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Studies of cyclic acetals. XXII —limitations on the use of alkyl substituents as pseudoisotopic labels: The electron impact mass spectra of alkylated derivatives of 3,7,9‐ and 4,7,9‐trioxabicyclo[4·2·1]nonanes
Author(s) -
Calinaud Pierre,
Gelas Jacques,
Horton Derek,
Wanders Joseph D.
Publication year - 1976
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.1210111004
Subject(s) - nonane , fragmentation (computing) , mass spectrum , substituent , chemistry , alkyl , electron ionization , alkylation , spectral line , medicinal chemistry , stereochemistry , mass spectrometry , organic chemistry , physics , ion , chromatography , computer science , catalysis , ionization , operating system , astronomy
Low resolution, electron impact mass spectra are tabulated for eleven methylated derivatives of 3,7,9‐trioxabicyclo[4·2·1]nonane, 4,7,9‐trioxabicyclo[4·2·1]nonane and nine methylated derivatives, and 6‐ethyl‐3,7,9‐trioxabicyclo[4·2·1]nonane. In general, a substantial proportion of the fragmentation subsequent to electron impact can be rationalized according to a few, simple decomposition pathways that are inferred from analysis of mass number shifts caused by changes in substitution; however, major alterations in fragmentation are apparent in a few of these examples, which signals that, for several of the 4,7,9‐trioxabicyclo[4·2·1]nonanes, the substituent acts not as an inert label but as a fragmentation‐directing group.
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