MASS SPECTRA OF OXYGENATED QUINOLINES
| Autor: | D. M. Clugston, D. B. MacLean |
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| Rok vydání: | 1966 |
| Předmět: | |
| Zdroj: | Canadian Journal of Chemistry. 44:781-788 |
| ISSN: | 1480-3291 0008-4042 |
| DOI: | 10.1139/v66-112 |
| Popis: | The mass spectra of the monohydroxyquinolines, the monomethoxyquinolines, N-methyl-2-quinolone, and N-methyl-4-quinolone have been recorded. The isomeric hydroxy compounds vary somewhat in the stability of the molecular ion, but all show the same fragmentation mechanism. Two general fragmentation patterns are discernible in the spectrum of each of the monomethoxyquinolines, but there is considerable variation among the isomers in the extent to which the two patterns occur. In addition, 8-methoxyquinoline undergoes a peculiar fragmentation wherein all three methyl hydrogens are lost. The 3-methoxy compound is unusual in that loss of 43 mass units from the molecular ion occurs in one step. Deuterium- and 13C-labelling experiments have proved to be useful in interpreting the fragmentation pathways. The spectra of the two N-methylquinolones prove that O to N methyl rearrangement does not occur to any significant extent upon electron impact. |
| Databáze: | OpenAIRE |
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