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Mass spectra of important heterocyclic compounds: cycloalkane fused pyrimidines
Author(s) -
Alvarez R. Martínez,
Fernández A. Herrera,
Vázquez A. Sánchez,
Maroto J. J. Aladro,
Chioua M.,
Chioua R.
Publication year - 1999
Publication title -
rapid communications in mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.528
H-Index - 136
eISSN - 1097-0231
pISSN - 0951-4198
DOI - 10.1002/(sici)1097-0231(19990115)13:1<79::aid-rcm457>3.0.co;2-x
Subject(s) - chemistry , cycloalkane , cyclobutadiene , mass spectrum , alkyl , ring (chemistry) , cyclobutane , cleavage (geology) , fragmentation (computing) , halogen , electron ionization , nitrile , stereochemistry , molecule , medicinal chemistry , photochemistry , organic chemistry , catalysis , ion , fracture (geology) , computer science , engineering , operating system , geotechnical engineering , ionization
The electron impact mass spectra of several new cycloalkane‐substituted pyrimidines are reported. The cleavage of the cycloalkanepyrimidines depends strongly on the alkyl ring size and on the substituents attached to this ring. The pyrimidines with fused small rings (cyclobutapyrimidines) undergo consecutive elimination of two nitrile molecules affording cyclobutadiene. However, for the pyrimidines with rings larger than cyclobutane, the main fragmentation observed involves ring opening with loss of alkyl radicals. The substituents with strong electronic effects attached to the alkyl ring promote a different cleavage mechanism with elimination of these groups. Copyright © 1999 John Wiley & Sons, Ltd.