Skip to main content
SpringerLink
Log in

Preparation of malonaldehyde acetals by ozonolysis of polyunsaturated fatty esters

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

Abstract

Malonaldehyde acetals were prepared in more than a 70% yield by ozonolysis of the methyl esters of linseed oil, safflower oil and linoleic acid, and by ozonolysis of linseed oil alone. Malonaldehyde tetramethyl acetal could not be separated readily from caproaldehyde dimethyl acetal by fractional distillation. However, conversion of the methyl acetals to propylene glycol acetals resulted in sufficient spread in boiling points for their effective separation by distillation.

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. Blackmore, R. L., and J. W. Szatkowski (A. Boake, Roberts and Co., Ltd.), British 846,906 (1960).

  2. Hattori, S. (Mitsubishi Chemical Industries Co.), Japan. 2271 (1958); CA53, 6090 (1959).

  3. Hultquist, M. E. (American Cyanamid), U.S. 2,459,076 (1949); Gaspar, G. (Chromogen, Inc.), U.S. 2,465,586 (1949); Copenhaver, J. W. (General Aniline and Film Corp.), U.S. 2,527,533 (1950); Young, F. G. (Union Carbide and Carbon Corp.), U.S. 2,556,312 (1951); Tsukamoto, T. (Mitsubishi Chemical Industries Co.), Japan. 4773 (1953); CA49, 6994 (1955); Tsukamoto, T., and T. Suzucki (Mitsubishi Chemical Industries Co.), Japan. 3071 (1955); CA51, 16519 (1957); Tsukamoto, T., T. Suzucki, K. Heijo, S. Takebe, G. Sudo and Y. Tanaka (Mitsubishi Chemical Industries, Ltd.), U.S. 2,823,226 (1958).

  4. Lindlar, H. (Hoffmann-La Roche, Inc.), U.S. 2,681,938 (1954).

  5. Pryde, E. H., D. E. Anders, H. M. Teeter and J. C. Cowan, J. Org. Chem.25, 618 (1960).

    Article  CAS  Google Scholar 

  6. Pryde, E. H., D. E. Anders, H. M. Teeter and J. C. Cowan,Ibid. 27, 3055 (1962).

    CAS  Google Scholar 

  7. Pryde, E. H., D. J. Moore, H. M. Teeter and J. C. Cowan, J. Polymer Sci.58, 611 (1962).

    Article  CAS  Google Scholar 

  8. Shiobasa, Y., and S. Ishida (Yamanouchi Pharmaceutical Co.), Japan. 17,020 (1960); CA55, 17578 (1961).

Download references

Author information

Authors and Affiliations

  1. Northern Regional Research Laboratory, Peoria, Illinois

    P. Fitton, E. H. Pryde & J. C. Cowan

Authors
  1. P. Fitton
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. E. H. Pryde
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. J. C. Cowan
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

A laboratory of the No. Utiliz. Res. & Dev. Div., ARS, USDA.

About this article

Cite this article

Fitton, P., Pryde, E.H. & Cowan, J.C. Preparation of malonaldehyde acetals by ozonolysis of polyunsaturated fatty esters. J Am Oil Chem Soc 42, 14–16 (1965). https://doi.org/10.1007/BF02558243

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02558243

Keywords

Search

Navigation