|Dailey Jr, Oliver
Submitted to: Proceedings of American Chemical Society National Meeting
Publication Type: Abstract Only
Publication Acceptance Date: 8/28/2005
Publication Date: 9/1/2005
Citation: Dailey Jr, O.D. 2005. Conversion of oleic acid to branched-chain fatty acids. Proceedings of American Chemical Society National Meeting.
Technical Abstract: 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. The conversion of vegetable oils to esters of branched-chain alcohols has been reported to improve low-temperature properties, demonstrated by reduced crystallization onset temperatures. Simple monoalkyl esters containing branched-chain fatty acids could have improved or superior low-temperature properties. In these studies, methyl oleate was brominated in the allylic position and subsequently treated with cuprate reagents to produce branched-chain derivatives. Details of the syntheses and the properties of the products (with emphasis on low-temperature properties) will be discussed.