Pyrolusite (β-MnO2)-mediated, near dry-phase oxidation of 2,4,6-trichlorophenol

Environmental Toxicology and Chemistry

Volumn 25, Issue 6, 2006, Pages 1474-1479

  Smith, Brant A ^a   Siems, William F ^b   Teel, Amy L ^a   Watts, Richard J ^a  

^a Washington State University   (United States)

^b WASHINGTON STATE UNIVERSITY   (United States)

Author keywords

2,4,6 Trichlorophenol; Manganese oxides; Oxidation; Pyrolusite

Indexed keywords

ATMOSPHERIC CHEMISTRY; ATMOSPHERIC HUMIDITY; DIMERS; OXIDATION; PHENOLS; TOXIC MATERIALS;

2,4,6-TRICHLOROPHENOL; MANGANESE OXIDES; PYROLUSITE;

MANGANESE COMPOUNDS;

2,3,7,8 TETRACHLORODIBENZO PARA DIOXIN; 2,4,6 TRICHLOROPHENOL; 2,6 DICHLORO 1,4 BENZOQUINONE; BENZOQUINONE DERIVATIVE; CHLOROPHENOL; DIMER; MANGANESE; MANGANESE OXIDE; PHENOL DERIVATIVE; POLYCHLORINATED PHENOXYPHENOL; PYROLUSITE; UNCLASSIFIED DRUG; 2,4,6-TRICHLOROPHENOL; MANGANESE DERIVATIVE; MANGANESE DIOXIDE; OXIDE;

NONAQUEOUS PHASE LIQUID; OXIDATION; OXYGEN; PHENOLIC COMPOUND; RELATIVE HUMIDITY; SOIL ECOSYSTEM; VADOSE ZONE;

ARTICLE; ATMOSPHERE; BIOTRANSFORMATION; DIMERIZATION; HUMIDITY; MASS SPECTROMETRY; OXIDATION; OXYGEN CONCENTRATION; PRIORITY JOURNAL; SOIL ANALYSIS; X RAY DIFFRACTION; CHEMISTRY; OXIDATION REDUCTION REACTION;

CHLOROPHENOLS; MANGANESE COMPOUNDS; OXIDATION-REDUCTION; OXIDES;

EID: 33746568535     PISSN: 07307268     EISSN: None     Source Type: Journal    
DOI: 10.1897/05-435R.1     Document Type: Article

References (40)

1. Schnoor JL. 1996. Environmental Modeling: Fate and Transport of Pollutants in Water, Air, and Soil. John Wiley, New York, NY, USA.
2. Watts RJ. 1998. Hazardous Wastes: Sources, Pathways, Receptors. John Wiley, New York, NY, USA.
3. Pillai P, Helling CS, Dragun J. 1982. Soil-catalyzed oxidation of aniline. Chemosphere 11:299-317.
4. Stone AT, Morgan JJ. 1984. Reduction and dissolution of manganese(III) and manganese(IV) oxides by organics: 2. Survey of the reactivity of organics. Environ Sci Technol 18:617-624.
5. Kriegman-King MR, Rheinhard M. 1992. Transformation of carbon tetrachloride in the presence of sulfide, biotite, and vermiculite. Environ Sci Technol 26:2198-2206.
6. Torrents A, Stone AT. 1993. Catalysis of picolinate ester hydrolysis at the oxide/water interface: Inhibition by coadsorbed species. Environ Sci Technol 27:2381-2386.
7. Butler EC, Hayes KF. 1998. Effects of solution composition and pH on the reductive dechlorination of hexachloroethane by iron sulfide. Environ Sci Technol 32:1276-1284.
8. Butler EC, Hayes KF. 1999. Kinetics of the transformation of trichloroethylene and tetrachloroethylene by iron sulfide. Environ Sci Technol 33:2021-2027.
9. McBride MB. 1994. Environmental Chemistry of Soils. Oxford University Press, New York, NY, USA.
10. Amonett JE, Dixon JB, Schulze DG. 2002. Soil Mineralogy with Environmental Applications. Soil Science Society of America, Madison, WI.
11. Stone AT. 1987. Reductive dissolution of manganese(III/IV) oxides by substituted phenols. Environ Sci Technol 21:979-988.
12. Ulrich HJ, Stone AT. 1989. Oxidation of chlorophenols adsorbed to manganese oxide surfaces. Environ Sci Technol 23:421-428.
13. Laha S, Luthy RG. 1990. Oxidation of aniline and other primary aromatic amines by manganese dioxide. Environ Sci Technol 24:363-373.
14. 2: Effect of cosolutes on initial and quasi-steady-state kinetics. Environ Sci Technol 31:2642-2649.
15. Zhang H, Huang C-H. 2003. Oxidative transformation of triclosan and chlorophene by manganese oxides. Environ Sci Technol 37:2421-2430.
16. Shin JY, Cheney MA. 2004. Abiotic transformation of atrazine in aqueous suspension of four synthetic manganese oxides. Colloid Surface A 242:85-92.
17. Eary LE, Rai D. 1987. Kinetics of chromium(III) oxidation to chromium(VI) by reaction with manganese dioxide. Environ Sci Technol 21:1187-1193.
18. Driehaus W, Seith R, Jekel M. 1995. Oxidation of arsenate(III) with manganese oxides in water treatment. Water Res 29:297-305.
19. Scott MJ, Morgan JJ. 1996. Reactions at oxide surfaces. 2. Oxidation of Se(IV) by synthetic birnessite. Environ Sci Technol 30:1990-1996.
20. Cheney MA, Sposito G, McGrath AE, Criddle RS. 1996. Abiotic degradation of 2,4-D (dichlorophenoxyacetic acid) on synthetic birnessite: A calorespirometric method. Colloid Surface A 107:131-140.
21. Cheney MA, Shin JY, Crowley DE, Alvey S, Malengreau N, Sposito G. 1998. Atrazine dealkylation on a manganese oxide surface. Colloid Surface A 137:267-273.
22. Wang D, Shin JY, Cheney MA, Sposito G, Spiro T. 1999. Manganese dioxide as a catalyst for oxygen-independent atrazine dealkylation. Environ Sci Technol 33:3160-3165.
23. Shin JY, Buzgo CM, Cheney MA. 2000. Mechanochemical degradation of atrazine adsorbed on four synthetic manganese oxides. Colloid Surface A 172:113-123.
24. Kruger EL, Rice PJ, Anhalt JC, Anderso TA, Coats JR. 1997. Comparative fates of atrazine and deethylatrazine in sterile and nonsterile soils. J Environ Qual 26:95-101.
25. Sullivan JB Jr, Krieger GR. 2001. Hazardous Materials Toxicology: Clinical Principles of Environmental Health. Williams & Wilkins, Baltimore, MD, USA.
26. Lewis RJ Sr. 2000. Sax's Dangerous Properties of Industrial Materials, 10th ed. John Wiley, New York, NY, USA.
27. Whittig LD, Allardice WR. X-ray diffraction techniques. 1986. In Klute A, ed, Methods of Soil Analysis, Part 1 - Physical and Mineralogical Methods. Soil Science Society of America, Madison, WI, pp 331-362.
28. Carter DL, Mortland MM, Kemper WD. 1986. Specific surface. In Klute A, ed, Methods of Soil Analysis, Part 1 - Physical and Mineralogical Methods. Soil Science Society of America, Madison, WI, pp 413-423.
29. Gambrell RP. 1996. Manganese. In Sparks DL, ed, Methods of Soil Analysis, Part 3 - Chemical Methods. Soil Science Society of America, Madison, WI, pp 665-682.
30. Kozawa A, Yeager JF. 1965. The cathodic reduction mechanism of electrolytic manganese dioxide in alkaline electrolyte. Journal of the Electrochemical Society 112:959-963.
31. Eickhoff H, Jung G, Rieker A. 2001. Oxidative phenol coupling-tyrosine dimers and libraries containing tyrosyl peptide dimers. Tetrahedron 57:353-264.
32. Khachatryan L, Burcat A, Dellinger B. 2003. An elementary reaction-kinetic model for the gas-phase formation of 1,3,6,8-and 1,3,7,9-tetrachlorinated dibenzo-p-dioxins from 2,4,6-trichlorophenol. Combust Flame 132:406-421.
33. Onodera S, Yamada K, Ymaji Y, Ishikura S. 1984. Chemical changes of organic compounds in chlorinated water: IX. Formation of polychlorinated phenoxyphenols during the reaction of phenol with hypochlorite in dilute aqueous solution. J Chromatogr 288:91-100.
34. Hirvonen A, Trapido M, Hentunen J, Tarhanen J. 2000. Formation of hydroxylated and dimeric intermediates during oxidation of chlorinated phenols in aqueous solution. Chemosphere 41:1211-1218.
35. Lomnicki S, Dellinger B. 2003. A detailed mechanism of the surface-mediated formation of PCDD/F from the oxidation of 2-chlorophenol on a CuO/silica surface. J Phys Chem A 107:4387-4395.
36. Addink R, Olie K. 1995. Mechanism of formation and destruction of polychlorinated dibenzo-p-dioxins and dibenzofurans in heterogeneous systems. Environ Sci Technol 29:1425-1435.
37. Louw R, Ahonkhai SI. 2002. Radical/radical vs radical/molecule reactions in the formation of PCDD/Fs from (chloro)phenols in incinerators. Chemosphere 46:1273-1278.
38. Burcat A, Khachatryan L, Dellinger BL. 2003. Thermodynamics of chlorinated phenols, polychlorinated dibenzo-p-dioxins, polychlorinated dibenzofurans, derived radicals, and intermediate species. J Phys Chem Ref Data 32:443-518.
39. Brava A, Fontana F, Fronza G, Minicsi F, Zhao L. 1998. Molecular induced homolysis versus "contential oxenoide oxygen insertion" in the oxidation of organic compounds by dimethyldioxirane. J Org Chem 63:254-263.
40. 4 cells. Journal of the Electrochemical Society 143:2204-2211.