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Arylstearic acids from oleic acid. Variables affecting the yield and properties

  • Published:
Journal of the American Oil Chemists’ Society

Summary

Twenty-six aromatic compounds were compared in the synthesis of arylstearic acids from oleic acid by the Friedel and Crafts reaction. Xylylstearic acid was the arylstearic acid obtained in the highest yield (92.4%) from technical m-xylene and commerical oleic acid. The various side reactions are disussed including the possible conversion of oleic acid into products which on vacuum distillation of the crude arylstearic acid appear as a forerun and as a still residue. Oleic acid of about 98% purity did not improve the yield but resulted in nearly colorless, rather than yellow viscous oils.

Crystalline arylstearic acids have for first time been isolated from the reaction products but only in small yields.

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Author notes

  1. B. B. Schaeffer

    Present address: Research and Development Laboratories, Mathieson Alkali Works (Inc.), Niagara Falls, N. Y.

Authors and Affiliations

  1. Eastern Regional Research Laboratory, 18, Philadelphia, Pennsylvania

    A. J. Stirton, B. B. Schaeffer, Anna A. Stawitzke, J. K. Weil & Waldo C. Ault

Authors
  1. A. J. Stirton
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  2. B. B. Schaeffer
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  3. Anna A. Stawitzke
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  4. J. K. Weil
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  5. Waldo C. Ault
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Additional information

One of the laboratories of the Bureau of Agricultural and Industrial Chemistry, Agricultural Research Administration. U. S. Dept. of Agriculture.

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Stirton, A.J., Schaeffer, B.B., Stawitzke, A.A. et al. Arylstearic acids from oleic acid. Variables affecting the yield and properties. J Am Oil Chem Soc 25, 365–368 (1948). https://doi.org/10.1007/BF02593279

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  • DOI: https://doi.org/10.1007/BF02593279

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