A Systematic Review of Photolysis and Hydrolysis Degradation Modes, Degradation Mechanisms, and Identification Methods of Pesticides

Meng, Xingang; Guo, Yuanjun; Wang, Yihui; Fan, Shijun; Wang, Kaiqi; Han, Wenhua

doi:https://doi.org/10.1155/2022/9552466

Journal of Chemistry

On this page

Abstract Introduction Data Availability Conflicts of Interest Acknowledgments References Copyright Related Articles

Special Issue

Innovations in Green Plant Protection and Food Storage Technology

View this Special Issue

Review Article | Open Access

Volume 2022 | Article ID 9552466 | https://doi.org/10.1155/2022/9552466

A Systematic Review of Photolysis and Hydrolysis Degradation Modes, Degradation Mechanisms, and Identification Methods of Pesticides

Xingang Meng,^1,2Yuanjun Guo,¹Yihui Wang,³Shijun Fan,¹Kaiqi Wang,¹and Wenhua Han^1,2

Academic Editor: Wenneng Wu

Received23 Mar 2022

Accepted18 May 2022

Published06 Jun 2022

Abstract

The degradation modes and characteristics of different pesticides were introduced. In addition, this paper also describes the degradation mechanism of different pesticides, classifies, and summarizes the methods of degradation products identification. For the sake of human life health and better biological environment, we should have a familiar knowledge of the natural degradation of pesticides and understand the photo-hydrolysis and its influencing factors (temperature, pH, light, etc.). Through the degradation mechanism and influencing factors, the degradation time could be accelerated and it also provides a theoretical basis and basic support for the treatment of pesticide residues in the future.

1. Introduction

Pesticide, as a chemical synthetic substance or a natural substance from the other bionts, used to prevent, destroy or control diseases, insects, grasses, and other harmful organisms that endanger agriculture, forestry plants and their products, and purposefully regulate the growth and development of plants and insects. As an important agricultural means of production, the primarily function of pesticides is to ensure crop yield, quality, and safety. They are divided into several major types depending on their control objects, such as insecticide, fungicide, acaricide, herbicide, nematicide, and plant growth regulator. The development and application of pesticides had played a very important role in promoting the harvest of agricultural food crops. However, excessive dependence on pesticides and irrational use of pesticides had a certain negative impact on agricultural production. With the mass production and widespread use of pesticides, the application of pesticides inevitably causes residues and pollution in the environment and has caused a widespread concern in countries around the world [1–4]. Pesticides must be residual when used, these residues will have incalculable implications for food, the environment, biomes, and even humans. The ecological effects of pesticide residues and the fate of these residues in the environment are urgently needed to be solved for both the scientific community and the general public. Therefore, it is necessary for us to explore the photolysis, hydrolysis mechanism, and identification method of pesticide degradation mode to provide a theoretical basis and technical support for multitudinous pesticide detection technology and residue solution in the future.

There are many reasons for causing and affecting pesticide residues. The properties of pesticides, environmental factors, and the application methods of pesticides are the main factors affecting pesticide residues. The pollution of pesticides to the water environment mainly come from (I) direct application to the water environment; (II) migration of pesticides applied to the farmland with rainwater or irrigation water; (III) discharge of wastewater from pesticide production and processing enterprises; (IV) during the use of pesticides, the droplets, or dust particles migrating with the wind and settle into the water body and the cleaning of the application tools and instruments. For example, some pesticides were found in the water environment with extensive agricultural activity [5, 6]. Furthermore, many pesticides were found in urban streams [7], lakes [8–11], underground water [12], and rivers [13–16]. After the pesticides were applied, some of them adhered to the plant body, or part infiltrated into the body of the plant, and the other part was scattered on the soil or evaporates, dissipates into the air, or flows into the lake with rainwater and farmland drainage, thereby polluting the water body. Pesticide residues mainly enter the human body through the atmosphere, water, soil and food, and cause various chronic or acute diseases.

Both photolysis and hydrolysis are important ways in the degradation of pesticides in the environment. Hydrolysis is a hydrolysis reaction of pesticides because there are chemical structures in the pesticide molecules that can be hydrolyzed, such as ester bonds, ether bonds, amide bonds, cyano group, and acyl chloride group. Photolysis of pesticides is a process in which a pesticide molecule gets light radiation energy, and light energy is converted into a molecular bond of the compound to break the bond and generate an internal reaction. Pesticide molecules must absorb a certain wavelength of light energy in an excited state in order to carry out a photochemical reaction. Due to the structural properties of the pesticide itself, most pesticides are very sensitive to photolysis. In the past few decades, a large number of studies have been conducted on the photolysis of pesticides and the effects of organic and inorganic constituents in natural world on the degradation of pesticides in water [17–33].

In this paper, the literature on pesticide degradation in recent years is reviewed, the degradation methods of photolysis and hydrolysis are introduced, the degradation mechanism of pesticides is discussed, and the identification methods of degradation products are summarized. Finally, this review provides some useful data and recommendations for future research that will be urgently needed to inform pesticide users, developers, and governmental regulators as well as will have a more thorough reference point from which the future of these widely applied pesticides can be determined.

2. Types and Characteristics of Pesticides

Pesticides are divided into several major types depending on their control objects, such as insecticides, fungicides, acaricides, herbicides, nematicides, and plant growth regulators. Insecticides were agents that control the chemical or biological sources of insects. Insecticides could control insects which may be due to killing the insect or otherwise preventing it from engaging in a considered destructive behavior. Historically, humans have had long experience using pesticides [34, 35]. Compared with insecticides, fungicides have a short development history. It was not until 1807 that the first practical chemical used for disease control, the first fungicide, was discovered [36, 37]. In recent years, the development of Strobilurin fungicides was remarkable. The mechanism of action was to block electron transmission, inhibit mitochondrial respiration, and inhibit fungal growth [38]. Ammoniacides have been developed due to the economic losses caused by the rampant reproduction of herbivorous mites affecting fruits, cotton, and vegetables. Today, to achieve the goal of drug resistance, most of the new acaricides can be classified as mitochondrial respiratory inhibitors, growth inhibitors, and neurotoxins [39, 40]. Herbicides act on large numbers of metabolic functions and energy transfer sites in plant cells [41]. The first commercial synthetic herbicide was created in the 1940s [42]. Herbicides are divided into three categories: the first, biochemical pathways and physiological processes related to photosynthesis; the second, inhibit bioconstruction or assemble into biopolymers; and the third, other modes of action [43]. Plant parasitic nematodes cause huge economic losses to agriculture around the world annually [44]. Compounds controlling nematodes began synthesis only in the 19th century [45, 46]. Plant hormones play regulatory roles in growth and development, while synthetic chemicals with similar physiological activities, or compounds capable of otherwise modifying plant growth, are called plant growth regulators [47]. Plant growth regulators play a mainly active regulatory role in plant development and affect the balance of plant body hormones generally [48].

3. Pesticide Degradation Mode

The degradation mode of pesticides in the environment is divided into biological degradation and nonbiological degradation. Nonbiological degradation is also divided into hydrolysis and photolysis.

3.1. Hydrolysis

Hydrolysis reactions are important processes when many pesticides are degraded. Because of adsorption catalytic reactions, pesticide hydrolysis is faster in soil than in soil-free systems. This is more significant for the degradation of chlorotriazine herbicides and organophosphate insecticides [49]. We take organophosphorus insecticides as an example. Its hydrolysis reaction can occur by homogenization machine production. Water and hydroxide ions participate as nucleophiles in bimolecular nucleophilic replacement reactions. Iron and aluminum oxides as well as different clays can increase the hydrolysis rates by providing the surface positions of the nucleophiles and the hydrolysis reactions. Despite much speculation about the hydrolysis mechanisms, there is still uncertainty [50, 51].

3.2. Photolysis

The light-induced chemical reactions of pesticides on the surface of the atmosphere, water bodies, or objects (e.g., plants and soil) are an important nonbiodegradation pathway of pesticides and has a significant impact on pesticide residues, efficacy, toxicity, and the environment. Photocatalytic degradation is a relatively cheap and effective degradation method and has good potential [52–55]. Photodegradation requires absorption of light energy and only pesticides that absorbed light above 285 nm could be decomposed by natural sunlight. Therefore, photocatalytic degradation experiments are usually carried out under high intensity light. Pesticides absorbed light radiation and produced hydroxyl, superoxide, and ozone radicals, which ultimately lead to degradation products. Photocatalytic degradation reactions might be isomerization, substitution, or oxidation. The reaction type is affected by the physical properties of pesticides, environmental factors, reactants, and so on [56, 57]. Photocatalytic degradation reactions generally required photocatalysts. The ideal material for photocatalysts should have high photoactivity, photocorrosion resistance, chemical inertia, low cost, and low environmental toxicity in the near ultraviolet and visible regions of the electromagnetic spectrum [58]. Titanium dioxide and zinc oxide were the main catalysts in photocatalytic reaction experiments [59–62]. However, recent research using semiconductors as catalysts has emerged [63].

3.3. Biodegradation

Biodegradation has the advantages of efficiency, economy, flexibility, wide range of degradation objects, stable degradation ability, and no secondary pollution to the environment [64]. The main reactions involved in microbial degradation include hydrolysis, oxidation, alkylation, and dealkylation [65]. Biodegradation might be thought of as the transformation of a complex substance into one or more simpler substances by biological machinery, through the production of enzymes that broke a chemical bond, and the degradation of large compounds into small ones, rendering them inactive. In addition to degrading enzymes, biodegradation could also be influenced by environmental factors, including the soil type, water content, temperature, and pH [66–68]. The role of oxygen in pesticide biodegradation was complex; for example, as an oxygenase substrate involved in biodegradation reactions. If oxygen was sufficient, the end products of degradation will be carbon dioxide, water, sulfate, nitrate, phosphate, chloride ions, etc. If oxygen was insufficient, anoxic conditions can stimulate the activity of potential anaerobic microorganisms, which may directly or indirectly affect the transformation of pesticides [69].

3.4. Factors Affecting the Degradation

The factors affecting pesticide degradation in the water environment and soil were generally related to the nature of soil and water itself, such as water soil pH, temperature, soil water content, soil organic matter content, and different soil types (the actual essence was related to the organic matter content) [70, 71]. Some influencing factors were related to the nature of the pesticide itself; for example, the effectiveness of pesticides on soil pests was also the main factor affecting the pesticide degradation in the soil. There were other environmental factors, such as other soil phenomena (adsorption) and environmental exposure of nontarget organisms [72].

4. Pesticide Degradation Mechanism

4.1. Insecticide

In the study of nonbiodegradation of insecticides in nature (soil or water), the experimenter will explore the consistency of hydrolyzed photolysis products through comparative experiments and will compare the effects of natural light and man-made radiation sources on photolysis. The main photolysis mechanism of insecticide was ester group breaking (Figure 1(a)) [73, 74]. However, the photolysis pathway of pesticides was not only the breaking of the ester group. There were many kinds of pesticides with different components. Some pesticides have only one degradation pathway, some have two, and some even have a variety of degradation pathways. For example, the photolysis of the organophosphorus insecticides-ethyl parathion, methyl parathion, and phenylthiophosphorus in water and soil was found to include oxidation, hydrolysis, isomerization, and reduction (Figures 1(b)–1(d)) [75]. Pesticide hydrolysis was also the same. In the experiment of hydrolysis of chlorpyrifos (O,O-diethyl-O-(3,5,6-trichloro-2-pyridyl) phosphorothioate), nucleophilic attack was done by water of ethoxy carbon degradation products (Figures 1(e) and 1(f)) [76]. The effect of environmental factors on the photolysis and hydrolysis of pesticides was also a subject worthy of study. It was found that three insecticides were stable under acidic conditions. Dealkylation occurred in a neutral medium. In the alkaline medium, the ether bond broke to form phenol derivatives and dialkyl phosphoric acid (Figures 1(g)–1(j)) [77].

4.2. Fungicide

Like insecticides, the degradation pathways of fungicides were diverse. When the main degradation reaction occurs, it will be accompanied by parallel reactions. For example, the main photoproducts of azoxystrobin fungicides were produced by ether bond breaking. The secondary photolysis products might be due to demethylation. Photoisomerization and cleavage of acrylate double bonds were parallel pathways of degradation (Figures 2(a)–2(e)) [78]. For the degradation of fungicides, the researchers also considered the influence of environmental factors on the reaction. For example, the common humus in soil, acid-base environment, and the effect of micellar medium on degradation. The research showed that humus as the oxidant extracts electrons or hydrogen atoms from bactericides to form oxidation products. In the acidic environment, the disulfide bond and carbon-nitrogen bond in bactericide were destroyed, and there will be byproducts in the absence of metal tin ions. In nonionic micelles, the loss of the ethyl ester group and the opening of a dihydrocarbon ring will be inhibited. In the alkaline hydrolysis of benzoic acid and benzyl fungicides, the degradation mechanism was inferred to be a carboxyl fracture (Figures 2(f)–2(k)) [79–82].

4.3. Acaricide

For acaricides with a relatively complex structure, its degradation pathway also has many routes. For example, the photolysis pathway of abamectin, an acaricide composed of two colorless homologs with the same macrolide structure included oxygenation, demethylation, and isomerization (Figures 3(a) and 3(b)) [83]. In order to understand the degradation of acaricides under different conditions, the experimenters will design the degradation of acaricide under different light conditions in different solutions to master the possible different degradation mechanisms. For example, in the study of photolysis of non-naphthoquine, it was found that the degradation mechanism was the cleavage of ether bond between quinazoline and the phenyl ring system, the oxidation of a tert-butyl substituent and the oxidation of the heterocyclic part of a quinazoline ring (Figures 3(c)–3(e)) [84]. Even if the possible degradation mechanism was mastered, the renewal of acaricides was changing with each passing day. This means that it is very important to study the degradation of the new mechanism. In the study of a new benzoyl acetamide acaricide cyflumetofen (CYF), it was found that the electrophilic group carbon atoms on the CYF were found to be easily damaged by a nucleophilic attack, producing a hydrolysate 1. When the carbon-carbon single bond breaks, it binds with an amino group to produce hydrolysate 2 (Figures 3(f) and 3(g)) [85].

4.4. Herbicide

In the study of herbicide degradation, photolysis and hydrolysis were also studied by changing the light. It was found that Sulfuron could cause the sulfonyl group to fall off under neutral and alkaline conditions. Photooxidation and photoisomerization were the main reactions of triketone herbicides (Figure 4(a)) [86, 87]. Of course, herbicides were mostly organic, and their degradation reactions were complex and changeable, and there were many degradation products. There were nine photolysis products of ketene herbicides. It was conceivable that there were many photolysis pathways, including isomerization and cracking of the oxime ether bond, cracking of dechlorinated isopropyl group, sulfoxide, and oxidative cracking of the dechlorinated epoxy group (Figures 4(b) and 4(c)) [88]. Water molecules play an indispensable role in the hydrolysis of herbicides. They often attack compounds as nucleophiles, as do other types of pesticides. For example, the hydrolysis of sulfonyl herbicides. The hydrolysis mechanism was similar to the nucleophilic substitution reaction in which water molecules attack carbon groups from the aryl or heterocyclic side (Figure 4(d)) [89].

4.5. Nematicide

The most of degradation products detected in the degradation of nematicides were sulfoxides and sulfones because sulfur ions or methyl groups would undergo oxidative desulfurization and sulfur oxidation. The degradation of amine (4-methylisopropyl phosphoramide) nematicide and thiazole phosphorus were taken as an example (Figure 5) [90, 91]. It has also been shown above that titanium dioxide often participates in photolysis as a photocatalyst. The photolysis of fenamiphos nematicide has two steps under the action of catalyst, the first was oxidation and the second was mineralization [92].

4.6. Plant Growth Regulator

Photoisomerization often occurs under photolysis and plant growth regulators are no exception. The photolysis mechanism of gibberellin A3 derivatives was photoinduced aromatization of a ring (Figures 6(a) and 6(b)) [93]. Generally, the degradation of plant growth regulators is also needed to be considered as the influence of environmental factors. In the study of the degradation of methyl phosphonate (MPN), the effects of different environmental factors on its degradation were compared. It was found that the degradation mechanism was that electron transfer produces free radicals, reacts with oxygen to form peroxy radicals, and finally decomposes into hydroxyl radicals to attack methyl in MPN (Figure 6(c)) [94]. The degradation of plant growth regulators also involved many ways. For example, the photolysis pathway of malehydrazine included carbon-carbon double bond transfer site, ketone group, and amino group cleavage (Figure 6(d)) [95].

5. Identification Methods

In recent years, the methods and techniques for quantitative and qualitative analysis of pesticides were constantly updated. The critical methods and techniques were very useful for the residue analysis of pesticides and the identification of degradation products, degradation mechanism, and reaction pathway of the pesticides. Many technologies, such as gas chromatography-mass spectrometry (GC-MS/MS) [96–98], liquid chromatography-mass spectrometry (HPLC-MS/MS) [99–102], ultraperformance liquid chromatography-quadrupole-time-of-flight mass spectrometry (UPLC-Q-TOF-MS) [103–109], ultraperformance liquid chromatography-orbitrap mass spectrometry (UPLC-Orbitrap MS/MS) [110–114], and high-resolution mass spectrometry (UPLC-HRMS) [115–117] were used to separate the degradation products and identify the structure of products. So far, the high-resolution mass spectrometry combined with UPLC is increasingly used in the qualitative screening and degradation mechanism of pesticide metabolites, for its high-resolution ensures high sensitivity, accuracy, and high specificity required for complex sample analysis. Through these techniques, the degradation mechanisms and reaction pathways of many pesticides in the environment were identified. Pesticide may undergo physical and chemical processes in the soil. Therefore, a combination of physical and chemical unit processes was required and actually employed to ensure the removal of pesticide residues and byproducts from the environment. The mode and mechanism of chemical degradation were closely related to the molecular structure of pesticides. Generally, pesticides with functional groups such as haloalkyl, amide, amine, carbamate, epoxy, cyano, phosphate, and sulfate were easily hydrolyzed.

5.1. High-Performance Liquid Chromatography

High-performance liquid chromatography (HPLC) used a liquid as the mobile phase and high pressure infusion system. Single solvent or mixed solvent with different polarities and buffer were pumped into the chromatographic column. After being separated in the column, the sample was detected by the detector. High-performance liquid chromatography was used to study the degradation rate of fenpyroximate in apples, oranges, and grapes. The classical QuEChERS method was used for pretreatment. The C₁₈ column was used for separation and HPLC-PDA was used for detection [118].

5.2. Liquid Chromatography-Mass Spectrometry

Liquid chromatography-mass spectrometry (LC-MS). Pesticide residues were mainly detected by liquid chromatography tandem mass spectrometry, high performance liquid chromatography tandem mass spectrometry, and ultrahigh liquid chromatography tandem mass spectrometry.

Of course, in the experiment, the experimental method was not single and unchanging. There will be different methods in sample extraction, such as ultrasonic extraction, solid phase extraction, and so on. For example, ultrasonic extraction and HPLC-APCI-MS were used to determine antifouling pesticides and their degradation products in the sea. Solid phase extraction combined with liquid chromatography-mass spectrometry was used to determine benzophenone, carbazine, and their degradation products in water samples [119, 120]. However, overly complex experimental methods will consume a lot of human, material, and financial resources. Liquid chromatography tandem mass spectrometry was used to determine pesticides and their degradation products [121, 122]. With the development of science and technology, the identification and determination experiments of pesticides were constantly innovated. In the experiment of studying the photo-hydrolysis and degradation products of neonicotine insecticides, the absorbance of each neonicotine was determined by spectrophotometer, and the reaction products were determined by UPLC-MS/MS. There are also technologies such as ultrahigh liquid chromatography time of flight mass spectrometry (UPLC-Q-TOF-MS) and high-resolution mass spectrometry (UPLC-HRMS) to separate degradation products and identify the structure of products [123–125].

5.3. Gas Chromatography and Gas Chromatography-Mass Spectrometry

Gas chromatography was a chromatographic separation and analysis method using a gas as mobile phase. The vaporized sample was carried into the column by the carrier gas. The molecular forces of each component were different and the outflow time was different, so that the components were separated from each other. In pesticide degradation experiments, solid phase microextraction was often used to treat samples, regardless of the final detection method. This was the case in the experiment of studying the degradation residues of amitraz, which was treated by solid-phase microextraction and detected by gas chromatography ion trap detector (GC-ITD) [126].

In terms of gas chromatography-mass spectrometry, mass spectrometry has a unique ability to identify unknown compounds with extremely high sensitivity, making GC-MS one of the most powerful tools for separating and detecting complex compounds. Sometimes, the toxicity of degradation products will also be determined in the experiment because it is impossible to distinguish whether the degradation products of pesticides are still toxic. For example, the disappearance of methyl organophosphorus, toxic phosphorus, and malathion in aqueous solution and the formation of photodegradation products were detected by gas chromatography-mass spectrometry (GC-MS). The toxicity was determined by FIA-ache-TLS bioassay [127].

5.4. Other Methods

Isotope labeling was a method to understand the detailed process of chemical reactions by tracing compounds labeled by tracer elements. Carbon elements were used as tracer elements in pesticide degradation product recognition. Pesticide degradation research methods using carbon 13 and carbon 14 isotope markers have emerged and have gradually been widely used. This technique could be readily seen in studies of the degradation pathways and the identification of the degradation products of multiple pesticides [128, 129].

6. Concluding Remarks

Mentioned in this article are the different types of pesticide and its effects on human health and biological environment. Not only that, but also for pesticide degradation model, different kinds of pesticide degradation mechanisms and methods to identify degraded products are mentioned.

In today’s world, the widespread use of pesticides and pesticide residues did become a hot topic. For the health of human life and better biological environment, degradation of pesticide in nature should be familiar with the cognitive method and understand the photolysis hydrolysis and influencing factors (temperature, pH, light, etc.). Through the degradation mechanism and influencing factors, the degradation time could be accelerated, and the theoretical basis and basic support for pesticide residues could be provided in the future. In this paper, the biodegradation of pesticides was not described too much, mainly focusing on the photolysis and hydrolysis of pesticides. However, in recent years, there were more and more research studies on the biodegradation of pesticides. In the future development, the biodegradation of pesticides is also crucial to the development of pesticide degradation residues.

The identification method of pesticide degradation products was also mentioned in this paper. Through consulting data, the author found that high-performance liquid chromatography-mass spectrometry was mostly used in research experiments, mainly because of its advantages of high efficiency, high sensitivity, and wide application. With the development of technology, identification methods would be gradually updated, including UPLC-Q-TOF-MS and ultraperformance liquid chromatography-orbitrap mass spectrometry (UPLC-Orbitrap MS/MS).

Data Availability

The data that support the findings of this study are available from the corresponding author upon reasonable request.

Conflicts of Interest

The authors declare that they have no conflicts of interest.

Acknowledgments

This study was supported by the Key Project of the Science and Technology Research Project of the Education Department of Jiangxi Province (GJJ202803), Subject Construction Project of Jingdezhen Science and Technology Plan (20202GYZD015-07), and the Education Department of Jiangxi Province (GJJ212801).

References

W. J. Brill, “Safety concerns and genetic engineering in agriculture,” Science, vol. 227, no. 4685, pp. 381–384, 1985.
View at: Publisher Site | Google Scholar
R. L. Metcalf, “An increasing public concern,” The Pesticide Question, Springer, Heidelberg, Germany, pp. 426–430, 1993.
View at: Google Scholar
W. W. Stone, R. J. Gilliom, and K. R. Ryberg, “Pesticides in U.S. Streams and rivers: occurrence and trends during 1992-2011,” Environmental Science and Technology, vol. 48, no. 19, pp. 11025–11030, 2014.
View at: Publisher Site | Google Scholar
F. P. Carvalho, “Pesticides, environment, and food safety,” Food and Energy Security, vol. 6, no. 2, pp. 48–60, 2017.
View at: Publisher Site | Google Scholar
S. Z. Lari, N. A. Khan, K. N. Gandhi, T. S. Meshram, and N. P. Thacker, “Comparison of pesticide residues in surface water and ground water of agriculture intensive areas,” Journal of environmental health science and engineering, vol. 12, no. 1, pp. 11–17, 2014.
View at: Publisher Site | Google Scholar
S. Arora, I. Mukherjee, and T. P. Trivedi, “Determination of pesticide residue in soil, water and grain from IPM and non-IPM field trials of rice,” Bulletin of Environmental Contamination and Toxicology, vol. 81, no. 4, pp. 373–376, 2008.
View at: Publisher Site | Google Scholar
Z. Xing, L. Chow, H. Rees et al., “Influences of sampling methodologies on pesticide-residue detection in stream water,” Archives of Environmental Contamination and Toxicology, vol. 64, no. 2, pp. 208–218, 2013.
View at: Publisher Site | Google Scholar
G. Darko, O. Akoto, and C. Oppong, “Persistent organochlorine pesticide residues in fish, sediments and water from Lake Bosomtwi, Ghana,” Chemosphere, vol. 72, no. 1, pp. 21–24, 2008.
View at: Publisher Site | Google Scholar
S. M. Gitahi, D. M. Harper, S. M. Muchiri, M. P. Tole, and R. N. Ng’ang’a, “Organochlorine and organophosphorus pesticide concentrations in water, sediment, and selected organisms in Lake Naivasha (Kenya),” Lake Naivasha, Kenya, vol. 488, no. 1, pp. 123–128, 2002.
View at: Publisher Site | Google Scholar
E. D. Caldas, R. Coelho, L. C. K. R. Souza, and S. C. Silva, “Organochlorine pesticides in water, sediment, and fish of paranoá lake of brasilia, Brazil,” Bulletin of Environmental Contamination and Toxicology, vol. 62, no. 2, pp. 199–206, 1999.
View at: Publisher Site | Google Scholar
K. Feng, B. Y. Yu, D. M. Ge, M. H. Wong, X. C. Wang, and Z. H. Cao, “Organo-chlorine pesticide (DDT and HCH) residues in the Taihu Lake Region and its movement in soil-water system,” Chemosphere, vol. 50, no. 6, pp. 683–687, 2003.
View at: Publisher Site | Google Scholar
G. Shukla, A. Kumar, M. Bhanti, P. E. Joseph, and A. Taneja, “Organochlorine pesticide contamination of ground water in the city of Hyderabad,” Environment International, vol. 32, no. 2, pp. 244–247, 2006.
View at: Publisher Site | Google Scholar
T. A. Albanis and D. G. Hela, “Multi-residue pesticide analysis in environmental water samples using solid-phase extraction discs and gas chromatography with flame thermionic and mass-selective detection,” Journal of Chromatography A, vol. 707, no. 2, pp. 283–292, 1995.
View at: Publisher Site | Google Scholar
I. Osuna-Flores and M. C. Riva, “Organochlorine pesticide residue concentrations in shrimps, sediments, and surface water from Bay of Ohuira, Topolobampo, Sinaloa, Mexico,” Bulletin of Environmental Contamination and Toxicology, vol. 68, no. 4, pp. 532–539, 2002.
View at: Publisher Site | Google Scholar
R. Jayashree and N. Vasudevan, “Organochlorine pesticide residues in ground water of Thiruvallur district, India,” Environmental Monitoring and Assessment, vol. 128, no. 1, pp. 209–215, 2007.
View at: Publisher Site | Google Scholar
G. A. Idowu, “Organochlorine pesticide residue levels in river water and sediment from cocoa-producing areas of Ondo State central senatorial district, Nigeria,” Journal of Environmental Chemistry and Ecotoxicology, vol. 5, no. 9, pp. 242–249, 2013.
View at: Google Scholar
B. Sevilla-Morán, C. López-Goti, J. L. Alonso-Prados, and P. Sandín-España, “Aqueous photodegradation of sethoxydim herbicide: qtof elucidation of its by-products, mechanism and degradation pathway,” The Science of the Total Environment, vol. 472, pp. 842–850, 2014.
View at: Publisher Site | Google Scholar
J. Chang, Z. L. Chen, Z. Wang et al., “Ozonation degradation of microcystin-LR in aqueous solution: intermediates, byproducts and pathways,” Water Research, vol. 63, pp. 52–61, 2014.
View at: Publisher Site | Google Scholar
L. Qin, Y.-L. Lin, B. Xu et al., “Kinetic models and pathways of ronidazole degradation by chlorination, UV irradiation and UV/chlorine processes,” Water Research, vol. 65, pp. 271–281, 2014.
View at: Publisher Site | Google Scholar
L. Pareja, A. Pérez-Parada, A. Agüera, V. Cesio, H. Heinzen, and A. R. Fernández-Alba, “Photolytic and photocatalytic degradation of quinclorac in ultrapure and paddy field water: identification of transformation products and pathways,” Chemosphere, vol. 87, no. 8, pp. 838–844, 2012.
View at: Publisher Site | Google Scholar
P. C. Rúa-Gomez and W. Püttmann, “Degradation of lidocaine, tramadol, venlafaxine and the metabolites O-desmethyltramadol and O-desmethylvenlafaxine in surface waters,” Chemosphere, vol. 90, no. 6, pp. 1952–1959, 2013.
View at: Google Scholar
X. Liu, T. Zhang, Y. Zhou, L. Fang, and Y. Shao, “Degradation of atenolol by UV/peroxymonosulfate: kinetics, effect of operational parameters and mechanism,” Chemosphere, vol. 93, no. 11, pp. 2717–2724, 2013.
View at: Publisher Site | Google Scholar
B. Abramović, S. Kler, D. Sojić, M. Laušević, T. Radović, and D. Vione, “Photocatalytic degradation of metoprolol tartrate in suspensions of two TiO2-based photocatalysts with different surface area. Identification of intermediates and proposal of degradation pathways,” Journal of Hazardous Materials, vol. 198, pp. 123–132, 2011.
View at: Publisher Site | Google Scholar
K. Azrague, V. Pradines, E. Bonnefille, C. Claparols, M.-T. Maurette, and F. Benoit-Marquié, “Degradation of 2,4-dihydroxibenzoic acid by vacuum UV process in aqueous solution: kinetic, identification of intermediates and reaction pathway,” Journal of Hazardous Materials, vol. 237-238, pp. 71–78, 2012.
View at: Publisher Site | Google Scholar
X. H. Lin, S. N. Lee, W. Zhang, and S. F. Y. Li, “Photocatalytic degradation of terephthalic acid on sulfated titania particles and identification of fluorescent intermediates,” Journal of Hazardous Materials, vol. 303, pp. 64–75, 2016.
View at: Publisher Site | Google Scholar
G. Su, Y. Liu, L. Huang et al., “Synergetic effect of alkaline earth metal oxides and iron oxides on the degradation of hexachlorobenzene and its degradation pathway,” Chemosphere, vol. 90, no. 1, pp. 103–111, 2013.
View at: Publisher Site | Google Scholar
P. Chelme-Ayala, M. G. El-Din, and D. W. Smith, “Kinetics and mechanism of the degradation of two pesticides in aqueous solutions by ozonation,” Chemosphere, vol. 78, no. 5, pp. 557–562, 2010.
View at: Publisher Site | Google Scholar
J. Švrček, A. Marhoul, P. Kačer, M. Kuzma, L. Panek, and L. Cerveny, “The influence of operating conditions on the efficiency of vapor phase hydrogen peroxide in the degradation of 4-(dimethylamino) benzaldehyde,” Chemosphere, vol. 81, no. 5, pp. 617–625, 2010.
View at: Google Scholar
X. Liu, X. Xu, C. Li et al., “Degradation of chiral neonicotinoid insecticide cycloxaprid in flooded and anoxic soil,” Chemosphere, vol. 119, pp. 334–341, 2015.
View at: Publisher Site | Google Scholar
H.-F. Miao, M. Cao, D.-Y. Xu et al., “Degradation of phenazone in aqueous solution with ozone: influencing factors and degradation pathways,” Chemosphere, vol. 119, pp. 326–333, 2015.
View at: Publisher Site | Google Scholar
E. Koumaki, D. Mamais, C. Noutsopoulos et al., “Degradation of emerging contaminants from water under natural sunlight: the effect of season, pH, humic acids and nitrate and identification of photodegradation by-products,” Chemosphere, vol. 138, pp. 675–681, 2015.
View at: Publisher Site | Google Scholar
L. Xin, Y. Sun, J. Feng, J. Wang, and D. He, “Degradation of triclosan in aqueous solution by dielectric barrier discharge plasma combined with activated carbon fibers,” Chemosphere, vol. 144, pp. 855–863, 2016.
View at: Publisher Site | Google Scholar
P. N. Patil, S. D. Bote, and P. R. Gogate, “Degradation of imidacloprid using combined advanced oxidation processes based on hydrodynamic cavitation,” Ultrasonics Sonochemistry, vol. 21, no. 5, pp. 1770–1777, 2014.
View at: Publisher Site | Google Scholar
G. W. Ware and D. M. Whitacre, “An introduction to insecticides,” The Pesticide Book, Edu-Ware, Agoura Hills, CA, USA, 2004.
View at: Google Scholar
V. Oberemok, K. V. Laikova, Y. I. Gninenko, Z. Aleksei, P. M. Nyadar, and T. A. Adeyemi, “A short history of insecticides,” Journal of Plant Protection Research, vol. 55, no. 3, pp. 221–226, 2015.
View at: Publisher Site | Google Scholar
P. E. Russell, “A century of fungicide evolution,” The Journal of Agricultural Science, vol. 143, no. 1, pp. 11–25, 2005.
View at: Publisher Site | Google Scholar
C. J. Klittich, “Milestones in fungicide discovery: chemistry that changed agriculture,” Plant Health Progress, vol. 9, no. 1, 2008.
View at: Publisher Site | Google Scholar
D. W. Bartlett, J. M. Clough, J. R. Godwin, A. A. Hall, M. Hamer, and B. Parr-Dobrzanski, “The strobilurin fungicides,” Pest Management Science, vol. 58, no. 7, pp. 649–662, 2002.
View at: Publisher Site | Google Scholar
P. Jeschke, “Status and outlook for acaricide and insecticide discovery,” Pest Management Science, vol. 77, no. 1, pp. 64–76, 2021.
View at: Publisher Site | Google Scholar
M. A. Dekeyser, “Acaricide mode of action,” Pest Management Science, vol. 61, no. 2, pp. 103–110, 2005.
View at: Publisher Site | Google Scholar
S. O. Duke, “Overview of herbicide mechanisms of action,” Environmental Health Perspectives, vol. 87, pp. 263–271, 1990.
View at: Publisher Site | Google Scholar
F. E. Dayan, “Current status and future prospects in herbicide discovery,” Plants, vol. 8, no. 9, p. 341, 2019.
View at: Publisher Site | Google Scholar
F. E. Dayan, A. Barker, R. Bough, M. Ortiz, H. Takano, and S. O. Duke, “Herbicide mechanisms of action and resistance,” Comprehensive Biotechnology, vol. 4, pp. 36–48, 2019.
View at: Publisher Site | Google Scholar
J.-x. Chen and B.-a. Song, “Natural nematicidal active compounds: recent research progress and outlook,” Journal of Integrative Agriculture, vol. 20, no. 8, pp. 2015–2031, 2021.
View at: Publisher Site | Google Scholar
L. A. Ebone, M. Kovaleski, and C. C. Deuner, “Nematicides: history, mode, and mechanism action,” Plant Science Today, vol. 6, no. 2, pp. 91–97, 2019.
View at: Publisher Site | Google Scholar
P. Warrior, L. A. Rehberger, M. Beach, P. A. Grau, G. W. Kirfman, and J. M. Conley, “Commercial development and introduction of DiTeraTM, a new nematicide,” Pesticide Science, vol. 55, no. 3, pp. 376–379, 1999.
View at: Publisher Site | Google Scholar
E. F. George, M. A. Hall, and K. G. J. De, “Plant growth regulators i: introduction; auxins, their analogues and inhibitors,” Plant Propagation by Tissue Culture, Springer, Heidelberg, Germany, pp. 175–204, 2008.
View at: Google Scholar
W. Rademacher, “Plant growth regulators: backgrounds and uses in plant production,” Journal of Plant Growth Regulation, vol. 34, no. 4, pp. 845–872, 2015.
View at: Publisher Site | Google Scholar
D. E. Armstrong and J. G. Konrad, “Nonbiological degradation of pesticides,” Pesticides in Soil and Water, Wiley, Hoboken, NJ, USA, pp. 123–131, 1974.
View at: Google Scholar
S. O. Pehkonen and Q. Zhang, “The degradation of organophosphorus pesticides in natural waters: a critical review,” Critical Reviews in Environmental Science and Technology, vol. 32, no. 1, pp. 17–72, 2002.
View at: Publisher Site | Google Scholar
A. Dannenberg and S. O. Pehkonen, “Investigation of the heterogeneously catalyzed hydrolysis of organophosphorus pesticides,” Journal of Agricultural and Food Chemistry, vol. 46, no. 1, pp. 325–334, 1998.
View at: Publisher Site | Google Scholar
D. S. Bhatkhande, V. G. Pangarkar, and A. A. C. M. Beenackers, “Photocatalytic degradation for environmental applications - a review,” Journal of Chemical Technology and Biotechnology, vol. 77, no. 1, pp. 102–116, 2002.
View at: Publisher Site | Google Scholar
F. Akbal and A. Nur Onar, “Photocatalytic degradation of phenol,” Environmental Monitoring and Assessment, vol. 83, no. 3, pp. 295–302, 2003.
View at: Publisher Site | Google Scholar
D. Chatterjee and S. Dasgupta, “Visible light induced photocatalytic degradation of organic pollutants,” Journal of Photochemistry and Photobiology C: Photochemistry Reviews, vol. 6, no. 2-3, pp. 186–205, 2005.
View at: Publisher Site | Google Scholar
G. M. Zuo, Z. X. Cheng, H. Chen, G. Li, and T. Miao, “Study on photocatalytic degradation of several volatile organic compounds,” Journal of hazardous materials, vol. 128, no. 2-3, pp. 158–163, 2006.
View at: Publisher Site | Google Scholar
S. Ahmed, M. G. Rasul, R. Brown, and M. A. Hashib, “Influence of parameters on the heterogeneous photocatalytic degradation of pesticides and phenolic contaminants in wastewater: a short review,” Journal of Environmental Management, vol. 92, no. 3, pp. 311–330, 2011.
View at: Publisher Site | Google Scholar
S. Devipriya and S. Yesodharan, “Photocatalytic degradation of pesticide contaminants in water,” Solar Energy Materials and Solar Cells, vol. 86, no. 3, pp. 309–348, 2005.
View at: Publisher Site | Google Scholar
W. Li, “Photocatalysis of oxide semiconductors,” Journal of the Australian Ceramic Society, vol. 49, no. 2, pp. 41–46, 2013.
View at: Google Scholar
J.-M. Herrmann and C. Guillard, “Photocatalytic degradation of pesticides in agricultural used waters,” Comptes Rendus de l'Academie des Sciences - Series IIC: Chemistry, vol. 3, no. 6, pp. 417–422, 2000.
View at: Publisher Site | Google Scholar
S. H. Khan and B. Pathak, “Zinc oxide based photocatalytic degradation of persistent pesticides: a comprehensive review,” Environmental Nanotechnology, Monitoring and Management, vol. 13, Article ID 100290, 2020.
View at: Publisher Site | Google Scholar
A. Marinas, C. Guillard, J. M. Marinas, A. Fernández-Alba, A. Aguëra, and J.-M. Herrmann, “Photocatalytic degradation of pesticide-acaricide formetanate in aqueous suspension of TiO2,” Applied Catalysis B: Environmental, vol. 34, no. 3, pp. 241–252, 2001.
View at: Publisher Site | Google Scholar
D. D. Dionysiou, A. P. Khodadoust, M. T. Suidan, A. M. Kern, I. Baudin, and J. M. Laine, “Continuous-mode photocatalytic degradation of chlorinated phenols and pesticides in water using a bench-scale TiO2 rotating disk reactor,” Applied Catalysis B: Environmental, vol. 24, no. 3-4, pp. 139–155, 2000.
View at: Google Scholar
D. Vaya and P. K. Surolia, “Semiconductor based photocatalytic degradation of pesticides: an overview,” Environmental Technology and Innovation, vol. 20, Article ID 101128, 2020.
View at: Publisher Site | Google Scholar
K. Nawaz, K. Hussain, and N. ChoudaryU. llyasF. Lin, “Eco-friendly role of biodegradation against agricultural pesticides hazards,” African Journal of Microbiology Research, vol. 5, no. 3, pp. 177–183, 2011.
View at: Google Scholar
G. K. Sidhu, S. Singh, V. Kumar, D. S. Dhanjal, S. Datta, and J. Singh, “Toxicity, monitoring and biodegradation of organophosphate pesticides: a review,” Critical Reviews in Environmental Science and Technology, vol. 49, no. 13, pp. 1135–1187, 2019.
View at: Publisher Site | Google Scholar
M. Alexander, “Biodegradation of pesticides,” Pesticides and Their Effects on Soils and Water, vol. 8, pp. 78–84, 1966.
View at: Google Scholar
I. F. Lalrintluangi, V. Kumar, and D. Bisarya, “Biodegradation of pesticides: A review,” Biodegradation, vol. 8, no. 11, 2020.
View at: Google Scholar
J. Aislabie and G. Lloyd-Jones, “A review of bacterial-degradation of pesticides,” Soil Research, vol. 33, no. 6, pp. 925–942, 1995.
View at: Publisher Site | Google Scholar
G. K. Sims and R. G. Kanissery, “Anaerobic biodegradation of pesticides,” Microorganisms for Sustainability, vol. 10, pp. 33–54, 2019.
View at: Publisher Site | Google Scholar
R. L. Jones and F. A. Norris, “Factors affecting degradation of aldicarb and ethoprop,” Journal of nematology, vol. 30, no. 1, 1998.
View at: Google Scholar
R. H. Bromilow, A. A. Evans, and P. H. Nicholls, “Factors affecting degradation rates of five triazole fungicides in two soil types: 2. Field studies,” Pesticide Science, vol. 55, no. 12, pp. 1135–1142, 1999.
View at: Publisher Site | Google Scholar
K. D. Racke, K. P. Steele, R. N. Yoder, W. A. Dick, and E. Avidov, “Factors affecting the hydrolytic degradation of chlorpyrifos in soil,” Journal of Agricultural and Food Chemistry, vol. 44, no. 6, pp. 1582–1592, 1996.
View at: Publisher Site | Google Scholar
N. Burkhard and J. A. Guth, “Photolysis of organophosphorus insecticides on soil surfaces,” Pesticide Science, vol. 10, no. 4, pp. 313–319, 1979.
View at: Publisher Site | Google Scholar
M. Tamimi, S. Qourzal, A. Assabbane, J.-M. Chovelon, C. Ferronato, and Y. Ait-Ichou, “Photocatalytic degradation of pesticide methomyl: determination of the reaction pathway and identification of intermediate products,” Photochemical and Photobiological Sciences, vol. 5, no. 5, pp. 477–482, 2006.
View at: Publisher Site | Google Scholar
T. M. Sakellarides, M. G. Siskos, and T. A. Albanis, “Photodegradation of selected organophosphorus insecticides under sunlight in different natural waters and soils,” International Journal of Environmental Analytical Chemistry, vol. 83, no. 1, pp. 33–50, 2003.
View at: Publisher Site | Google Scholar
D. L. Macalady and N. L. Wolfe, “New perspectives on the hydrolytic degradation of the organophosphorothioate insecticide chlorpyrifos,” Journal of Agricultural and Food Chemistry, vol. 31, no. 6, pp. 1139–1147, 1983.
View at: Publisher Site | Google Scholar
O. A. Aly and M. I. Badawy, “Hydrolysis of organophosphate insecticides in aqueous media,” Environment International, vol. 7, no. 6, pp. 373–377, 1982.
View at: Publisher Site | Google Scholar
A. Boudina, C. Emmelin, A. Baaliouamer, O. Païssé, and J. M. Chovelon, “Photochemical transformation of azoxystrobin in aqueous solutions,” Chemosphere, vol. 68, no. 7, pp. 1280–1288, 2007.
View at: Publisher Site | Google Scholar
D. Vialaton, J.-F. Pilichowski, D. Baglio, A. Paya-Perez, B. Larsen, and C. Richard, “Phototransformation of propiconazole in aqueous media,” Journal of Agricultural and Food Chemistry, vol. 49, no. 11, pp. 5377–5382, 2001.
View at: Publisher Site | Google Scholar
J. C. Villedieu, A. de Savignac, and J. P. Calmon, “Kinetics and mechanisms of hydrolysis of dicarboximide fungicides in micellar media,” Journal of Agricultural and Food Chemistry, vol. 43, no. 7, pp. 1948–1953, 1995.
View at: Publisher Site | Google Scholar
W. Schwack and S. Nyanzi, “Analysis of dithiocarbamate fungicides. Reaction products of the thiuram disulphide fungicide thiram (TMTD) during acid hydrolysis,” Zeitschrift fur Lebensmittel-Untersuchung und -Forschung, vol. 198, no. 1, pp. 8–10, 1994.
View at: Publisher Site | Google Scholar
E. R. White, E. A. Bose, J. M. Ogawa, B. T. Manji, and W. W. Kilgore, “Thermal and base-catalyzed hydrolysis products of the systemic fungicide, benomyl,” Journal of Agricultural and Food Chemistry, vol. 21, no. 4, pp. 616–618, 1973.
View at: Publisher Site | Google Scholar
J. P. Escalada, J. Gianotti, A. Pajares, W. A. Massad, F. Amat-Guerri, and N. A. García, “Photodegradation of the Acaricide abamectin: a kinetic study,” Journal of Agricultural and Food Chemistry, vol. 56, no. 16, pp. 7355–7359, 2008.
View at: Publisher Site | Google Scholar
J. Bhattacharyya, H. Banerjee, and A. Bhattacharyya, “Photodecomposition of an acaricide, fenazaquin, in aqueous alcoholic solution,” Journal of Agricultural and Food Chemistry, vol. 51, no. 14, pp. 4013–4016, 2003.
View at: Publisher Site | Google Scholar
M. Li, R. Wang, Z. Kong, T. Gao, F. Wang, and B. Fan, “Cyflumetofen degradation in different aquatic environments and identification of hydrolytic products,” Journal of Environmental Chemical Engineering, vol. 8, no. 6, Article ID 104512, 2020.
View at: Publisher Site | Google Scholar
L. Scrano, S. A. Bufo, P. Perucci, P. Meallier, and M. Mansour, “Photolysis and hydrolysis of rimsulfuron,” Pesticide Science, vol. 55, no. 9, pp. 955–961, 1999.
View at: Publisher Site | Google Scholar
A. Trivella, M. Stawinoga, F. E. Dayan, C. L. Cantrell, P. Mazellier, and C. Richard, “Photolysis of natural β-triketonic herbicides in water,” Water Research, vol. 78, pp. 28–36, 2015.
View at: Publisher Site | Google Scholar
J. J. Villaverde, B. Sevilla-Morán, C. Calvo, J. L. Alonso-Prados, and P. Sandín-España, “Photolysis of clethodim herbicide and a formulation in aquatic environments: fate and ecotoxicity assessment of photoproducts by QSAR models,” The Science of the Total Environment, vol. 615, pp. 643–651, 2018.
View at: Publisher Site | Google Scholar
Q. Luo, G. Li, J. Xiao et al., “DFT study on the hydrolysis of metsulfuron-methyl: a sulfonylurea herbicide,” Journal of Theoretical and Computational Chemistry, vol. 17, no. 8, Article ID 1850050, 2018.
View at: Publisher Site | Google Scholar
S. Walia and P. Dureja, “Chemical and photochemical transformation of fenamiphos—an organophosphorus nematicide,” Toxicological and Environmental Chemistry, vol. 28, no. 2-3, pp. 189–194, 1990.
View at: Publisher Site | Google Scholar
S. Qin, J. Gan, W. Liu, and J. O. Becker, “Degradation and adsorption of fosthiazate in soil,” Journal of Agricultural and Food Chemistry, vol. 52, no. 20, pp. 6239–6242, 2004.
View at: Publisher Site | Google Scholar
A. El Yadini, B. Marouane, A. Ahmido et al., “Photolysis and photodegradation of fenamiphos insecticide by using slurry and supported TiO₂,” Journal of Materials and Environmental Science, vol. 4, no. 6, pp. 973–980, 2013.
View at: Google Scholar
L. A. Gurvich, N. S. Kobrina, E. P. Serebryakov, and V. F. Kucherov, “Photochemical transformations of gibberellin A3 derivatives aromatization of ring A,” Tetrahedron, vol. 27, no. 23, pp. 5901–5909, 1971.
View at: Publisher Site | Google Scholar
C. Zhang and H. B. Ji, “Effects of Environmental parameters on the ultraviolet Degradation of methylphosphonate,” Applied Ecology and Environmental Research, vol. 17, no. 4, pp. 9473–9482, 2019.
View at: Publisher Site | Google Scholar
A. Stoessl, “The photolysis of maleic hydrazide: evidence for an intermolecular hydrogen transfer,” Canadian Journal of Chemistry, vol. 43, no. 8, pp. 2430–2432, 1965.
View at: Publisher Site | Google Scholar
I. K. Konstantinou, T. M. Sakellarides, V. A. Sakkas, and T. A. Albanis, “Photocatalytic degradation of selected s-triazine herbicides and organophosphorus insecticides over aqueous TiO2 suspensions,” Environmental Science and Technology, vol. 35, no. 2, pp. 398–405, 2001.
View at: Publisher Site | Google Scholar
E.-S. Hwang, J. N. Cash, and M. J. Zabik, “Determination of degradation products and pathways of mancozeb and ethylenethiourea (ETU) in solutions due to ozone and chlorine dioxide treatments,” Journal of Agricultural and Food Chemistry, vol. 51, no. 5, pp. 1341–1346, 2003.
View at: Publisher Site | Google Scholar
P. P. Choudhury, S. Roy, K. K. Somyajulu, and P. Dureja, “Light induced transformation of isoprothiolane on glass, soil, and plant surface,” Toxicological and Environmental Chemistry, vol. 90, no. 5, pp. 873–878, 2008.
View at: Publisher Site | Google Scholar
S.-S. Chou, E. Taniguchi, and M. Eto, “Photodegradation of dialkyl 1,3-Dithiolan-2-ylidenemalonates and some other pesticides on solid particles,” Agricultural and Biological Chemistry, vol. 44, no. 9, pp. 2169–2177, 1980.
View at: Publisher Site | Google Scholar
B. Gupta, M. Rani, and R. Kumar, “Degradation of thiram in water, soil and plants: a study by high-performance liquid chromatography,” Biomedical Chromatography, vol. 26, no. 1, pp. 69–75, 2012.
View at: Publisher Site | Google Scholar
O. M. S. Filipe, S. A. O. Santos, M. R. M. Domingues et al., “Photodegradation of the fungicide thiram in aqueous solutions. Kinetic studies and identification of the photodegradation products by HPLC-MS/MS,” Chemosphere, vol. 91, no. 7, pp. 993–1001, 2013.
View at: Publisher Site | Google Scholar
C. Sirtori, A. Agüera, I. Carra, and J. A. Sanchéz Pérez, “Identification and monitoring of thiabendazole transformation products in water during Fenton degradation by LC-QTOF-MS,” Analytical and Bioanalytical Chemistry, vol. 406, no. 22, pp. 5323–5337, 2014.
View at: Publisher Site | Google Scholar
L. Yu, L. Wang, Y. Zhao, and B. Wang, “Identification and dissipation of omethoate and its main metabolite DMP in wheat determined by UPLC-QTOF/MS,” Journal of Agricultural and Food Chemistry, vol. 67, no. 20, pp. 5891–5898, 2019.
View at: Publisher Site | Google Scholar
J. M. Wolfand, G. H. LeFevre, and R. G. Luthy, “Metabolization and degradation kinetics of the urban-use pesticide fipronil by white rot fungus Trametes versicolor,” Environmental Sciences: Processes and Impacts, vol. 18, no. 10, pp. 1256–1265, 2016.
View at: Publisher Site | Google Scholar
D. D. Dionysiou, A. P. Khodadoust, M. T. Suidan, A. M. Kern, I. Baudin, and J. M. Laine, “Identification of sethoxydim degradation products in natural waters under different light sources by HPLC-QTOF-MS,” Microchemical Journal, vol. 119, pp. 6–10, 2015.
View at: Google Scholar
G. Chen, Y. Qiao, X. Zhang et al., “Identification and characterization of herbicide penoxsulam transformation products in aqueous media by UPLC-QTOF-MS,” Bulletin of Environmental Contamination and Toxicology, vol. 102, no. 6, pp. 854–860, 2019.
View at: Publisher Site | Google Scholar
K. Chen, F. Tian, C. Wu et al., “Degradation products and pathway of ethiprole in water and soil,” Water Research, vol. 161, pp. 531–539, 2019.
View at: Publisher Site | Google Scholar
I. Ferrer and E. M. Thurman, Mass Spectrometry for the Analysis of Pesticide Residues and Their Metabolites, Wiley-Blackwell, Hoboken, NJ, USA, pp. 207–229, 2015.
View at: Publisher Site
M. Jović, D. Manojlović, D. Stanković et al., “Degradation of triketone herbicides, mesotrione and sulcotrione, using advanced oxidation processes,” Journal of Hazardous Materials, vol. 260, pp. 1092–1099, 2013.
View at: Publisher Site | Google Scholar
A. Tawk, M. Deborde, J. Labanowski, and H. Gallard, “Chlorination of the β-triketone herbicides tembotrione and sulcotrione: kinetic and mechanistic study, transformation products identification and toxicity,” Water Research, vol. 76, pp. 132–142, 2015.
View at: Publisher Site | Google Scholar
A. Lozano, S. Uclés, A. Uclés, C. Ferrer, and A. R. Fernández-Alba, “Pesticide residue analysis in fruit- and vegetable-based baby foods using GC-orbitrap MS,” Journal of AOAC International, vol. 101, no. 2, pp. 374–382, 2018.
View at: Publisher Site | Google Scholar
C. I. Nannou, V. I. Boti, and T. A. Albanis, “Trace analysis of pesticide residues in sediments using liquid chromatography-high-resolution orbitrap mass spectrometry,” Analytical and Bioanalytical Chemistry, vol. 410, no. 7, pp. 1977–1989, 2018.
View at: Publisher Site | Google Scholar
M. Jović, D. Manojlović, D. Stanković et al., “Electrochemical degradation of triketone herbicides and identification of their main degradation products,” CLEAN–soil, Air, Water, vool., vol. 43, no. 7, pp. 1093–1099, 2014.
View at: Google Scholar
J. Cotton, F. Leroux, S. Broudin et al., “Development and validation of a multiresidue method for the analysis of more than 500 pesticides and drugs in water based on on-line and liquid chromatography coupled to high resolution mass spectrometry,” Water Research, vol. 104, pp. 20–27, 2016.
View at: Publisher Site | Google Scholar
A. López, V. Yusà, and M. Millet, “Retrospective screening of pesticide metabolites in ambient air using liquid chromatography coupled to high-resolution mass spectrometry,” Talanta, vol. 150, pp. 27–36, 2016.
View at: Google Scholar
A. López, C. Coscollà, V. Yusà, S. Armenta, M. de la Guardia, and F. A. Esteve-Turrillas, “Comprehensive analysis of airborne pesticides using hard cap espresso extraction-liquid chromatography-high-resolution mass spectrometry,” Journal of Chromatography.A, vol. 1506, pp. 27–36, 2017.
View at: Publisher Site | Google Scholar
A. López, P. Dualde, and V. Yusà, “Retrospective analysis of pesticide metabolites in urine using liquid chromatography coupled to high-resolution mass spectrometry,” Talanta, vol. 160, pp. 547–555, 2016.
View at: Google Scholar
S. H. Abd Al-Rahman, M. M. Almaz, and I. A. Osama, “Determination of degradation rate of acaricide fenpyroximate in apple, citrus, and grape by HPLC-DAD,” Food Analytical Methods, vol. 5, no. 2, pp. 306–311, 2012.
View at: Publisher Site | Google Scholar
K. Martínez and D. Barceló, “Determination of antifouling pesticides and their degradation products in marine sediments by means of ultrasonic extraction and HPLC-APCI-MS,” Fresenius’ Journal of Analytical Chemistry, vol. 370, no. 7, pp. 940–945, 2001.
View at: Publisher Site | Google Scholar
X. Wang, R. Jia, Y. Song, M. Wang, Q. Zhao, and S. Sun, “Determination of pesticides and their degradation products in water samples by solid-phase extraction coupled with liquid chromatography-mass spectrometry,” Microchemical Journal, vol. 149, Article ID 104013, 2019.
View at: Publisher Site | Google Scholar
A. Farran, J. De Pablo, and D. Barceló, “Identification of organophosphorus insecticides and their hydrolysis products by liquid chromatography in combination with UV and thermospray-mass spectrometric detection,” Journal of Chromatography A, vol. 455, pp. 163–172, 1988.
View at: Publisher Site | Google Scholar
K. Sinderhauf and W. Schwack, “Photolysis experiments on phosmet, an organophosphorus insecticide,” Journal of Agricultural and Food Chemistry, vol. 51, no. 20, pp. 5990–5995, 2003.
View at: Publisher Site | Google Scholar
S. A. Todey, A. M. Fallon, and W. A. Arnold, “Neonicotinoid insecticide hydrolysis and photolysis: rates and residual toxicity,” Environmental Toxicology and Chemistry, vol. 37, no. 11, pp. 2797–2809, 2018.
View at: Publisher Site | Google Scholar
S. Song, C. Zhang, Z. Chen, J. Wei, H. Tan, and X. Li, “Hydrolysis and photolysis of bentazone in aqueous abiotic solutions and identification of its degradation products using quadrupole time-of-flight mass spectrometry,” Environmental Science and Pollution Research, vol. 26, no. 10, pp. 10127–10135, 2019.
View at: Publisher Site | Google Scholar
X. Meng, N. Wang, X. Long, and D. Hu, “Degradation of a novel pesticide antiviral agent vanisulfane in aqueous solution: kinetics, identification of photolysis products, and pathway,” ACS Omega, vol. 5, no. 38, pp. 24881–24889, 2020.
View at: Publisher Site | Google Scholar
M. Jović, D. Manojlović, D. Stanković et al., “Solid phase microextraction and gas chromatography with ion trap detector (GC-ITD) analysis of amitraz residues in beeswax after hydrolysis to 2, 4-dimethylaniline” Analytica chimica acta,” Vool, vol. 571, no. 1, pp. 40–44, 2006.
View at: Google Scholar
M. Bavcon Kralj, M. Franko, and P. Trebše, “Photodegradation of organophosphorus insecticides - investigations of products and their toxicity using gas chromatography-mass spectrometry and AChE-thermal lens spectrometric bioassay,” Chemosphere, vol. 67, no. 1, pp. 99–107, 2007.
View at: Publisher Site | Google Scholar
S. Wang, A. Miltner, and K. M. Nowak, “Identification of degradation routes of metamitron in soil microcosms using 13C-isotope labeling,” Environmental Pollution, vol. 220, pp. 927–935, 2017.
View at: Publisher Site | Google Scholar
C. Poßberg, B. Schmidt, K. Nowak, M. Telscher, A. Lagojda, and A. Schaeffer, “Quantitative identification of biogenic nonextractable pesticide residues in soil by 14C-analysis,” Environmental Science and Technology, vol. 50, no. 12, pp. 6415–6422, 2016.
View at: Google Scholar

Copyright

Copyright © 2022 Xingang Meng et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

PDF Download Citation

Download other formats

Order printed copies

Views

1366

Downloads

748

Citations