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Definitive characterization of some C5H5N·+ and C6H7N·+ radical cations by associative ion–molecule reactions

✍ Scribed by Pascal Gerbaux; Monique Barbieux-Flammang; Johan K. Terlouw; Robert Flammang

Publisher
Elsevier Science
Year
2001
Tongue
English
Weight
372 KB
Volume
206
Category
Article
ISSN
1387-3806

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✦ Synopsis

Isomeric C 5 H 5 N ⅐ϩ and C 6 H 7 N ⅐ϩ radical cations were allowed to interact with various neutral reagents in the quadrupole collision chamber of a six sector magnetic deflection type tandem mass spectrometer. Using CH 3 SSCH 3 , CH 3 OH, or H 2 O, iso-C 3 H 7 I, and tert-C 4 H 9 NC as substrates, specific associative ion-molecule reactions occur whose products were analyzed in a subsequent high energy collision induced dissociation experiment. Differentiation between ionized pyridine and its 1,2-H shift isomer is readily achieved with each of the four substrates as the latter C 5 H 5 N ⅐ϩ ion exhibits a radical-type reactivity characteristic of its distonic character. An unambiguous structure characterization of the C 6 H 7 N ⅐ϩ ions, namely ionized 2-methylpyridine, the N-methylene pyridinium ylide ion, the 2-methylene-1-hydropyridine ion, and the N-methyl-2dehydropyridine radical cation, is realized when all of the above substrates are used in the analysis. (Int J Mass Spectrom 206 (2001) 91-103) © 2001 Elsevier Science B.V.

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