Skip to main content
Log in

Structure-reactivity relationship in the oxidation of aryl aliphatic ketones by CeIV

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

Abstract

Kinetics of oxidation of aryl aliphatic ketones by CeIV in presence of HClO4 in aqueous acetic acid medium has been studied. Reactivity has been found to be that substituents of electron withdrawing nature accelerate the reaction and the reverse is true with electron releasing substituents. A mechanism of radical intermediate is postulated to explain the observed phenomena. The unusual reactivity of the alkoxy derivatives may be traced to a change in the mechanism routed through a carbonium ion centre or alternatively it might be due to the hydrolysis of the alkoxy derivatives leading to the higher reactivity observed.

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. Shorter, J. and Hinselwood, C. N.,J. Chem. Soc. 3276 (1950).

  2. Shorter,J. J. Chem. Soc. 3425 (1950).

  3. Venkatakrishnan, S. and Santappa, M.,Z. Phys. Chem. (Frankfurt)16 73 (1958).

    Google Scholar 

  4. Shorter, J.,J. Chem. Soc. 1868 (1962).

  5. Littler, J. S.,J. Chem Soc. 832 (1962).

  6. Patnaik, L. N., Behera, G. and Rout, M. K.,Indian J. Chem. 9 432 (1971).

    Google Scholar 

  7. Wiberg, K. B. and Evans, R. J.,Tetrahedron 8 313 (1960).

    Article  Google Scholar 

  8. Trahnovsky, S., Gramer, J. and Brixius, D. L.,J. Amer. Chem. Soc. 96 1077 (1974).

    Article  Google Scholar 

  9. Leffler, J. E. and Grunwald, E.,Rates and Equilibria of Organic Reactions. John Wiley, N.Y., pp. 189 (1963).

    Google Scholar 

  10. Wadsworth, E., Duke, F. R. and Geotz, C. A.,Anal. Chem. 29 1824 (1957).

    Article  Google Scholar 

  11. Littler, J. S. and Waters, W. A.,J. Chem. Soc. 4046 (1959).

  12. Hardwick, T. J. and Robertson, F.,Can. J. Chem. 29 813 (1951).

    Google Scholar 

  13. Mahanti, M. K.,Ph.D. Thesis. Berhampur University, p. 67 (1973).

  14. Hintz, H. L. and Johnsons, D. C.,J. Org. Chem. 32 556 (1967).

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Communicated by Prof. M Santappa,f. a. sc.,f.n.a.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Panigrahi, G.P., Misro, P.K. Structure-reactivity relationship in the oxidation of aryl aliphatic ketones by CeIV . Proc. Indian Acad. Sci. 83, 211–217 (1976). https://doi.org/10.1007/BF03051341

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF03051341

Keywords

Navigation