Mass-spectrometric study of 5,6-dihydro-4H-1,3-oxazin-5-ones
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Under the influence of electron impact, 2-aryl-1,3-oxazin-5-ones undergo fragmentation primarily with the elimination of the C2H2O2 group of atoms, as well as with the formation of aroyl cations. The complete absence of the retrodiene fragmentation that is characteristic for such heterocyclic systems makes it possible to conclude that the double bond in the heteroring is not stabilized. In the case of 4-alkyl- and 4-benzyl-substituted oxazinones the molecular ions under-go rearrangement, as a result of which a seven-membered heteroring is formed due to inclusion of the methylene group of the substituent in an oxazine ring.
KeywordsMethylene Organic Chemistry Double Bond Electron Impact Oxazine
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