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

  • Published:
Journal of the American Oil Chemists Society

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.

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References

  1. Bickford, W. G., DuPré, E. F., Mack, C. H., and O'Connor, R. T., J. Am. Oil Chemists' Soc.,30, 376–381 (1953).

    Article  CAS  Google Scholar 

  2. Hilditch, T. P., “Chemical Constitution of Natural Fats,” pp. 132–133, 221–222. John Wiley and Sons, New York, 1941.

    Google Scholar 

  3. Holmes, R. L., Pack, F. C., Minor, J. C., and McKinney, R. S., J. Am. Oil Chemists' Soc.,31, 417–418 (1954).

    Article  CAS  Google Scholar 

  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).

    Article  CAS  Google Scholar 

  5. Jones, R. N., McKay, A. F., and Sinclair, R. G., J. Am. Chem. Soc.74, 2575–2578 (1952).

    Article  CAS  Google Scholar 

  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.

  7. Mod, R. R., Skau, E. L., and Planck, R. W., J. Am. Oil Chemists' Soc.,30, 368–371 (1953).

    Article  CAS  Google Scholar 

  8. Morrell, R. S., J. Chem. Soc.,101, 2082–2089 (1912).

    CAS  Google Scholar 

  9. Nicolet, B. H., J. Am. Chem. Soc.,43, 938–940 (1921).

    Article  CAS  Google Scholar 

  10. O'Connor, R. T., Heinzelman, D. C., McKinney, R. S., and Pack, F. C., J. Am. Oil Chemists' Soc.,24, 212–216 (1947).

    Article  Google Scholar 

  11. Paschke, R. F., Tolberg, W. E., and Wheeler, D. H., J. Am. Oil Chemists' Soc.,30, 97–99 (1953).

    Article  CAS  Google Scholar 

  12. Paschke, R. F., and Wheeler, D. H., J. Am. Oil Chemists' Soc.,32, 473–478 (1955).

    CAS  Google Scholar 

  13. Paschke, R. F., and Wheeler, D. H., J. Am. Oil Chemists' Soc.,32, 469–473 (1955).

    CAS  Google Scholar 

  14. Planck, R. W., Pack, F. C., and Heinzelman, D. C., Proc. Am. Tung Oil Assoc.,1950, 37–47.

  15. Strain, H. H., J. Am. Chem. Soc.,63, 3448–3452 (1941).

    Article  CAS  Google Scholar 

  16. Thomas, A. W., and Thomson, J. C., J. Am. Chem. Soc.,56, 898 (1934).

    Article  CAS  Google Scholar 

Download references

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One of the laboratories of the Southern Utilization Research Branch, Agricultural Research Service, U. S. Department of Agriculture.

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Hoffmann, J.S., O'Connor, R.T., Heinzelman, D.C. et al. A simplified method for the preparation of α- and β-eleostearic acids and a revised spectrophotometric procedure for their determination. J Am Oil Chem Soc 34, 338–342 (1957). https://doi.org/10.1007/BF02638280

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  • DOI: https://doi.org/10.1007/BF02638280

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