Abiotic oxidation of catechol by soil metal oxides

Journal of Hazardous Materials

Volumn 134, Issue 1-3, 2006, Pages 161-168

  Colarieti, Maria Letizia ^a   Toscano, Giuseppe ^a   Ardi, Maria Raffaella ^a   Greco Jr , Guido ^a  

^a UNIVERSITY OF NAPLES FEDERICO II   (Italy)

Author keywords

Catechol; Fe oxide; Mn oxide; Oxidation; Polymerisation; Soil

Indexed keywords

CHEMICAL REACTORS; COMPLEXATION; CONCENTRATION (PROCESS); MOLECULAR WEIGHT; OXIDATION; POLYMERIZATION; SOILS;

CATECHOL; FE OXIDE; MN OXIDE; SLURRY REACTOR;

PHENOLS;

CATECHOL; IRON OXIDE; MANGANESE OXIDE; METAL COMPLEX; METAL OXIDE; NITROGEN; OXYGEN; POLYMER;

CHEMICAL REACTORS; COMPLEXATION; CONCENTRATION (PROCESS); MOLECULAR WEIGHT; OXIDATION; PHENOLS; POLYMERIZATION; SOILS;

ENZYME; IRON OXIDE; MANGANESE OXIDE; NITROGEN; OXIDATION; PHENOL; POLYMERIZATION; SOIL POLLUTION;

AQUEOUS SOLUTION; ARTICLE; MOLECULAR WEIGHT; OXIDATION; POLYMERIZATION; SOIL; SOLUBILITY;

CATECHOLS; CHEMISTRY, PHYSICAL; HYDROGEN-ION CONCENTRATION; IRON; KINETICS; MANGANESE; NITROGEN; OXIDATION-REDUCTION; OXIDES; SOIL;

EID: 33646535062     PISSN: 03043894     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jhazmat.2005.10.054     Document Type: Article

References (28)

1. Colarieti M.L., Toscano G., and Greco Jr. G. Soil-catalyzed polymerization of phenolics in polluted waters. Water Res. 36 (2002) 3015-3022
2. Cerniglia C.E. Biodegradation of polycyclic aromatic hydrocarbon. Biodegradation 3 (1992) 351-368
3. Kung K.-H., and McBride M.B. Electron transfer processes between hydroquinone and iron oxides. Clay Clay Miner. 36 (1988) 303-309
4. Lehmann R.G., Cheng H.H., and Harsh J.B. Oxidation of phenolics acids by soil iron and manganese oxides. Soil Sci. Soc. Am. J. 51 (1987) 352-356
5. Matocha C.J., Sparks D.L., Amonette J.E., and Kukkadapu R.K. Kinetics and mechanism of birnessite reduction by catechol. Soil Sci. Soc. Am. J. 65 (2001) 58-66
6. McBride M.B. Adsorption and oxidation of phenolic compounds by iron and manganese oxides. Soil Sci. Soc. Am. J. 51 (1987) 1466-1472
7. McBride M.B. Oxidation of dihydroxybenzenes in aerated aqueous suspensions of birnessite. Clay Clay Miner. 37 (1989) 341-347
8. Stone A.T., and Morgan J.J. Reduction and dissolution of manganese(III) and manganese(IV) oxides by organics. 1. Reaction with hydroquinone. Environ. Sci. Technol. 18 (1984) 450-456
9. Stone A.T., and Morgan J.J. Reduction and dissolution of manganese(III) and manganese(IV) oxides by organics. 2. Survey of the reactivity of organics. Environ. Sci. Technol. 18 (1984) 617-624
10. Stone A.T. Reductive dissolution of manganese(III/IV) oxides by substituted phenols. Environ. Sci. Technol. 21 (1987) 979-988
11. Wang T.S.C., Huang P.M., Chou C.-H., and Chen J.-H. The role of soil minerals in the abiotic polymerization of phenolic compounds and formation of humic substances. In: Huang P.M., and Schnitzer M. (Eds). Interactions of Soil Minerals with Natural Organics and Microbes (1986), Soil Science Society of America Inc., Madison, WI, USA 251-281
12. Naidja A., Huang P.M., and Bollag J.-M. Comparison of reaction products from the transformation of catechol catalyzed by birnessite or tyrosinase. Soil Sci. Soc. Am. J. 62 (1998) 188-195
13. Wang M.C., and Huang P.M. Ring cleavage and oxidative transformation of pyrogallol catalyzed by Mn, Fe, Al, Si oxides. Soil Sci. 165 (2000) 934-942
14. Indorante S.J., Follmer L.R., Hammer R.D., and Koenig P.G. Particle-size analysis by a modified pipette procedure. Soil Sci. Soc. Am. J. 54 (1990) 560-563
15. Springer U., and Klee J. Efficiency tests of the principal methods for determining carbon with chromic acid as well as of a proposed new rapid procedure. Z. Pflanz. Dueng. Bodenkd. 64 (1954) 1-26
16. Barbafieri M., Lubrano L., and Petruzzelli G. Characterization of heavy metal pollution in soil. Ann. Chim. 86 (1996) 635-652
17. Loeppert R.H., and Inskeep W.P. Iron, Methods of Soil Analysis, Part 3 (1996), Soil Science Society of America Inc., American Society of Agronomy Inc., Madison, WI pp. 639-664
18. Method 421A. Standard Methods for the Examination of Water and Wastewater. 16th ed. (1985), American Public Health Association, The American Water Works Association, The Water Pollution Control Federation, Washington, DC
19. Tyson C.A., and Martell A.E. Equilibria of metals ions with pyrocatechol and 3,5-di-t-butylpyrocatechol. J. Am. Chem. Soc. 90 (1968) 3379-3386
20. Kipton H., Powell J., and Taylor M.C. Interactions of iron(II) and iron(III) with gallic acid and its homologs: a potentiometric and spectrophotometric study. Aust. J. Chem. 35 (1982) 739-756
21. Dubey S.N., and Nepal J.K. Equilibrium study on the complex formation of manganese(II), iron(II), cobalt(II), nickel(II), copper(II) and zinc(II) with catechol and pyrogallol. J. Indian Chem. Soc. 63 (1986) 842-844
22. Avdeef A., Sofen S.R., Bregante T.L., and Raymond K.N. Coordination chemistry of microbial iron transport compounds. 9. Stability constants for catechol models of enterobactin. J. Am. Chem. Soc. 100 (1978) 5362-5370
23. Magers K.D., Smith C.G., and Sawyer D.T. Polarographic and spectroscopic studies of the manganese(II), -(III), and -(IV) complexes formed by polyhydroxy ligands. Inorg. Chem. 17 (1978) 515-523
24. Taqui Khan M.M., and Martell A.E. Homogenous Catalysis by Metal Complexes vol. I (1974), Academic Press, New York
25. Grinstead R.R. Metal-catalyzed oxidation of 3,5-di-t-butyl pyrocatechol, and its significance in the mechanism of pyrocatechase action. Biochemistry 3 (1964) 1308-1314
26. Dawson C.R., and Nelson J.M. The influence of catechol on the stability of o-benzoquinone in aqueous solutions. J. Am. Chem. Soc. 60 (1938) 245-249
27. Mason H.S. The chemistry of melanin. VI. Mechanism of the oxidation of catechol by tyrosinase. J. Biol. Chem. 181 (1949) 803-812
28. Musso H. Phenol oxidation reactions. Angew. Chem. Int. Ed. 2 (1963) 723-735