Deviant Mass Shift of Hydrated Product Ions from Sodiated β-Anilinodidrochalcones Using An Ion-Trap Mass Spectrometer

Abstract

The fragmentation reactions of sodiated β-anilinodidrochalcones have been investigated by electrospray ionization multi-stage mass spectrometry (ESI-MS n). The fragment ion of sodiated N-benzylidenebenzenamine (P1) easily undergoes ion–molecule reactions with the residual ESI solvent molecules (H2O and CH3OH) in the vacuum system, as verified by MS3 and accurate MS analysis. The formed hydrated ions appear as an unusual leading peak in the profile spectrum, which results in a deviant decreasing mass shift of almost 1 Da. Density functional theory calculations indicate that P1 easily associates with H2O without any energy barrier. Thus, the hydrated P1 exists partially as a loose system of P1 and H2O, which provides a reasonable explanation for the decreasing mass shift of the solvated P1. The above results are important in obtaining structural information from MS n spectra and preventing erroneous data interpretation for the analogous adducts.