Skip to main content
Log in

Kinetics and preparation of amine oxides

  • Short Communication
  • Published:
Journal of the American Oil Chemists’ Society

Abstract

A kinetic model for the oxidation of dimethyllaurylamine to its amine oxide with hydrogen peroxide was developed. It is a second-order reaction where k=.0250, .0079 and .0037 kg per mol/min at 75, 60 and 50°C, respectively. Amine oxides ofN-lauryl morpholine, piperidine and 3-methyl piperidine were synthesized, and their rates of formation were determined. Compared to dimethyllaurylamine, the piperidines react slower, while the morpholine reaction is much faster.

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.

References

  1. Swern, Daniel,Bailey's Industrial Oil and Fat Products, Vol. 1, John Wiley & Sons, New York, 1979, p. 655.

    Google Scholar 

  2. Pattison, S.E.,Fatty Acids and Their Industrial Applications, Marcell Dekker, New York, 1968, p. 133.

    Google Scholar 

  3. Oswald, A.A., and D.L. Guertin,J. Org. Chem. 28:651 (1963).

    CAS  Google Scholar 

  4. Katritzky, A.R., and J.M. Lagowski,Chemistry of the Heterocyclic N-Oxides, Vol. 19, Academic Press, London and New York, 1971, p. 69.

    Google Scholar 

  5. Riley, D.P., and P.E. Correa,J. Org. Chem. 50(9):1563 (1985).

    Article  CAS  Google Scholar 

  6. Ogata, Y., K. Tomizawa and H. Moeda,Bull. Chem. Soc. Jpn. 53(1):285 (1980).

    Article  CAS  Google Scholar 

  7. Blackhurst, C.W., U.S. Patent 4,683,336 (1987).

  8. Levenspiel, O.,Chemical Reaction Engineering, John Wiley & Sons, New York, 1962, pp. 49–50.

    Google Scholar 

  9. Harris, G.M.,Chemical Kinetics, D.C. Heath and Company, Boston, 1966, pp. 41–51.

    Google Scholar 

  10. Devinsky, F., I. Lacko, A. Nagy and L. Krasnec,Chem. Zvesti. 32:106 (1978).

    CAS  Google Scholar 

  11. Devinsky, F., F. Ferdinand, I. Lacko, D. Mlynarcik, I. Csiba and L. Kracnec, Czech. Patent 182981 (1980).

  12. Kuhnen, L.,Chem. Ber. 99(10):3384 (1966).

    CAS  Google Scholar 

  13. Subik, J., G. Takacsova, M. Psenak and F. Devinsky,Antimicrob. Asents Chemother. 12(2):139 (1977).

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

About this article

Cite this article

Toney, C.J., Friedli, F.E. & Frank, P.J. Kinetics and preparation of amine oxides. J Am Oil Chem Soc 71, 793–794 (1994). https://doi.org/10.1007/BF02541441

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02541441

Key Words

Navigation