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Strained heterocyclic systems. VIII. The mass spectral fragmentations of some arylquinolines and quinoline N ‐oxides
Author(s) -
Koch Charles W.,
Milberg Richard M.,
Katt Robert J.,
Markgraf J. Hodge,
Wege P. M.
Publication year - 1974
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570110405
Subject(s) - chemistry , quinoline , mass spectrum , deuterium , carbon monoxide , hydrogen , spectral line , high resolution , medicinal chemistry , organic chemistry , catalysis , atomic physics , ion , physics , astronomy , remote sensing , geology
High resolution mass spectra of compounds 1—8 were investigated. For the quinolines (1–3) the absence of major peaks other than M + and (M‐1) + reflects the stability of those systems. The N ‐oxides (4–6) all exhibit major peaks at M + , (M‐16) + , and (M‐17) + . In addition, 4 shows prominent fragmentations reflecting loss of hydrogen and carbon monoxide. The pathways are related to the geometries of the N ‐oxides; deuterated compounds (7–8) aided these assignments.