Mass spectrometric studies of azides: Reactions of Ar + with 3-azidopropionitrile, 2-azidopropionitrile, and azidoacetonitrile in a Fourier transform ion cyclotron resonance mass spectrometer

Maria Teresa Barros, Martin K. Beyer, Maria Lourdes S.L. Costa, Maria Filomena Duarte, Maria Tereza Fernandez, Filipa T. Martins, Paula R. S. Rodrigues, Peter Watts

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4 Citations (Scopus)

Abstract

The reactions of Ar + with 3-azidopropionitrile, 2-azidopropionitrile, and azidoacetonitrile have been studied in a Fourier transform ion cyclotron resonance mass spectrometer. The dominant and, in the case of 2-azidopropionitrile the only, primary reaction is charge transfer although the resultant molecular ion immediately fragments. In the cases of 3-azidopropionitrile and azidoacetonitrile a small amount of hydrogen abstraction to form ArH + occurs. In addition to the unambiguous identification of the molecular formula of the product ions leading in most cases to suggested chemical structures with known proton affinities, the time profiles of the product ions were determined and kinetic analysis allowed the primary product ions to be differentiated from the secondary product ions. Many secondary reactions of the primary ions with the parent neutral molecule occur, the majority initiated by proton transfer. Some of them lead to fragmentation but others to the protonated azidonitrile. A comparison with a recently published account of the EI fragmentation of the same three azidonitriles leads to the suggestion that Ar + chemical ionisation is potentially more appropriate for investigating the decomposition of fragile molecules such as the azidonitriles than is EI.

Original languageEnglish
Pages (from-to)65-73
Number of pages9
JournalInternational Journal of Mass Spectrometry
Volume237
Issue number1
DOIs
Publication statusPublished - Sep 2004

Keywords

  • Ar
  • Azidonitriles
  • Fragmentations
  • FTICR
  • Ion-molecule reactions
  • Mass spectrometry

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