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Electron‐impact fragmentation of the bicyclo[4.1.0]heptane‐2‐one system: Correlations with photochemistry
Author(s) -
Fenselau Catherine,
Shaffer G. W.,
Dauben W. G.
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.1210030102
Subject(s) - heptane , fragmentation (computing) , bicyclic molecule , photochemistry , electron ionization , chemistry , deuterium , electron , mass spectrum , mass spectrometry , medicinal chemistry , atomic physics , physics , organic chemistry , ionization , ion , nuclear physics , chromatography , computer science , operating system
The low resolution and complete high resolution mass spectra of a series of methyl and deuterium substituted bicyclo[4.1.0]heptane‐2‐one derivatives have been measured. An attempt has been made to test the operation of a fragmentation process analogous to the known photochemical rearrangement, and to determine if the substitution effects critical to the photorearrangement also influence the electron‐impact process. The fragmentation pattern of these conjugated cyclopropyl ketones is detailed and the influence of the cyclopropyl ring is discussed. It is suggested that electron‐impact‐induced rearrangements which are analogous to photochemical transformations will be relatively low energy processes and will remain prominent at low ionizing voltages.