Chemical Ionization Mass Spectrometry of Bifunctional Compounds. III. The Behavior of Acetylamino and Acetoxyl Groups

Abstract

Positive ion chemical ionization mass spectra were measured for bifunctional compounds of the type p-XCH₂-C₆H₄-CH₂Y, where X=NH₂ and NHCOCH₃, and Y=OH and OCOCH₃. The data can be analyzed in semi-quantitative manner in terms of protonation susceptibility and fragmentation capability of each functional groups. The abnormal behavior of N, O-diacetyl compound was explained by the intramolecular proton transfer between two carbonyl oxygen atoms in [MH]⁺.