European Journal of Mass Spectrometry - Abstract of Ion–molecule reactions involving methyl isocyanide and methyl cyanide

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European Journal of Mass Spectrometry
Volume 13 Issue 6, Pages 385–395 (2007)
doi: 10.1255/ejms.896

Ion–molecule reactions involving methyl isocyanide and methyl cyanide

Noémie Dechamps,^a Robert Flammang,^a,* Michaël Boulvin,^a Luc Lamote,^b Pascal Gerbaux,^a Vu Thi Ngan^c and Minh Tho Nguyen^c
^aLaboratory of Organic Chemistry and Center for Mass Spectrometry, University of Mons-Hainaut, Avenue Maistriau 19, B-7000 Mons, Belgium
^bWaters SA, Brusselsesteenweg 500, B-1731 Zellik, Belgium
^cDepartment of Chemistry and Mathematical Modelling & Computational Science Centre, University of Leuven, 200F Celestijnenlaan, B-3001 Leuven, Belgium

ABSTRACT:

Ion–molecule reactions involving methyl isocyanide and methyl cyanide have been performed in a new rf-only hexapole collision cell inserted in a large- scale tandem mass spectrometer. Beside protonation processes, N-methyl cyanogen ions (CH₃N⁺CCN) and 1-methyleneiminium-1-ethylenium ions (CH₂CN⁺CH₂) have been produced in high yield and fully characterized by high-energy collisional activation. The unimolecular chemistry of the molecular ions of caffeine (1,3,7-trimethyl xanthine) has been revisited on the basis of these new results.

Keywords: methyl isocyanide, methyl cyanide, ketenimine, caffeine, ion–molecule reactions, chemical ionization mass spectrometry

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