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Nachbargruppeneffekte bei massenspektrometrischen Fragmentierungsreaktionen: substituierte 1,3‐Diaminopropan‐Derivate. 17. Mitteilung über das massenspektrometrische Verhalten von Stickstoffverbindungen
Author(s) -
Lerch Elsbeth,
Hesse M.
Publication year - 1972
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19720550604
Subject(s) - chemistry , fragmentation (computing) , mass spectrum , molecule , stereochemistry , medicinal chemistry , ion , organic chemistry , computer science , operating system
Abstract The mass spectrometric behaviour of the 1,3‐diaminopropane derivative 4a (3,7‐diacetyl‐3,7‐diazadodecane) was investigated with regard to the fragmentation reactions of N, N′, N″‐triacetylspermidine ( 1 ), as model for the 1,3‐diaminopropane part. It was established that the degradation reactions in 4a and 1 are essentially the same and mainly due to the interaction of two N‐acetyl groups. Thereby it is established that the most important mass spectrometric fragmentation reactions of spermidine derivatives take place within the 1,3‐diaminopropane unit and are independent of the influence of further N‐atoms in the molecule. An ion ( m / e 143) was found in the fragmentation pattern of N, N′, N″‐triacetylspermidine whose formation can be explained by interaction of all three N‐acetyl groups. The corresponding ion was not found, in the spectrum of 4a , with only two N‐acetyl groups, thereby confirming the earlier hypothesis.