Skip to main content
SpringerLink
Log in

Branched fatty acids from the caustic oxidation of isotridecyl oxo bottoms

  • Published:
Journal of the American Oil Chemists’ Society

Abstract

Caustic oxidation has been used to convert the complex residue from the isotridecyl alcohol process (“C13 oxo bottoms”) to simpler mixtures of highly branched, liquid carboxylic acids in about 65% combined yield. One of the products, produced in 34% yield, was a mixture of isotridecanoic acids formed mainly from C13 alcohol and its ester. It was composed of 85% primary carboxylic acids and 15% secondary. The high boiling acids were largely C26 secondary car-boxylic acids formed by oxidation of aldol dimers. The relative rates of esterification were stearic:C13 acid:high boiling acids—1:0.35: 0.05. In addition, a 22% combined yield of neutrals consisting of saturated and unsaturated hydrocarbons and ethers was obtained.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Kinsman, D.V., JAOCS 56:823A (1979).

    CAS  Google Scholar 

  2. Benoit, G.F., Jr., U.S.Patent 3,110,673, 1963.

  3. Falbe, J., “Carbon Monoxide in Organic Synthesis,” Springer-Verlag, New York, 1970, p. 71.

    Google Scholar 

  4. Glauz, R.L., Chemical Economics Handbook, 609.5022, June 1977.

  5. Bartlett, J.H., I. Kirshenbaum and C.W. Muessig, Ind. and Eng. Chem. 51:257 (1959).

    Article  CAS  Google Scholar 

  6. Bartlett, J.H., A.J. Morway, L.A. Mikeska and S.G. Galto, U.S. Patent 2,801,971, 1957.

  7. Mertzweiller, J.K., U.S. Patent 2,802,846, 1957.

  8. Rehn, K. and G. Theilig, Ger. Prov. Patent 1,061,770, 1959.

  9. Hill, P., U.S. Patent 2,766,267, 1956.

  10. Diamond, H.L., and A.C. Whitaker, U.S. Patent 3,370,074, 1968.

  11. Weedon, B.C.L., Techniques of Chemistry, 4:325 (1973).

    CAS  Google Scholar 

  12. Ashworth, P.J., U.S. Patent 3,227,737, 1966.

  13. Ansell, M.F., I.S. Shepherd and B.C.L. Weedon, J. Chem. Soc. C:1840(1971).

    Google Scholar 

  14. Bartlett, J.H., A.J. Morway and J.C. Munday, U.S. Patent 2,801,970, 1957.

  15. Morway, A.J., and J.H. Bartlett, U.S. Patent 2,801,969, 1957.

  16. Bartlett, J.H., A.J. Morway and L.A. Mikeska, U.S. 2,801,972, 1957.

  17. Private communication from J. Reich and C. Savini of Exxon Research and Engineering Corp.

  18. Smith, H.A., J. Am. Chem. Soc. 61:254 (1939).

    Article  CAS  Google Scholar 

  19. Loening, K.L., Ibid. 74: 3929 (1952).

    Article  CAS  Google Scholar 

Download references

Author information

Author notes

  1. M. J. C. Harding

    Present address: FMC Research, 08540, Princeton, NJ

Authors and Affiliations

  1. Research and Development Division, Union Camp Corporation, 08540, Princeton, NJ

    N. E. Lawson & M. J. C. Harding

Authors
  1. N. E. Lawson
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. M. J. C. Harding
    View author publications

    You can also search for this author in PubMed Google Scholar

About this article

Cite this article

Lawson, N.E., Harding, M.J.C. Branched fatty acids from the caustic oxidation of isotridecyl oxo bottoms. J Am Oil Chem Soc 58, 59–63 (1981). https://doi.org/10.1007/BF02666056

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02666056

Keywords

Search

Navigation