Skip to main content
Log in

Selective preparation of key intermediates for the synthesis of key intermediates for the synthesis of gemini surfactants by phase-transfer catalysis

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

Abstract

A comparison of liquid-liquid and solid-liquid PTC for the selective synthesis of diglycidyl ether from protected pentaerythritol and epichlorohydrin is presented. Solid-liquid PTC was found to be more useful than liquid-liquid PTC because the use of water or other solvents can be avoided and higher yields and selectivity are achieved. It was proved that etherification takes place in the solid phase-organic phase system even in the absence of the phase-transfer catalyst. However, the use of tetrabutylammonium bisulfate as catalyst is essential due to its crucial effect on the enhancement of the rate of etherification and on the improvement of the selectivity to diglycidyl ether, which is higher than 98%.

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. F.M. Menger, J.S. Keiper: Angew. Chem. Int. Ed., 39, 1906 (2000).

    Google Scholar 

  2. F.M. Menger, B.N.A. Mbadugha: J. Am. Chem. Soc., 123, 875 (2001).

    Google Scholar 

  3. Y. Zhu, A. Masuyama, Y. Kirito, M. Okahara, M. Rosen: JAOCS, 69, 7, 626 (1992).

    Google Scholar 

  4. M.C. Murguía, R.J. Grau: Synlett, 8, 1229 (2001).

    Google Scholar 

  5. H.H. Freedman, R.A. Dubois: Tetrahedron Lett., 38, 3251 (1975).

    Google Scholar 

  6. K. Urata, S. Yano, A. Kawamata, N. Takaishi, Y. Inamoto: JAOCS, 65, 8, 1299 (1988).

    Google Scholar 

  7. X. Gu, I. Ikeda, M. Okahara: Synthesis, 649 (1985).

  8. Y. Zhu, A. Masuyama, Y. Kirito, M. Okahara: JAOCS, 68, 7, 539 (1991).

    Google Scholar 

  9. H. Kang, B.M. Lee, J. Yoon, M. Yoon: JAOCS, 78, 4, 423 (2001).

    Google Scholar 

  10. M.C. Murguía, S. Vaillard, R.J. Grau: Synthesis, 7, 1093 (2001).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Murguía, M.C., Cabrera, M.I. & Grau, R.J. Selective preparation of key intermediates for the synthesis of key intermediates for the synthesis of gemini surfactants by phase-transfer catalysis. Reaction Kinetics and Catalysis Letters 75, 205–211 (2002). https://doi.org/10.1023/A:1015219825198

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/A:1015219825198

Navigation