Synthesis and Characterization of Branched-Chain Derivatives of Methyl Oleate

Autor:	Nicolette T. Prevost, Oliver D. Dailey, Gary D. Strahan
Rok vydání:	2008
Předmět:	Methyl oleate chemistry.chemical_classification Allylic rearrangement Biodiesel Fatty acid Pollution law.invention Oleic acid chemistry.chemical_compound chemistry law Reagent Environmental Chemistry Organic chemistry Crystallization Water Science and Technology Cottonseed oil
Zdroj:	CLEAN - Soil, Air, Water. 36:687-693
ISSN:	1863-0669 1863-0650
DOI:	10.1002/clen.200800058
Popis:	Oleic acid is one of the most abundant fatty acid components of the triglycerides in many vegetable oils, such as cottonseed oil. As part of a project to develop new and expanded uses of oilseed products and by-products (such as biodiesel, fuel additives, and lubricants), studies were conducted on the synthetic conversion of oleic acid (in ester form) to branched-chain fatty acid esters. In these studies, methyl oleate was brominated in the allylic position and subsequently treated with organocuprate reagents to produce novel branched-chain derivatives (ethyl, n-butyl, n-hexyl, phenyl). Details of the syntheses, characterization (GC/MS and NMR), and the properties of the products (with emphasis on low-temperature properties) are discussed. Several of the synthesized products exhibited significantly lower re-crystallization temperatures in comparison with methyl oleate and may prove useful as additives to biodiesel for use at low temperatures.
Databáze:	OpenAIRE
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