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Mass spectrometric studies–VI: Aziridines
Author(s) -
Porter Q. N.,
Spear R. J.
Publication year - 1970
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.1210031006
Subject(s) - fragmentation (computing) , cleavage (geology) , mass spectrum , chemistry , ion , hydrogen , stereochemistry , organic chemistry , materials science , biology , fracture (geology) , composite material , ecology
The mass spectra of C ‐alkylaziridines show that generally β‐cleavage is the most important fragmentation, although α‐cleavages also occur as do γ‐, and δ‐ and ϵ‐cleavages in appropriate examples. A surprising rearrangement of the β‐cleavage ions has been explained as the result of a four‐centre cyclization followed by fragmentation. Other decompositions occur via transannular cleavages with and without hydrogen transfer. α‐Cleavage appears to be the most important fragmentation of N‐alkylaziridines. N‐Phenylaziridine shows very marked 1,2‐phenyl‐migration before fragmentation.