Mass spectra of important heterocyclic compounds: cycloalkane fused pyrimidines

✍ Scribed by R. Martínez Alvarez; A. Herrera Fernández; A. Sánchez Vázquez; J. J. Aladro Maroto; M. Chioua; R. Chioua

• Publisher: John Wiley and Sons
• Year: 1999
• Tongue: English
• Weight: 83 KB
• Volume: 13
• Category: Article
• ISSN: 0951-4198
• DOI: 10.1002/(sici)1097-0231(19990115)13:1<79::aid-rcm457>3.0.co;2-x

✦ Synopsis

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.