144850-49-7

Usage

Uses

Used in Pharmaceutical Industry:
(1E,4E)-1,5-Di(furan-2-yl)penta-1,4-dien-3-one is used as an intermediate in the manufacturing of pharmaceuticals for its potential medicinal properties. It is known for its anti-inflammatory and antioxidant effects, making it a valuable component in the development of new drugs.
Used in Food Industry:
In the food industry, (1E,4E)-1,5-Di(furan-2-yl)penta-1,4-dien-3-one is used as a flavoring agent. Its unique chemical structure contributes to the development of specific flavors, enhancing the taste profiles of various food products.
Used in Chemical Research:
(1E,4E)-1,5-Di(furan-2-yl)penta-1,4-dien-3-one is also utilized in chemical research for its distinctive properties. Its structure, which includes furan rings and a penta-1,4-dien-3-one backbone, makes it an interesting subject for studies in organic chemistry and material science, potentially leading to the discovery of new applications and compounds.

Upstream product

• 98-01-1 furfural 
• 67-64-1 acetone 
• 56-23-5 tetrachloromethane 
• 141-79-7 4-methyl-pent-3-en-2-one 
• 7732-18-5 water 
• 623-15-4 (E)-4-(furan-2-yl)but-3-en-2-one 
• 623-15-4 4-(furan-2-yl)but-3-en-2-one 
• 6050-51-7 4-furan-2-yl-4-hydroxy-butan-2-one 
• 58-86-6 D-xylose 
• 13529-27-6 2-(diethoxymethyl)furan 
• 64-17-5 ethanol 

Downstream Products

• 6265-26-5 1,5-di(2-tetrahydrofuryl)-3-pentanol 
• 5451-23-0 9-tetrahydro[2]furyl-nonane-1,4,7-triol 
• 5467-13-0 tridecane-1,4,7,10,13-pentaol 

Relevant academic research and scientific papers

Highly efficient Nb2O5 catalyst for aldol condensation of biomass-derived carbonyl molecules to fuel precursors

Aldol condensation is of significant importance for the production of fuel precursors from biomass-derived chemicals and has received increasing attention. Here we report a Nb2O5 catalyst with excellent activity and stability in the aldol condensation of biomass-derived carbonyl molecules. It is found that in the aldol condensation of furfural with 4-heptanone, Nb2O5 has obviously superior activity, which is not only better than that of other common solid acid catalysts (ZrO2 and Al2O3), more importantly, but also better than that of solid base catalysts (MgO, CaO, and magnesium-aluminum hydrotalcite). The detailed characterizations by N2 sorption/desorption, NH3-TPD, Py-FTIR and DRIFTS study of acetone adsorption reveal that Nb2O5 has a strong ability to activate the C=O bond in carbonyl molecules, which helps to generate a metal enolate intermediate and undergo the nucleophilic addition to form a new C–C bond. Furthermore, the applicability of Nb2O5 to aldol condensation is extended to other biomass-derived carbonyl molecules and high yields of target fuel precursors are obtained. Finally, a multifunctional Pd/Nb2O5 catalyst is prepared and successfully used in the one-pot synthesis of liquid alkanes from biomass-derived carbonyl molecules by combining the aldol condensation with the sequential hydrodeoxygenation.

Aldol condensation of furfural and acetone over MgAl layered double hydroxides and mixed oxides

Liquid phase aldol condensation of furfural and acetone catalyzed by solid base catalysts (MgAl hydrotalcites and MgAl mixed oxides) has been investigated as a method to valorize short chain ketones obtainable from biomass pyrolysis for the production of higher-molecular-weight products usable as fuel components. The Mg/Al molar ratios of the investigated catalysts was varied in the range from 2 to 4 and their catalytic activity was tested at different reaction temperatures (20-100 C) using several activation methods. MgAl hydrotalcites were used either after calcination as mixed oxides or after subsequent contact with liquid water or steam as rehydrated materials. Both furfural-acetone condensation products, i.e. C8 and C13, were the desired products of aldol condensation reaction. Higher reaction temperature facilitated the dehydration step and enhanced the catalyst selectivity to both dehydrated products (C8 and C13). The best results were achieved with calcined catalyst sample having Mg/Al molar ratio equal to 3 at 100 C (>95% furfural conversion and >90% selectivity to the desired products). The selectivity to the main by-product, diacetone alcohol, did not exceed 5% in any experiment. The ex situ rehydration of the calcined samples resulted in catalysts with a significantly lower activity, except the catalyst with Mg/Al molar ratio equal to 2. On the other hand, in situ rehydration caused catalyst activity improvement only in the case of the sample with Mg/Al molar ratio 3.

Preparation of two different crystal structures of cerous phosphate as solid acid catalysts: Their different catalytic performance in the aldol condensation reaction between furfural and acetone

Liquid fuel intermediates can be produced via aldol condensation reactions through furan aldehydes and ketones driven from biomass. It was found that cerous phosphate (CP) with two different crystal structures (hexagonal and monoclinic structure), which was tailored by different hydrothermal temperature (120 °C for the hexagonal structure and 180 °C for the monoclinic structure) and calcination temperature (900 °C for the monoclinic structure) as a solid acid catalyst, exhibit high catalytic performance in aldol condensation between furfural and acetone. The CP with hexagonal structure gave 89.1% conversion of furfural with 42% yield of 4-(2-furyl)-3-buten-2-one (FAc) and 17.5% of yield of 1,5-di-2-furanyl-1,4-pentadien-3-one (F2Ac), much higher than CP with monoclinic structure. However, both furfural conversion and aldol product yield increased from 82.3% to 96% and from 50.5% to 68.4%, respectively, for CP with the monoclinic structure after calcination owing to the higher amount of acid of catalyst after calcination but decreased continuously for CP with hexagonal structure after calcination because of its rapidly reduced BET surface area and total pore volume. The results indicated that calcination affects significantly the physical-chemical properties of CP catalysts, which influence subsequently the catalytic performance in the aldol condensation reaction. Recycling experiments showed that the catalytic performance after five number runs for CP with monoclinic structure after calcination was acceptable but was not ideal for CP with hexagonal structure owing to its poor hydrothermal stability.

The influence of long-term exposure of Mg–Al mixed oxide at ambient conditions on its transition to hydrotalcite: The long-term aging of Mg–Al mixed oxide

The paper is focused on the study of long-term aging of Mg–Al mixed oxides, which causes the rebuilding of the hydrotalcite layered structure in the presence of humidity. The novelty consists in the description of influence during the long-term aging (6 m

Ultrafinely dispersed Pd nanoparticles on a CN@MgO hybrid as a bifunctional catalyst for upgrading bioderived compounds

A novel and sustainable synthesis of a Pd/CN@MgO catalyst is presented here, offering a bifunctional catalyst with high catalytic activity towards a tandem aldol condensation-hydrogenation reaction of furfural with acetone in a one-pot reactor. The incorporation of biomass based hydrophilic N-containing carbon (CN) in the catalyst provides a subtle but elegant method to control the good water dispersibility, the reaction stability, and the ultrafine dispersion of palladium particles (2.2 nm in average size) in the bifunctional catalyst Pd/CN@MgO. With such improved features, an impressive 99% furfural conversion and 95% selectivity for the hydrogenated products (saturated ketones) was obtained by using Pd/CN@MgO as a novel bifunctional catalyst in the reported tandem reaction. This catalyst design strategy and the high efficiency of the catalyst in the reported system offer potential for the preparation of bi/multifunctional catalysts and the one-pot synthesis of bioderived intermediates. the Partner Organisations 2014.

Nanosized TiO2—A promising catalyst for the aldol condensation of furfural with acetone in biomass upgrading

Nanosized TiO2 catalyst was successfully prepared by a simple green procedure and used in liquid phase aldol condensation of furfural with acetone, a key step in bio-fuel processing. In order to determine the effect of calcination temperature on catalytic properties of TiO2, the as-prepared TiO2 and calcined TiO2 (150–900?°C) were studied by XRD, BET, TPD-CO2/NH3, TGA/DTG and FTIR evaluation. The catalytic performance of TiO2 samples in aldol condensation of furfural with acetone was evaluated and compared with that of Mg–Al hydrotalcites and a BEA zeolite. These experiments showed that uncalcined TiO2 possessed reasonable activity in aldol condensation of furfural to acetone and resulted in commonly produced condensation products. The observed catalytic behavior of TiO2 could be competitive with that reported for other inorganic solids. The calcination of TiO2 resulted, however, in a decrease in its catalytic activity due to extensive dehydration and surface dehydroxylation as well as due to changes of textural properties resulting in a decrease in the amount of accessible active sites. Thanks to its advanced properties, nanosized TiO2 is a promising catalyst for aldol condensation of furfural with acetone and could broaden possibilities for optimizing conditions for bio-fuel production.

Stereo- and regioselective photocycloaddition of extended alkenes using γ-cyclodextrin

Photoexcitation of dibenzalacetones (1a-d) in homogeneous media and solid state yields a mixture of products with poor conversions. Irradiation of the reactants complexed to γ-cyclodextrin predominantly affords a single dimer (syn adduct 6) despite the possibility for several monomeric and dimeric products. High selectivity in the cavitand-mediated reaction along with the structural characterization of the inclusion complex provides insight into the supramolecular interactions that drive the self-assembly of the host-guest system.

New porous monolithic membranes based on supported ionic liquid-like phases for oil/water separation and homogenous catalyst immobilisation

Porous monolithic advanced functional materials based on supported ionic liquid-like phase (SILLP) systems were used for the preparation of oleophilic and hydrophobic cylindrical membranes and successfully tested as eco-friendly and safe systems for oil/water separation and for the continuous integration of catalytic and separation processes in an aqueous-organic biphasic reaction system.

Comparative study of physico-chemical properties of laboratory and industrially prepared layered double hydroxides and their behavior in aldol condensation of furfural and acetone

In this article, properties of laboratory and industrially prepared Mg-Al layered double hydroxides (LDH) with Mg:Al molar ratios varied in the range from 2 to 4 were compared. Physico-chemical properties of the studied materials were investigated with XR

C-C bond formation reactions for biomass-derived molecules

Biomass is used as feedstock to produce renewable fuels and chemicals. To produce petroleum-derived fuels (between 8 to 15 carbons in length) from the major building blocks of biomass, which are carbohydrates of typically 5 or 6 carbons in length, there must be a C-C bond formation from the biomass-derived molecules. Chemical routes that can be employed to create C-C bonds from biomass-derived feedstocks are provided.