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The role of distonic ions in the formation of CH3NH3+and (CH3)2NH2+from the molecular ions of octopamine and synephrine

โœ Scribed by Ana M. Cardoso; Antonio J. Ferrer-Correia; Roel H. Fokkens; Nico M.M. Nibbering

Publisher
Elsevier Science
Year
1990
Tongue
English
Weight
287 KB
Volume
1
Category
Article
ISSN
1044-0305

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โœฆ Synopsis

It is shown by mass-analyzed ion kinetic energy spectromet-ry that the metastably decomposing molecular ions of octopamine (p-HOC&L&H(OH)CHrNHz) and synephrine (p HOC6H,CH(OH)CHzNHCH3) yield only protonated methylamine and dimethylamine, respectively, as product ions. From deuterium labeling and variation of the internal energy of the molecular ions, experimental support has been obtained that these product ions are generated via the occurrence of a distonic ion-neutral complex. In the case of octopamine, this complex would consist of a nitrogen-protonated aminomethyl radical and p-hydroxylbenzaldehyde in which the former species abstracts the aldehydic or phenolic hydrogen atom from the latter to give protonated dimethylamine. (

๐Ÿ“œ SIMILAR VOLUMES

Unimolecular reactions of the isolated i
Unimolecular reactions of the isolated immonium ions CH3CH = NH+C4H9, CH3CH2Ch = NH+C4H9 and (CH3)2C = NH+C4H9
โœ Richard D. Bowen; Alex. W. Colburn; Peter J. Derrick ๐Ÿ“‚ Article ๐Ÿ“… 1990 ๐Ÿ› John Wiley and Sons ๐ŸŒ English โš– 858 KB

The reactions of ten metastable immonium ions of general structure R'R2C=NH+C4H9 (R' = H, R2 = CH, , C2H, ; R' = R2 = CH,) are reported and discussed. Elimination of C4H, is usually the dominant fragmentation pathway. This process gives rise to a Gaussian metastable peak; it is interpreted in terms