15329-10-9Relevant academic research and scientific papers
Production of renewable p-xylene from 2,5-dimethylfuran via Diels-Alder cycloaddition and dehydrative aromatization reactions over silica-alumina aerogel catalysts
Wijaya, Yanuar Philip,Suh, Dong Jin,Jae, Jungho
, p. 12 - 16 (2015)
We report the selective conversion of biomass-derived 2,5-dimethylfuran (DMF) to p-xylene (～ 70% selectivity) through Diels-Alder cycloaddition and subsequent dehydration with silica-alumina aerogel (SAA) catalysts. The high activity of SAA can be attributed to its high surface area, large mesoporous volume, and high acid site concentrations. The conversion of DMF and the yield of p-xylene were strongly dependent on the silica alumina ratio of SAA. A higher aluminum content in SAA led to a progressive increase in the concentration of Br?nsted acid sites and a corresponding increase in the p-xylene production rate. The effect of solvent on the production of p-xylene was examined, and it was found that the p-xylene production rate increases significantly in polar aprotic solvents (i.e. 1,4-dioxane).
Toward an Integrated Conversion of 5-Hydroxymethylfurfural and Ethylene for the Production of Renewable p-Xylene
Tao, Lei,Yan, Tian-Hao,Li, Wenqin,Zhao, Yi,Zhang, Qi,Liu, Yong-Mei,Wright, Mark M.,Li, Zhen-Hua,He, He-Yong,Cao, Yong
supporting information, p. 2212 - 2227 (2018/10/02)
The use of biomass as a solution to satisfy the pressing needs for a fully sustainable biocommodity industry has been explored for a long time. However, limited success has been obtained. In this study, a highly effective two-stage procedure for the direct preparation of para-xylene (PX) from 5-hydroxymethylfurfural (HMF) and formic acid in one pot is described; these chemicals are two of the major bio-based feedstocks that offer the potential to address urgent needs for the green, sustainable production of drop-in chemical entities. The use of a robust, efficient heterogeneous catalyst, namely, bimetallic Pd-decorated Au clusters anchored on tetragonal-phase zirconia, is crucial to the success of this strategy. This multifunctional catalytic system can not only facilitate a low-energy-barrier H2-free pathway for the rapid, nearly exclusive formation of 2,5-dimethylfuran (DMF) from HMF but also enable the subsequent ultraselective production of PX by the dehydrative aromatization of the resultant DMF with ethylene. With increasing pressure around the world to move toward a bio-based economy, it is essential that industrially important commodity chemicals can be readily accessed from biomass resources. Para-xylene (PX) synthesis is one such target that is being actively pursued through the development of several biorefinery schemes based on integrated biomass processing. Significant progress has recently been achieved either in the selective synthesis of biorenewable PX from Diels-Alder-like coupling of ethylene with 2,5-dimethylfuran (DMF) or making DMF from 5-hydroxymethylfurfural (HMF) using hydrogen as the terminal reductant. However, a green and direct conversion of HMF, an essential feedstock source for future biorefinery schemes, into PX has yet to be developed. We have established an integrated process that directly converts HMF to PX in a highly compact and hydrogen-independent manner, thereby providing a new perspective on the potential of advanced biorefinery technologies. Cao and colleagues describe an alternative strategy for producing para-xylene through a more sustainable method than the current bio-based approaches. The strategy relies on an integrated conversion of 5-hydroxymethylfurfural with formic acid and ethylene, made possible by the use of a single multifunctional catalyst based on bimetallic Pd-decorated Au deposited on tetragonal-phase zirconia. The proposed process is particularly appealing because it is fully fossil independent, implying a viable and greener biorefinery scheme.
Manganese(III) acetate based oxidation of substituted α′-position on cyclic α,β-unsaturated ketones
Tanyeli, Cihangir,Iyigün, ?igdem
, p. 7135 - 7139 (2007/10/03)
Selective oxidation of the tertiary α′-position on various 2-cyclopentenone, 2-cyclohexenone and aromatic ketone derivatives with manganese(III) acetate is described.
Cyclization of 2,6-Diones over H-ZSM-5: One-pot Synthesis of Dimethylphenols and Substituted α,β-Unsaturated Cyclohexenones
Reddy, P. Veera,Prakash, Adekkanattu M.,Chakrabarty, Dipak K.,Bhat, Sujata V.
, p. 306 - 307 (2007/10/03)
2,6-Diones on treatment with zeolite H-ZSM-5 yield dimethylphenols (DMPs) or α,β-unsaturated cyclohexenones.
Use of the Ketal Claisen Rearrangement for the Synthesis of Cyclic Sesquiterpenes Containing Quaternary Centers. A Formal Synthesis of Cuparene.
Schuda, Paul Francis,Potlock, Steven J.,Ziffer, Herman
, p. 463 - 468 (2007/10/02)
We have shown that the ketal based Claisen rearrangement can be useful for generating vicinal quaternary and tertiary-quaternary centers by suitable substitution on the reacting 2-cyclohexenols and cycloalkanone ketal.A rapid and efficient method for preparing hindered cycloalkanone ketals in very pure form is presented, as well as a useful modification for synthesizing the requied 2-cyclohexenols from alkyl anisoles with a minimum number of undesired side products.
