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MASSENSPEKTREN HETEROAROMATISCHER NITRILE
Author(s) -
Holzmann G.,
Rothkopf H. W.,
Müller R.,
Wöhrle D.
Publication year - 1975
Publication title -
organic mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0030-493X
DOI - 10.1002/oms.1210100204
Subject(s) - nitrile , fragmentation (computing) , chemistry , metastability , electron ionization , high resolution , alkyl , ionization , organic chemistry , ion , computer science , geology , operating system , remote sensing
The electron‐impact and field ionisation spectra of nineteen di‐ and tetracyanopyrazines are presented. The use of high resolution mass measurement and metastable analysis allows the proposal of some general fragmentation mechanisms. The 5,6‐disubstituted (alkyl or arene) 2,3‐dicyanopyrazines examined show, apart from a less important loss of the nitrile and dicyano groups, fragmentation of the heterocyclic system directed by the nitrogen atoms. In contrast, anellation in the 5,6‐position, leads only to loss of the nitrile and dicyano groups being observed. These general fragmentation mechanisms are also observed for the tetracyanopyrazines examined. A comparison of di‐ and tetracyanobenzene with five ring heterocycles containing four cyano groups shows that fragmentation of nitrile groups is greatly dependent upon the aromaticity of the cyclic system.