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Isomeric linear phenylalkanes and sodium alkylbenzenesulfonates

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

Abstract

Linear phenylalkanes made from 12, 14, 16 and 18 carbon α-olefins and benzene, with aluminum chloride or methanesulfonic acid as the condensing agent, were found by gas-liquid chromatography of the acetophenone homologs obtained by chromic acid oxidation to be a mixture of all possible internal position isomers.

Product distribution measured by the relative amounts of acetophenone homologs must be corrected in the case of the 2- and 3-phenylalkanes because of unequal oxidative scission and differing ease of oxidation. The 2-phenyl isomer, formed in largest amount and presumably the highest melting isomer, was separated by low temperature crystallization from acetone.

The phenylalkane product mixtures and the isolated 2-phenyl isomers were sulfonated and detergent and surface active properties were compared. The sodiump-alkylbenzenesulfonates from the 2-phenylalkanes were more biodegradable than the mixtures in the river water die-away test.

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Authors and Affiliations

  1. Eastern Regional Research Laboratory, Philadelphia, Pennsylvania

    F. D. Smith, A. J. Stirton & M. V. Nunez-Ponzoa

Authors
  1. F. D. Smith
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  2. A. J. Stirton
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  3. M. V. Nunez-Ponzoa
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Additional information

E. Utiliz. Res. Dev. Div., ARS, USDA.

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Smith, F.D., Stirton, A.J. & Nunez-Ponzoa, M.V. Isomeric linear phenylalkanes and sodium alkylbenzenesulfonates. J Am Oil Chem Soc 43, 501–504 (1966). https://doi.org/10.1007/BF02641275

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  • DOI: https://doi.org/10.1007/BF02641275

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