Photoenhanced transformation of nicotine in aquatic environments: Involvement of naturally occurring radical sources

Water Research

Volumn 55, Issue , 2014, Pages 106-114

  Passananti, Monica ^a,b,c   Temussi, Fabio ^c   Iesce, Maria Rosaria ^c   Previtera, Lucio ^c   Mailhot, Gilles ^a,b   Vione, Davide ^d   Brigante, Marcello ^a,b  

^a UNIVERSITÉ CLERMONT AUVERGNE   (France)

^b ICCF   (France)

^c UNIVERSITY OF NAPLES FEDERICO II   (Italy)

^d UNIVERSITY OF TURIN   (Italy)

Author keywords

Environmental fate; Hydroxyl radical; Modelled half life time; Nitrogen centred radicals; Surface water

Indexed keywords

IRRADIATION; NICOTINE; NITROGEN OXIDES; PHOTOCHEMICAL REACTIONS; RATE CONSTANTS; SOLUTIONS;

AQUATIC ENVIRONMENTS; ENVIRONMENTAL FATE; HALF LIFE TIME; HYDROXYL RADICALS; MODELED HALF-LIFE TIME; NATURALLY OCCURRING; NITROGEN-CENTERED RADICAL; PHOTOENHANCED; RADICAL SOURCE; SINGLET OXYGEN;

SURFACE WATERS;

HYDROXYL RADICAL; NICOTINE; NICOTINIC ACID; OXYGEN; SINGLET OXYGEN; SURFACE WATER;

ALKALOID; AQUATIC ENVIRONMENT; AQUEOUS SOLUTION; ENVIRONMENTAL FATE; HALF LIFE; IRRADIANCE; NITROGEN DIOXIDE; NUMERICAL MODEL; PHOTOCHEMISTRY; PHOTODEGRADATION; RADICAL; REACTION KINETICS; SURFACE WATER; TRANSFORMATION; WATER TREATMENT;

AQUATIC ENVIRONMENT; ARTICLE; CALIBRATION; CHEMICAL STRUCTURE; ENVIRONMENTAL IMPACT; HALF LIFE TIME; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; IRRADIATION; LIQUID CHROMATOGRAPHY; PHOTOCHEMISTRY; PRIORITY JOURNAL; STEADY STATE; CHEMISTRY;

CHROMATOGRAPHY, HIGH PRESSURE LIQUID; HYDROXYL RADICAL; NICOTINE; PHOTOCHEMISTRY;

EID: 84896860316     PISSN: 00431354     EISSN: 18792448     Source Type: Journal    
DOI: 10.1016/j.watres.2014.02.016     Document Type: Article

References (42)

1. Akhtar M., Pechet M.M. The mechanism of the Barton reaction. J. Am. Chem. Soc. 1964, 86:265-268.
2. Barton D.H.R., Beaton J.M., Geller L.E., Pechet M.M. A new photochemical reaction. J. Am. Chem. Soc. 1960, 82:2640-2641.
3. Beitz T., Bechmann W., Mitzner R. Investigation on the photoreactions of nitrate and nitrite ions with selected azaarenes in water. Chemosphere 1999, 38:351-361.
4. Boreen A., Arnold W., McNeill K. Photodegradation of pharmaceuticals in the aquatic environment: a review. Aquat. Sci. 2003, 65:320-341.
5. Brezonik P.L., Fulkerson-Brekken J. Nitrate-induced photolysis in natural waters: controls on concentrations of hydroxyl radical photo-intermediates by natural scavenging agents. Environ. Sci. Technol. 1998, 32:3004-3010.
6. -) in aqueous solution. J. Phys. Chem. Ref.Data 1988, 17:513-886.
7. Calamari D., Zuccato E., Castiglioni S., Bagnati R., Fanelli R. Strategic survey of therapeutic drugs in the rivers Po and Lambro in Northern Italy. Environ. Sci. Technol. 2003, 37:1241-1248.
8. Charbouillot T., Brigante M., Mailhot G., Maddigapu P.R., Minero C., Vione D. Performance and selectivity of the terephthalic acid probe for ·OH as a function of temperature, pH and composition of atmospherically relevant aqueous media. J. Photochem. Photobiol. Chem. 2011, 222:70-76.
9. Chiron S., Comoretto L., Rinaldi E., Maurino V., Minero C., Vione D. Pesticide by-products in the Rhone delta (Southern France). The case of 4-chloro-2-methylphenol and of its nitroderivative. Chemosphere 2009, 74:599-604.
10. Chiron S., Minero C., Vione D. Occurrence of 2,4-Dichlorophenol and of 2,4-Dichloro-6-Nitrophenol in the Rhone river Delta (Southern France). Environ. Sci. Technol. 2007, 41:3127-3133.
11. De Laurentiis E., Chiron S., Kouras-Hadef S., Richard C., Minella M., Maurino V., Minero C., Vione D. Photochemical fate of carbamazepine in surface freshwaters: laboratory measures and modeling. Environ. Sci. Technol. 2012, 46:8164-8173.
12. DellaGreca M., Brigante M., Isidori M., Nardelli A., Previtera L., Rubino M., Temussi F. Phototransformation and ecotoxicity of the drug Naproxen-Na. Environ. Chem. Lett. 2003, 1:237-241.
13. Edwards C.A. The impact of pesticides on the environment. The Pesticide Question 1993, 13-46. Springer, US. D. Pimentel, H. Lehman (Eds.).
14. Garia de Llasera M.P., Bernal-Gonzalez M. Presence of carbamate pesticides in environmental waters from the northwest of Mexico: determination by liquid chromatography. Water Res. 2001, 35:1933-1940.
15. Haag W.R., Hoigne J. Singlet oxygen in surface waters. 3. Photochemical formation and steady-state concentrations in various types of waters. Environ. Sci. Technol. 1986, 20:341-348.
16. Haag W.R., Hoigne J., Gassman E., Braun A.A.M. Singlet oxygen in surface waters - part I: furfuryl alcohol as a trapping agent. Chemosphere 1984, 13:631-640.
17. Hernando M.D., Mezcua M., Fernandez-Alba A.R., Barcelo D. Environmental risk assessment of pharmaceutical residues in wastewater effluents, surface waters and sediments. Talanta 2006, 69:334-342.
18. Huerta-Fontela M., Galceran M.T., Martin-Alonso J., Ventura F. Occurrence of psychoactive stimulatory drugs in wastewaters in north-eastern Spain. Sci. Total Environ. 2008, 397:31-40.
19. Illinois Environmental Protection Agency Report on Pharmaceuticals and Personal Care Products in Illinois Drinking Water 2008, http://www.epa.state.il.us/water/pharmaceuticals-in-drinking-water.pdf.
20. Kolpin D.W., Furlong E.T., Meyer M.T., Thurman E.M., Zaugg S.D., Barber L.B., Buxton H.T. Pharmaceuticals, hormones, and other organic wastewater contaminants in U.S. streams, 1999-2000: a national reconnaissance. Environ. Sci. Technol. 2002, 36:1202-1211.
21. Maddigapu P.R., Minella M., Vione D., Maurino V., Minero C. Modeling phototransformation reactions in surface water bodies: 2,4-dichloro-6-nitrophenol as a case study. Environ. Sci. Technol. 2011, 45:209-214.
22. Mark G., Korth H.-G., Schuchmann H.-P., von Sonntag C. The photochemistry of aqueous nitrate ion revisited. J. Photochem. Photobiol. Chem. 1996, 101:89-103.
23. Martinez Bueno M.J., Ucles S., Hernando M.D., Davoli E., Fernandez-Alba A.R. Evaluation of selected ubiquitous contaminants in the aquatic environment and their transformation products. A pilot study of their removal from a sewage treatment plant. Water Res. 2011, 45:2331-2341.
24. Miller W.L., Kester D.R. Hydrogen peroxide measurement in seawater by (p-hydroxyphenyl)acetic acid dimerization. Anal. Chem. 2002, 60:2711-2715.
25. Nélieu S., Kerhoas L., Sarakha M., Einhorn J. Nitrite and nitrate induced photodegradation of monolinuron in aqueous solution. Environ. Chem. Lett. 2004, 2:83-87.
26. 2-enhanced photodegradation of Nicotine and Phosphamidon. Ind. Eng. Chem. Res. 2009, 48:3955-3963.
27. Parsons A.F. An Introduction to Free Radical Chemistry 2000, (Chapter 4), Blackwell Sciences Ltd.
28. Parsons A.F. An Introduction to Free Radical Chemistry 2000, (Chapter 9), Blackwell Sciences Ltd.
29. Passananti M., Temussi F., Iesce M.R., Mailhot G., Brigante M. The impact of the hydroxyl radical photochemical sources on the rivastigmine drug transformation in mimic and natural waters. Water Res. 2013, 47:5422-5430.
30. Petrick L.M., Svidovsky A., Dubowski Y. Thirdhand smoke: heterogeneous oxidation of nicotine and secondary aerosol formation in the indoor environment. Environ. Sci. Technol. 2011, 45:328-333.
31. Russi H., Kotzias D., Korte F. Photoinduzierte hydroxylierungsreaktionen organischer chemikalien in naturlichen Gewassern - nitrate als potentielle OH-radikalquellen. Chemosphere 1982, 11:1041-1048.
32. Schummer C., Mothiron E., Appenzeller B.M.R., Rizet A.-L., Wennig R., Millet M. Temporal variations of concentrations of currently used pesticides in the atmosphere of Strasbourg, France. Environ. Pollut. 2010, 158:576-584.
33. Shankar M.V., Nelieu S., Kerhoas L., Einhorn J. Photo-induced degradation of diuron in aqueous solution by nitrites and nitrates: kinetics and pathways. Chemosphere 2007, 66:767-774.
34. Suzuki J., Okazaki H., Nishi Y., Suzuki S. Formation of mutagens by photolysis of aromatic compounds in aqueous nitrate solution. Bull. Environ. Contam. Toxicol. 1982, 29:511-516.
35. Thomas H. Occurrence, fate, and removal of pharmaceutical residues in the aquatic environment: a review of recent research data. Toxicol. Lett. 2002, 131:5-17.
36. U.S. Environmental Protection Agency, Pesticides: Health And Safety, http://www.epa.gov/opp00001/health/human.htm.
37. Valcarcel Y., Gonzalez Alonso S., Rodriguez-Gil J.L., Gil A., Catala M. Detection of pharmaceutically active compounds in the rivers and tap water of the Madrid Region (Spain) and potential ecotoxicological risk. Chemosphere 2011, 84:1336-1348.
38. Vione D. A test of the potentialities of the APEX software (Aqueous photochemistry of environmentally occurring xenobiotics). Modelling the photochemical persistence of the herbicide cycloxydim in surface waters, based on literature kinetic data. Chemosphere 2013, 10.1016/j.chemosphere.2013.10.078.
39. Vione D., Bagnus D., Maurino V., Minero C. Quantification of singlet oxygen and hydroxyl radicals upon UV irradiation of surface water. Environ. Chem. Lett. 2010, 8:193-198.
40. Vione D., Maddigapu P.R., De Laurentiis E., Minella M., Pazzi M., Maurino V., Minero C., Kouras S., Richard C. Modelling the photochemical fate of ibuprofen in surface waters. Water Res. 2011, 45:6725-6736.
41. Vione D., Maurino V., Minero C., Pelizzetti E. Phenol nitration upon oxidation of nitrite by Mn(III,IV) (hydr)oxides. Chemosphere 2004, 55:941-949.
42. Weschler C.J., Fong K.L. Characterization of organic species associated with indoor aerosol particles. Environ. Int. 1986, 12:93-97.