Advertisement

Springer Nature is making Coronavirus research free. View research | View latest news | Sign up for updates

Refractometric studies of molecular complexes ofDDT with some compounds of biological interest

Refraktometrische Untersuchungen an Molekülkomplexen von DDT mit einigen biologisch relevanten Verbindungen

  • 24 Accesses

  • 4 Citations

Abstract

Formation of molecular complexes betweenDDT as acceptor and indole, 2-methylindole, 3-methylindole, benzene and naphthalene as donors have been studied in carbon tetrachloride using refractometric and differential refractometric measurements. Titration techniques through these measurements have indicated11 stoichiometry of these complexes. Equilibrium constants (K 1) and extent of electronic polarization were calculated. Two types of complexes were observed, one association involving primarily the benzhydryltrichloromethyl grouping ofDDT with a polar complexing agents, and the other interaction of theDDT aromatic π-electron system with π-electrons of donors in the complexing molecule. These data support the charge-transfer complex formation hypothesis for the mode of action ofDDT on molecular level.

Zusammenfassung

Es wurde die Bildung von Molekülkomplexen zwischenDDT als Acceptor und Indol, 2-Methyl-indol, 3-Methyl-indol, Benzol und Naphthalin als Donor in CCl4 mittels Refraktometrie und differenzieller Refraktometrie untersucht. Es wurde11-Stöchiometrie der Komplexe festgestellt, Gleichgewichtskonstanten und das Ausmaß der Elektronenpolarisation wurden berechnet. Zwei Typen von Komplexen wurden beobachtet; in einem Fall erfolgt die Assoziation primär über die Benzhydryltrichlormethyl-Gruppierung desDDT, im anderen Fall über π-Elektronenwechselwirkungen. Die Daten unterstützen ein chargetransfer-Modell der Komplexbildung vonDDT mit geeigneten Donormolekülen.

This is a preview of subscription content, log in to check access.

References

  1. 1

    Sahai, R., Chauhan, M., J. Scient Indust. Res.36, 685 (1977); and references eited therein.

  2. 2

    Sahai, R., Indian J. Chem.15A, 236 (1977).

  3. 3

    Chauhan, M., Ph. D. Thesis, Kanpur University, Kanpur, 1979.

  4. 4

    Sahai, R., Chauhan, M., Singh, V., Proc. 66th Indian Sci. Congr. Assoc. 1978.

  5. 5

    Riddick, J. A., Bunger, W. B., Techniques of Chemistry, Vol. II (Weissberger, A., ed.). New York: Wiley-Interscience. 1970.

  6. 6

    Sahai, R., Pande, P. C., Singh, V., Indian J. Chem.18A, 217 (1979).

  7. 7

    Sahai, R., Singh, V., Verma Rekha, Bull. Chem. Soc. Japan53, 2995 (1980).

  8. 8

    Sahai, R., Singh, V., J. Solution Chem., in press.

  9. 9

    Colter, A. K., Grunwald, E., J. Phys. Chem.74, 3637 (1970).

  10. 10

    Sahai, R., Singh, V., Bull. Chem. Soc. Japan54 (1981), in press.

  11. 11

    Yoshida, Z., Ōsawa, E., Bull. Chem. Soc. Japan38, 140 (1965).

  12. 12

    Sahai, R., Singh, V., Bull. Chem. Soc. Japan53, 1785 (1980).

  13. 13

    Yoshida, Z., Ōsawa, E., Ōda, R., J. Phys. Chem.65, 2895 (1964).

  14. 14

    Green, J. P., Malrien, J. P., Proc. natn. Acad. Sci.54, 659 (1965).

  15. 15

    Fukin, K., Yonezawa, T., Nagata, C., Shingue, H., J. Chem. Phys.22, 1433 (1954).

  16. 16

    Fukin, K., Yonezawa, T., Nagata, C., J. Chem. Phys.26, 831 (1957).

  17. 17

    Szent-Gyorgyi, A., Isenberg, I., Proc. natn. Acad. Sci.46, 1334 (1960).

  18. 18

    Szent-Gyorgyi, A., Isenberg, I., MacLaughlin, J., Proc. natn. Acad. Sci.47, 1089 (1961).

  19. 19

    Smaller, B., Isenberg, I., Baird, S. L., Nature191, 168 (1961).

  20. 20

    Wilson, N. K., J. Amer. Chem. Soc.94, 3431 (1972).

  21. 21

    Holan, G., Nature221, 1025 (1969).

  22. 22

    Mullins, L. J., Science122, 118 (1955).

Download references

Author information

Rights and permissions

Reprints and Permissions

About this article

Cite this article

Sahai, R., Chauhan, M. & Singh, V. Refractometric studies of molecular complexes ofDDT with some compounds of biological interest. Monatshefte für Chemie 112, 935–943 (1981). https://doi.org/10.1007/BF00905065

Download citation

Keywords

  • Charge-transfer complexes
  • DDT
  • Electronic polarization
  • Equilibrium constants
  • Indoles
  • Refractometry