Isomeric linear phenylalkanes and sodium alkylbenzenesulfonates

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Abstract
Linear phenylalkanes made from 12, 14, 16 and 18 carbon ॅ‐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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