Premium
Nonvolatile alpha ‐branched chain fatty esters. II
Author(s) -
Bilyk A.,
Eisner A.,
Ault W. C.
Publication year - 1968
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/bf02655507
Subject(s) - stearate , chemistry , alkene , aryl , transesterification , organic chemistry , molecule , hexene , long chain , methyl group , medicinal chemistry , catalysis , alkyl , ethylene , polymer science
A group of nonvolatile alpha ‐branched esters was prepared by the di‐tertiary butyl peroxide‐promoted addition of normal esters to terminal olefins containing methyl branches or aryl groups. Methyl stearate was added to 3,7‐dimethyl‐1‐octene, 3,5,5‐trimethyl‐1‐hexene, and 4‐phenyl‐1‐butene. The reaction with 2,4,4‐trimethyl‐1‐pentene, a terminal alkene with a methyl branch at the internal ethylenic carbon, was not successful. Benzyl 2‐(4‐phenylbutyl) octadecanoate was prepared by transesterification of the corresponding methyl ester. Benzyl 2,2‐dimethylpropanoate, which has no α‐hydrogen in the acyl portion of the molecule, was added to 1‐hexadecene to form α‐hexadecylbenzyl 2,2‐dimethylpropanoate. Lubricant evaluation data were obtained on the above compounds.