Oxidative transformation of tetrachlorophenols and trichlorophenols by manganese dioxide

Environmental Toxicology and Chemistry

Volumn 28, Issue 6, 2009, Pages 1120-1129

  Zhao, Ling ^a,b   Yu, Zhiqiang ^b   Peng, Ping'An ^b   Huang, Weilin ^c   Dong, Yuanhua ^a  

^a INSTITUTE OF SOIL SCIENCE   (China)

^b GUANGZHOU INSTITUTE OF GEOCHEMISTRY   (China)

^c RUTGERS UNIVERSITY   (United States)

Author keywords

Abiotic transformation kinetics; Chlorophenols; Manganese dioxide

Indexed keywords

ABIOTIC TRANSFORMATION KINETICS; ADSORBABILITY; CHLOROPHENOLS; DERIVATIZATION METHOD; FASTER RATES; GAS CHROMATOGRAPHY-MASS SPECTROMETRY; ISOMERIC STRUCTURES; MANGANESE DIOXIDE; META POSITIONS; MONOMERIC PRODUCTS; OXIDATIVE COUPLINGS; OXIDATIVE TRANSFORMATIONS; PARA POSITION; PHENOXYPHENOLS; REACTION MECHANISM; SOLUTION CHEMISTRY; SOLUTION PH; TRANSFORMATION KINETICS;

AROMATIC HYDROCARBONS; CHROMATOGRAPHIC ANALYSIS; GAS CHROMATOGRAPHY; MANGANESE; MASS SPECTROMETRY; OLIGOMERS; PHENOLS; REACTION RATES; TRANSMISSION CONTROL PROTOCOL;

MANGANESE COMPOUNDS;

BIPHENYL DERIVATIVE; CHLOROPHENOL; MANGANESE DIOXIDE; PHENOL DERIVATIVE;

CHLOROPHENOL; MANGANESE; OXIDATION; PHENOLIC COMPOUND; SOLUTION; TRANSFORMATION;

ARTICLE; CHEMICAL STRUCTURE; CROSS COUPLING REACTION; GAS CHROMATOGRAPHY; HYDROXYLATION; ISOMERIZATION; KINETICS; MASS SPECTROMETRY; OXIDATION; PH MEASUREMENT; PRIORITY JOURNAL; SOIL POLLUTION;

DIMERIZATION; GAS CHROMATOGRAPHY-MASS SPECTROMETRY; HYDROGEN-ION CONCENTRATION; KINETICS; MANGANESE COMPOUNDS; OXIDATION-REDUCTION; OXIDES; PHENOLS;

EID: 67649183059     PISSN: 07307268     EISSN: None     Source Type: Journal    
DOI: 10.1897/08-257.1     Document Type: Article

References (29)

1. Häggblom MM, Valo JR. 1995. Bioremediation of chlorophenol wastes. In Young LY, Cerniglia CE, eds, Microbial Transformation and Degradation of Toxic Organic Chemicals. Wiley-Liss, New York, NY, USA, pp 389-434.
2. Czaplicka M. 2004. Sources and transformations of chlorophenols in the natural environment. Sci Total Environ 322:21-39. (Pubitemid 38481901)
3. Paasivirta J, Heinola K, Humppi T, Karjalainen A, Knuutinen J, Mäntykoski K, Paukku R, Piilola T, Surma-Aho K, Tarhanen J, Welling L, Vihonen H. 1985. Polychlorinated phenols, guaiacols and catechols in environment. Chemosphere 14:469-491. (Pubitemid 15117597)
4. Kinzell LH, McKenzie RM, Olson BA, Kirsch DG, Shull LR. 1979. Priority pollutants. I: A perspective view. Environ Sci Technol 13:416-423. (Pubitemid 9137068)
5. Zheng SK, Yang ZF, Do-Hyun J, Yun-Hee P. 2004. Removal of chlorophenols from groundwater by chitosan sorption. Water Res 38:2315-2322.
6. Bunce NJ, Nakai JS. 1989. Atmospheric chemistry of chlorinated phenols. J Air Pollut Control Assoc 39:820-823. (Pubitemid 19178504)
7. Boule P, Guyon C, Lemaire J. 1982. Photochemistry and environment. IV - Photochemical behavior of monochlorophenols in dilute aqueous solution. Chemosphere 11:1179-1188. (Pubitemid 13178096)
8. 2O. J Phys Chem 95:5116-5210.
9. Choudhry GG, Hutzinger O. 1982. Photochemical formation and degradation of polychlorinated dibenzofurans and dibenzo-p-dioxins. In Gunther FA, ed, Residue Reviews. Springer, New York, NY, USA, pp 133-160.
10. 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. (Pubitemid 14006832)
11. Stone AT. 1987. Reductive dissolution of manganese(III/IV) oxides by substituted phenols. Environ Sci Technol 21:979-988. (Pubitemid 18002698)
12. Ulrich HJ, Stone AT. 1989. Oxidation of chlorophenols adsorbed to manganese oxide surfaces. Environ Sci Technol 23:421-428. (Pubitemid 19092266)
13. Shindo H, Huang PM. 1984. Catalytic effects of manganese(IV), iron(III), aluminum, and silicon oxides on the formation of phenolic polymers. Soil Sci Soc Am J 48:927-934. (Pubitemid 14283247)
14. Pizzigallo MDR, Napola A, Spagnuolo M, Ruggiero P. 2004. Mechanochemical removal of organo-chlorinated compounds by inorganic components of soil. Chemosphere 55:1485-1492. (Pubitemid 38507396)
15. Park JW, Dec J, Kim JE, Bollag JM. 1999. Effect of humic constituents on the transformation of chlorinated phenols and anilines in the presence of oxidoreductive enzymes or birnessite. Environ Sci Technol 33:2028-2034. (Pubitemid 29288966)
16. Zhang HC, Huang CH. 2005. Oxidative transformation of fluoroquinolone antibacterial agents and structurally related amines by manganese oxide. Environ Sci Technol 39:4474-4483. (Pubitemid 40853131)
17. Shin JY, Cheney MA. 2004. Abiotic transformation of atrazine in aqueous suspension of four synthetic manganese oxides. Colloids Surf A: Physicochem Eng Aspects 242:85-92. (Pubitemid 38981576)
18. Nasser A, Sposito G, Cheney MA. 2000. Mechanochemical degradation of 2,4-D adsorbed on synthetic birnessite. Colloids Surf A: Physicochem Eng Aspects 163:117-123. (Pubitemid 30067537)
19. Cheney MA, Sposito G, McGrath AE, Criddle RS. 1996. Abiotic degradation of 2,4-D (dichlorophenoxyacetic acid) on synthetic birnessite - A calorespirometric method. Colloids Surf A: Physicochem Eng Aspects 107:131-140. (Pubitemid 26145433)
20. Zhang HC, Huang CH. 2003. Oxidative transformation of triclosan and chlorophene by manganese oxides. Environ Sci Technol 37:2421-2430. (Pubitemid 36644749)
21. Zhao L, Yu ZQ, Peng PA, Huang WL, Fang SQ, Zhou HY. 2006. Oxidation kinetics of pentachlorophenol by manganese dioxide. Environ Toxicol Chem 25:2912-2919. (Pubitemid 46086943)
22. Shiu WY, Ma KC, Varhanickova D, Mackay D. 1994. Chlorophenols and alkylphenols: A review and correlation of environmentally relevant properties and fate in an evaluative environment. Chemosphere 29:1155-1224. (Pubitemid 24296409)
23. Center for Veterinary Medicine. 1994. ICH Harmonized Tripartite Guideline. International Conference on Harmonization (ICH) of Technical Requirements for Registration of Pharmaceuticals for Human Use. Rockville, MD, USA.
24. March J. 1985. Advanced Organic Chemistry, 3rd ed. McGraw-Hill, New York, NY, USA.
25. Murray JW. 1974. The surface chemistry of hydrous manganese dioxide. J Colloid Interface Sci 46:357-371.
26. h and pH environments. Environ Sci Technol 36:3744-3748. (Pubitemid 35006327)
27. Ono Y, Matsumura T, Fukuzumi S. 1977. Electron spin resonance studies on the mechanism of the formation of p-benzosemiquinone anion over manganese dioxide. J Chem Soc Perkin Trans 11:1421-1424.
28. Yu J, Taylor KE, Zou H, Biswas N, Bewtra JK. 1994. Phenol conversion and dimeric intermediates in horseradish peroxidase-catalyzed phenol removal from water. Environ Sci Technol 28:2154-2160. (Pubitemid 290257)
29. Humppi T, Laitinen R, Kantolahti E, Knuutinen J, Paasivirta J, Tarhanen J, Lahtiperä M, Virkki L. 1984. Gas chromatographic-mass spectrometric analysis of chlorinated phenoxyphenols in the technical chlorophenol formulation Ky-5. J Chromatogr A 291:135-144. (Pubitemid 14110610)