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Volumn 43, Issue 16, 2009, Pages 6275-6282

Ozonolysis of lignin models in aqueous solution: Anisole, 1,2-dimethoxybenzene, 1,4-dimethoxybenzene, and 1,3,5-trimethoxybenzene

Author keywords

[No Author keywords available]

Indexed keywords

AQUEOUS SOLUTIONS; BENZOQUINONES; DIMETHOXYBENZENE; GIBBS ENERGY; HYDROXYL RADICALS; LIGNIN MODELS; METHOXY; OH RADICAL; OZONE CONSUMPTION; OZONOLYSIS; POTENTIAL REACTIONS; RADICAL CATIONS; REFERENCE MATERIAL; SINGLET OXYGEN;

EID: 68049129252     PISSN: 0013936X     EISSN: 15205851     Source Type: Journal    
DOI: 10.1021/es900803p     Document Type: Article
Times cited : (50)

References (52)
  • 1
    • 0037374871 scopus 로고    scopus 로고
    • Ozonation of drinking water: Part I. Oxidation kinetics and product formation
    • von Gunten, U. Ozonation of drinking water: Part I. Oxidation kinetics and product formation. Wat. Res. 2003, 37, 1443-1467.
    • (2003) Wat. Res , vol.37 , pp. 1443-1467
    • von Gunten, U.1
  • 2
    • 0037374873 scopus 로고    scopus 로고
    • Ozonation of drinking water: Part II. Disinfection and by-product formation
    • von Gunten, U. Ozonation of drinking water: Part II. Disinfection and by-product formation. Wat. Res. 2003, 37, 1469-1487.
    • (2003) Wat. Res , vol.37 , pp. 1469-1487
    • von Gunten, U.1
  • 3
    • 0025765645 scopus 로고
    • Water disinfection: A review with some consideration of the requirements of the third world
    • Ellis, K. V. Water disinfection: a review with some consideration of the requirements of the third world. Crit. Rev. Env. Contr. 1991, 20, 341-407.
    • (1991) Crit. Rev. Env. Contr , vol.20 , pp. 341-407
    • Ellis, K.V.1
  • 4
    • 0009455897 scopus 로고    scopus 로고
    • Quesada, J.; Rubio, M.; Gómez, D. Chemical characterization of ozonated lignin solutions from corn (Zea mays) stalk and poplar (Populus deltoides) wood by capillary gas chromatography. High Res. Chromatogr. 1997, 20, 565-568.
    • Quesada, J.; Rubio, M.; Gómez, D. Chemical characterization of ozonated lignin solutions from corn (Zea mays) stalk and poplar (Populus deltoides) wood by capillary gas chromatography. High Res. Chromatogr. 1997, 20, 565-568.
  • 5
    • 0032625925 scopus 로고    scopus 로고
    • Radical formation in ozone reactions with lignin and carbohydrate model compounds
    • Ragnar, M.; Eriksson, T.; Reitberger, T. Radical formation in ozone reactions with lignin and carbohydrate model compounds. Holzforschung 1999, 53, 292-298.
    • (1999) Holzforschung , vol.53 , pp. 292-298
    • Ragnar, M.1    Eriksson, T.2    Reitberger, T.3
  • 6
    • 0000134270 scopus 로고    scopus 로고
    • A new mechanism in the ozone reaction with lignin like structures
    • Ragnar, M.; Eriksson, T.; Reitberger, T.; Brandt, P. A new mechanism in the ozone reaction with lignin like structures. Holzforschung 1999, 53, 423-428.
    • (1999) Holzforschung , vol.53 , pp. 423-428
    • Ragnar, M.1    Eriksson, T.2    Reitberger, T.3    Brandt, P.4
  • 7
    • 0003105305 scopus 로고
    • Free radical reactions of carbohydrates as studied by radiation techniques
    • von Sonntag, C. Free radical reactions of carbohydrates as studied by radiation techniques. Adv. Carbohydr. Chem. Biochem. 1980, 37, 7-77.
    • (1980) Adv. Carbohydr. Chem. Biochem , vol.37 , pp. 7-77
    • von Sonntag, C.1
  • 8
    • 0031072360 scopus 로고    scopus 로고
    • Hydroxyl radical induced viscosity loss in cellulose fibres
    • Lind, J.; Merényi, G.; Nilvebrant, N. O. Hydroxyl radical induced viscosity loss in cellulose fibres. J. Wood Chem. Technol. 1997, 17, 111-117.
    • (1997) J. Wood Chem. Technol , vol.17 , pp. 111-117
    • Lind, J.1    Merényi, G.2    Nilvebrant, N.O.3
  • 9
    • 0036539763 scopus 로고    scopus 로고
    • Erhöhung der biologischen Abbaubarkeit von organischen Inhaltsstoffen durch Ozonung am Beispiel von Ligninsulfonsäure unddem Kläranlagenablauf einer Papierfabrik.
    • Gorenflo, A.; Li, Y.; Frimmel, F. H. Erhöhung der biologischen Abbaubarkeit von organischen Inhaltsstoffen durch Ozonung am Beispiel von Ligninsulfonsäure unddem Kläranlagenablauf einer Papierfabrik. Chem. Ing. Tech. 2002, 74, 512-517.
    • (2002) Chem. Ing. Tech , vol.74 , pp. 512-517
    • Gorenflo, A.1    Li, Y.2    Frimmel, F.H.3
  • 10
    • 84889557831 scopus 로고
    • Rate constants for reactions of inorganic radicals in aqueous solution
    • Neta, P.; Huie, R. E.; Ross, A. B. Rate constants for reactions of inorganic radicals in aqueous solution. J. Phys. Chem. Ref. Data 1988, 17, 1027-1284.
    • (1988) J. Phys. Chem. Ref. Data , vol.17 , pp. 1027-1284
    • Neta, P.1    Huie, R.E.2    Ross, A.B.3
  • 11
    • 0002675708 scopus 로고
    • Molar absorptivities of ultraviolet and visible bands of ozone in aqueous solutions
    • Hart, E. J.; Sehested, K.; Holcman, J. Molar absorptivities of ultraviolet and visible bands of ozone in aqueous solutions. Anal. Chem. 1983, 55, 46-49.
    • (1983) Anal. Chem , vol.55 , pp. 46-49
    • Hart, E.J.1    Sehested, K.2    Holcman, J.3
  • 12
    • 33845554162 scopus 로고
    • Mechanism of the hydroxide ion initiated decomposition of ozone in aqueous solution
    • Forni, L.; Bahnemann, D.; Hart, E. J. Mechanism of the hydroxide ion initiated decomposition of ozone in aqueous solution. J. Phys. Chem. 1982, 86, 255-259.
    • (1982) J. Phys. Chem , vol.86 , pp. 255-259
    • Forni, L.1    Bahnemann, D.2    Hart, E.J.3
  • 13
    • 77049138167 scopus 로고
    • The colorimetric estimation of formaldehyde by means of the Hantzsch reaction
    • Nash, T. The colorimetric estimation of formaldehyde by means of the Hantzsch reaction. Biochem. J. 1953, 55, 416-421.
    • (1953) Biochem. J , vol.55 , pp. 416-421
    • Nash, T.1
  • 14
    • 33947469098 scopus 로고
    • Decomposition of water and aqueous solutions under mixed fast neutron and gamma radiation
    • Allen, A. O.; Hochanadel, C. J.; Ghormley, J. A.; Davis, T. W. Decomposition of water and aqueous solutions under mixed fast neutron and gamma radiation. J. Phys. Chem. 1952, 56, 575-586.
    • (1952) J. Phys. Chem , vol.56 , pp. 575-586
    • Allen, A.O.1    Hochanadel, C.J.2    Ghormley, J.A.3    Davis, T.W.4
  • 16
    • 0000189651 scopus 로고
    • Density-functional thermochemistry. III. The role of exact exchange
    • Becke, A. D. Density-functional thermochemistry. III. The role of exact exchange. J. Chem. Phys. 1993, 98, 5648-5652.
    • (1993) J. Chem. Phys , vol.98 , pp. 5648-5652
    • Becke, A.D.1
  • 17
    • 0345491105 scopus 로고
    • Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density
    • Lee, C.; Yang, W.; Parr, R. G. Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density. Phys. Rev. B 1988, 37, 785-789.
    • (1988) Phys. Rev. B , vol.37 , pp. 785-789
    • Lee, C.1    Yang, W.2    Parr, R.G.3
  • 18
    • 77951807957 scopus 로고    scopus 로고
    • Schrodinger LLC: New York
    • Jaguar 7.5; Schrodinger LLC: New York, 2007.
    • (2007) Jaguar 7.5
  • 19
    • 0000304948 scopus 로고
    • Accurate first principles calculation of molecular charge distributions and solvation energies from ab initio quantum mechanics and continuum dielectric theory
    • Tannor, D. J. M.; Murphy, B.; Friesner, R.; Stkoff, R. A.; Nicholls, D.; Ringnalda, A.; Goddard, W. A., III; Honig, B. Accurate first principles calculation of molecular charge distributions and solvation energies from ab initio quantum mechanics and continuum dielectric theory. J. Am. Chem. Soc. 1994, 116, 11875-11882.
    • (1994) J. Am. Chem. Soc , vol.116 , pp. 11875-11882
    • Tannor, D.J.M.1    Murphy, B.2    Friesner, R.3    Stkoff, R.A.4    Nicholls, D.5    Ringnalda, A.6    Goddard III, W.A.7    Honig, B.8
  • 22
    • 0000913174 scopus 로고
    • Hydroxyl radical-induced oxidation of 2-methyl-2-propanol in oxygenated aqueous solution. A product and pulse radiolysis study
    • Schuchmann, M. N.; von Sonntag, C. Hydroxyl radical-induced oxidation of 2-methyl-2-propanol in oxygenated aqueous solution. A product and pulse radiolysis study. J. Phys. Chem. 1979, 83, 780-784.
    • (1979) J. Phys. Chem , vol.83 , pp. 780-784
    • Schuchmann, M.N.1    von Sonntag, C.2
  • 24
    • 0038357808 scopus 로고    scopus 로고
    • Characterisation and quantitative determination of (hydro)peroxides formed in the radiolysis of dioxygen-containing systems and upon ozonolysis
    • Flyunt, R.; Leitzke, A.; von Sonntag, C. Characterisation and quantitative determination of (hydro)peroxides formed in the radiolysis of dioxygen-containing systems and upon ozonolysis. Radiat. Phys. Chem. 2003, 67, 469-473.
    • (2003) Radiat. Phys. Chem , vol.67 , pp. 469-473
    • Flyunt, R.1    Leitzke, A.2    von Sonntag, C.3
  • 25
    • 0032523052 scopus 로고    scopus 로고
    • The reaction of ozone with ethene and its methyl- and chlorine-substituted derivatives in aqueous solution
    • Dowideit, P.; von Sonntag, C. The reaction of ozone with ethene and its methyl- and chlorine-substituted derivatives in aqueous solution. Environ. Sci. Technol. 1998, 32, 1112-1119.
    • (1998) Environ. Sci. Technol , vol.32 , pp. 1112-1119
    • Dowideit, P.1    von Sonntag, C.2
  • 26
    • 0034309267 scopus 로고    scopus 로고
    • The reactions of ozone with tertiary amines including the complexing agents nitrilotriacetic acid (NTA) and ethylenediaminetetraacetic acid (EDTA) in aqueous solution
    • Muñoz, F.; von Sonntag, C. The reactions of ozone with tertiary amines including the complexing agents nitrilotriacetic acid (NTA) and ethylenediaminetetraacetic acid (EDTA) in aqueous solution. J. Chem. Soc., Perkin Trans. 2 2000, 2029-2033.
    • (2000) J. Chem. Soc., Perkin Trans. 2 , pp. 2029-2033
    • Muñoz, F.1    von Sonntag, C.2
  • 27
    • 37049087318 scopus 로고
    • Oxidation of benzene by the OH radical. A product and pulse radiolysis study in oxygenated aqueous solution
    • Pan, X.-M.; Schuchmann, M. N.; von Sonntag, C. Oxidation of benzene by the OH radical. A product and pulse radiolysis study in oxygenated aqueous solution. J. Chem. Soc., Perkin Trans. 2 1993, 289-297.
    • (1993) J. Chem. Soc., Perkin Trans. 2 , pp. 289-297
    • Pan, X.-M.1    Schuchmann, M.N.2    von Sonntag, C.3
  • 29
    • 0142009611 scopus 로고    scopus 로고
    • Ozonolysis of phenols in aqueous solution
    • Mvula, E.; von Sonntag, C. Ozonolysis of phenols in aqueous solution. Org. Biomolec. Chem. 2003, 1, 1749-1756.
    • (2003) Org. Biomolec. Chem , vol.1 , pp. 1749-1756
    • Mvula, E.1    von Sonntag, C.2
  • 30
    • 53149104756 scopus 로고    scopus 로고
    • The reactions of bromide with ozone towards bromate and the hypobromite puzzle: A Density Functional Theory study
    • Naumov, S.; von Sonntag, C. The reactions of bromide with ozone towards bromate and the hypobromite puzzle: a Density Functional Theory study. Ozone: Sci. Eng. 2008, 30, 339-343.
    • (2008) Ozone: Sci. Eng , vol.30 , pp. 339-343
    • Naumov, S.1    von Sonntag, C.2
  • 32
    • 41649102444 scopus 로고    scopus 로고
    • Guanine-derived radicals: Dielelectric constant-dependent stability and UV/Vis spectral properties: A DFT study
    • Naumov, S.; von Sonntag, C. Guanine-derived radicals: Dielelectric constant-dependent stability and UV/Vis spectral properties: A DFT study. Radiat. Res. 2008, 169, 364-372.
    • (2008) Radiat. Res , vol.169 , pp. 364-372
    • Naumov, S.1    von Sonntag, C.2
  • 34
    • 0001299280 scopus 로고
    • Lifetimes of α-dialkoxy carbocations produced via radical cations generated by electron transfer and photoionization in aqueous solution
    • Steenken, S.; McClelland, R. A. Lifetimes of α-dialkoxy carbocations produced via radical cations generated by electron transfer and photoionization in aqueous solution. J. Am. Chem. Soc. 1989, 111, 4967-4973.
    • (1989) J. Am. Chem. Soc , vol.111 , pp. 4967-4973
    • Steenken, S.1    McClelland, R.A.2
  • 35
    • 0000521946 scopus 로고
    • Radiation chemical production, lifetimes, and structure-activity relations for α-dialkoxyalkyl carbocations in aqueous solutions: Importance of solvation for cation reactivity
    • McClelland, R. A.; Steenken, S. Radiation chemical production, lifetimes, and structure-activity relations for α-dialkoxyalkyl carbocations in aqueous solutions: Importance of solvation for cation reactivity. J. Am. Chem. Soc. 1988, 110, 5860-5866.
    • (1988) J. Am. Chem. Soc , vol.110 , pp. 5860-5866
    • McClelland, R.A.1    Steenken, S.2
  • 36
    • 0000615129 scopus 로고
    • Radiation chemical production and lifetimes of trialkoxymethyl carbocations in aqueous solution
    • Steenken, S.; Buschek, J.; McClelland, R. A. Radiation chemical production and lifetimes of trialkoxymethyl carbocations in aqueous solution. J. Am. Chem. Soc. 1986, 108, 2808-2813.
    • (1986) J. Am. Chem. Soc , vol.108 , pp. 2808-2813
    • Steenken, S.1    Buschek, J.2    McClelland, R.A.3
  • 37
    • 0000906140 scopus 로고
    • Mechanismus der Ozonolyse
    • Criegee, R. Mechanismus der Ozonolyse. Angew. Chem. 1975, 87, 765-771.
    • (1975) Angew. Chem , vol.87 , pp. 765-771
    • Criegee, R.1
  • 38
    • 50849147516 scopus 로고
    • •- reactions and equilibria: A pulse radiolysis study
    • •- reactions and equilibria: a pulse radiolysis study. Radiat. Phys. Chem. 1989, 33, 69-74.
    • (1989) Radiat. Phys. Chem , vol.33 , pp. 69-74
    • Elliot, A.J.1    McCracken, D.R.2
  • 39
    • 0000461720 scopus 로고
    • Electron-transfer reactions of radical anions: Do they follow outer- or inner-sphere mechanisms?
    • Eberson, L.; Shaik, S. S. Electron-transfer reactions of radical anions: Do they follow outer- or inner-sphere mechanisms? J. Am. Chem. Soc. 1990, 112, 4484-4489.
    • (1990) J. Am. Chem. Soc , vol.112 , pp. 4484-4489
    • Eberson, L.1    Shaik, S.S.2
  • 40
    • 0001727357 scopus 로고
    • Oxidation potential of luminol. Is there autoxidation of singlet organic molecules and outer-sphere electron transfer?
    • Merényi, G.; Lind, J.; Shen, X.; Eriksen, T. E. Oxidation potential of luminol. Is there autoxidation of singlet organic molecules and outer-sphere electron transfer? J. Phys. Chem. 1990, 94, 748-752.
    • (1990) J. Phys. Chem , vol.94 , pp. 748-752
    • Merényi, G.1    Lind, J.2    Shen, X.3    Eriksen, T.E.4
  • 41
    • 37049091541 scopus 로고
    • Formation of radical cations and zwitterions versus demethoxylation in the reaction of OH with a series of methoxylated benzenes and benzoic acids. An example of the electrophilic nature of the OH radical
    • O'Neill, P.; Schulte-Frohlinde, D.; Steenken, S. Formation of radical cations and zwitterions versus demethoxylation in the reaction of OH with a series of methoxylated benzenes and benzoic acids. An example of the electrophilic nature of the OH radical. J. Chem. Soc. Faraday Disc. 1977, 63, 141-148.
    • (1977) J. Chem. Soc. Faraday Disc , vol.63 , pp. 141-148
    • O'Neill, P.1    Schulte-Frohlinde, D.2    Steenken, S.3
  • 42
    • 0002178842 scopus 로고    scopus 로고
    • Peroxyl radicals in aqueous solution
    • Alfassi, Z. B, Ed, Wiley: Chichester
    • von Sonntag, C.; Schuchmann, H.-P. Peroxyl radicals in aqueous solution. In Peroxyl Radicals; Alfassi, Z. B., Ed.; Wiley: Chichester, 1997; pp 173-234.
    • (1997) Peroxyl Radicals , pp. 173-234
    • von Sonntag, C.1    Schuchmann, H.-P.2
  • 44
    • 84989530388 scopus 로고
    • Reversibility in the reaction of cyclohexadienyl radicals with oxygen in aqueous solution
    • Fang, X.; Pan, X.; Rahmann, A.; Schuchmann, H.-P.; von Sonntag, C. Reversibility in the reaction of cyclohexadienyl radicals with oxygen in aqueous solution. Chem. - Eur. J. 1995, 1, 423-429.
    • (1995) Chem. - Eur. J , vol.1 , pp. 423-429
    • Fang, X.1    Pan, X.2    Rahmann, A.3    Schuchmann, H.-P.4    von Sonntag, C.5
  • 45
    • 19944419125 scopus 로고    scopus 로고
    • UV-visible absorption spectra of alkyl-, vinyl-, aryl- and thiylperoxyl radicals and some related radicals in aqueous solution:Aquantum-chemical study
    • Naumov, S.; von Sonntag, C. UV-visible absorption spectra of alkyl-, vinyl-, aryl- and thiylperoxyl radicals and some related radicals in aqueous solution:Aquantum-chemical study. J. Phys. Org. Chem. 2005, 18, 586-594.
    • (2005) J. Phys. Org. Chem , vol.18 , pp. 586-594
    • Naumov, S.1    von Sonntag, C.2
  • 47
    • 0034175176 scopus 로고    scopus 로고
    • Determination of fast ozone reaction by competition kinetics
    • Muñoz, F.; von Sonntag, C. Determination of fast ozone reaction by competition kinetics. J. Chem. Soc., Perkin Trans. 2 2000, 661-664.
    • (2000) J. Chem. Soc., Perkin Trans. 2 , pp. 661-664
    • Muñoz, F.1    von Sonntag, C.2
  • 48
    • 0037421824 scopus 로고    scopus 로고
    • The reaction of peroxyl radicals with ozone in water
    • Lind, J.; Merényi, G.; Johansson, E.; Brinck, T. The reaction of peroxyl radicals with ozone in water. J. Phys. Chem. A 2003, 107, 676-681.
    • (2003) J. Phys. Chem. A , vol.107 , pp. 676-681
    • Lind, J.1    Merényi, G.2    Johansson, E.3    Brinck, T.4
  • 49
    • 0001082166 scopus 로고
    • Anisole radical cation reactions in aqueous solution
    • Holcman, J.; Sehested, K. Anisole radical cation reactions in aqueous solution. J. Phys. Chem. 1976, 80, 1642-1644.
    • (1976) J. Phys. Chem , vol.80 , pp. 1642-1644
    • Holcman, J.1    Sehested, K.2
  • 51
    • 37049077070 scopus 로고
    • The superoxide radical reacts with tyrosine-derived phenoxyl radicals by addition rather than by electron transfer
    • Jin, F.; Leitich, J.; von Sonntag, C. The superoxide radical reacts with tyrosine-derived phenoxyl radicals by addition rather than by electron transfer. J. Chem. Soc., Perkin Trans. 2 1993, 1583-1588.
    • (1993) J. Chem. Soc., Perkin Trans. 2 , pp. 1583-1588
    • Jin, F.1    Leitich, J.2    von Sonntag, C.3
  • 52
    • 68049143445 scopus 로고    scopus 로고
    • Ozonation of wastewater: Rate of ozone consumption and hydroxyl radical yield
    • DOI: 10.1021/es900825f
    • Nöthe, T.; Fahlenkamp, H.; von Sonntag, C. Ozonation of wastewater: rate of ozone consumption and hydroxyl radical yield. Environ. Sci. Technol. 2009, 43, DOI: 10.1021/es900825f.
    • (2009) Environ. Sci. Technol , vol.43
    • Nöthe, T.1    Fahlenkamp, H.2    von Sonntag, C.3


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