Advertisement

A simplified method for the preparation of α- and β-eleostearic acids and a revised spectrophotometric procedure for their determination

  • Joan S. Hoffmann
  • R. T. O'Connor
  • D. C. Heinzelman
  • W. G. Bickford
Article

Summary

Simplified methods for the preparation of pure α- and β-eleostearic acids are described. These procedures involve saponification of α- and β-tung oils under mild conditions, followed by direct crystallization of the liberated acids at −20°C. from ethanolic solution. Only one recrystallization from ethanolic solution at +5°C. was required to produce the pure acids.

Absorptivities obtained from measurements of the ultraviolet absorption revealed α-eleostearic acids of from 3–4% higher purity than those used in obtaining the equations previously recommended for the simultaneous determination of α- and β-eleostearic acids. This has necessitated a revision of these equations. Equations for the determination of each isomer from both cyclohexane and ethanol are reported. Equations are also given for an independent determination of total eleostearic acid, and for the determination of one isomer in the absence of the other.

Infrared absorption spectra in the rock salt region from 2–15 microns have been measured from potassium bromide discs. These solid-state or crystalline spectra reveal, in addition to the prominent bands assigned to characteristic groupings of the eleostearic acid molecule, the progression bands by means of which carbon chain length can be computed.

Keywords

Polyethylene Glycol Infrared Absorption Spectrum Saponification Number Eleostearic Acid Southern Regional Research Laboratory 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. 1.
    Bickford, W. G., DuPré, E. F., Mack, C. H., and O'Connor, R. T., J. Am. Oil Chemists' Soc.,30, 376–381 (1953).CrossRefGoogle Scholar
  2. 2.
    Hilditch, T. P., “Chemical Constitution of Natural Fats,” pp. 132–133, 221–222. John Wiley and Sons, New York, 1941.Google Scholar
  3. 3.
    Holmes, R. L., Pack, F. C., Minor, J. C., and McKinney, R. S., J. Am. Oil Chemists' Soc.,31, 417–418 (1954).CrossRefGoogle Scholar
  4. 4.
    Jackson, J. E., Paschke, R. F., Tolberg, W. E., Boyd, H. M., and Wheeler, D. H., J. Am. Oil Chemists' Soc.,29, 229–234 (1952).CrossRefGoogle Scholar
  5. 5.
    Jones, R. N., McKay, A. F., and Sinclair, R. G., J. Am. Chem. Soc.74, 2575–2578 (1952).CrossRefGoogle Scholar
  6. 6.
    Meyer, R. J., and Schuette, H. A., presented at the 46th (1955) Annual Meeting of the Am. Oil Chemists' Society, New Orleans, La., April 17–20, 1955; and similar paper, presented before the Division of Paint, Plastics, and Printing Ink Chemistry at the 128th Meeting of the American Chemical Society, University of Minnesota, Minneapolis, Minn., September 11–16, 1955.Google Scholar
  7. 7.
    Mod, R. R., Skau, E. L., and Planck, R. W., J. Am. Oil Chemists' Soc.,30, 368–371 (1953).CrossRefGoogle Scholar
  8. 8.
    Morrell, R. S., J. Chem. Soc.,101, 2082–2089 (1912).Google Scholar
  9. 9.
    Nicolet, B. H., J. Am. Chem. Soc.,43, 938–940 (1921).CrossRefGoogle Scholar
  10. 10.
    O'Connor, R. T., Heinzelman, D. C., McKinney, R. S., and Pack, F. C., J. Am. Oil Chemists' Soc.,24, 212–216 (1947).CrossRefGoogle Scholar
  11. 11.
    Paschke, R. F., Tolberg, W. E., and Wheeler, D. H., J. Am. Oil Chemists' Soc.,30, 97–99 (1953).CrossRefGoogle Scholar
  12. 12.
    Paschke, R. F., and Wheeler, D. H., J. Am. Oil Chemists' Soc.,32, 473–478 (1955).Google Scholar
  13. 13.
    Paschke, R. F., and Wheeler, D. H., J. Am. Oil Chemists' Soc.,32, 469–473 (1955).Google Scholar
  14. 14.
    Planck, R. W., Pack, F. C., and Heinzelman, D. C., Proc. Am. Tung Oil Assoc.,1950, 37–47.Google Scholar
  15. 15.
    Strain, H. H., J. Am. Chem. Soc.,63, 3448–3452 (1941).CrossRefGoogle Scholar
  16. 16.
    Thomas, A. W., and Thomson, J. C., J. Am. Chem. Soc.,56, 898 (1934).CrossRefGoogle Scholar

Copyright information

© The American Oil Chemists' Society 1957

Authors and Affiliations

  • Joan S. Hoffmann
    • 1
  • R. T. O'Connor
    • 1
  • D. C. Heinzelman
    • 1
  • W. G. Bickford
    • 1
  1. 1.Southern Regional Research LaboratoryNew Orleans

Personalised recommendations