Electrospray mass spectrum of a per(onio)-substituted benzene: retention of coulombic charge upon collisionally activated decomposition.

Abstract

The hexakis (4-diemthylaminopyridyl) benzene hexacation of 1 is investigated as an extreme example of the ability of electrospray ionization to allow transfer of small multivalent ions to the gas phase. The hexacationized benzene ring ions are stabilized by forming gas phase complexes with two to five trifluoromethanesulfonate counterions. MS/MS analysis reveals that their fragmentation takes place by loss of neutrals such as trifluoromethanesulfonic acid and 4-dimethylaminopyridine; no rupture of the benzene or pyridine rings was observed in spite of accumulation of positive charge in a restricted geometry.

• Authors: X K Zhang, H M Fales
• Journal: Journal of the American Society for Mass Spectrometry (J Am Soc Mass Spectrom) Vol. 9 Issue 1 Pg. 15-20 (Jan 1998) ISSN: 1044-0305 [Print] United States
• PMID: 9679592 (Publication Type: Journal Article)

Chemical References

• Benzene Derivatives
• Indicators and Reagents
• Mesylates
• 4-Aminopyridine
• trifluoromethanesulfonic acid
• 4-dimethylaminopyridine

Topics

• 4-Aminopyridine (analogs & derivatives, chemistry)
• Benzene Derivatives (chemistry)
• Crystallization
• Electrochemistry
• Indicators and Reagents
• Mass Spectrometry
• Mesylates