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Determination of micromolar concentrations of strong acids in chloroform by protonation of tetraphenylporphyrin

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Abstract

The protonation of tetraphenylporphyrin followed by spectrophotometric detection of the resulting dihydrogen tetraphenylporphyrin dication has been evaluated as a means to determine micromolar concentrations of strong acids in chloroform. The equilibrium constants for the process are large (>1010 for benzenesulfonic and methanesulfonic acids), but not large enough to ensure stoichiometric conversion to the dication unless only order of magnitude precision is required. The incorporation of a correction term in the stoichiometric approximation, based on a dilution of the analytical sample, yields an acceptable result for these two acids.

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Acknowledgments

This work was supported in part by the National Science Foundation through Grant CHE-074968. Acknowledgment is also made to the donors of the American Chemical Society Petroleum Research Fund for support of this research through grant 49334-UR3.

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Authors and Affiliations

  1. Department of Chemistry, Santa Clara University, Santa Clara, CA, 95053, USA

    Brent M. Harvey & Patrick E. Hoggard

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  1. Brent M. Harvey
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  2. Patrick E. Hoggard
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Correspondence to Patrick E. Hoggard.

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Harvey, B.M., Hoggard, P.E. Determination of micromolar concentrations of strong acids in chloroform by protonation of tetraphenylporphyrin. Monatsh Chem 143, 1101–1105 (2012). https://doi.org/10.1007/s00706-012-0784-7

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  • DOI: https://doi.org/10.1007/s00706-012-0784-7

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