Premium
Mass spectrometry of diaziridines: 1—Rearrangements of the molecular ion of 1‐benzyl‐3,3‐dimethyldiaziridine and identification of some daughter ions using collisional activation
Author(s) -
Mintas Mladen,
Mayer Klaus K.
Publication year - 1980
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.1210151112
Subject(s) - chemistry , fragmentation (computing) , ion , deuterium , methylene , hydrogen , metastability , mass spectrometry , fission , mass spectrum , crystallography , photochemistry , analytical chemistry (journal) , medicinal chemistry , atomic physics , organic chemistry , physics , chromatography , computer science , operating system , quantum mechanics , neutron
Abstract Intense rearrangement processes involving migrations of hydrogen atoms and the phenyl group were observed in the electron impact induced fragmentation of 1‐benzyl‐3,3‐dimethyldiaziridine. The following ions are observed: (i) m / z 146: a two‐step fragmentation involving hydrogen transfer followed by loss of NH 2 ; (ii) m / z 119: C—N 1 bond fission followed by a 1–4 phenyl shift and loss of CH 3 N 2 ; (iii) m / z 106: a process involving reciprocal hydrogen migration between the methyl and benzylic methylene groups; (iv) m / z 58: hydrogen transfer from benzylic methylene and subsequent loss of PhCHN. The origin of these ions has been confirmed by measurements of metastable transitions in 1‐benzyl‐3,3‐dimethyldiaziridine, and on specifically deuterated and substituted diaziridines. The structure of the ions at m / z 119 and m / z 106 has been deduced by means of collisional activation spectrometry.