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Chemical ionization mass spectrometry of bifunctional compounds. The behaviour of bifunctional compounds on protonation
Author(s) -
Nakata Hisao,
Suzuki Yumi,
Shibata Miyuki,
Takahashi Konomi,
Konishi Hideyuki,
Takeda Naohito,
Tatematsu Akira
Publication year - 1990
Publication title -
organic mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0030-493X
DOI - 10.1002/oms.1210251205
Subject(s) - protonation , bifunctional , chemistry , chemical ionization , mass spectrum , fragmentation (computing) , mass spectrometry , reactivity (psychology) , ion , ionization , medicinal chemistry , analytical chemistry (journal) , organic chemistry , chromatography , catalysis , medicine , operating system , alternative medicine , pathology , computer science
Positive‐ion chemical ionization mass spectra were measured for simple bifunctional aromatic compounds of the type p ‐XCH 2 C 6 H 4 CH 2 Y, where X = NH 2 , NH(CH 3 ) and N(CH 3 ) 2 and Y = OH and OCH 3 . For each compound, essentially only three peaks of ions, [MH] + , [ MH ‐ XH] + and [MH ‐ YH] + , appeared. The B/E con stant linked‐scan spectra showed that the stable non‐decomposing [MH] + 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 [MH] + can be calculated. The ease of protonation (protonation susceptibility) and the reactivity (fragmentation capability) of the respective functional groups are discussed.