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Volumn 6, Issue 5, 2000, Pages 785-793

Ring-hydrogen participation in the keto - enol isomerization of the acetophenone radical cation

Author keywords

Acetophenone cations; Blackbody induced dissociation; Enols; Gas phase chemistry; Isomerizations

Indexed keywords

ACETOPHENONE; CATION;

EID: 0034599014     PISSN: 09476539     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1521-3765(20000303)6:5<785::AID-CHEM785>3.0.CO;2-X     Document Type: Article
Times cited : (14)

References (58)
  • 2
    • 0004123611 scopus 로고
    • Ed.: Z. Rappoport, Wiley
    • For some general views on thermodynamic and kinetic aspects of keto-enol tautomerization, see (a) J. P. Guthrie, in The chemistry of enols (Ed.: Z. Rappoport), Wiley, 1990, pp. 75-93;
    • (1990) The Chemistry of Enols , pp. 75-93
    • Guthrie, J.P.1
  • 3
    • 0002118048 scopus 로고
    • Ed.: Z. Rappoport, Wiley
    • b) J. Toullec, in The chemistry of enols (Ed.: Z. Rappoport), Wiley, 1990, pp. 323-398;
    • (1990) The Chemistry of Enols , pp. 323-398
    • Toullec, J.1
  • 6
    • 0003044028 scopus 로고
    • Ed.: Z. Rappoport, Wiley
    • F. Turecek, in The chemistry of enols (Ed.: Z. Rappoport), Wiley, 1990, pp. 95-146.
    • (1990) The Chemistry of Enols , pp. 95-146
    • Turecek, F.1
  • 43
    • 85037488479 scopus 로고    scopus 로고
    • note
    • + ions (m/z 121.065335).
  • 44
    • 37049078533 scopus 로고
    • The most recent photoelectron spectrum of acetophenone reveals that there are two excited electronic states of the acetophenone molecular ion within a 0.5 eV of the lowest ionization energy. See G. Distefano, G. Granozzi, P. R. Olivato, S. A. Guerrero, J. Chem. Soc. Perkin Trans. 2 1987, 1459.
    • (1987) J. Chem. Soc. Perkin Trans. 2 , pp. 1459
    • Distefano, G.1    Granozzi, G.2    Olivato, P.R.3    Guerrero, S.A.4
  • 45
    • 85037470911 scopus 로고    scopus 로고
    • note
    • Obtaining a reliable quantitative number for the fractional yields of each ionic species from these experiments is not straightforward since the extent of processes (1a) and (1b) prior to ion isolation introduces considerable uncertainty.
  • 46
    • 85037465368 scopus 로고    scopus 로고
    • note
    • Notice that the percentages are different from those shown in Figure 2. These differences reflect the fact that in this experiment ion isolation was achieved at much later times after ion formation resulting in considerable depletion of the molecular ion by dissociation during the long filament current pulse.
  • 55
    • 85037477254 scopus 로고    scopus 로고
    • note
    • We have not explored the possibility of a 1,5-hydrogen migration from the ring to the carbonyl system but this would not appear to be very likely due to the geometric constraints of the aromatic ring.
  • 58
    • 0034695395 scopus 로고    scopus 로고
    • Note added in proof: A full report on the fact that the catalyzed isomerization of the acetophenone keto molecular ion to the enol form proceeds by a 1,3-hydrogen migration has just been published, see: G. van der Rest, J. Chamot-Rooke, N. Nedev, P. Mourgues, H. E. Audier, Int. J. Mass Spectrom. 2000, 195, 385.
    • (2000) Int. J. Mass Spectrom. , vol.195 , pp. 385
    • Van Der Rest, G.1    Chamot-Rooke, J.2    Nedev, N.3    Mourgues, P.4    Audier, H.E.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.