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Ionic-liquid-catalyzed decarboxylation of glycerol carbonate to glycidol
- Source :
-
Journal of Catalysis . Jan2013, Vol. 297, p248-255. 8p. - Publication Year :
- 2013
-
Abstract
- Abstract: Decarboxylation of glycerol carbonate (GLC) to produce 2,3-epoxy-1-propanol (glycidol) was conducted using various kinds of ionic liquids (ILs) as catalysts. ILs bearing an anion with medium hydrogen-bond basicity such as and I− exhibited the higher glycidol yields than those having an anion with low or strong hydrogen-bond. FT-IR spectroscopic analysis shows that both GLC and glycidol interact with anions of ILs through their hydroxyl groups. It was possible to improve the yield of glycidol when a zinc salt with a medium Lewis acidity was co-present along with an IL. The yield of glycidol was greatly increased up to 98% when the decarboxylation was conducted in the presence of a high-boiling aprotic solvent. Computational calculations on the mechanism using 1-butyl-3-methylimidazolium nitrate as a catalyst revealed that the first step is the -assisted ring-opening of GLC followed by the ring closure, resulting in the formation of a 3-membered ring intermediate species. [Copyright &y& Elsevier]
Details
- Language :
- English
- ISSN :
- 00219517
- Volume :
- 297
- Database :
- Academic Search Index
- Journal :
- Journal of Catalysis
- Publication Type :
- Academic Journal
- Accession number :
- 84367642
- Full Text :
- https://doi.org/10.1016/j.jcat.2012.10.015