p<i>K</i><sub>a</sub> Determination of Strongly Acidic C-H Acids Bearing a (Perfluoroalkyl)sulfonyl Group in Acetonitrile by Means of Voltammetric Reduction of Quinone

  • KOTANI Akira
    Department of Analytical Chemistry, School of Pharmacy, Tokyo University of Pharmacy and Life Sciences
  • YANAI Hikaru
    Department of Synthetic Organic Chemistry, School of Pharmacy, Tokyo University of Pharmacy and Life Sciences
  • MATSUMOTO Takashi
    Department of Synthetic Organic Chemistry, School of Pharmacy, Tokyo University of Pharmacy and Life Sciences
  • HAKAMATA Hideki
    Department of Analytical Chemistry, School of Pharmacy, Tokyo University of Pharmacy and Life Sciences

抄録

<p>A voltammetric method has been developed for the determination of the acid dissociation constant (pKa) of (RfSO2)2CHR (Rf = perfluoroalkyl), which is a strongly acidic molecule that serves as an acid catalyst. In acetonitrile solution containing small quantity of the acid, the reduction peak potential of quinone caused by the acid shifted to a more positive side accompanied by an increase in the acidity of the acid. This relationship was in good agreement with an equation derived from the Nernst equation. The present finding has been successfully applied to the determination of the pKa of the acids in acetonitrile with values ranging from 7 to 17.</p>

収録刊行物

  • Electrochemistry

    Electrochemistry 89 (2), 121-124, 2021-03-05

    公益社団法人 電気化学会

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