메뉴 건너뛰기




Volumn 125, Issue 38, 2003, Pages 11553-11564

Mechanism of formation of hydrogen trioxide (HOOOH) in the ozonation of 1,2-diphenylhydrazine and 1,2-dimethylhydrazine: An experimental and theoretical investigation

Author keywords

[No Author keywords available]

Indexed keywords

DECOMPOSITION; FORMING; HYDROGEN PEROXIDE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

EID: 84962393715     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja036801u     Document Type: Article
Times cited : (50)

References (110)
  • 18
    • 0000781410 scopus 로고
    • For previous attempts to prepare and detect HOOOH, see: (a) Giguere, P. A.; Herman, K. Can. J. Chem. 1970, 48, 3473.
    • (1970) Can. J. Chem. , vol.48 , pp. 3473
    • Giguere, P.A.1    Herman, K.2
  • 22
    • 0004183235 scopus 로고
    • Wiley: New York
    • (e) For early estimates of the heat of formation and stability of HOOOH, see also: Benson, S. W. Thermochemical Kinetics; Wiley: New York, 1968. Nangia, P. S.; Benson, S. W. J. Phys. Chem. 1979, 83, 1138.
    • (1968) Thermochemical Kinetics
    • Benson, S.W.1
  • 23
    • 0000364574 scopus 로고
    • (e) For early estimates of the heat of formation and stability of HOOOH, see also: Benson, S. W. Thermochemical Kinetics; Wiley: New York, 1968. Nangia, P. S.; Benson, S. W. J. Phys. Chem. 1979, 83, 1138.
    • (1979) J. Phys. Chem. , vol.83 , pp. 1138
    • Nangia, P.S.1    Benson, S.W.2
  • 25
    • 0037127053 scopus 로고    scopus 로고
    • All fundamental vibrations of HOOOH, isolated in an argon matrix, have recently been reported. Engdahl, E.; Nelander, B. Science 2002, 295, 482.
    • (2002) Science , vol.295 , pp. 482
    • Engdahl, E.1    Nelander, B.2
  • 32
    • 84891823441 scopus 로고
    • Furniss Fumiss, B. S., Hannaford A. J., Smith, P. W. G., Tatchell, A. R., Eds.; Longman
    • (a) Vogel's Textbook of Practical Organic Chemistry; Furniss Fumiss, B. S., Hannaford A. J., Smith, P. W. G., Tatchell, A. R., Eds.; Longman, 1989; pp 953-967.
    • (1989) Vogel's Textbook of Practical Organic Chemistry , pp. 953-967
  • 40
    • 84962392587 scopus 로고    scopus 로고
    • Laird, B. B., Ross, R. B., Ziegler, T., Eds.; ACS Symposium Series 629; American Chemical Society: Washington, DC
    • (d) Chemical Applications of Density Functional Theory; Laird, B. B., Ross, R. B., Ziegler, T., Eds.; ACS Symposium Series 629; American Chemical Society: Washington, DC, 1996.
    • (1996) Chemical Applications of Density Functional Theory
  • 68
    • 0001223207 scopus 로고
    • Schleyer, P.v. R., Allinger, N. L., Clark, T., Gasteiger, J., Kollman, P. A., Schaefer, H. F., III. Schreiner, P. R., Eds.; Wiley: Chichester
    • (e) Tomasi, J.; Mennucci, B. In Encyclopedia of Computational Chemistry; Schleyer, P.v. R., Allinger, N. L., Clark, T., Gasteiger, J., Kollman, P. A., Schaefer, H. F., III. Schreiner, P. R., Eds.; Wiley: Chichester, 1988; Vol. 1, p 2547.
    • (1988) Encyclopedia of Computational Chemistry , vol.1 , pp. 2547
    • Tomasi, J.1    Mennucci, B.2
  • 75
    • 84962366827 scopus 로고    scopus 로고
    • Laird, B. B., Ross, R. B., Ziegler, T., Eds.; ACS Symposium Series 629; American Chemical Society: Washington, DC
    • (a) Sosa, C. P.; Carpenter, J. E.; Novoa, J. J. In Chemical Applications of Density-Functional Theory; Laird, B. B., Ross, R. B., Ziegler, T., Eds.; ACS Symposium Series 629; American Chemical Society: Washington, DC., 1996; p 131.
    • (1996) Chemical Applications of Density-Functional Theory , pp. 131
    • Sosa, C.P.1    Carpenter, J.E.2    Novoa, J.J.3
  • 93
    • 0000446391 scopus 로고
    • Pryor et al. considered in the ozonation of saturated hydrocarbons, alcohols, and ethers the H abstraction and the hydride abstraction as two extremes between which the initial reaction complex could choose according to solvent, temperature, and other reaction conditions. Giamalva, D. H.; Church, D. F.; Pryor, W. A. J. Am. Chem. Soc. 1986, 108, 7678. Giamalva, D. H.; Church, D. F.; Pryor, W. A. J. Org. Chem. 1988, 53, 3429.
    • (1986) J. Am. Chem. Soc. , vol.108 , pp. 7678
    • Giamalva, D.H.1    Church, D.F.2    Pryor, W.A.3
  • 94
    • 0000731414 scopus 로고
    • Pryor et al. considered in the ozonation of saturated hydrocarbons, alcohols, and ethers the H abstraction and the hydride abstraction as two extremes between which the initial reaction complex could choose according to solvent, temperature, and other reaction conditions. Giamalva, D. H.; Church, D. F.; Pryor, W. A. J. Am. Chem. Soc. 1986, 108, 7678. Giamalva, D. H.; Church, D. F.; Pryor, W. A. J. Org. Chem. 1988, 53, 3429.
    • (1988) J. Org. Chem. , vol.53 , pp. 3429
    • Giamalva, D.H.1    Church, D.F.2    Pryor, W.A.3
  • 98
    • 84962453810 scopus 로고    scopus 로고
    • note
    • Although no detailed experimental studies on the ozonation of the parent hydrazine were undertaken, it was obvious from our preliminary experiments that HOOOH was formed in good yields in all the solvents investigated.
  • 103
    • 84962428583 scopus 로고    scopus 로고
    • note
    • Lerner et al. have reported a surprising observation that ozone is formed (besides hydrogen peroxide) in biological systems and that the first step of its formation most likely involves the antibody catalyzed conversion of molecular singlet oxygen and water to HOOOH (see ref 9).
  • 104
    • 0037180497 scopus 로고    scopus 로고
    • Water is most probably also formed in the reaction of ozone with hydrogen trioxide and hydrogen peroxide (Xu, X.; Goddard, W. A., III. Proc. Natl. Acad. Sci. USA, 2002, 99, 15 308). However, control experiments (-78 °C) showed that these processes are rather slow under experimental conditions investigated.
    • (2002) Proc. Natl. Acad. Sci. USA , vol.99 , pp. 15308
    • Xu, X.1    Goddard W.A. III2
  • 105
    • 36749105047 scopus 로고
    • s-symmetrical form and resembles the pseudorotation of a five-membered ring.
    • (1978) J. Chem. Phys. , vol.69 , pp. 4456
    • Cremer, D.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.