Abstract
The electron ionization mass spectra of 1-cyclopropyl-4-substituted-1,2,3,6-tetrahydropyridine derivatives are characterized by a base peak corresponding to [M-15]+. Evidence is presented to support a fragmentation process involving an initial cyclopropyl ring opening of the parent cyclopropylaminyl radical cation followed by intramolecular transfer of a hydrogen atom from the ring carbon atoms α to nitrogen to the primary carbon-centered radical and finally a fragmentation step proceeding by loss of a methyl radical and formation of a stable N-ethenyldihydropyridinium ion, the [M-15]+ fragment.
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Mabic, S., Nimkar, S.K., Harris, D.N. et al. Electron ionization-induced loss of a methyl radical from 1-cyclopropyl-4-substituted-1,2,3,6 tetrahydropyridine derivatives. J Am Soc Mass Spectrom 8, 724–726 (1997). https://doi.org/10.1016/S1044-0305(97)00117-7
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DOI: https://doi.org/10.1016/S1044-0305(97)00117-7