromobiphenylether (BDE-209), tetrabromobipsphenol A (TBBPA), tetrabromobisphenol A-bis(2,3-dibromopropylether) (TBBPA-DBPE) and tetrabromobisphenol A bis (allyl) ether (TBBPA-BAE). Experiments were carried out in polystyrene (PS) films using monochromatic and polychromatic irradiations. For comparison, irradiations were also carried in a solvent (tetrahydrofuran: THF). Monitoring of BFR degradation was performed using bulk and surface infrared (IR) measurements, as well as by extraction and HPLC-UV. Photoproducts were characterized using HPLC-high resolution electrospray ionization mass spectrometry (HPLC-ESI-Orbitrap-MS). All four BFRs underwent photochemical transformation in THF at 290 nm with a quantum yield (Φ) ranging from 0.05 for TBBPA to 0.27 for BDE-209, indicating an increase of photoreactivity with the number of Br atoms in BFRs. On the other hand, no major difference in the Φ values was observed when BFRs were embedded in PS films (Φ: 0.82-0.89). The higher photoreactivity in PS appears to be associated with a fast oxidation of PS as revealed by infrared (IR) analysis and yellowing of the films. Interestingly, the faster the yellowing occurred, the faster the BFR degradation was inhibited due to light screening effect. Several major photoproducts were identified for TBBPA and TBBPA-DBPE. Additional photoproducts possibly arising from PS oxidation and bromination by Br● were observed for the first time. This work provides a better understanding of the reactivity and fate of BFRs in polymers allowing for a better assessment of their environmental impacts.

Phototransformation of Plastic Containing Brominated Flame Retardants: Enhanced Fragmentation and Release of Photoproducts to Water and Air.

Increasing attention is being paid to the environmental fate and impact of plastics and their additives under sunlight exposure. We evaluated the photodegradation of polystyrene (PS) films (∼100 µm) containing brominated flame retardants (BFRs): decabromodiphenylether (BDE-209), tetrabromobisphenol A (TBBPA), and tetrabromobisphenol A-bis (2.3-dibromopropylether) (TBBPA-DBPE). Irradiations were performed in a solar simulator and outdoors. Infrared (IR) analyses indicated an acceleration of the photooxidation rate of fire-retarded PS films compared to pure PS with an enhancement factor of 7 for TBBPA-DBPE and TBBPA, and 10 for BDE-209. The accelerating effect was found to be correlated with the quantum yield for BFR photodegradation and its absorbance in the PS films. The presence of BFRs also modified the PS photooxidation mechanism and resulted in the formation of 14 brominated photoproducts via bromination and oxidation of PS. Furthermore, a drastic increase in chain scissions and loss of molecular weight was revealed by size exclusion chromatography. This enhanced degradation of PS led to significant leaching (15%) of oxidation products from PS films after immersion in water, and to the gas-phase emission of several volatile brominated products. Our findings suggest that fire-retarded plastics may be a source of potentially hazardous contaminants when exposed to sunlight.

Impact of Lebanese practices in industry, agriculture and urbanization on soil toxicity. Evaluation of the Polycyclic Aromatic Hydrocarbons (PAHs) levels in soil.

This study was carried out in order to investigate the toxicity on Lebanese soil and to show the impact of the anthropogenic activities, industrialization and urbanization, on the release of Polycyclic Aromatic Hydrocarbons (PAHs) in Lebanese soils. Hundred soil samples of different land use were screened for 17 PAHs using a UAE/GC-MS method. Detection frequency varied between 76 and 100% for most of the PAHs, where the ΣPAHs ranged from 33.5 to 4062.9 ng g-1. Moreover, BaPeq values varied between 0.93 and 332.4 ng g-1. BaPeq values in industrial and urban soils were 777 and 256 times higher than those in rural soil, respectively. None of the soil samples showed concentrations above the safe BaPeq value of 600 ng g-1. Significant decrease in concentration levels of ΣPAHs was obtained in the following order: Industrial, urban, traffic and agricultural. Furthermore, the relative high contribution of Chrysene, Benzo(a)Anthracene and Benzo(k)Fluoranthene in agricultural soils indicates that open burning remains an adopted way in Lebanon for disposal of agricultural residues, while the predominance of Benzo(ghi)Perylene and Benzo(b)Fluoranthene in industrial soils suggests the broad use of diesel powered engines in the Lebanese industrial sector. The ratios of Low Molecular Weight/High Molecular Weight and fluoranthene/fluoranthene+pyrene (Fln/Fln+Pyr) showed that PAHs in soil samples are mainly pyrogenic and created during combustion of petrol, coal, wood and other biomasses.

Occurrence of Dechlorane Plus and related compounds in catfish (Silurus spp.) from rivers in France.

Dechlorane related compounds (DRCs), including Dechlorane Plus (syn-DP and anti-DP), Dechlorane-601, -602, -603 and Chlordene Plus (CP), constitute a group of polychlorinated flame retardants (FRs) that are still of industrial use. In particular, DRCs have been detected in various environmental matrices and in different aquatic and terrestrial biota, thus exhibiting bioaccumulation and biomagnification potentials. The present study aimed at producing first occurrence data of a range of DRCs in Silurus spp. samples from different rivers located in France. Determination was carried out by gas chromatography high-resolution mass spectrometry after a sample clean-up based on a multilayer silica column and gel permeation chromatography. The concentration of monitored ΣDRCs ranged from 1.58 to 408 pg g-1 wet weight (54-11100 pg g-1 lipid weight). The fractional abundance of syn- and anti-DP stereoisomers was similar to that reported by other studies with an average equal to 0.60. Dec-601 was not detected in any sample. Detection frequencies ranged between 34 and 100% for other DRCs. Investigated correlations between DRCs and polychlorobiphenyls (PCBs) suggest a link with lipid content but independent contamination sources.

Unravelling the reactivity of bifenazate in water and on vegetables: Kinetics and byproducts.

In this study, we aimed to better understand the transformation mechanisms of bifenazate, a biphenyl hydrazine derivative insecticide poorly studied up to now. For this, we compared its reactivity in the dark and under simulated solar light irradiation in different media (water, non-aqueous polar solvent, surface of apolar wax films, skin of vegetable). In air-saturated pH = 5.7 water, bifenazate underwent both autoxidation in the dark (t1/2 = 34 h) and photolysis (t1/2 = 17 h). In an aprotic polar solvent such as acetonitrile, bifenazate was stable in the dark but was quickly photodegraded in the presence of oxygen (t1/2 = 2 h). The phototransformation of bifenazate was due to the oxidation of excited states by oxygen and to the cleavage of the NN bond, while the autoxidation in water started by the initial oxidation of the molecule by oxygen and involved the superoxide anion as chain carrier. On paraffinic wax film, photodegradation (t1/2 = 365 h) and dark autoxidation (t1/2 = 1600 h) were very slow. On green pepper skin, bifenazate disappeared both in the dark (t1/2 = 34 h) and through photolysis (t1/2 = 23 h) at rates close to those measured in water. This shows that on green pepper skin, bifenazate is affected by water contained in the vegetable and possibly released by transpiration. Bifenazate diazene was the major degradation product in all studied conditions. Minor byproducts were detected too. They depended on the experimental conditions showing that degradation pathways are governed by the nature and properties of the medium. In particular, on green pepper one found byproducts generated in acetonitrile and on wax by photolysis and in water by autoxidation. This finding highlights the need for a better model than wax to mimic photolysis on plant surfaces.

Characterization and Photodegradation of Polybrominated Diphenyl Ethers in Car Seat Fabrics from End-of-Life Vehicles.

In this study, we examined the photodegradation of decabromodiphenyl ether (BDE-209) on the surface of car seat covers from end-of-life vehicles (ELVs). Samples were collected at two car dismantling facilities in Sweden and cover car models from 1989 to 1998. The content of polybrominated diphenyl ethers (PBDEs) in nine real samples (fabric and polyurethane foam) was first characterized. Fabric samples that did not contain BDE-209 were then spiked with BDE-209 and irradiated in the laboratory and under sunlight. Photoproducts were identified using high performance liquid chromatography coupled to electrospray ionization mass spectrometer (HPLC-ESI-Orbitrap-MS), whereas volatile products were analyzed by gas chromatography-mass spectrometry (GC-MS). Similar photodegradation rates and oxidation products were observed in fabric samples irradiated in the laboratory and those collected from ELVs. Estimated half-life of BDE-209 on fabric inside vehicles ranged from 3 to 6 years. Thirteen major photoproducts were identified as lower brominated products, hydroxylated BDEs, brominated and hydroxylated dibenzofurans (PBDFs) and dioxins (PBDDs). Furthermore, several photoproducts were found to be transferable into water, particularly bromophenols and hydroxylated BDEs, and others into gas phase, such as bromomethanol and 1,2-dibromoethane. This should be taken into consideration for better estimating exposure to PBDEs and to develop strategies for ELV recycling.

Effect of water constituents on the degradation of sulfaclozine in the three systems: UV/TiO2, UV/K2S2O8, and UV/TiO2/K2S2O8.

Bicarbonate, phosphate, chloride ions, and humic substances are among the constituents most widely present in natural waters. These non-target constituents can greatly affect the efficiency of advanced oxidation processes used for water decontamination due to their capacity to interfere with the adsorption of the target compounds on the surface of TiO2, absorb photons, scavenge hydroxyl radicals (·OH), and generate photochemical reactive intermediates. In this work, the effect of these constituents on the degradation of sulfaclozine (SCL) was monitored in three different AOPs systems: UV/TiO2, UV/K2S2O8, and UV/TiO2/K2S2O8. It was shown that bicarbonate (HCO3-) and phosphate (HPO42-) ions enhanced the degradation of SCL in UV/TiO2 and UV/TiO2/K2S2O8 systems whereas the addition of humic substances influenced these rates with a much smaller extent. On the other hand, the degradation rate of SCL in the UV/K2S2O8 system was not affected by the presence of HCO3- and HPO42- but was inhibited in the presence of humic substances. In addition, the different mechanisms that can take place in the presence of these constituents were discussed and the degradation rate enhancement in presence of HCO3- and HPO42- was attributed to the formation of new reactive species such as carbonate (CO3·-) and hydroxyl (·OH) radicals activated by TiO2 holes (h+). In the presence of chloride (Cl-) and nitrate (NO3-) ions, an enhancement of SCL adsorption on the surface of TiO2 was observed. Finally, a comparative study of the degradation of SCL in river water and ultrapure water was reported.

APCI as an innovative ionization mode compared with EI and CI for the analysis of a large range of organophosphate esters using GC-MS/MS.

Organophosphate esters (OPEs) are chemical compounds incorporated into materials as flame-proof and/or plasticizing agents. In this work, 13 non-halogenated and 5 halogenated OPEs were studied. Their mass spectra were interpreted and compared in terms of fragmentation patterns and dominant ions via various ionization techniques [electron ionization (EI) and chemical ionization (CI) under vacuum and corona discharge atmospheric pressure chemical ionization (APCI)] on gas chromatography coupled to mass spectrometry (GC-MS). The novelty of this paper relies on the investigation of APCI technique for the analysis of OPEs via favored protonation mechanism, where the mass spectra were mostly dominated by the quasi-molecular ion [M + H]+ . The EI mass spectra were dominated by ions such as [H4 PO4 ]+ , [M-R]+ , [M-Cl]+ , and [M-Br]+ , and for some non-halogenated aryl OPEs, [M]+● was also observed. The CI mass spectra in positive mode were dominated by [M + H]+ and sometimes by [M-R]+ , while in negative mode, [M-R]- and more particularly [X]- and [X2 ]-● were mainly observed for the halogenated OPEs. Both EI and APCI techniques showed promising results for further development of instrumental method operating in selective reaction monitoring mode. Instrumental detection limits by using APCI mode were 2.5 to 25 times lower than using EI mode for the non-brominated OPEs, while they were determined at 50-100 times lower by the APCI mode than by the EI mode, for the two brominated OPEs. The method was applied to fish samples, and monitored transitions by using APCI mode showed higher specificity but lower stability compared with EI mode. The sensitivity in terms of signal-to-noise ratio varying from one compound to another. Copyright © 2016 John Wiley & Sons, Ltd.

Dietary exposure to pesticide residues from foods of plant origin and drinks in Lebanon.

This study assesses the dietary exposure of Lebanese adults to 47 pesticide residues from both foods of plant origin and drinks. The study was conducted using the Total Diet Study protocol in two different areas of Lebanon: Greater Beirut (urban) and Keserwan (semi-rural). A total of 1860 individual foods were collected, prepared, and cooked prior to analysis. Composite samples of similar foods were analyzed, following the QuEChERS Multiresidue method. Eighteen residues were detected/quantified on at least one composite sample, with 66.7 % of the results being quantifiable and 33.3 % detectable. Quantifiable levels ranged between 10.3 and 208 µg/kg. For the composite samples where residues were detected, 55 % had one residue, while 45 % had 2-4 residues. The most frequently detected/quantified pesticide residues included Chlorpyrifos, Procymidone, Primiphos methyl, Dimethoate, and Dieldrin. The dietary exposure assessment was conducted using the deterministic approach with two scenarios: (1) the lower bound (LB) approach and (2) the upper bound (UB) approach. Using the LB approach, mean estimated daily exposures were far below the acceptable daily intakes (ADIs) for all investigated residues. Using the UB approach, which tends to overestimate exposure, mean estimated daily exposures were below the ADIs for all residues except for Dieldrin (semi-rural: 128.7 % ADI; urban: 100.7 % ADI). Estimates of mean exposure to Diazinon reached 50.3 % of ADI in the urban diet and 61.9 % in the semi-rural diet. Findings of this study identify specific pesticide residues as monitoring priorities for which more comprehensive and sensitive analyses are needed in order to refine exposure assessment.

UV-visible degradation of boscalid--structural characterization of photoproducts and potential toxicity using in silico tests.

RATIONALE: Boscalid is a carboximide fungicide mainly used for vineyard protection as well as for tomato, apple, blueberry and various ornamental cultivations. The structural elucidation of by-products arising from the UV-visible photodegradation of boscalid has been investigated by gas chromatography/multi-stage mass spectrometry (GC/MS(n) ) and liquid chromatography/tandem mass spectrometry (LC/MS/MS) couplings. The potential toxicities of transformation products were estimated by in silico calculations. METHODS: Aqueous solutions of boscalid were irradiated up to 150 min in a self-made reactor equipped with a mercury lamp. Analyses were carried out using a gas chromatograph coupled with an ion trap mass spectrometer operated in both electron ionization (EI) and chemical ionization (CI) modes and a liquid chromatograph coupled with a quadrupole time-of-flight (Q-TOF) mass spectrometer operated in electrospray ionization (ESI) mode. Multiple-stage collision-induced dissociation (CID) experiments were performed to establish dissociation pathways of ions. The QSAR (Quantitative Structure-Activity Relationship) T.E.S.T. program allowed the estimation of the toxicities of the by-products. RESULTS: Eight photoproducts were investigated. Chemical structures were proposed not only on the interpretation of multi-stage CID experiments, but also on kinetics data. These structures led us to suggest photodegradation pathways. Three photoproducts were finally detected in Lebanon in a real sample of grape leaves for which routine analysis had led to the detection of boscalid at 4 mg kg(-1). CONCLUSIONS: With one exception, the structures proposed for the photoproducts on the basis of mass spectra interpretation have not been reported in previous studies. In silico toxicity predictions showed that two photoproducts are potentially more toxic than the parent compound considering oral rat LD50 while five photoproducts may induce mutagenic toxicity. With the exception of one compound, all photoproducts may potentially induce developmental toxicity.

Occurrence of pesticide residues in Lebanon's water resources.

Contamination of water sources by pesticides is one of the most critical environmental problems. The present work is designed to address the occurrence of 67 pesticides in the Lebanese waters. Chemical analysis was performed by a solid-phase extraction followed by a gas chromatography-mass spectrometry using programmed temperature vaporization injection. In drinking water and groundwater samples, organochlorine and organophosphate pesticides were frequently detected with a maximal sum concentration of up to 31.8 ng L(-1). High pesticide ecotoxicological risk was noticed in many surface waters, while this risk was driven mainly by diazinon, chlorpyrifos, fenpropathrin and bifenthrin insecticides.

Ultraviolet degradation of procymidone--structural characterization by gas chromatography coupled with mass spectrometry and potential toxicity of photoproducts using in silico tests.

RATIONALE: Procymidone is a dicarboximide fungicide mainly used for vineyard protection but also for different crops. The structural elucidation of by-products arising from the UV-visible photodegradation of procymidone has been investigated by gas chromatography coupled with mass spectrometry. The potential toxicities of photoproducts were estimated by in silico tests. METHODS: Aqueous solutions of procymidone were irradiated for up to 90 min in a self-made reactor equipped with a mercury lamp. Analyses were carried out on a gas chromatograph coupled with an ion trap mass spectrometer operated in electron ionization and methanol positive chemical ionization. Multistage collision-induced dissociation (CID) experiments were performed to establish dissociation pathways of ions. Toxicities of byproducts were estimated using the QSAR T.E.S.T. program. RESULTS: Sixteen photoproducts were investigated. Chemical structures were proposed mainly based on the interpretation of multistage CID experiments, but also on their relative retention times and kinetics data. These structures enabled photodegradation pathways to be suggested. Only three photoproducts remain present after 90 min of irradiation. Among them, 3,5-dichloroaniline presents a predicted rat LD50 toxicity about ten times greater than that of procymidone. CONCLUSIONS: 3,5-Dichloroaniline is the only photoproduct reported in previous articles. Eight by-products among the sixteen characterized might be as toxic, if not more, than procymidone itself considering the QSAR-predicted rat LD50.