Generation of alkoxide anions from a series of aliphatic diols and alcohols and their ion-molecule reactions with carbon dioxide in the gas phase

European Journal of Mass Spectrometry
M Ravi KumarM Vairamani

Abstract

Alkoxide anions, [M-H](-) from a series of aliphatic diols and alcohols are generated in the source under negative ion electrospray ionisation conditions by cone-voltage fragmentation of the corresponding [M + F](-) ions. The collision-induced dissociation (CID) spectra of [M-H](-) ions consist of [M-H-2H](-) ions, in addition to the other characteristic fragment ions, and the relative abundance of [M-H-2H(-) ions among the series of diols varies as a function of chain length that could be explained based on their stabilities through intramolecular hydrogen bonding. The reactivity of alkoxide anions is studied through ion-molecule reactions with CO(2) in the collision cell of a triple quadrupole mass spectrometer. All the alkoxide anions reacted with CO(2) and formed corresponding carbonate anions, [M-H + CO(2)](-) ions. The reactivity of alkoxide anions within the series of diols also reflected the stability of their [M-H](-) ions.

References

Nov 20, 2001·Chemical Reviews·S Gronert
Apr 2, 2002·Analytical Chemistry·Yang Cai, Richard B Cole
Mar 28, 2003·Rapid Communications in Mass Spectrometry : RCM·Tomasz Bieńkowski, Witold Danikiewicz
Jul 4, 2003·The Journal of Organic Chemistry·Mark O Bratt, Paul C Taylor
May 20, 2004·Rapid Communications in Mass Spectrometry : RCM·M Ravi KumarM Vairamani

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Citations

Jul 22, 2014·Journal of Mass Spectrometry : JMS·Chongming LiuAthula B Attygalle
Nov 15, 2006·Journal of Mass Spectrometry : JMS

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