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Massenspektrometrische Untersuchung organischer Stickstoffverbindungen. XXVII—Intramolekulare Redoxreaktionn bei ionisierten ortho-substituierten Nitroaromaten
Authors:Helmut Schwarz  Recai Sezi  Karsten Levsen  Heinz Heimbach  Friedrich Borchers
Abstract:Collisional activation demonstrates that the stable chemical structure image ions from o-nitrobenzaldehydedimethylacetale possess the structure of ionized o-nitroso benzoic acid methyl ester. Contrary to previous conclusions it is demonstrated that the structure of the stable chemical structure image ions (m/e 135) from different precursors i.e. o-nitrobenzyl alcohol chemical structure image o-nitrobenzyl cyanide chemical structure image and o-nitrobenzaldoxime chemical structure image is best represented by 2,1-benzisoxazoline-3-one. Ionized o-nitrosobenzaldehtde rearranged to 2,1-benzisoxazoline-3-one prior to collision induced decomposition, whereas 2-benzoxazolinone and 3-hydroxy-1,2-benzisoxazole do not rearrange within 10?5 s.
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