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Evaluation of the acidic properties of hydroxycoumarins and choice of solvents for performing potentiometric analysis

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Abstract

The relative acidity constants (pKa) for 17 hydroxycoumarins in water, methanol, acetone (Ac), dimethylformide (DMFA), and dimethyl sulfoxide (DMSO) have been determined by Henderson's method. The existence of a linear relationship between pKa in water and pKa in acetone, dimethylformamide, and dimethyl sulfoxide has been established. From the pKa values the sequence of neutralization of the hydroxy groups has been determined: their acidic properties decrease in the sequence 4-OH > 7-OH > 6-OH > 8-OH. A quantitative evaluation of the conditions of titration in five solvents on the basis of the titration constants (pKt) and of the values of the potential jumps and the shape of the potentiometric titration curves has permitted acetone to be proposed as the optimum solvent for the performance of potentiometric analysis.

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Literature cited

  1. V. P. Georgievskii, Khim. Prir. Soedin., 303 (1979).

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Authors
  1. V. P. Georgievskii
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Additional information

All-Union Scientific-Research Institute of Drug Chemistry and Technology, Khar'kov. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 770–773, November–December, 1985.

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Georgievskii, V.P. Evaluation of the acidic properties of hydroxycoumarins and choice of solvents for performing potentiometric analysis. Chem Nat Compd 21, 729–732 (1985). https://doi.org/10.1007/BF00576206

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  • DOI: https://doi.org/10.1007/BF00576206

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