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Alkyl–oxygen bond formation in the mass spectra of α‐chloromethyl aryl sulphones
Author(s) -
Pratanata Miss Itawati,
Williams L. R.,
Williams R. N.
Publication year - 1974
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.1210090407
Subject(s) - aryl , chemistry , alkyl , mass spectrum , metastability , ion , oxygen , chlorine , photochemistry , oxygen atom , medicinal chemistry , electron ionization , spectral line , crystallography , molecule , organic chemistry , physics , astronomy , ionization
When subjected to electron‐impact, chloromethyl aryl sulphones (II, X = Cl) fragment predominantly by the loss of CH 2 Cl from the molecular ion followed by the loss of SO 2 and in most cases the appropriate metastable peaks are present to confirm the transitions. In addition, alkyl–oxygen bond formation in the molecular ion was revealed by the presence of prominent peaks corresponding to the [Rϕ‐SO] + ions. In most spectra no evidence for aryl–oxygen bond formation could be found and thus the presence of the chlorine atom was able to effectively reverse the direction of skeletal rearrangement reported for aryl methyl sulphones.