Skip to main content
Log in

Solvent influences in the alkaline hydrolysis of esters in aqueous ethanol

  • Published:
Proceedings of the Indian Academy of Sciences - Section A Aims and scope Submit manuscript

Abstract

The rate data for the alkaline hydrolysis of a number of monoesters, diesters and lactones have been obtained in varying compositions of aqueous ethanol. The application of the Amis and Laidler-Landskroener equations to the data yields reasonable values for the parameters representing the radius of the transition state for the hydrolysis confirming the ion-dipole nature of the reaction. An attempt to explain the rate data on the basis of the solvation requirements of the transition state has been made.

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

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. Anantakrishanan, S. V. and Nair, P. M.Proc. Ind. Acad. Sci., 1950,32, 338.

    Google Scholar 

  2. —— and Anantaraman, A. V. ——Ibid., 1959,49, 174.

    Google Scholar 

  3. —— and Radhakrishnamurti, P. S. ——Ibid., 1961,54, 28.

    Google Scholar 

  4. —— and Venkatarathnam, R. V.Indian J. Chem., 1966,4, 379.

    Google Scholar 

  5. Tommila, E. and Murto, M. L.Acta Chem. Scand., 1963,17, 1947.

    Article  Google Scholar 

  6. Ingold, C. K...Structure and Mechanism in Organic Chemistry, Cornell University Press, N.Y., 1953.

    Google Scholar 

  7. Amis, E. S...Anal. Chem., 1955,27, 1672.

    Article  Google Scholar 

  8. —————..J. Chem. Educ., 1953,30, 351.

    Article  Google Scholar 

  9. Laidler, K. J. and Landskroener, P. A.Trans. Farad. Soc., 1956,52, 200.

    Article  Google Scholar 

  10. Anantakrishnan, S. V. and Radhakrishnamurti, P. S.Indian J. Chem., 1965,3, 336.

    Google Scholar 

  11. Robinson, R. A. and Stokes, R. H.Electrolytic Solutions, Butterworth Publications, London, 1955.

    Google Scholar 

  12. Venkoba Rao, G.Ph.D. Thesis, University of Madras, 1969.

  13. Balakrishnan, M. ..Ph.D. Thesis, University of Madras, 1973.

  14. Arnett, E. M., Bentrude, W. C., Burke, J. J. and Daggleby, P.J. Amer. Chem. Soc., 1965,87, 1541.

    Article  Google Scholar 

  15. Gelles, E., Hughes, E. D. and Ingold, C. K.J. Chem. Soc., 1954, p. 2910.

  16. Cropper, W. H., Olson, A. R. and Spieth, F.J. Amer. Chem. Soc., 1954,76, 6248.

    Article  Google Scholar 

  17. Scatchard, G...J. Chem. Phys., 1939,7, 657.

    Article  Google Scholar 

  18. Ogg, E. A. and Rice, A. O. ——Ibid., 1937,5, 140.

    Article  Google Scholar 

  19. Frost, A. A., and Schwemer, W. C.J. Amer. Chem. Soc., 1954,72, 1268.

    Google Scholar 

  20. Venkoba Rao, G. and Venkatasubramanian, N.Tetrahedron Letters, 1967, p. 5275.

  21. —————..Aust. J. Chem., 1971,24, 201.

    Google Scholar 

  22. —————..Indian J. Chem., 1972,10, 178.

    Google Scholar 

  23. Balakrishnan, M., Venkoba Rao, G. and Venkatasubramanian, N.Tetrahedron Letters, 1972, p. 4617.

  24. ----- ..J.C.S., Perkin II, 1974, p. 6.

  25. —————..Int. J. Chem. Kinetics, 1974, 6, 103.

    Article  Google Scholar 

  26. ----- ..Indian. J. Chem. (in press).

  27. ----- ..J. Indian Chem. Soc. (in press).

  28. ----- ..J.C.S., Perkin II (in press).

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Balakrishnan, M., Venkoba Rao, G. & Venkatasubramanian, N. Solvent influences in the alkaline hydrolysis of esters in aqueous ethanol. Proc. Indian Acad. Sci. 80, 50–56 (1974). https://doi.org/10.1007/BF03046672

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF03046672

Keywords

Navigation