Über die Bildung cyclischer Ionen und bicylischer Übergangszustände beim Zerfall substituierter α,ω-Alkandiamine im Massenspektrometer. 23. Mitteilung über das massenspektrometrische Verhalten von Stickstoffverbindungen
✍ Scribed by Emanuel Schöpp; Manfred Hesse
- Publisher
- John Wiley and Sons
- Year
- 1976
- Tongue
- German
- Weight
- 775 KB
- Volume
- 59
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Formation of cyclic ions and bicyclic transition states in the mass spectral decomposition of substituted α,ω‐alkanediamines.
N‐Phenethyl‐N(4‐acetamidobutyl)‐p‐toluene‐sulfonamide (4) and its homologues were synthesized and the mass spectral behaviour investigated. After loss of a benzyl radical from the molecular ion two different fragmentation reactions are observed. The lower homologous members – namely compounds 1, 2 and 3 – lose ketene by formation of cyclic ions (Scheme 1). The higher homologues of this series of compounds (4, 5, 6) show a pronounced (to 18% ∑~50~) loss of p‐toluene sulfonic acid. This decomposition reaction proceeds presumably through a bicyclic transition state (Scheme 3).