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Solvent effects on extraction of potassium picrate with benzo-18-crown-6. A new equation for the determination of ion-pair formation of crown ether-metal salt complexes in water

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Abstract

In order to determine the ion-pair formation constant of a crown ether-metal salt 1:1:1 complex in water, an equation is derived from regular solution theory and its predictions are verified experimentally by the solvent extraction method using benzo-18-crown-6 (B18C6), potassium picrate (KA), and various diluents of low dielectric constant. The distribution constants of B18C6 itself and the overall extraction constants of KA with B18C6 were determined at 25±0.2°C. The distribution constants of the neutral K(B18C6)A complex were calculated from these data. The literature value for the complex-formation constant of K(B18C6)+ in water and the ion-pair formation constant (K K(B18C6)A ) for K(B18C6)A in water determined in this study were log K K(B18C6)A =3.12±0.23 at 25°C). The distribution behavior of B18C6 and K(B18C6)A is explained in terms of regular solution theory. The molar volumes V (cm3·mol−1) and solubility parameters δ (cal1/2-cm−3/2) are as follows: V B18C6 =249±36; V K(B18C6)A =407±56; δB18C6 = 11.5 ± 0.5; and δK(B18C6)A = 11.5 ± 0.5.

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References

  1. 1.

    Y. Takeda, inThe Solvent Extraction of Metal Ions by Crown Compounds, Host Guest Complex Chemistry III, Topics in Current Chemistry, Vol. 121, F. Voegtle and E. Weber, eds., (Springer-Verlag, Berlin, 1984), p. 1.

  2. 2.

    Y. Kudo, Y. Takeda, and H. Matsuda, inApplication of Functional Macrocyclic Compounds to Analytical Chemistry, Y. Takeda, ed., (IPC, Tokyo, 1990) (in Japanese), Chap. 1.

  3. 3.

    T. Iwachido, A. Sadakane, and K. Toei,Bull. Chem. Soc. Jpn. 51, 629 (1978).

  4. 4.

    J. H. Hildebrand and R. L. Scott, inThe Solubility of Nonelectrolytes, 3rd edn., (Dover, New York, 1964), p. 184.

  5. 5.

    C. J. Pedersen,J. Am. Chem. Soc. 89, 7017 (1967).

  6. 6.

    Y. Takeda, R. Kohno, Y. Kudo, and N. Fukada,Bull. Chem. Soc. Jpn. 62, 999 (1989).

  7. 7.

    A. F. M. Barton,Chem. Rev. 75, 731 (1975).

  8. 8.

    R. C. Weast, inHandbook of Chemistry and Physics, 58th edn., (CRC Press, Ohio, 1977–1978), p. C-81.

  9. 9.

    C. Reichard and K. Dimroth,Fortschr. Chem. Forsch. 11, 1 (1968).

  10. 10.

    J. A. Riddick and W. B. Bunger, inOrganic Solvents, 3rd edn., (Wiley-Interscience New York, 1970).

  11. 11.

    Y. Takeda and M. Nishida,Bull. Chem. Soc. Jpn. 62, 1468 (1989).

  12. 12.

    T. Omori, T. Wakahayashi, S. Oki, and N. Suzuki,J. Inorg. Nucl. Chem. 26, 2265 (1964).

  13. 13.

    H. Noguchi,Nippon Kagaku Kaishi 1990, 939.

  14. 14.

    Y. Marcus and L. E. Asher,J. Phys. Chem. 82, 1246 (1978).

  15. 15.

    A. Bondi, inPhysical Properties of Molecular Crystals, Liquids, and Glasses (Wiley, New York, 1968).

  16. 16.

    Y. Takeda, N. Ikeo, and N. Sakata,Talanta 38, 1325 (1991).

  17. 17.

    E. Iwamoto, K. Ito, and Y. Yamamoto,J. Phys. Chem. 85, 894 (1981).

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Correspondence to Yasuyuki Takeda.

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Takeda, Y., Sato, H. & Sato, S. Solvent effects on extraction of potassium picrate with benzo-18-crown-6. A new equation for the determination of ion-pair formation of crown ether-metal salt complexes in water. J Solution Chem 21, 1069–1080 (1992). https://doi.org/10.1007/BF00651734

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Key Words

  • Solvent extraction
  • ion-pair formation constant in water
  • solvent effects
  • regular solution theory
  • molar volume
  • solubility parameter
  • benzo-18-crown-6
  • potassium picrate