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Electron‐ionization‐Induced fragmentation of N ‐monosubstituted 2‐phenylacetamides
Author(s) -
Jeremić Ljiljana A.,
Kobilarov Nestor L.,
Petrović Slobodan D.
Publication year - 1990
Publication title -
rapid communications in mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.528
H-Index - 136
eISSN - 1097-0231
pISSN - 0951-4198
DOI - 10.1002/rcm.1290041204
Subject(s) - chemistry , fragmentation (computing) , electron ionization , mass spectrum , ketene , polyatomic ion , ion , ionization , hydrogen atom , aryl , metastability , alkyl , deuterium , hydrogen , chemical ionization , mass spectrometry , medicinal chemistry , analytical chemistry (journal) , organic chemistry , atomic physics , physics , chromatography , computer science , operating system
Electron‐ionization‐induced mass spectra of N ‐monosubstituted 2‐phenylacetamides were recorded and their fragmentation patterns were studied by metastable‐ion analyses. Representative deuterated analogues of these compounds have also been synthesized and their mass spectra compared with those of the unlabelled parent compounds. The most typical fragmentation for N ‐alkyl‐, N ‐isoalkyl‐ and N ‐cycloalkyl‐2‐phenylacetamides is cleavage of the bond β to the carbonyl function, resulting in an ion fragment of m/z 92, following the transfer of hydrogen and elimination of a corresponding ketene. The primary fragmentation process for N ‐aryl substituted 2‐phenylacetamides is the loss of an aromatic hydrogen atom from the molecular ion. The other principal fragmentation processes observed with these compounds are discussed.