Chemical Ionization Mass Spectrometry of Bifunctional Compounds. The Behaviour of Bifunctional Compounds on Protonation

Article abstract of DOI:10.1002/oms.1210251205

Positive-ion chemical ionization mass spectra were measured for simple bifunctional aromatic compounds of the type p-XCH2C6H4CH2Y, where X = NH2, NH(CH3) and N(CH3)2 and Y = OH and OCH3.For each compound, essentially only three peaks of ions, (1+), (1+) and (1+), appeared.The B/E constant linked-scan spectra showed that the stable non-decomposing (1+) had the proton only on the nitrogen-containing functional group.From these data, the relative amounts of total protonation, the ratio of N- and O-protonation and the fraction of fragmenting (1+) can be calculated.The ease of protonation (protonation sus ceptibility) and the reactivity (fragmentation capability) of the respective functional groups are discussed.