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Eur. J. Mass Spectrom. 6, 135 - 141 (2000) |
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Rearrangement and loss of bromine radical and CO from some bromobenzyl alcohols following electron ionisation | ||
Jiri Kubista and Vladimir Hanus* |
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ABSTRACT: | ||
The electron ionisation spectra of bromine-containing derivatives of benzyl alcohol are often dominated by ions which do not contain bromine. We use the experimental data on a series of selected bromobenzyl alcohols to elucidate the easy loss of bromine atoms. In this process, arene-bonded bromines are displaced by hydrogens which originate from the benzyl group. Thus, we conclude that this reaction occurs during the "hydrogen ring-walk". The suggested reaction mechanism and structures of intermediates, which can be considered, are discussed and graphically illustrated. | ||
Keywords: electron ionisation, fragmentation, benzyl alcohol, hydrogen ring-walk, rearrangement, ring expansion and ring contraction |
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