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Sustainable Production of o-Xylene from Biomass-Derived Pinacol and Acrolein.
- Source :
- ChemSusChem; Jul2017, Vol. 10 Issue 14, p2880-2885, 6p
- Publication Year :
- 2017
-
Abstract
- o-Xylene (OX) is a large-volume commodity chemical that is conventionally produced from fossil fuels. In this study, an efficient and sustainable two-step route is used to produce OX from biomass-derived pinacol and acrolein. In the first step, the phosphotungstic acid (HPW)-catalyzed pinacol dehydration in 1-ethyl-3-methylimidazolium chloride ([emim]Cl) selectively affords 2,3-dimethylbutadiene. The high selectivity of this reaction can be ascribed to the H-bonding interaction between Cl<superscript>−</superscript> and the hydroxy group of pinacol. The stabilization of the carbocation intermediate by the surrounding anion Cl<superscript>−</superscript> may be another reason for the high selectivity. Notably, the good reusability of the HPW/[emim]Cl system can reduce the waste output and production cost. In the second step, OX is selectively produced by a Diels-Alder reaction of 2,3-dimethylbutadiene and acrolein, followed by a Pd/C-catalyzed decarbonylation/aromatization cascade in a one-pot fashion. The sustainable two-step process efficiently produces renewable OX in 79 % overall yield. Analogously, biomass-derived crotonaldehyde and pinacol can also serve as the feedstocks for the production of 1,2,4-trimethylbenzene. [ABSTRACT FROM AUTHOR]
- Subjects :
- XYLENE
BIOMASS energy
PINACOLS
ACROLEIN
CHEMICAL reactions
Subjects
Details
- Language :
- English
- ISSN :
- 18645631
- Volume :
- 10
- Issue :
- 14
- Database :
- Complementary Index
- Journal :
- ChemSusChem
- Publication Type :
- Academic Journal
- Accession number :
- 124256186
- Full Text :
- https://doi.org/10.1002/cssc.201700823