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The mass spectra of some α‐lactams
Author(s) -
Lengyel István,
Uliss David B.,
NafissiV M. Mehdi,
Sheehan John C.
Publication year - 1969
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.1210021206
Subject(s) - fragmentation (computing) , substituent , mass spectrum , polyatomic ion , chemistry , ion , mass , electron ionization , deuterium , carbon monoxide , mass spectrometry , analytical chemistry (journal) , stereochemistry , atomic physics , physics , organic chemistry , chromatography , computer science , catalysis , ionization , operating system
The electron‐impact induced fragmentation of eight aziridinones has been studied by conventional as well as by high resolution mass spectrometry. All α‐lactams exhibit a molecular ion. The major primary step, in the fragmentation, is the ejection of carbon monoxide from the molecular ion. Ions of the general formula R 1 NC and R 2 R 3 CO were found in the mass spectra of all α‐lactams investigated. A skeletal rearrangement to rationalize these ions is proposed. The fragmentation of the molecular ion is affected by the N‐substituent. Exact mass measurement and specific deuterium labeling indicate the absence of McLafferty rearrangement from either the N‐ or C‐substituent.