Abstract
trans-3,5-Dimethoxystilbene has been isolated from high quality tall oil fatty acids (unsaponifiables 1.5% maximum, rosin acids 1.5% maximum), using liquid column chromatography and low temperature solvent fractional crystallization. The structure of this compound was determined with the aid of IR, mass and NMR spectrometry. Thetrans-3,5-dimethyoxystilbene was found to be responsible for the development of a red color during the epoxidation of the tall oil fatty acids.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Hampton, B.L., The Glidden Co., U.S. Patent 3,066,160 (1962).
Bried, E.A., Hercules Powder Co., U.S. Patent 3,207,743 (1965).
Cox, F.B., J. Amer. Chem. Soc. 62:3512 (1940).
Albrecht, H., and E.H. Sheers, Ibid. 76:603 (1954).
Hetman, N.E., M.G. Arlt, Jr., and M. Neglia, JAOCS 46:569 (1969).
Wallace, J.G., “Encyclopedia of Chemical Technology,” Second edition, Vol. 8, 1963, p. 250.
Silverstein, R.M., and G.C. Bassler, “Spectrometric Identification of Organic Compounds, John Wiley & Sons, Inc., New York, 1963, p. 59.
Jackman, L.M., and S. Sternhell, “Application of Nuclear Magnetic Resonance Spectroscopy in Organic Chemistry, Second Edition, Pergamon Press, Oxford, 1969, p. 306.
Varian Associates, “Varian NMR Spectra Catalog,” No. 306, Palo Alto, Calif., 1963.
Author information
Authors and Affiliations
Additional information
Paper of the Journal Series, New Jersey Agricultural Experiment Station, Rutgers, The State University.
About this article
Cite this article
Min, D.B.S., Chang, S.S. Isolation and identification oftrans-3,5-dimethoxystilbene from high quality tall oil fatty acids by liquid chromatography and mass spectrometry. J Am Oil Chem Soc 49, 675–677 (1972). https://doi.org/10.1007/BF02609196
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF02609196