메뉴 건너뛰기




Volumn 73, Issue 4, 2008, Pages 629-633

Mechanisms of product formation from the pyrolytic thermal degradation of catechol

Author keywords

Combustion by products; Cyclopentadiene; Persistent free radical (PFR); Phenoxyl radical; Semiquinone

Indexed keywords

BENZENE; BIODEGRADATION; BIOMASS; CHEMICAL REACTIONS; DEGRADATION; HYDROGEN; KETONES; MECHANISMS; NAPHTHALENE; NONMETALS; PHENOLS; POLYCYCLIC AROMATIC HYDROCARBONS; RENEWABLE ENERGY RESOURCES; SILICA; SILICATE MINERALS; SILICON COMPOUNDS; SMOKE; STYRENE; SULFATE MINERALS;

EID: 50649085689     PISSN: 00456535     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.chemosphere.2008.03.064     Document Type: Article
Times cited : (59)

References (39)
  • 1
    • 0028119651 scopus 로고
    • Environmental tobacco-smoke is just as damaging to DNA as mainstream smoke
    • Bermudez E., Stone K., Carter K.M., and Pryor W.A. Environmental tobacco-smoke is just as damaging to DNA as mainstream smoke. Environ. Health Persp. 102 (1994) 870-874
    • (1994) Environ. Health Persp. , vol.102 , pp. 870-874
    • Bermudez, E.1    Stone, K.2    Carter, K.M.3    Pryor, W.A.4
  • 2
    • 0008492480 scopus 로고
    • Chemical studies on tobacco-smoke .77. Roles of tobacco cellulose, sugars, and chlorogenic acid as precursors to catechol in cigarette-smoke
    • Carmella S.G., Hecht S.S., Tso T.C., and Hoffmann D. Chemical studies on tobacco-smoke .77. Roles of tobacco cellulose, sugars, and chlorogenic acid as precursors to catechol in cigarette-smoke. J. Agr. Food Chem. 32 (1984) 267-273
    • (1984) J. Agr. Food Chem. , vol.32 , pp. 267-273
    • Carmella, S.G.1    Hecht, S.S.2    Tso, T.C.3    Hoffmann, D.4
  • 3
    • 84986791355 scopus 로고
    • Very low-pressure pyrolysis of phenyl ethyl ether, phenyl allyl ether, and benzyl methyl-ether and enthalpy of formation of phenoxy radical
    • Colussi A.J., Zabel F., and Benson S.W. Very low-pressure pyrolysis of phenyl ethyl ether, phenyl allyl ether, and benzyl methyl-ether and enthalpy of formation of phenoxy radical. Int. J. Chem. Kinet. 9 (1977) 161-178
    • (1977) Int. J. Chem. Kinet. , vol.9 , pp. 161-178
    • Colussi, A.J.1    Zabel, F.2    Benson, S.W.3
  • 7
    • 0037392615 scopus 로고    scopus 로고
    • Mechanisms of dioxin formation from the high-temperature pyrolysis of 2-chlorophenol
    • Evans C.S., and Dellinger B. Mechanisms of dioxin formation from the high-temperature pyrolysis of 2-chlorophenol. Environ. Sci. Technol. 37 (2003) 1325-1330
    • (2003) Environ. Sci. Technol. , vol.37 , pp. 1325-1330
    • Evans, C.S.1    Dellinger, B.2
  • 8
    • 0017094038 scopus 로고
    • Benzenediols-catechol, resorcinol and hydroquinone-review of industrial toxicology and current industrial exposure limits
    • Flickinger C.W. Benzenediols-catechol, resorcinol and hydroquinone-review of industrial toxicology and current industrial exposure limits. Am. Ind. Hyg. Assoc. J. 37 (1976) 596-606
    • (1976) Am. Ind. Hyg. Assoc. J. , vol.37 , pp. 596-606
    • Flickinger, C.W.1
  • 9
    • 50649106938 scopus 로고
    • Lignosulfonates. Xxv. Chromium bonds in lignosulfonate-bichromate gels
    • Hayashi A., and Namura Y. Lignosulfonates. Xxv. Chromium bonds in lignosulfonate-bichromate gels. Nippon Mokuzai Gakkaishi 12 (1966) 300-304
    • (1966) Nippon Mokuzai Gakkaishi , vol.12 , pp. 300-304
    • Hayashi, A.1    Namura, Y.2
  • 10
    • 26844454949 scopus 로고    scopus 로고
    • Open burning of agricultural biomass: physical and chemical properties of particle-phase emissions
    • Hays M.D., Fine P.M., Geron C.D., Kleeman M.J., and Gullett B.K. Open burning of agricultural biomass: physical and chemical properties of particle-phase emissions. Atmos. Environ. 39 (2005) 6747-6764
    • (2005) Atmos. Environ. , vol.39 , pp. 6747-6764
    • Hays, M.D.1    Fine, P.M.2    Geron, C.D.3    Kleeman, M.J.4    Gullett, B.K.5
  • 11
    • 0001277045 scopus 로고
    • Effect of nitrates in tobacco on the catechol yield in cigaret smoke
    • Kallianos A.G., Means R.E., and Mold J.D. Effect of nitrates in tobacco on the catechol yield in cigaret smoke. Tob. Sci. 12 (1968) 125-129
    • (1968) Tob. Sci. , vol.12 , pp. 125-129
    • Kallianos, A.G.1    Means, R.E.2    Mold, J.D.3
  • 12
    • 33747462141 scopus 로고    scopus 로고
    • Formation of cyclopentadienyl radical from the gas-phase pyrolysis of hydroquinone, catechol, and phenol
    • Khachatryan L., Adounkpe J., Maskos Z., and Dellinger B. Formation of cyclopentadienyl radical from the gas-phase pyrolysis of hydroquinone, catechol, and phenol. Environ. Sci. Technol. 40 (2006) 5071-5076
    • (2006) Environ. Sci. Technol. , vol.40 , pp. 5071-5076
    • Khachatryan, L.1    Adounkpe, J.2    Maskos, Z.3    Dellinger, B.4
  • 13
    • 0025328833 scopus 로고
    • Cigarette smoke-induced DNA-damage - role of hydroquinone and catechol in the formation of the oxidative DNA-adduct, 8-hydroxydeoxyguanosine
    • Leanderson P., and Tagesson C. Cigarette smoke-induced DNA-damage - role of hydroquinone and catechol in the formation of the oxidative DNA-adduct, 8-hydroxydeoxyguanosine. Chemi-Biol. Interact. 75 (1990) 71-81
    • (1990) Chemi-Biol. Interact. , vol.75 , pp. 71-81
    • Leanderson, P.1    Tagesson, C.2
  • 14
    • 0026584757 scopus 로고
    • Cigarette smoke-induced DNA damage in cultured human lung-cells - role of hydroxyl radicals and endonuclease activation
    • Leanderson P., and Tagesson C. Cigarette smoke-induced DNA damage in cultured human lung-cells - role of hydroxyl radicals and endonuclease activation. Chem-Biol. Interact. 81 (1992) 197-208
    • (1992) Chem-Biol. Interact. , vol.81 , pp. 197-208
    • Leanderson, P.1    Tagesson, C.2
  • 15
    • 0036827386 scopus 로고    scopus 로고
    • Global kinetic rate parameters for the formation of polycyclic aromatic hydrocarbons from the pyrolyis of catechol, a model compound representative of solid fuel moieties
    • Ledesma E.B., Marsh N.D., Sandrowitz A.K., and Wornat M.J. Global kinetic rate parameters for the formation of polycyclic aromatic hydrocarbons from the pyrolyis of catechol, a model compound representative of solid fuel moieties. Energ. Fuel 16 (2002) 1331-1336
    • (2002) Energ. Fuel , vol.16 , pp. 1331-1336
    • Ledesma, E.B.1    Marsh, N.D.2    Sandrowitz, A.K.3    Wornat, M.J.4
  • 17
    • 0028214731 scopus 로고
    • Reactive oxygen-dependent DNA-damage resulting from the oxidation of phenolic-compounds by a copper-redox cycle mechanism
    • Li Y.B., and Trush M.A. Reactive oxygen-dependent DNA-damage resulting from the oxidation of phenolic-compounds by a copper-redox cycle mechanism. Cancer Res. 54 (1994) S1895-S1898
    • (1994) Cancer Res. , vol.54
    • Li, Y.B.1    Trush, M.A.2
  • 18
    • 0001351779 scopus 로고
    • Thermal-decomposition of methyl phenyl ether in shock-waves-the kinetics of phenoxy radical reactions
    • Lin C.Y., and Lin M.C. Thermal-decomposition of methyl phenyl ether in shock-waves-the kinetics of phenoxy radical reactions. J. Phys. Chem. 90 (1986) 425-431
    • (1986) J. Phys. Chem. , vol.90 , pp. 425-431
    • Lin, C.Y.1    Lin, M.C.2
  • 19
    • 0038384682 scopus 로고    scopus 로고
    • A detailed mechanism of the surface-mediated formation of pcdd/f from the oxidation of 2-chlorophenol on CuO/silica surface
    • Lomnicki S., and Dellinger B. A detailed mechanism of the surface-mediated formation of pcdd/f from the oxidation of 2-chlorophenol on CuO/silica surface. J. Phys. Chem. A 107 (2003) 4387-4395
    • (2003) J. Phys. Chem. A , vol.107 , pp. 4387-4395
    • Lomnicki, S.1    Dellinger, B.2
  • 20
    • 0037039923 scopus 로고    scopus 로고
    • Bond dissociation enthalpies of polyphenols: the importance of cooperative effects
    • Lucarini M., Mugnaini V., and Pedulli G.F. Bond dissociation enthalpies of polyphenols: the importance of cooperative effects. J. Org. Chem. 67 (2002) 928-931
    • (2002) J. Org. Chem. , vol.67 , pp. 928-931
    • Lucarini, M.1    Mugnaini, V.2    Pedulli, G.F.3
  • 21
    • 0842283303 scopus 로고    scopus 로고
    • Yields of polycyclic aromatic hydrocarbons from the pyrolysis of catechol [ortho-dihydroxybenzene]: temperature and residence time effects
    • Marsh N.D., Ledesma E.B., Sandrowitz A.K., and Wornat M.J. Yields of polycyclic aromatic hydrocarbons from the pyrolysis of catechol [ortho-dihydroxybenzene]: temperature and residence time effects. Energ. Fuel 18 (2004) 209-217
    • (2004) Energ. Fuel , vol.18 , pp. 209-217
    • Marsh, N.D.1    Ledesma, E.B.2    Sandrowitz, A.K.3    Wornat, M.J.4
  • 22
    • 0030354198 scopus 로고    scopus 로고
    • Reaction mechanisms in aromatic hydrocarbon formation involving the C5H5 cyclopentadienyl moiety
    • Melius C.F., Colvin M.E., Marinov N.M., Pitz W.J., and Senkan S.M. Reaction mechanisms in aromatic hydrocarbon formation involving the C5H5 cyclopentadienyl moiety. Proc. Comb. Inst. 26 (1996) 685-692
    • (1996) Proc. Comb. Inst. , vol.26 , pp. 685-692
    • Melius, C.F.1    Colvin, M.E.2    Marinov, N.M.3    Pitz, W.J.4    Senkan, S.M.5
  • 23
    • 84915789552 scopus 로고    scopus 로고
    • Pyrolytic growth of polycyclic aromatic hydrocarbons by cyclopentadienyl moieties
    • Mulholland J.A., Lu M., and Kim D.H. Pyrolytic growth of polycyclic aromatic hydrocarbons by cyclopentadienyl moieties. Proc. Comb. Inst. 28 (2000) 2593-2599
    • (2000) Proc. Comb. Inst. , vol.28 , pp. 2593-2599
    • Mulholland, J.A.1    Lu, M.2    Kim, D.H.3
  • 24
    • 0020665426 scopus 로고
    • The radicals in cigarette tar - their nature and suggested physiological implications
    • Pryor W.A., Hales B.J., Premovic P.I., and Church D.F. The radicals in cigarette tar - their nature and suggested physiological implications. Science 220 (1983) 425-427
    • (1983) Science , vol.220 , pp. 425-427
    • Pryor, W.A.1    Hales, B.J.2    Premovic, P.I.3    Church, D.F.4
  • 25
    • 0020646254 scopus 로고
    • Electron-spin resonance study of mainstream and sidestream cigarette-smoke - nature of the free-radicals in gas-phase smoke and in cigarette tar
    • Pryor W.A., Prier D.G., and Church D.F. Electron-spin resonance study of mainstream and sidestream cigarette-smoke - nature of the free-radicals in gas-phase smoke and in cigarette tar. Environ. Health Persp. 47 (1983) 345-355
    • (1983) Environ. Health Persp. , vol.47 , pp. 345-355
    • Pryor, W.A.1    Prier, D.G.2    Church, D.F.3
  • 26
    • 0028080284 scopus 로고
    • Mechanisms of radical formation from reactions of ozone with target molecules in the lung
    • Pryor W.A. Mechanisms of radical formation from reactions of ozone with target molecules in the lung. Free Radical Bio. Med. 17 (1994) 451-465
    • (1994) Free Radical Bio. Med. , vol.17 , pp. 451-465
    • Pryor, W.A.1
  • 27
    • 0000432855 scopus 로고
    • Design aspects of a modular instrumentation system for thermal diagnostic studies
    • Rubey W.A., and Grant R.A. Design aspects of a modular instrumentation system for thermal diagnostic studies. Rev. Sci. Instrum. 59 (1988) 265-269
    • (1988) Rev. Sci. Instrum. , vol.59 , pp. 265-269
    • Rubey, W.A.1    Grant, R.A.2
  • 28
    • 50649087153 scopus 로고    scopus 로고
    • Sax, N.I., Lewis, R.J., 1988. Pyrocatechol. In: Van Nostrand Reinhold (Ed.), Dangerous Properties of Industrial Materials Report, pp. 87-94.
    • Sax, N.I., Lewis, R.J., 1988. Pyrocatechol. In: Van Nostrand Reinhold (Ed.), Dangerous Properties of Industrial Materials Report, pp. 87-94.
  • 29
    • 0000977638 scopus 로고
    • Pyrolytic studies on the contribution of tobacco leaf constituents to the formation of smoke catechols
    • Schlotzhauer W.S., Martin R.M., Snook M.E., and Williamson R.E. Pyrolytic studies on the contribution of tobacco leaf constituents to the formation of smoke catechols. J. Agr. Food Chem. 30 (1982) 372-374
    • (1982) J. Agr. Food Chem. , vol.30 , pp. 372-374
    • Schlotzhauer, W.S.1    Martin, R.M.2    Snook, M.E.3    Williamson, R.E.4
  • 30
    • 0035500449 scopus 로고    scopus 로고
    • Quinoid redox cycling as a mechanism for sustained free radical generation by inhaled airborne particulate matter
    • Squadrito G.L., Cueto R., Dellinger B., and Pryor W.A. Quinoid redox cycling as a mechanism for sustained free radical generation by inhaled airborne particulate matter. Free Radical Biol. Med. 31 (2001) 1132-1138
    • (2001) Free Radical Biol. Med. , vol.31 , pp. 1132-1138
    • Squadrito, G.L.1    Cueto, R.2    Dellinger, B.3    Pryor, W.A.4
  • 31
    • 0029012010 scopus 로고
    • The esr properties, DNA nicking, and DNA association of aged solutions of catechol versus aqueous extracts of tar from cigarette-smoke
    • Stone K., Bermudez E., Zang L.Y., Carter K.M., Queenan K.E., and Pryor W.A. The esr properties, DNA nicking, and DNA association of aged solutions of catechol versus aqueous extracts of tar from cigarette-smoke. Arch. Biochem. Biophys. 319 (1995) 196-203
    • (1995) Arch. Biochem. Biophys. , vol.319 , pp. 196-203
    • Stone, K.1    Bermudez, E.2    Zang, L.Y.3    Carter, K.M.4    Queenan, K.E.5    Pryor, W.A.6
  • 32
    • 0006939653 scopus 로고
    • A system for thermal diagnostic studies
    • Striebich R.C., and Rubey W.A. A system for thermal diagnostic studies. Am. Lab. 22 (1990) 68-69
    • (1990) Am. Lab. , vol.22 , pp. 68-69
    • Striebich, R.C.1    Rubey, W.A.2
  • 33
    • 50649107823 scopus 로고    scopus 로고
    • Striebich, R.C., Rubey, W.A., Tirey, D.A., 1991. The thermal decomposition of various organic materials using the system for thermal diagnostic studies (STDS). In: International SAMPE Environmental Conference, vol. 1, pp. 155-162.
    • Striebich, R.C., Rubey, W.A., Tirey, D.A., 1991. The thermal decomposition of various organic materials using the system for thermal diagnostic studies (STDS). In: International SAMPE Environmental Conference, vol. 1, pp. 155-162.
  • 34
    • 50649117429 scopus 로고
    • Lignin utilization. II. Resin properties of 4-alkyl-substituted catechol compounds.
    • Troughton G.E., Manville J.F., and Chow S.Z. Lignin utilization. II. Resin properties of 4-alkyl-substituted catechol compounds. Forest Prod. J. 22 (1972) 108-110
    • (1972) Forest Prod. J. , vol.22 , pp. 108-110
    • Troughton, G.E.1    Manville, J.F.2    Chow, S.Z.3
  • 35
    • 38949166338 scopus 로고    scopus 로고
    • Mechanisms of molecular product and persistent radical formation from the pyrolysis of hydroquinone
    • Truong H., Lomnicki S., and Dellinger B. Mechanisms of molecular product and persistent radical formation from the pyrolysis of hydroquinone. Chemosphere 71 (2008) 107-113
    • (2008) Chemosphere , vol.71 , pp. 107-113
    • Truong, H.1    Lomnicki, S.2    Dellinger, B.3
  • 36
    • 5744248613 scopus 로고    scopus 로고
    • Phytochemicals inhibit catechol-o-methyltransferase activity in cytosolic fractions from healthy human mammary tissues: implications for catechol estrogen-induced DNA damage
    • Van Duursen M.B.M., Sanderson J.T., de Jong P.C., Kraaij M., and van den Berg M. Phytochemicals inhibit catechol-o-methyltransferase activity in cytosolic fractions from healthy human mammary tissues: implications for catechol estrogen-induced DNA damage. Toxicol. Sci. 81 (2004) 316-324
    • (2004) Toxicol. Sci. , vol.81 , pp. 316-324
    • Van Duursen, M.B.M.1    Sanderson, J.T.2    de Jong, P.C.3    Kraaij, M.4    van den Berg, M.5
  • 37
    • 50649102235 scopus 로고
    • Excretion of catechol amines and their precursors in healthy individuals during neuroemotional night work with motion restrictions
    • Vasil'ev V.N., and Matlina E.S. Excretion of catechol amines and their precursors in healthy individuals during neuroemotional night work with motion restrictions. Endokrin. Mekh. Regul. Prisposobl. Organizma. Myshechn. Deyatel'nosti 3 (1972) 169-177
    • (1972) Endokrin. Mekh. Regul. Prisposobl. Organizma. Myshechn. Deyatel'nosti , vol.3 , pp. 169-177
    • Vasil'ev, V.N.1    Matlina, E.S.2
  • 38
    • 33646271134 scopus 로고    scopus 로고
    • Formation of naphthalene, indene, and benzene from cyclopentadiene pyrolysis: a DFT study
    • Wang D., Violi A., Kim D.H., and Mullholland J.A. Formation of naphthalene, indene, and benzene from cyclopentadiene pyrolysis: a DFT study. J. Phys. Chem. A 110 (2006) 4719-4725
    • (2006) J. Phys. Chem. A , vol.110 , pp. 4719-4725
    • Wang, D.1    Violi, A.2    Kim, D.H.3    Mullholland, J.A.4
  • 39
    • 0035479475 scopus 로고    scopus 로고
    • Polycyclic aromatic hydrocarbons from the pyrolysis of catechol (ortho-dihydroxybenzene), a model fuel representative of entities in tobacco, coal, and lignin
    • Wornat M.J., Ledesma E.B., and Marsh N.D. Polycyclic aromatic hydrocarbons from the pyrolysis of catechol (ortho-dihydroxybenzene), a model fuel representative of entities in tobacco, coal, and lignin. Fuel 80 (2001) 1711-1726
    • (2001) Fuel , vol.80 , pp. 1711-1726
    • Wornat, M.J.1    Ledesma, E.B.2    Marsh, N.D.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.