메뉴 건너뛰기




Volumn 12, Issue 3, 2013, Pages 527-535

Mechanistic pathways of the photolysis of paracetamol in aqueous solution: An example of photo-Fries rearrangement

Author keywords

[No Author keywords available]

Indexed keywords

ARGON; HYDROGEN PEROXIDE; OXYGEN; PARACETAMOL; WATER;

EID: 84876705494     PISSN: 1474905X     EISSN: 14749092     Source Type: Journal    
DOI: 10.1039/c2pp25341k     Document Type: Article
Times cited : (19)

References (42)
  • 1
    • 0017349415 scopus 로고
    • Drugs and drug metabolites as environmental contaminants: Chlorophenoxyisobutyrate and salicylic acid in sewage water effluent
    • C. Hignite D. L. Aznaroff Drugs and drug metabolites as environmental contaminants: chlorophenoxyisobutyrate and salicylic acid in sewage water effluent Life Sci. 1977 20 2 337 341
    • (1977) Life Sci. , vol.20 , Issue.2 , pp. 337-341
    • Hignite, C.1    Aznaroff, D.L.2
  • 2
    • 0032210734 scopus 로고    scopus 로고
    • Occurrence of drugs in German sewage treatment plants and rivers
    • T. A. Ternes Occurrence of drugs in German sewage treatment plants and rivers Water Res. 1998 32 11 3245 3260
    • (1998) Water Res. , vol.32 , Issue.11 , pp. 3245-3260
    • Ternes, T.A.1
  • 3
    • 37149023509 scopus 로고    scopus 로고
    • Multi-residue analysis of pharmaceutical compounds in aqueous samples
    • A. Togola H. Budzinski Multi-residue analysis of pharmaceutical compounds in aqueous samples J. Chromatogr., A 2008 1177 1 150 158
    • (2008) J. Chromatogr., A , vol.1177 , Issue.1 , pp. 150-158
    • Togola, A.1    Budzinski, H.2
  • 4
    • 0030751219 scopus 로고    scopus 로고
    • Detection of drugs and drug metabolites in groundwater samples of a drinking water treatment plant
    • T. Heberer U. Dünnbier C. Reilich H. J. Stan Detection of drugs and drug metabolites in groundwater samples of a drinking water treatment plant Fresenius Environ. Bull. 1997 6 438 443
    • (1997) Fresenius Environ. Bull. , vol.6 , pp. 438-443
    • Heberer, T.1    Dünnbier, U.2    Reilich, C.3    Stan, H.J.4
  • 5
    • 38349004626 scopus 로고    scopus 로고
    • Development and optimisation of a single extraction procedure for the LC/MS/MS analysis of two pharmaceutical classes residues in sewage treatment plant
    • A. Piram A. Salvador J.-Y. Gauvrit P. Lanteri R. Faure Development and optimisation of a single extraction procedure for the LC/MS/MS analysis of two pharmaceutical classes residues in sewage treatment plant Talanta 2008 74 5 1463 1475
    • (2008) Talanta , vol.74 , Issue.5 , pp. 1463-1475
    • Piram, A.1    Salvador, A.2    Gauvrit, J.-Y.3    Lanteri, P.4    Faure, R.5
  • 6
    • 4243357294 scopus 로고
    • Photochemical processes for water treatment
    • O. Legrini E. Oliveros A. M. Braun Photochemical processes for water treatment Chem. Rev. 1993 93 2 671 698
    • (1993) Chem. Rev. , vol.93 , Issue.2 , pp. 671-698
    • Legrini, O.1    Oliveros, E.2    Braun, A.M.3
  • 7
    • 55349091034 scopus 로고    scopus 로고
    • Advanced oxidation processes: Mechanistic aspects
    • C. von Sonntag Advanced oxidation processes: mechanistic aspects Water Sci. Technol. 2008 58 5 1015 1021
    • (2008) Water Sci. Technol. , vol.58 , Issue.5 , pp. 1015-1021
    • Von Sonntag, C.1
  • 8
    • 0742285314 scopus 로고    scopus 로고
    • A review of imperative technologies for wastewater treatment I: Oxidation technologies at ambient conditions
    • P. R. Gogate A. B. Pandit A review of imperative technologies for wastewater treatment I: oxidation technologies at ambient conditions Adv. Environ. Res. 2004 8 3-4 501 551
    • (2004) Adv. Environ. Res. , vol.8 , Issue.34 , pp. 501-551
    • Gogate, P.R.1    Pandit, A.B.2
  • 9
    • 84876719260 scopus 로고    scopus 로고
    • AFSSAPS (Agence Française de Sécurité Sanitaire des produits de Santé) expert's report: Analyse des ventes de médicaments aux officines et aux hôpitaux en France 1999-2009, Juillet 2011
    • AFSSAPS (Agence Française de Sécurité Sanitaire des produits de Santé) expert's report: Analyse des ventes de médicaments aux officines et aux hôpitaux en France 1999-2009, Juillet 2011, 2011
    • (2011)
  • 10
    • 0037085574 scopus 로고    scopus 로고
    • Pharmaceuticals, hormones, and other organic wastewater contaminants in U.S. streams, 1999-2000 - A national reconnaissance
    • D. W. Kolpin E. T. Furlong M. T. Meyer E. M. Thurman S. D. Zaugg L. B. Barber H. T. Buxton Pharmaceuticals, hormones, and other organic wastewater contaminants in U.S. streams, 1999-2000-a national reconnaissance Environ. Sci. Technol. 2002 36 6 1202 1211
    • (2002) Environ. Sci. Technol. , vol.36 , Issue.6 , pp. 1202-1211
    • Kolpin, D.W.1    Furlong, E.T.2    Meyer, M.T.3    Thurman, E.M.4    Zaugg, S.D.5    Barber, L.B.6    Buxton, H.T.7
  • 11
    • 32644485467 scopus 로고    scopus 로고
    • The occurrence of selected pharmaceuticals in wastewater effluent and surface waters of the lower Tyne catchment
    • P. H. Roberts K. V. Thomas The occurrence of selected pharmaceuticals in wastewater effluent and surface waters of the lower Tyne catchment Sci. Total Environ. 2006 356 1-3 143 153
    • (2006) Sci. Total Environ. , vol.356 , Issue.13 , pp. 143-153
    • Roberts, P.H.1    Thomas, K.V.2
  • 13
    • 2242430592 scopus 로고    scopus 로고
    • Advanced oxidation chemistry of paracetamol. UV/H2O2-induced hydroxylation/degradation pathways and 15N-aided inventory of nitrogenous breakdown products
    • D. Vogna R. Marotta A. Napolitano M. d'Ischia Advanced oxidation chemistry of paracetamol. UV/H2O2-induced hydroxylation/degradation pathways and 15N-aided inventory of nitrogenous breakdown products J. Org. Chem. 2002 67 17 6143 6151
    • (2002) J. Org. Chem. , vol.67 , Issue.17 , pp. 6143-6151
    • Vogna, D.1    Marotta, R.2    Napolitano, A.3    D'Ischia, M.4
  • 15
    • 62749086371 scopus 로고    scopus 로고
    • Photocatalytic oxidation of paracetamol: Dominant reactant intermediates and reaction mechanisms
    • L. Yang L. E. Yu M. B. Ray Photocatalytic oxidation of paracetamol: dominant reactant intermediates and reaction mechanisms Environ. Sci. Technol. 2009 43 2 460 465
    • (2009) Environ. Sci. Technol. , vol.43 , Issue.2 , pp. 460-465
    • Yang, L.1    Yu, L.E.2    Ray, M.B.3
  • 16
    • 0003046593 scopus 로고
    • Homogeneous photodegradation of pollutants in contaminated waters
    • ed. D. G. Crosby, Lewis Publishers, Boca Raton, FL
    • J. R. Bolton, S. R. Cater, G. R. Helz and R. G. Zepp, Homogeneous photodegradation of pollutants in contaminated waters, in Aquatic and Surface Photochemistry, ed., D. G. Crosby, Lewis Publishers, Boca Raton, FL, 1994, pp. 467-490
    • (1994) Aquatic and Surface Photochemistry , pp. 467-490
    • Bolton, J.R.1    Cater, S.R.2    Helz, G.R.3    Zepp, R.G.4
  • 17
    • 0025443788 scopus 로고
    • Ultraviolet disinfection of potable water
    • R. L. Wolfe Ultraviolet disinfection of potable water Environ. Sci. Technol. 1990 24 6 768 773
    • (1990) Environ. Sci. Technol. , vol.24 , Issue.6 , pp. 768-773
    • Wolfe, R.L.1
  • 18
    • 0002574679 scopus 로고
    • UV disinfection of drinking water and by-product formation-some basic considerations
    • C. von Sonntag H.-P. Schuchmann UV disinfection of drinking water and by-product formation-some basic considerations J. Water SRT-Aqua 1992 41 2 67 74
    • (1992) J. Water SRT-Aqua , vol.41 , Issue.2 , pp. 67-74
    • Von Sonntag, C.1    Schuchmann, H.-P.2
  • 19
    • 5744250124 scopus 로고
    • Chromophore loss of uracil derivatives and polyuridylic acid in aqueous solution caused by 248 nm laser pulses and continuous UV irradiation: Mechanism of the photohydration of pyrimidines
    • H. Görner Chromophore loss of uracil derivatives and polyuridylic acid in aqueous solution caused by 248 nm laser pulses and continuous UV irradiation: mechanism of the photohydration of pyrimidines J. Photochem. Photobiol., B 1991 10 91 110
    • (1991) J. Photochem. Photobiol., B , vol.10 , pp. 91-110
    • Görner, H.1
  • 20
    • 0031076819 scopus 로고    scopus 로고
    • UV intensity measurement for a novel 222 nm excimer lamp using chemical actinometer
    • J. Y. Zhang I. W. Boyd H. Esrom UV intensity measurement for a novel 222 nm excimer lamp using chemical actinometer Appl. Surf. Sci. 1997 109/110 482 486
    • (1997) Appl. Surf. Sci. , vol.109-110 , pp. 482-486
    • Zhang, J.Y.1    Boyd, I.W.2    Esrom, H.3
  • 21
    • 12744269340 scopus 로고    scopus 로고
    • Chemical actinometry (IUPAC technical report)
    • H. J. Kuhn S. E. Braslavsky R. Schmidt Chemical actinometry (IUPAC technical report) Pure Appl. Chem. 2004 76 12 2105 2146
    • (2004) Pure Appl. Chem. , vol.76 , Issue.12 , pp. 2105-2146
    • Kuhn, H.J.1    Braslavsky, S.E.2    Schmidt, R.3
  • 25
    • 55549116045 scopus 로고
    • The photochemical Fries reaction
    • J. C. Anderson C. B. Reese The photochemical Fries reaction J. Chem. Soc. 1963 1781 1784
    • (1963) J. Chem. Soc. , pp. 1781-1784
    • Anderson, J.C.1    Reese, C.B.2
  • 26
    • 0000155122 scopus 로고
    • Rearrangement of aromatic esters by ultraviolet radiation
    • H. Kobsa Rearrangement of aromatic esters by ultraviolet radiation J. Org. Chem. 1962 27 2293 2298
    • (1962) J. Org. Chem. , vol.27 , pp. 2293-2298
    • Kobsa, H.1
  • 27
    • 0347778722 scopus 로고    scopus 로고
    • Photochemistry of organic molecules in isotropic and anisotropic media
    • ed. V. Ramamurthy and K. S. Shanze, ch. 2
    • M. A. Miranda and F. Galindo, Photochemistry of organic molecules in isotropic and anisotropic media, in Molecular and Supramolecular Photochemistry, ed., V. Ramamurthy, and, K. S. Shanze, 2003, ch. 2, vol. 9, pp. 43-132
    • (2003) Molecular and Supramolecular Photochemistry , vol.9 , pp. 43-132
    • Miranda, M.A.1    Galindo, F.2
  • 28
    • 0040574804 scopus 로고
    • Molecular photochemistry of alkanones in solution. α-cleavage, hydrogen abstraction, cycloaddition, and sensitization reactions
    • N. J. Turro J. C. Dalton K. Dawes G. Farrington R. Hautala D. Morton M. Niemczyk N. Schore Molecular photochemistry of alkanones in solution. α-cleavage, hydrogen abstraction, cycloaddition, and sensitization reactions Acc. Chem. Res. 1972 5 3 92 101
    • (1972) Acc. Chem. Res. , vol.5 , Issue.3 , pp. 92-101
    • Turro, N.J.1    Dalton, J.C.2    Dawes, K.3    Farrington, G.4    Hautala, R.5    Morton, D.6    Niemczyk, M.7    Schore, N.8
  • 29
    • 84860351080 scopus 로고    scopus 로고
    • Photochemical Norrish type i reaction as a tool for metal nanoparticule synthesis: Importance of proton coupled electron transfer
    • J. C. Scaiano K. G. Stamplecoskie G. L. Hallett-Tapley Photochemical Norrish type I reaction as a tool for metal nanoparticule synthesis: importance of proton coupled electron transfer Chem. Commun. 2012 48 40 4798 4808
    • (2012) Chem. Commun. , vol.48 , Issue.40 , pp. 4798-4808
    • Scaiano, J.C.1    Stamplecoskie, K.G.2    Hallett-Tapley, G.L.3
  • 30
    • 0011983873 scopus 로고
    • Aryloxy radicals. III. Electron spin resonance of radicals from some substituted resorcinols
    • references therein
    • T. J. Stone W. A. Waters Aryloxy radicals. III. Electron spin resonance of radicals from some substituted resorcinols J. Chem. Soc. 1964 4302 4307
    • (1964) J. Chem. Soc. , pp. 4302-4307
    • Stone, T.J.1    Waters, W.A.2
  • 31
    • 0010801354 scopus 로고
    • Photochemical studies. IV. The photochemical rearrangement of N-acylanilines
    • D. Elad Photochemical studies. IV. The photochemical rearrangement of N-acylanilines Tetrahedron Lett. 1963 14 873 875
    • (1963) Tetrahedron Lett. , Issue.14 , pp. 873-875
    • Elad, D.1
  • 33
    • 0000508166 scopus 로고
    • Photochemistry of acetanilide. I. Quantum yields of the rearrangement and benzene photosensitized reaction
    • H. Shizuka I. Tanaka Photochemistry of acetanilide. I. Quantum yields of the rearrangement and benzene photosensitized reaction Bull. Chem. Soc. Jpn. 1968 41 10 2343 2349
    • (1968) Bull. Chem. Soc. Jpn. , vol.41 , Issue.10 , pp. 2343-2349
    • Shizuka, H.1    Tanaka, I.2
  • 34
    • 0002355815 scopus 로고
    • Photochemistry of acetanilide. II. The primary processes in the photochemical reaction
    • H. Shizuka I. Tanaka Photochemistry of acetanilide. II. The primary processes in the photochemical reaction Bull. Chem. Soc. Jpn. 1969 42 1 52 57
    • (1969) Bull. Chem. Soc. Jpn. , vol.42 , Issue.1 , pp. 52-57
    • Shizuka, H.1    Tanaka, I.2
  • 35
    • 0002406638 scopus 로고
    • Photochemistry of acetanilide. III. The secondary processes in the photochemical reaction
    • H. Shizuka I. Tanaka Photochemistry of acetanilide. III. The secondary processes in the photochemical reaction Bull. Chem. Soc. Jpn. 1969 42 1 57 65
    • (1969) Bull. Chem. Soc. Jpn. , vol.42 , Issue.1 , pp. 57-65
    • Shizuka, H.1    Tanaka, I.2
  • 37
    • 0002178842 scopus 로고    scopus 로고
    • Peroxyl radicals in aqueous solutions
    • ed. Z. B. Alfassi, John Wiley and Sons, New York
    • C. von Sonntag and H. P. Schuchmann, Peroxyl radicals in aqueous solutions, in Peroxyl Radicals, ed., Z. B. Alfassi, John Wiley and Sons, New York, 1997, pp. 173-234
    • (1997) Peroxyl Radicals , pp. 173-234
    • Von Sonntag, C.1    Schuchmann, H.P.2
  • 39
    • 37049071248 scopus 로고
    • Norrish type I, photoreaction in presence of phenols; An intramolecular photo-Fries rearrangement
    • M. C. Jimenez P. Leal M. A. Miranda R. Tormos Norrish type I, photoreaction in presence of phenols; an intramolecular photo-Fries rearrangement J. Chem. Soc., Chem. Commun. 1995 19 2009 2010
    • (1995) J. Chem. Soc., Chem. Commun. , Issue.19 , pp. 2009-2010
    • Jimenez, M.C.1    Leal, P.2    Miranda, M.A.3    Tormos, R.4
  • 40
    • 0031560157 scopus 로고    scopus 로고
    • A laser photofragmentation time-of-flight mass spectrometric study of acetophenone at 193 and 248 nm
    • H.-Q. Zhao Y.-S. Cheung C.-L. Liao C.-X. Liao C. Y. Ng W.-K. Li A laser photofragmentation time-of-flight mass spectrometric study of acetophenone at 193 and 248 nm J. Phys. Chem. 1997 107 18 7230 7241
    • (1997) J. Phys. Chem. , vol.107 , Issue.18 , pp. 7230-7241
    • Zhao, H.-Q.1    Cheung, Y.-S.2    Liao, C.-L.3    Liao, C.-X.4    Ng, C.Y.5    Li, W.-K.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.