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Determination of phenol in the presence of resorcinol applying substitution with excess bromine water; structure of the bromination products

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Abstract

Bromination with a large excess of bromine results in the formation of a tetrabromo product for phenol and a pentabromo derivative for resorcinol. It is possible to determine the active bromine in the tetrabromo product after its isolation by filtration. This can also be done in the presence of resorcinol as its pentabromo derivative does not precipitate. The method gives good results (96–97%±1%) for quantities of 8 mg and higher of phenol in the presence of a maximum of 25 mg resorcinol. From the1H- and13C-nmr spectra of the bromination products it could be concluded that they have a quinoidal structure.

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Authors and Affiliations

  1. Department of Pharmaceutical Analysis and Analytical Chemistry, University of Leiden, Gorlaeus Laboratories, P.O. Box 9502, 2300, RA Leiden, The Netherlands

    S. M. Dreijer Van Der Glas, H. J. De Jong & A. Bult

  2. Apotheek de Vrijheid, Thorbeckesingel 4, 3354, AP Papendrecht, The Netherlands

    T. Schalekamp

Authors
  1. S. M. Dreijer Van Der Glas
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  2. T. Schalekamp
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  3. H. J. De Jong
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  4. A. Bult
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Dreijer Van Der Glas, S.M., Schalekamp, T., De Jong, H.J. et al. Determination of phenol in the presence of resorcinol applying substitution with excess bromine water; structure of the bromination products. Pharmaceutisch Weekblad Scientific Edition 5, 70–73 (1983). https://doi.org/10.1007/BF01960079

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  • DOI: https://doi.org/10.1007/BF01960079

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