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Journal of the Brazilian Chemical Society
Print version ISSN 0103-5053
On-line version ISSN 1678-4790
CERECETTO, Hugo et al. Mass spectrometry of 1,2,5-oxadiazole N-oxide derivatives: use of deuterated analogues in fragmentation pattern studies. J. Braz. Chem. Soc. [online]. 2004, vol.15, n.2, pp.232-240. ISSN 0103-5053. http://dx.doi.org/10.1590/S0103-50532004000200012.
This paper reported on the study of fragmentation pattern in mass spectrometry of 1,2,5-oxadiazole N-oxide derivatives involving deuterium-labeled analogues to identify some critical fragmentations. A neutral CH2O loss from 3-hydroxymethyl-N2-oxide-4-phenyl-1,2,5-oxadiazole was confirmed with the corresponding mono-deuterated analogue. An OH loss, involving the oxygen of N-oxide, via b-H and d-H rearrangement, was clearly revealed from 3-(4-methylpiperazine-1-ylmethyl)-N2 -oxide-4-phenyl-1,2,5-oxadiazole using the adequate tetra-deuterated analogue. N-oxide isomer and deoxygenated analogues were also used to confirm the participation of the oxide moiety in the fragmentation process.
Keywords : 1,2,5-oxadiazole N-oxide; D-labeled furoxan; mass fragmentation; EI/MS.