Skip to main content
Log in

Catalytic oxidation of fatty acids. I. Epoxidation of unsaturated fatty acids

  • Published:
Reaction Kinetics and Catalysis Letters Aims and scope Submit manuscript

Abstract

Unsaturated fatty acids and their derivatives were oxidized with aqueous hydrogen peroxide in two-phase systems in the presence of homogeneous catalysts Q3{PO4[WO(O2)2]4}, where Q is [Bu n4 ]3 +, [C5H5N(n-C16H33)]3 + or [Me(n-C8H17)3N]3 +. The reactions occurred under mild conditions (T < 100 °C, atmospheric pressure), without organic solvents, and exhibited high conversion and selectivity.

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.

Scheme 1
Scheme 2

Similar content being viewed by others

References

  1. Ucciani E, Debal A, Rafaralahitsimba G (1993) Fat Sci Technol 95:236

    Google Scholar 

  2. Sobczak JM, Ziolkowsky JJ (2003) Appl Catal A 248:261

    Article  CAS  Google Scholar 

  3. Tolstikov GA (1976) Hydroperoxide oxidation reactions. Nauka, Moscow, p 200

    Google Scholar 

  4. Venturello C, Alneri E, Ricci M (1983) J Org Chem 48:3831

    Article  CAS  Google Scholar 

  5. Venturello C, Ricci M (1986) J Org Chem 51:1599

    Article  CAS  Google Scholar 

  6. Ishii Y, Yamawaki K, Ura T, Yamada H, Yoshida T, Ogawa M (1988) J Org Chem 53:3587

    Article  CAS  Google Scholar 

  7. Salles L, Thouvenot R, Bregeault J-M (2004) Dalton Trans 6

  8. Zhao W, Ma B, Hua H, Zhang Y, Ding Y (2008) Catal Commun 9:2455

    Article  CAS  Google Scholar 

  9. Oakley MA, Woodward S, Coupland K, Parker D, Temple-Heald C (1999) J Mol Catal A 150:105

    Article  CAS  Google Scholar 

  10. Kozhevnikov IV, Mulder GP, Steveuink-de-Zoete VC, Oostwal MG (1998) J Mol Catal A 134:223

    Article  CAS  Google Scholar 

  11. Timofeeva MN, Pai ZP, Tolstikov AG, Kustova GN, Selivanova NV, Berdnikova PV, Brylyakov KP, Shangina AB, Utkin VA (2003) Russ Chem Bull 52:480

    Article  CAS  Google Scholar 

  12. Pai ZP, Tolstikov AG, Berdnikova PV, Kustova GN, Khlebnikova TB, Selivanova NV, Shangina AB, Kostrovskii VG (2005) Russ Chem Bull 54:1847

    Article  CAS  Google Scholar 

  13. Blau K, Halket JM (1993) Handbook of derivatives for chromatography. Wiley, Chichester, p 17

    Google Scholar 

  14. Afanas’ev NI, Makarevich NA, Selivanova NV, Selyanina SB, Tel’tevskaya SE, Trufanova MV (2003) Innovatzii 61:67

    Google Scholar 

  15. Selyanina SB, Makarevich NA, Afanas’ev NI, Tel’tevskaya SE, Selivanova NV, Trufanova MV (2002) Proc. Int. Conf.: Ecology of Northern territories in Russia, Arkhangel’sk, p 527

  16. Knunyantz IL (ed) (1995) Khimicheskaya entziklopediya, vol 4. Bol’shaya Rossiiskaya Entziklopediya, Moscow, p 2680

Download references

Acknowledgements

The work was financially supported by the Branch of General and Technical Chemistry RAS (project No. 5.7.3, 2009). The authors are grateful to the Russian Foundation for Basic Research for access to the STN International databases via the STN Center at the Institute of Organic Chemistry, Russian Academy of Sciences, Novosibirsk, Russia.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Zinaida P. Pai.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Pai, Z.P., Khlebnikova, T.B., Mattsat, Y.V. et al. Catalytic oxidation of fatty acids. I. Epoxidation of unsaturated fatty acids. React Kinet Catal Lett 98, 1–8 (2009). https://doi.org/10.1007/s11144-009-0069-2

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11144-009-0069-2

Keywords

Navigation