Fragmentation and Skeletal Rearrangements of the Protonated Spiro(2H-benzimidazole-2-4'-pyrazole)-5'-one Dyes Studied by Electrospray Ionization and Liqiud Secondary Iohn Mass Spectrometry

• Autorzy: Frański R. , Kozik T. , Schroeder G. , Kucybała Z. , Pączkowski J.
• Języki publikacji: EN

Abstrakty

EN

The mass spectrometric decomposition of the titled compounds was studied by using electrospray ionization (ESI) and liquid secondary ion mass spectrometry (LSIMS) as a methods for [M+H]+ ions generation. Low-energy collision induced dissociation (fragmentation "in source") mass spectra for ESI and B/E linked scan mass spectra of metastable ions for LSIMS were performed. In order to better understand the decomposition of the compounds studied, the mass spectra of isotopically labelled compounds were recorded. The fragmentation pathways of [M+H]+ ions were found to be complex and skeletal rearrangements were observed. It was deduced that subsequent loss of NH3 and H2O molecules leads to the formation of ions with polycyclic structures. The fragment ion [133]+ and its complementary fragment ion [M+H-132]+ can be considered as protonated molecules of 3-methyl-1H-indazole and 2-hydroxyquinoxaline, respectively. Loss of the CH3CN molecule also occurs and this is rather simply process. Aniline elimination (H2N-C6H5) and formation of ions at m/z 146 are complex processes and it was difficult

Słowa kluczowe

EN

spiro compounds; electrospray ionization; liquid secondary ion mass spectrometry; mass cpectrometric fragmentation pathways

• Wydawca: Polskie Towarzystwo Chemiczne
• Czasopismo: Polish Journal of Chemistry
• Rocznik: 2003
• Tom: Vol. 77 / nr 10
• Strony: 1301--1312
• Opis fizyczny: Bibliogr. 16 poz., rys.

Twórcy

autor

Frański R.

• Adam Mickiewicz University, Faculty of Chemistry, Grunwaldzka 6, 60-780 Poznań, Poland

autor

Kozik T.

• Adam Mickiewicz University, Faculty of Chemistry, Grunwaldzka 6, 60-780 Poznań, Poland

autor

Schroeder G.

• Adam Mickiewicz University, Faculty of Chemistry, Grunwaldzka 6, 60-780 Poznań, Poland

autor

Kucybała Z.

• Adam Mickiewicz University, Faculty of Chemistry, Grunwaldzka 6, 60-780 Poznań, Poland

autor

Pączkowski J.

• University of Technology and Agriculture, Faculty of Chemical Technology and Agriculture, Seminaryjna 3, 85-326 Bydgoszcz, Poland

Bibliografia

• 1. Kucybała Z. and Pączkowski J., Polymer; 34, 1558 (1993).
• 2. Pączkowski J. and Kucybała Z., Macromolecules, 28, 269 (1995).
• 3. Kucybała Z., Pietrzak M. and Pączkowski J., Chem. Mater., 10, 3555 (1998).
• 4. Kucybała Z., Kosobucka A. and Pączkowski J., J. Photochem. Photobiol. A: Chemistry, 136,227(2000).
• 5. Metwally S.A.M., Atta F.M. and El-Monem M.E.A., Ind. J. Chem., 34B, 248 (1995).
• 6. Kucybata Z., Pyszka I. and P^czkowski J., J. Chem. Soc., Perk. Trans. 2, 1559 (2000).
• 7. Cea-Olivares R., Canseco-Melchor G., Garcia-Montalvo V., Hemandez-Ortega S. and Novosad J., Eur. J. Inorg. Chem., 1573 (1998).
• 8. Teichmann J., Stock H., Pritzkow H. and Siebert W., Eur. J. Inorg. Chem., 459 (1998).
• 11, Calba P.J., Muller J.F., Hachimi A., Lereginie P. and Guglielmetti R., Rapid Commun. Mass Spectrom.,1602(1997).
• 9. Ofuji K., Satake M., Oshima Y., McMahon T., James K. J. and Yasumoto T., Nat. Tox., 7, 247 (1999).
• 10. Cristoni S., CativielaC., Jimenez A.I. andTraldi P., J. Mass Spectrom., 35, 199 (2000).
• 11. Brombacher S., Edmonds S. and Volmer D.E., Rapid Commun. Mass Spectrom., 16,2306 (2002).
• 12. Liu Z., Yu L., Chen Y., Zhou N., Chen J.,ZhuC., Xin B. and Zhao Y., 7. Mass Spectrom.,3%, 231 (2003).
• 13. Tacconi G., Marinoni G., Righetti P.P. and Desimoni G., J. Prakt. Chem., 322, 674 (1980).
• 14. Hsieh S. and Eland J.H.D., J. Mass Spectrom., 31, 1054 (1996).
• 15. Mahr D.P., Happ G.P. and Rigan L.H., Org. Mass Spectrom., 2, 1269 (1969).