Please use this identifier to cite or link to this item:
|Title:||A DFT investigation of methanolysis and hydrolysis of triacetin|
Thailand National Science and Technology Development Agency
|Keywords:||Biochemistry, Genetics and Molecular Biology;Chemistry;Physics and Astronomy|
|Citation:||Journal of Molecular Structure: THEOCHEM. Vol.955, No.1-3 (2010), 23-32|
|Abstract:||The thermodynamic and kinetic aspects of the methanolysis and hydrolysis reactions of glycerol triacetate or triacetin, a model triacylglycerol compound, were investigated by using Density Functional Theory (DFT) at the B3LYP/6-31++G(d,p) level of calculation. Twelve elementary steps of triacetin methanolysis were studied under acid-catalyzed and base-catalyzed conditions. The mechanism of acid-catalyzed methanolysis reaction which has not been reported yet for any esters was proposed. The effects of substitution, methanolysis/hydrolysis position, solvent and face of nucleophilic attack on the free energy of reaction and activation energy were examined. The prediction confirmed the facile position at the middle position of glycerol observed by NMR techniques. The calculated activation energy and the trends of those factors agree with existing experimental observations in biodiesel production. © 2010 Elsevier B.V.|
|Appears in Collections:||Scopus 2006-2010|
Files in This Item:
There are no files associated with this item.
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.