Organic Mass Spectrometry · 1979 · 21 citations · 6 references
Natural SciencesChemistryOrganic ChemistryPhysical ChemistrySpectroscopySteric EffectsSulfur ChemistryAromatic Electronic EffectsAromaticity EffectsChemical SubstituentsFragmentation PathwaysMass Spectral FragmentationNitro CompoundsThiophene Chemistry
Abstract A prominent ortho interaction occurs during the mass spectral fragmentation of di(2‐nitrophenyl)sulphides. No such effects are observed for the corresponding ethers or 2‐(2‐nitroanilino)thiophens. Variation of aromatic substituents can dramatically alter the effect. Examination of analogous sulphone, sulphoxide, and disulphide molecules, implicates the involvement of the ortho nitro substituent and the sulphur atom in this rearrangement.
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J. H. Bowie, S.-O. Lawesson, J. M. Madson et al. · Journal of the Chemical Society B Physical Organic · 1966 · 35 citations