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1 Polish Journal of Chemistry

1 2003

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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

Frański R., Kozik T., Schroeder G., Kucybała Z., Pączkowski J.

Polish Journal of Chemistry

2003

Vol. 77 / nr 10

1301-1312

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