Synthesis and characterization of branched-chain derivatives of methyl oleate

I&EC 10

Oliver D. Dailey Jr., odailey@srrc.ars.usda.gov, Commodity Utilization Research Unit, USDA, ARS, Southern Regional Research Center, 1100 Robert E. Lee Blvd., New Orleans, LA 70124, Nicolette Prevost, nprevost@srrc.ars.usda.gov, Cotton Chemistry and Utilization, Southern Regional Research Center, USDA-ARS, 1100 Robert E. Lee Blvd., New Orleans, LA 70124, and Gary Strahan, gary.strahan@ars.usda.gov, USDA, ARS, Eastern Regional Research Center, 600 E. Mermaid Lane, Wyndmoor, PA 19038.
Oleic acid and linoleic acid are the most abundant fatty acids of cottonseed oil. As part of a project to develop new value-added industrial applications for cottonseed oil (such as biodiesel, fuel additives, and lubricants), studies were conducted in the synthetic conversion of oleic acid to branched-chain fatty acids. In these studies, methyl oleate was brominated in the allylic position and subsequently treated with organocuprate reagents to produce novel branched-chain derivatives 1 and 2 (R = methyl, n-butyl, sec-butyl, phenyl). Details of the syntheses, characterization, and properties of the products (with emphasis on low-temperature properties) will be discussed.

 

Feedstocks for the Future II: Renewables for the Production of Chemicals and Materials
8:30 AM-12:00 PM, Monday, August 20, 2007 Boston Park Plaza -- Clarendon Rm, Oral

Division of Industrial & Engineering Chemistry

The 234th ACS National Meeting, Boston, MA, August 19-23, 2007