Nonvolatilealpha‐branched chain fatty esters. II

Abstract

A group of nonvolatile alpha-branched esters was prepared by the di-tertiary butyl peroxidepromoted addition of normal esters to terminal olefins containing methyl branches or aryl groups. Methyl stearate was added to 3,7-dimcthyl-1octene, 3,5,5-trimethy]-l-hexene, and 4-phenyl-1butene. The reaction with 2,4,4-trimethyl-1pentene, 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 a-hydrogen in the aeyl portion of the molecule, was added to 1-hexadecene to form ~-hexadecylbenzyl 2,2-dimethylpropanoate. Lubricant evaluation data were obtained on the above compounds.