title: Electron-ionization-induced fragmentation of N-monosubstituted 2-phenylacetamides.
abstract: 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 alpha 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.
authors: Department of Organic Chemistry, Faculty of Technology and Metallurgy, University of Belgrade, Yugoslavia.
authors: L A
authors: LA
authors: Jeremić
authors: N L
authors: NL
authors: Kobilarov
authors: S D
authors: SD
authors: Petrović
mesh_terms: D000081:Acetamides / Q000737:chemistry*; D013058:Mass Spectrometry
chemical_list: D000081:Acetamides