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The mass spectra of dibenzo‐ p ‐dioxin and group VI analogues
Author(s) -
Calder I. C.,
Johns R. B.,
Desmarchelier J. M.
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.1210040113
Subject(s) - chemistry , electronegativity , ion , heteroatom , mass spectrum , fragmentation (computing) , spectral line , medicinal chemistry , oxygen , stereochemistry , organic chemistry , ring (chemistry) , physics , astronomy , computer science , operating system
The mass spectra of dibenzo‐ p ‐dioxin and group VI analogues are reported and discussed in terms of observed tendencies in the fragmentation patterns. Data for the following compounds are given: dibenzo‐ p ‐dioxin (la), phenosellenine (Ic), phenotellurine (Id), 5,5‐dibromophenosellenine (Ig), 5,5‐dibromophenotellurine (Ih), 3,7‐dibromophenoxathiin‐5,5‐dioxide (II), benz‐1,4‐dioxin (III) and 2‐hydroxybenz‐1,4‐dioxan (IV). Certain ions in the spectra of phenoxathiin (Ib), its sulphoxide (le) and sulphone (If) are reported for purposes of comparison. Ions formed by the loss of the heteroatom other than oxygen (i.e. group Y in the type formula I) are present in the spectra of the compounds Ia to h, but the intensities of these ions vary considerably. In the series of analogous‐compounds la to d the intensity of the ion formed by loss of Y increases as the electronegativity of Y decreases. Ions formed by intial loss of CO and ·CHO are observed in the spectra of compounds la to d; the ratios of the intensities of these ions to the intensity of the ion formed by loss of Y depends on the ease of loss of Y. Compounds Ia and III lose C 2 O 2 in a one step process to form intense aromatic radical ions.