DICP OpenIR
Sustainable Production of o-Xylene from Biomass-Derived Pinacol and Acrolein
Hu, Yancheng1; Li, Ning1,2; Li, Guangyi1; Wang, Aiqin1,2; Cong, Yu1; Wang, Xiaodong1; Zhang, Tao1,2
KeywordAcrolein Biomass Conversion Cascade Reactions Heteropoly Acids Ionic Liquids
Source PublicationCHEMSUSCHEM
2017-07-21
DOI10.1002/cssc.201700823
Volume10Issue:14Pages:2880-2885
Indexed BySCI
SubtypeArticle
WOS HeadingsScience & Technology ; Physical Sciences
WOS SubjectChemistry, Multidisciplinary
WOS Research AreaChemistry
WOS KeywordDIELS-ALDER CYCLOADDITION ; RENEWABLE P-XYLENE ; IONIC LIQUIDS ; CATALYTIC CONVERSION ; TRANSPORTATION FUELS ; BIOBASED FURANICS ; ETHYLENE-GLYCOL ; ACID ; CELLULOSE ; 2,5-DIMETHYLFURAN
Abstracto-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- and the hydroxy group of pinacol. The stabilization of the carbocation intermediate by the surrounding anion Cl- 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.
Language英语
WOS IDWOS:000406052000005
Citation statistics
Cited Times:6[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/152023
Collection中国科学院大连化学物理研究所
Affiliation1.Chinese Acad Sci, State Key Lab Catalysis, Dalian Inst Chem Phys, 457 Zhongshan Rd, Dalian 116023, Peoples R China
2.Chinese Acad Sci, iChEM Collaborat Innovat Ctr Chem Energy Mat, Dalian Inst Chem Phys, 457 Zhongshan Rd, Dalian 116023, Peoples R China
Recommended Citation
GB/T 7714
Hu, Yancheng,Li, Ning,Li, Guangyi,et al. Sustainable Production of o-Xylene from Biomass-Derived Pinacol and Acrolein[J]. CHEMSUSCHEM,2017,10(14):2880-2885.
APA Hu, Yancheng.,Li, Ning.,Li, Guangyi.,Wang, Aiqin.,Cong, Yu.,...&Zhang, Tao.(2017).Sustainable Production of o-Xylene from Biomass-Derived Pinacol and Acrolein.CHEMSUSCHEM,10(14),2880-2885.
MLA Hu, Yancheng,et al."Sustainable Production of o-Xylene from Biomass-Derived Pinacol and Acrolein".CHEMSUSCHEM 10.14(2017):2880-2885.
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