메뉴 건너뛰기




Volumn 25, Issue 2, 2003, Pages 81-94

The kinetics and the mechanism of the reaction of 2-chloro-4,6-dialkylamino-1,3,5-triazines with ozone

Author keywords

2 chloro 4,6 dialkylamino 1,3,5 triazines; Activation Parameters; Atrazine; N Dealkylation; Oxygen Insertion; Ozone; Triazine Herbicides

Indexed keywords

ACTIVATION ANALYSIS; AROMATIC COMPOUNDS; ENTROPY; OXIDATION; OZONE; RATE CONSTANTS;

EID: 0038209303     PISSN: 01919512     EISSN: None     Source Type: Journal    
DOI: 10.1080/713610663     Document Type: Article
Times cited : (7)

References (40)
  • 3
    • 0037691299 scopus 로고
    • George Thieme Verlag, Stuttgart, New York
    • Houben Weyl, Methoden der Organische Chemie, Vol E13, George Thieme Verlag, Stuttgart, New York, 1118, (1988).
    • (1988) Methoden der Organische Chemie , vol.E13 , pp. 1118
    • Weyl, H.1
  • 4
    • 0032104375 scopus 로고    scopus 로고
    • Metal-free functionalization of the unactivated carbon-hydrogen bond: The oxidation of cycloalkanes to cycloalkanones with ozone
    • Barletta, B.; Bolzacchini, E.; Fossati, L.; Meinardi, S.; Orlandi, M.; Rindone, B., "Metal-free functionalization of the unactivated carbon-hydrogen bond: the oxidation of cycloalkanes to cycloalkanones with ozone", Ozone Sci. Eng., 20, 91-98, (1998).
    • (1998) Ozone Sci. Eng. , vol.20 , pp. 91-98
    • Barletta, B.1    Bolzacchini, E.2    Fossati, L.3    Meinardi, S.4    Orlandi, M.5    Rindone, B.6
  • 6
    • 0028597997 scopus 로고
    • Oxidative Pathways in the degradation of triazine herbicides: A mechanistic approach
    • Bolzacchmi, E.; Brambilla, A.; Orlandi, M.; Polesello, S.; Rindone, B., "Oxidative Pathways in the degradation of triazine herbicides: A mechanistic approach", Wa. Sci. Tech., 30, 129-136 (1994).
    • (1994) Wa. Sci. Tech. , vol.30 , pp. 129-136
    • Bolzacchmi, E.1    Brambilla, A.2    Orlandi, M.3    Polesello, S.4    Rindone, B.5
  • 7
    • 0002256945 scopus 로고    scopus 로고
    • Chemistry of aqueous ozone and transformation of pollutants by ozonation and advanced oxidation processes
    • Hrubec J. ed. Quality and Treatment of Drinking Water, Springer Verlag, Berlin, Heidelberg
    • Hoigné, J. Chemistry of Aqueous Ozone and Transformation of Pollutants by Ozonation and Advanced Oxidation Processes in Hrubec, J. ed. The Handbook of Environmental Chemistry, Vol. 5 Part C, Quality and Treatment of Drinking Water, Springer Verlag, Berlin, Heidelberg, p. 84-141, (1998).
    • (1998) The Handbook of Environmental Chemistry , vol.5 , Issue.PART C , pp. 84-141
    • Hoigné, J.1
  • 8
    • 0001049328 scopus 로고
    • Rice R.G., Netzer A. Eds. Ann Arbor Science, Ann Arbor, MI.
    • Hoigné, J., in Rice, R. G., Netzer, A. Eds., Handbook of Ozone Technology and Applications, Ann Arbor Science, Ann Arbor, MI., I, 341, (1982).
    • (1982) Handbook of Ozone Technology and Applications , vol.1 , pp. 341
    • Hoigné, J.1
  • 9
    • 0032766042 scopus 로고    scopus 로고
    • Hydroxyl radical ozone ratios during ozonation processes. I-The R-ct concept
    • Elovitz, M. S. ; Von Gunten, U.,"Hydroxyl radical ozone ratios during ozonation processes. I-The R-ct concept", Ozone Sci. Eng., 21, 239-260 (1999).
    • (1999) Ozone Sci. Eng. , vol.21 , pp. 239-260
    • Elovitz, M.S.1    Von Gunten, U.2
  • 10
    • 0000643142 scopus 로고    scopus 로고
    • Olefmic ozonation electron transfer mechanism
    • Zhang, X. M. ; Xhu, Q. Y., "Olefmic ozonation electron transfer mechanism, J. Org. Chem., 62, 5934-5938, (1997).
    • (1997) J. Org. Chem. , vol.62 , pp. 5934-5938
    • Zhang, X.M.1    Xhu, Q.Y.2
  • 11
    • 0000262985 scopus 로고
    • Reaction of cumene with ozone to form cumyl hydrotrioxide and the kinetics of decomposition of cumyl hydrotrioxide
    • Pryor, W. A.; Ohto, N.; Church, D. F., "Reaction of cumene with ozone to form cumyl hydrotrioxide and the kinetics of decomposition of cumyl hydrotrioxide", J. Am. Chem. Soc., 105, 3614-3622, (1983).
    • (1983) J. Am. Chem. Soc. , vol.105 , pp. 3614-3622
    • Pryor, W.A.1    Ohto, N.2    Church, D.F.3
  • 12
    • 0000446391 scopus 로고
    • Kinetics of ozonation. 5 Reaction of ozone with carbon-hydrogen bonds
    • Giamalva, D. H.; Church, D. F.; Pryor, W. A., "Kinetics of ozonation. 5 Reaction of ozone with carbon-hydrogen bonds", J. Am. Chem. Soc., 108, 7678-7681, (1986).
    • (1986) J. Am. Chem. Soc. , vol.108 , pp. 7678-7681
    • Giamalva, D.H.1    Church, D.F.2    Pryor, W.A.3
  • 13
    • 0033081850 scopus 로고    scopus 로고
    • Kinetic and mechanistic studies of the ozonation of alicyclic amines
    • Pietsch, J.; Schmidt, W.; Brauch H. J.; Worch, E. "Kinetic and mechanistic studies of the ozonation of alicyclic amines" Ozone Sci. Eng., 21, 23-37 (1999).
    • (1999) Ozone Sci. Eng. , vol.21 , pp. 23-37
    • Pietsch, J.1    Schmidt, W.2    Brauch, H.J.3    Worch, E.4
  • 15
    • 0023576098 scopus 로고
    • UV-Ozonation of eleven major pesticides as a waste disposal treatment
    • Kearney, P. C.; Muldoon, M. T.; Somich, C. T, "UV-Ozonation of eleven major pesticides as a waste disposal treatment", Chemosphere, 16, 2321-2330, (1987).
    • (1987) Chemosphere , vol.16 , pp. 2321-2330
    • Kearney, P.C.1    Muldoon, M.T.2    Somich, C.J.3
  • 16
    • 84987013820 scopus 로고
    • Degradation of atrazine by hydrolysis and by hydroxyl radicals
    • Chan, Y. S.; Hudson, M. J.; Isaacs, N. S., "Degradation of atrazine by hydrolysis and by hydroxyl radicals", J. Phys. Org. Chem., 6, 600-608 (1992).
    • (1992) J. Phys. Org. Chem. , vol.6 , pp. 600-608
    • Chan, Y.S.1    Hudson, M.J.2    Isaacs, N.S.3
  • 17
    • 0033081059 scopus 로고    scopus 로고
    • Comparison of different advanced oxidation processes involving ozone to elirmnate atrazine
    • Prado, J.; Esplugas, S., "Comparison of different advanced oxidation processes involving ozone to elirmnate atrazine" Ozone Sci. Eng., 21, 39-52 (1999).
    • (1999) Ozone Sci. Eng. , vol.21 , pp. 39-52
    • Prado, J.1    Esplugas, S.2
  • 18
    • 2642604228 scopus 로고    scopus 로고
    • Aqueous Degradation of atrazine and some of its main by-products with ozone-hydrogen peroxide
    • Beltran F. J.; Garciaaraya, J. F.; Alvarez, P. M.; Rivas, J., "Aqueous Degradation of atrazine and some of its main by-products with ozone-hydrogen peroxide" J. Chem. Technol. Biotechnol., 71, 345-355, (1998).
    • (1998) J. Chem. Technol. Biotechnol. , vol.71 , pp. 345-355
    • Beltran, F.J.1    Garciaaraya, J.F.2    Alvarez, P.M.3    Rivas, J.4
  • 19
    • 0033081322 scopus 로고    scopus 로고
    • Degradation of atrazine by manganese-catalysed ozonation: Influence of humic substances
    • Ma, J.; Graham, N. J. D., "Degradation of atrazine by manganese-catalysed ozonation: Influence of humic substances" Wat. Res. 33 785-793, (1999); Neumann, R.; Khenkin, A. M.; "Alkane oxidation with manganese-substituted polyoxometalates in aqueous media with ozone and the intermediacy of manganese ozonide species", J. Chem. Soc. Chem. Comm. 1967-1968, (1998).
    • (1999) Wat. Res. , vol.33 , pp. 785-793
    • Ma, J.1    Graham, N.J.D.2
  • 20
    • 0002187868 scopus 로고    scopus 로고
    • Alkane oxidation with manganese-substituted polyoxometalates in aqueous media with ozone and the intermediacy of manganese ozonide species
    • Ma, J.; Graham, N. J. D., "Degradation of atrazine by manganese-catalysed ozonation: Influence of humic substances" Wat. Res. 33 785-793, (1999); Neumann, R.; Khenkin, A. M.; "Alkane oxidation with manganese-substituted polyoxometalates in aqueous media with ozone and the intermediacy of manganese ozonide species", J. Chem. Soc. Chem. Comm. 1967-1968, (1998).
    • (1998) J. Chem. Soc. Chem. Comm. , pp. 1967-1968
    • Neumann, R.1    Khenkin, A.M.2
  • 21
    • 0024399882 scopus 로고
    • Atrazine elimination according to the drinking water regulations
    • Battaglia, G., "Atrazine elimination according to the drinking water regulations", Water Supply, 1, 161-168 (1989).
    • (1989) Water Supply , vol.1 , pp. 161-168
    • Battaglia, G.1
  • 22
    • 0343986497 scopus 로고    scopus 로고
    • Degradation of atrazine into ammeline by combined ozone/hydrogen peroxide treatment in water
    • Nelieu, S.; Kerhoas, L.; Einhorn, J., "Degradation of atrazine into ammeline by combined ozone/hydrogen peroxide treatment in water." Environ. Sci. Technol, 34, 430-437, (2000).
    • (2000) Environ. Sci. Technol , vol.34 , pp. 430-437
    • Nelieu, S.1    Kerhoas, L.2    Einhorn, J.3
  • 23
    • 77953082907 scopus 로고    scopus 로고
    • Degradation kinetics of atrazine and its degradation products with ozone and OH radicals: A predictive tool for drinking water treatment
    • Acero, J.; Stemmler, K.; Von Gunten, U., "Degradation kinetics of atrazine and its degradation products with ozone and OH radicals: A predictive tool for drinking water treatment" Environ. Sci. Technol, 34, 591-597, (2000).
    • (2000) Environ. Sci. Technol. , vol.34 , pp. 591-597
    • Acero, J.1    Stemmler, K.2    Von Gunten, U.3
  • 24
    • 0001661052 scopus 로고
    • Rate constants for herbicide degradation by ozone
    • Graham, N. J. D.; Xiong, F., "Rate Constants for Herbicide Degradation by Ozone", Ozone Sci. Eng., 14, 283-301, (1992).
    • (1992) Ozone Sci. Eng. , vol.14 , pp. 283-301
    • Graham, N.J.D.1    Xiong, F.2
  • 25
    • 0038705740 scopus 로고
    • Ozonation of nucleophiles. 8. Secondary amines
    • Bailey, P. S.; Southwick, L. M.; Carter, T. P., Jr. "Ozonation of nucleophiles. 8. Secondary amines", J. Org. Chem., 43, 2657-62, (1978).
    • (1978) J. Org. Chem. , vol.43 , pp. 2657-2662
    • Bailey, P.S.1    Southwick, L.M.2    Carter T.P., Jr.3
  • 27
    • 0028519376 scopus 로고
    • Advanced oxidation of atrzine in water, 1, ozonation
    • Beltran, F. J.; Garcia-Araya, J. F.; Acedo, B. Advanced Oxidation of Atrzine in Water, 1, Ozonation, Wat. Res., 28, 2153-2164 (1994).
    • (1994) Wat. Res. , vol.28 , pp. 2153-2164
    • Beltran, F.J.1    Garcia-Araya, J.F.2    Acedo, B.3
  • 28
    • 0026190749 scopus 로고
    • Rate constants for the direct reactions of Ozone with several drinking water contaminants
    • Yao, C. C. D.; Haag, R. W., "Rate constants for the direct reactions of Ozone with several drinking water contaminants", Wat. Res., 25,761-773, (1991).
    • (1991) Wat. Res. , vol.25 , pp. 761-773
    • Yao, C.C.D.1    Haag, R.W.2
  • 29
    • 33847084924 scopus 로고
    • Thermochemistry and kinetics of ozonation reactions
    • Nangia, P. S.; Benson, S. W., "Thermochemistry and kinetics of ozonation reactions", J. Am. Chem. Soc., 102, 3105-3115, (1980).
    • (1980) J. Am. Chem. Soc. , vol.102 , pp. 3105-3115
    • Nangia, P.S.1    Benson, S.W.2
  • 31
    • 0000359677 scopus 로고
    • The mechanism of oxidation of acetals by ozone. I. Stoichiometry, order of the reaction, solvent effects, and substituent effects
    • Taillefer, R. J.; Thomas, S. E.; Nadeau, Y.; Fliszar, S.; Henry, H., "The mechanism of oxidation of acetals by ozone. I. Stoichiometry, order of the reaction, solvent effects, and substituent effects", Can. J. Chem., 58, 1138-1143, (1980).
    • (1980) Can. J. Chem. , vol.58 , pp. 1138-1143
    • Taillefer, R.J.1    Thomas, S.E.2    Nadeau, Y.3    Fliszar, S.4    Henry, H.5
  • 32
    • 0001154233 scopus 로고
    • Reactions in dry media. Cleavage of carbon-carbon single bonds by ozonation
    • Tal, D.; Keinan, E.; Mazur, Y., "Reactions in dry media. Cleavage of carbon-carbon single bonds by ozonation", J. Am. Chem. Soc., 101, 502-503, (1979).
    • (1979) J. Am. Chem. Soc. , vol.101 , pp. 502-503
    • Tal, D.1    Keinan, E.2    Mazur, Y.3
  • 34
    • 0000159155 scopus 로고
    • Mechanism of the ozonolysis of carbon-hydrogen bonds: Effect of silica-solvent, hydrogen/deuterium isotope effect, intermediates
    • Zarth, M.; de Meijere, A., "Mechanism of the ozonolysis of carbon-hydrogen bonds: Effect of silica-solvent, hydrogen/deuterium isotope effect, intermediates", Chem. Ber., 118, 2429-2449, (1985).
    • (1985) Chem. Ber. , vol.118 , pp. 2429-2449
    • Zarth, M.1    De Meijere, A.2
  • 36
    • 0038705741 scopus 로고
    • The oxidation of aromatic secondary amines with lead tetraacetate
    • and references therein
    • Galliani, G.; Rindone, B., "The oxidation of aromatic secondary amines with lead tetraacetate", J. Chem. Res., S, 178-179 (1980) and references therein.
    • (1980) J. Chem. Res., S , pp. 178-179
    • Galliani, G.1    Rindone, B.2
  • 37
    • 33845307371 scopus 로고
    • A self-consistent molecular-orbital method. XVII Geometries and binding energies of second-row molecules. A comparison of three basic sets
    • Collins, J. B.; Schleyer, P. V.; Binkley, J. S.; Pople, J., "A self-consistent molecular-orbital method. XVII Geometries and binding energies of second-row molecules. A comparison of three basic sets", J. Chem. Phys. 64, 5142-5151, (1976); Stewart, R. F., "Small Gaussian Expansion of Slater. Type Orbitals", J. Chem. Phys. 52, 431-438, (1970); Pietro, W. J., Francl, M. M., Hehre, W. J., Defrees, D. J., Pople, J. A., Binkley, J. S., "Self-consistent molecular orbital methods. 24. Supplemented small split valence basic sets for second row elements", J. Am. Chem. Soc., 104, 5039-5048, (1982).
    • (1976) J. Chem. Phys. , vol.64 , pp. 5142-5151
    • Collins, J.B.1    Schleyer, P.V.2    Binkley, J.S.3    Pople, J.4
  • 38
    • 36849097975 scopus 로고
    • Small gaussian expansion of slater. Type orbitals
    • Collins, J. B.; Schleyer, P. V.; Binkley, J. S.; Pople, J., "A self-consistent molecular-orbital method. XVII Geometries and binding energies of second-row molecules. A comparison of three basic sets", J. Chem. Phys. 64, 5142-5151, (1976); Stewart, R. F., "Small Gaussian Expansion of Slater. Type Orbitals", J. Chem. Phys. 52, 431-438, (1970); Pietro, W. J., Francl, M. M., Hehre, W. J., Defrees, D. J., Pople, J. A., Binkley, J. S., "Self-consistent molecular orbital methods. 24. Supplemented small split valence basic sets for second row elements", J. Am. Chem. Soc., 104, 5039-5048, (1982).
    • (1970) J. Chem. Phys. , vol.52 , pp. 431-438
    • Stewart, R.F.1
  • 39
    • 0011965942 scopus 로고
    • Self-consistent molecular orbital methods. 24. Supplemented small split valence basic sets for second row elements
    • Collins, J. B.; Schleyer, P. V.; Binkley, J. S.; Pople, J., "A self-consistent molecular-orbital method. XVII Geometries and binding energies of second-row molecules. A comparison of three basic sets", J. Chem. Phys. 64, 5142-5151, (1976); Stewart, R. F., "Small Gaussian Expansion of Slater. Type Orbitals", J. Chem. Phys. 52, 431-438, (1970); Pietro, W. J., Francl, M. M., Hehre, W. J., Defrees, D. J., Pople, J. A., Binkley, J. S., "Self-consistent molecular orbital methods. 24. Supplemented small split valence basic sets for second row elements", J. Am. Chem. Soc., 104, 5039-5048, (1982).
    • (1982) J. Am. Chem. Soc. , vol.104 , pp. 5039-5048
    • Pietro, W.J.1    Francl, M.M.2    Hehre, W.J.3    Defrees, D.J.4    Pople, J.A.5    Binkley, J.S.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.