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Studies in organic mass spectrometry. XXII –Evidence for the existence of cyclic oxonium ions in the gas phase
Author(s) -
Van De Sande C. C.
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.1210110205
Subject(s) - oxonium ion , chemistry , mass spectrometry , ion , aryl , electron ionization , gas phase , medicinal chemistry , tetra , polyatomic ion , stereochemistry , organic chemistry , alkyl , chromatography , ionization
The electron impact induced loss of a phenoxy radical from the molecular ions of α,ω‐bis‐aryloxy alkanes ΦO(CH 2 ) n OΦ ( 1 n ; n = 2–7) and F‐ p ‐C 6 H 4 (CH 2 ) n OΦ(2 n ; n = 2−5) is the result of functional group interaction. Labelling data provide conclusive evidence for the O‐aryl tetra‐hydrofuranium and O‐aryl tetrahydropyranium structures of the resulting decomposing species (lifetimes between 10 −6 and 10 −5 s) in the case of n = 4 and 5, respectively. Evidence is presented for the occurrence of phenyl participation in the loss of ΦOH from the molecular ions of the lower homologues of 1 n and 2 n ( n = 2, 3).