1708-42-5Relevant articles and documents
A Solvent-Free Method for Making Dioxolane and Dioxane from the Biorenewables Glycerol and Furfural Catalyzed by Oxorhenium(V) Oxazoline
Wegenhart, Benjamin L.,Abu-Omar, Mahdi M.
, p. 4741 - 4743 (2010)
Low catalyst loading of a cationic oxorhenium(V) oxazoline complex, [2-(2'-hydroxyphenyl)-2-oxazolinato(-2)]oxorhenium(v), condenses diols and aldehydes to give 1,3-dioxolanes in excellent yields under neat conditions and reasonably mild temperatures. The reaction is applicable to biomass-derived furfural and glycerol. The resulting cyclic acetals may find use as value-added chemicals and/or oxygenate fuel additives. Differences in the stereoselectivity of the reaction for epoxides versus diols provide insight into the reaction mechanism.
Investigation in the area of furan acetal compounds. 13. Synthesis and structure of 1,3-dioxacyclanes based on furfural and glycerol
Gromachevskaya,Kvitkovsky,Usova,Kulnevich
, p. 979 - 985 (2004)
The optimum conditions were found for the condensation of glycerol with furfural. It was shown that the reaction of glycerol with furfural gives a mixture of the cis and trans isomers of five- and six-membered furan 1,3-dioxacyclanes. The cis- and trans-5-hydroxy-2-furyl-1,3-dioxanes were isolated by column chromatography, and their stereochemical structure was established by IR and NMR spectroscopy.
Modified boehmite: A choice of catalyst for the selective conversion of glycerol to five-membered dioxolane
Barik, Manas,Chinnaraja, Eswaran,Dabas, Shilpa,Mishra, Jyotiranjan,Subramanian, Palani S.,Subramanian, Saravanan
, p. 695 - 703 (2022/01/22)
The choice of the active site and support matrix decides the activity of a catalyst. Any modifications on these will have a significant impact on the reactivity and selectivity of the catalyst. Here, we have synthesised WO3-loaded boehmite and applied it for the acetalization of a biomass-derived bulk chemical, glycerol. The well-characterized acid catalyst exhibits a selective acetalization of glycerol with good conversions into a five-membered dioxolane product. The cyclability of the catalyst up to six times along with the retention of the catalytic activity ensures the heterogeneity of the material.
Low temperature synthesis of bio-fuel additives via valorisation of glycerol with benzaldehyde as well as furfural over a novel sustainable catalyst, 12-tungstosilicic acid anchored to ordered cubic nano-porous MCM-48
Patel, Anjali,Pithadia, Dhruvi
, (2020/07/15)
The present article demonstrates designing of novel catalyst, 12-tungstosilicic acid (TSA) anchored to ordered nano-porous MCM-48 (nMCM-48); TSA/nMCM-48, characterization and evaluation for synthesis of bio-fuel additives via glycerol valorisation with aromatic aldehydes. The nanopores of support were confirmed by BET and TEM while the interaction between TSA and nMCM-48 was confirmed by decrease in the surface area and pore volume of the catalysts. Assessment of vital reaction parameters (% loading of active species, mole ratio of reactants, catalyst amount, temperature and time) were performed to achieve maximum conversion of glycerol. The catalyst showed noteworthy performance at 30 °C towards conversion (>85 %) and thermodynamically stable dioxane derivative (>60 %) with remarkable TON (5945 for benzaldehyde and 7355 for furfural). The catalyst was regenerated and used for successive four catalytic runs with almost same activity. The superiority of novel catalyst is because of its geometry and nano porosity.
Graphene-promoted acetalisation of glycerol under acid-free conditions
Oger, Nicolas,Lin, Yuting F.,Le Grognec, Erwan,Rataboul, Franck,Felpin, Fran?ois-Xavier
, p. 1531 - 1537 (2016/04/04)
Serendipity led us to unveil unexpected and uncovered properties of graphene for the acetalisation of glycerol with both aldehydes and ketones, furnishing an acid-free process for fuel bio-additive candidates. Mechanistic studies ruled out the intervention of residual acidic species or metallic cations at the surface of graphene, and therefore, the peculiar electronic properties of graphene are most probably responsible for this unforeseen reactivity. Recycling studies revealed the robustness of graphene under the experimental conditions since only a marginal erosion of the reaction yield was observed after six cycles.