Premium
Isomeric linear phenylalkanes and sodium alkylbenzenesulfonates
Author(s) -
Smith F. D.,
Stirton A. J.,
NunezPonzoa M. V.
Publication year - 1966
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/bf02641275
Subject(s) - acetophenone , chemistry , methanesulfonic acid , acetone , benzene , sodium , chromic acid , organic chemistry , catalysis
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 sodium p ‐alkylbenzenesulfonates from the 2‐phenylalkanes were more biodegradable than the mixtures in the river water die‐away test.