Skip to main content
Log in

Sulfonation of hexadecene-1 and octadecene-1

  • Technical
  • Published:
Journal of the American Oil Chemists’ Society

Abstract

The reaction of dioxane-sulfur trioxide with hexadecene-1 and octadecene-1 carried out below 10C gave difficultly soluble sodium 2-hydroxy-1-alkanesulfonates containing smaller amounts of other vicinal position isomers.

Sulfonation of the olefins at 50C gave a mixture of isomeric vicinal sodium alkenesulfonates containing also small amounts of hydroxyalkanesulfonates, sulfo-sulfates and sultones. This higher temperature reaction product was readily soluble with good foaming and detergent properties.

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. Bordwell, F. G., and C. S. Rondestvedt, Jr., J. Am. Chem. Soc.70, 2429–2433 (1948).

    Article  CAS  Google Scholar 

  2. Bordwell, F. G., and C. E. Osborne,Ibid 81, 1995–2000 (1959).

    Article  CAS  Google Scholar 

  3. Draves, C. Z., and O. L. Sherburne, Am. Dyestuff Reptr.39, 771–772 (1950).

    Google Scholar 

  4. Nielsen, W. D., Paper presented before the 148th National Meeting of the Am. Chem. Soc., Chicago, Ill., Aug. 30–Sept. 4 (1964).

  5. Ross, J., and G. D. Miles, Oil & Soap18, 99–102 (1941).

    CAS  Google Scholar 

  6. Stirton, A. J., F. D. Smith and J. K. Weil, JAOCS42, 114–115 (1965).

    CAS  Google Scholar 

  7. Turbak, A. F., and J. R. Livingston, Jr., Ind. Eng. Chem., Prod. Res. Develop.2, 229–231 (1963).

    Article  CAS  Google Scholar 

  8. Weil, J. K., F. D. Smith, A. J. Stirton and R. G. Bistline, Jr., JAOCS40, 538–541 (1963).

    CAS  Google Scholar 

  9. Weil, J. K., and A. J. Stirton,Ibid. 41, 355–358 (1964).

    CAS  Google Scholar 

  10. Weil, J. K., A. J. Stirton, R. G. Bistline, Jr., and E. W. Maurer,Ibid. 36, 241–244 (1959).

    CAS  Google Scholar 

  11. Wilkes, B. G., and J. N. Wickert, Ind. Eng. Chem.29, 1234–1239 (1937).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

E. Utiliz. Res. Devel. Div., ARS, USDA.

About this article

Cite this article

Weil, J.K., Stirton, A.J. & Smith, F.D. Sulfonation of hexadecene-1 and octadecene-1. J Am Oil Chem Soc 42, 873–875 (1965). https://doi.org/10.1007/BF02541181

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02541181

Keywords

Navigation