Kinetics of dechlorination of atrazine using tin (SnII) at neutral pH conditions

Vijay Kumar, Simranjeet Singh

Article ID: 575
Vol 3, Issue 1, 2020

VIEWS - 502 (Abstract) 197 (PDF)

Abstract


Atrazine is a broad spectrum herbicide of triazine family. It is a chlorine-containing molecule and it can persist in environment. Chemical and biochemical techniques are the main techniques used to decompose the chemicals. In pre-sent study, the dechlorination of atrazine (Atr) via reaction with Sn(II) ion under aqueous media at neutral pH condi-tions was studied. The observed dechlorinated metabolite was 4-Ethylamino-6-isopropylamino-[1,3,5]triazin-2-ol. Identification of dechlorinated product of Atr was performed by using spectroscopic (FTIR) and mass (ESI-MS) spectrometric analysis. The kinetics of the dechlorination of Atr was measured by using pseudo-first order kinetics. The observed reaction constants was, kobs = 6.11x10-2 (at 430 mg/ L of Atr), and kobs = 6.14 x10-2 (at 215 mg/ L of Atr). The calculated half-life (t1/2) period was, t1/2 = 0.204 d (at 430 mg/ L of Atr), and t1/2 = 0.205 d (at 215 mg/ L of Atr).


Keywords


Atrazine; Dechlorination; Decomposition; IR Analysis; Mass Analysis

Full Text:

PDF


References


1. Chan KH, Chu W. Model applications and mechanism study on the degradation of atrazine by Fenton’s system. Journal of Hazardous Materials Journal of Hazardous Materials 2005; 118:227–237.

2. Chen H, Bramanti E, Longo I, et al. Oxidative decomposition of atrazine in water in the presence of hydrogen peroxide using an innovative microwave photochemical reactor. Journal of Hazardous Materials Journal of Hazardous Materials 2011; 186: 1808–1815.

3. Chen C, Yang S, Guo Y, et al. Photolytic destruction of endocrine disruptor atrazine in aqueous solution under UV irradiation: Products and pathways.Journal of Hazardous Materials Journal of Hazardous Materials 2009; 172: 675–684.

4. Kaur S, Kumar V, Chawla M, et al. Pesticides curbing soil fertility: Effect of complexation of free metal ions. Frontiers in Chemistry 2017; 5: 1–9.

5. Singh S, Kumar V, Chauhan A, et al. Toxicity, degradation and analysis of the herbicide atrazine .Environmental Chemistry Letters 2017; 16: 1–27.

6. Chen IM, Wanitchapichat W, Jirakittayakorn T, et al. Hexachlorobenzenedechlorination by indigenous sediment microorganisms. Journal of Hazardous Materials Journal of Hazardous Materials 2010; 177: 244–250.

7. Chandra R, Bharagava RN, Yadav S, et al. Accumulation and distribution of toxic metals in wheat (Triticumaestivum L.) and Indian mustard (Brassica campestris L.) irrigated with distillery and tannery effluents. Journal of Hazardous MaterialsJournal of Hazardous Materials 2009; 162: 1514–1521.

8. Singh S, Singh N, Kumar V, et al. Toxicity, monitoring and biodegradation of the fungicide carbendazim. Environmental Chemistry Letters 2016; 14:317–329.

9. Du Y, Zhao L, Chang Y, et al. Tantalum (oxy)nitrides nanotube arrays for the degradation of atrazine in vis-Fenton-like process. Journal of Hazardous Materials 2012; 226: 21–27.

10. Environmental Protection Agency (EPA). Interim reregistration eligibility decision for atrazine, pp 2005 (EPA-HQ-OPP-2003-0072-0002), U.S. Environmental Protection Agency, Washington, DC, 2003.

11. Kumar V, Kaur S, Singh S, et al. Unexpected formation of N-phenyl-thiophosphorohydrazidic acid O,S-dimethyl ester from acephate: Chemical, biotechnical and computational study. 3Biotech. 2016; 6(1): 1–11.

12. Dombek T, Dolan E, Schultz J, et al. Rapid reductive dechlorination of atrazine by zero-valent iron under acidic conditions. Environmental Pollution, 2001; 111: 21–27.

13. Gillham RW, O’Hannesin SF. Enhanced degradation of halogenated aliphatics by zero-valentiron. Ground Water 1994; 32(6): 958–967.

14. Herwig U, Klumpp E, Narres HD, et al. Physicochemical interactions between atrazine and clay minerals. Applied Clay Science 2001; 18: 211–222.

15. Kumar V, Upadhyay N, Manhas A. Designing, syntheses, characterization, computational study and biological activities of silver-phenothiazine metal complex.Journal of Molecular Structure 2015; 1099: 135–140.

16. Johnson TL, Scherer MM, Tratnyek PG. Kinetics of halogenated organic compound degradation by iron metal. Environmental Science and Technology 1996; 30: 634–2640.

17. Kim G, Woohyeok JW, Choe S. Dechlorination of atrazine using zero-valent iron (Fe0) under neutral pH conditions . Journal of Hazardous Materials 2008; 155: 502–506.

18. Kumar V, Upadhyay N, Kumar V, et al. A review on sample preparation and chromatographic determination of acephate and methamidophos in different samples.Arabian Journal of Chemistry 2015; 08: 624–631.

19. Kumar V, Upadhyay N, Kumar V, et al. Interactions of atrazine with transition metal ions in aqueous media: Experimental and computational approach. 3 Biotech 2015; 5: 791–798

20. Kumar V, Upadhyay N, Wasit AB, et al. Spectroscopic methods for the detection of organophosphate pesticides–A preview. Current World Environment 2013; 8(2): 313–318.

21. Kumar V, Upadhyay N, Singh S, et al. Thin-layer chromatography: comparative estimation of soil’s atrazine. Current World Environment 2013; 8: 469–473.

22. Martin M, Hagege AA, Brunette JP, et al. Use of synergistic extraction for the study of atrazine/metal interactions. Analytica Chimica Acta 1998; 373:161–165.

23. Kumar V, Singh S, Singh R, et al. Spectral, structural and energetic study of acephate, glyphosate, monocrotophos and phorate: An experimental and computational approach. Journal of Taibah University for Science 2018; 12 (1): 69–78.

24. Matheson LJ, Tratnyek PG. Reductive dehalogenation of chlorinated methanes by iron metal.Environmental Science and Technology 1994; 28 (12): 2045–2053.

25. Nelkenbaum E, Dror I, Berkowitz B. Reductive dechlorination of atrazine catalyzed by metalloporphyrins. Chemosphere 2009; 75:48–55.

26. Palma LD, Ferrantelli P, Petrucci E. Experimental study of the remediation of atrazine contaminated soils through soil extraction and subsequent peroxidation. Journal of Hazardous Materials 2003; 99: 265–276.

27. Kumar V, Singh S, Singh R, et al. Design, synthesis, and characterization of 2,2-bis(2,4-dinitrophenyl)-2-(phosphonatomethylamino)acetate as a herbicidal and biological active agent. Journal of Chemical Biology 2017; 10(4): 179–190.

28. Kumar V, Chawla M, Cavallo L, et al. Complexation of trichlorosalicylic acid with alkaline and first row transition metals as a switch for their antibacterial activity. Inorganica Chimica Acta 2018; 469: 379–386.

29. Patel UD, Suresh S. Effects of solvent, pH, salts and resin fatty acids on the dechlorination of pentachlorophenol using magnesium–silver and magnesium–palladium bimetallic systems. Journal of Hazardous Materials 2008; 156: 308–316.

30. Poonam, Kumari P, Ahmad S,et al. Reductive dechlorination of atrazine using sodium-borohydridecatalysed by cobalt(II) phthalocyanines. Tetrahedron Lettetters 2011; 52: 7083–7086.

31. Prasad R, Upadhyay N, Kumar V. Simultaneous determination of seven carbamate pesticide residues in gram, wheat, lentil, soybean, fenugreek leaves and apple matrices. Microchemical Journal 2013; 111: 91–97.

32. Singh KP, Malik A, Mohan D, et al. Distribution of persistent organochlorine pesticide residues in Gomti River, India. Bulletin of Environmental Contamination and Toxicology 2005; 74(1): 146–154.

33. Singh KP, Mohan D, Sinha S, et al. Impact assessment of treated/untreated wastewater toxicants discharged by sewage treatment plants on health, agricultural, and environmental quality in the wastewater disposal area. Chemosphere 2004; 55: 227–255.

34. Ta N, Hong J, Liu T, et al. Degradation of atrazine by microwave-assisted electrode less discharge mercury lamp in aqueous solution . Journal of Hazardous Materials 2006; 138: 187–197.

35. Tewari BB, Mohan D. Interaction of 2, 4-dinitrophenol and 2, 4, 6-trinitrophenol with copper, zinc, molybdenum and chromium ferrocyanides. Colloids and Surfaces A 1998; 131: 89-93.

36. Wang X, Chen C, Chang Y, et al. Dechlorination of chlorinated methanes by Pd/Fe bimetallic nanoparticles . Journal of Hazardous Materials 2009; 161: 815–823.

37. Xu J, Lv X, Li J, et al. Simultaneous adsorption and dechlorination of 2,4-dichlorophenol by Pd/Fe nanoparticles with multi-walled carbon nanotube support. Journal of Hazardous Materials 2012; 226: 36–45.

38. Kumar V, Singh S, Singh A, et al. Phytochemical analysis and comprehensive evaluation of antimicrobial, protein binding and antioxidant properties of Tinospora cordifolia. Journal of Biologically Active Products from Nature 2018; 8(3): 192–200.

39. Xu LJ, Chu W, Graham N. Atrazine degradation using chemical-free process of USUV: Analysis of the micro-heterogeneous environments and the degradation mechanisms. Journal of Hazardous Materials; 2014; 275: 166–174.

40. Kumar V, Singh S, Singh J, et al. Potential of plant growth promoting traits by bacteria isolated from heavy metal contaminated soils. Bulletin of Environmental Contamination and Toxicology 2015; 94: 807–814.

41. Zhang Y, Meng D, Wang Z, et al. Oxidative stress response in atrazine-degrading bacteria exposed to atrazine. Journal of Hazardous Materials 2012; 238: 44–438.

42. Zhou H, Han J, Baig SA, et al. Dechlorination of 2,4-dichlorophenoxyacetic acid by sodium carboxymethyl cellulose-stabilized Pd/Fe nanoparticles. Journal of Hazardous Materials 2011; 198: 7–12.




DOI: https://doi.org/10.24294/ace.v3i1.575

Refbacks

  • There are currently no refbacks.


Creative Commons License
This work is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License.