Organic Mass Spectrometry p. 499 - 506 (1986)
Update date:2022-08-29
Topics:
Cert, Arturo
Delgado-Cobos, Pedro
Perez-Lanzac, Mariana Trujillo
The mass spectra of imidazole-4(5)-carboxaldehyde, its two 1-methyl derivatives, 4(5)-nitroimidazole, 5(4)-nitroimidazole-4(5)-carboxaldehyde and 1-methyl-5-nitroimidazole-4-carboxaldehyde are presented and discussed in comparison with those of other imidazole-carboxaldehydes and nitroimidazoles earlier reported.The imidazole-carboxaldehydes and their 1-methyl derivatives exhibit the characteristic fragmentation of aromatic aldehydes, and differences between the isomers can be observed.The nitroimidazoles show the fragmentation typical of aromatic nitrocompounds.In the o-nitroimidazole-carboxaldehydes, the typical losses of aldehydes do not occur, but primary ortho effects between the formyl and nitro groups give rise to important fragmentation routes.In their 1-methyl derivatives, the presence of the methyl group adjacent to the nitro group originates additional double and secondary ortho effects.For some of these transformations, fragmentation mechanisms are proposed.
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