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The mass spectra of 4‐aminophenanthrene and its trifluoroacetic anhydride and perflnoropropionic anhydride derivatives
Author(s) -
Campbell J. A.,
Chess E. K.,
Connolly M. J.
Publication year - 1990
Publication title -
biomedical and environmental mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0887-6134
DOI - 10.1002/bms.1200191007
Subject(s) - trifluoroacetic anhydride , mass spectrum , chemistry , electron ionization , mass spectrometry , fragmentation (computing) , chemical ionization , ion , substituent , analytical chemistry (journal) , ionization , organic chemistry , chromatography , computer science , operating system
Several aminophenanthrenes have been examined with electron impact mass spectrometry. The trifluoroacetic anhydride (TFAA) and perfluoropropionic anhydride (PFPA) derivatives of 4‐aminophenanthrene have been studied with electron impact as well as both positive and negative ion chemical ionization mass spectrometry utilizing methane as a reagent gas. The resulting mass spectra indicate a loss of water from the derivatives and a mechanism is proposed to account for this loss. The spectra also indicate unique fragmentation patterns associated with the position of the substituent, particularly the four position which is in the region of the molecule termed the bay region. Another interesting aspect is the spectral differences observed for the TFAA and PFPA derivatives of 4‐aminophenanthrene. The positive ion chemical ionization mass spectrum of the TFAA derivative indicates an ion [M + H H 2 O] + ; however, the mass spectrum of the PFPA derivative of 4‐aminophenanthrene indicates no water loss from the [M + H] + ion. The negative ion chemical ionization mass spectra of the two derivatives are also very different. The mass spectrum of the TFAA derivative shows an [ M 18] − ion and the PFPA derivative shows successive losses of HF with no apparent loss of water.