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Mass spectrometry in structural and stereo‐chemical problems—CCXXIV: Fragmentation of cyclopropanes
Author(s) -
Dias Jerry R.,
Djerassi Carl
Publication year - 1973
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.1210070610
Subject(s) - fragmentation (computing) , deuterium , mass spectrum , ion , chemistry , mass spectrometry , ionization , hydrogen atom , hydrogen , computational chemistry , spectral line , chemical ionization , organic chemistry , atomic physics , physics , chromatography , alkyl , astronomy , computer science , operating system
Generalizations for interpreting the mass spectra of cyclopropanes are enumerated and are based on the examination of many deuterium labeled substrates. Most cyclopropyl fragmentations can be visualized as resulting from ionization of the most substituted cyclopropyl bond in which the positive charge is localized on the most substituted carbon atom. Subsequent hydrogen shifts and/or simple scissions produce an array of predictable fragment ions.