5905-01-1

Usage

Classification

Organic compound, furan derivative

Appearance

Yellow crystalline solid

Usage

Building block for the synthesis of various organic compounds

Applications

Development of dyes, pigments, and materials for electronics and high-tech products; versatile intermediate for the synthesis of biologically active molecules in pharmaceuticals and agrochemicals

Properties

High thermal stability, good solubility in various organic solvents

Upstream product

• 1899-24-7 5-bromo-2-furancarboxaldehyde 
• 2689-65-8 5-iodofuran-2-carbaldehyde 
• 405-99-2 para-fluorostyrene 
• 98-01-1 furfural 
• 540-36-3 para-difluorobenzene 
• 106-46-7 para-dichlorobenzene 

Downstream Products

• 201858-10-8 5,5'-bis-(phenylhydroxymethyl)-2,2'-bifuran 

Relevant academic research and scientific papers

Feasible synthesis of bifurfural from renewable furfural derived 5-bromofurfural for polymerization

Deriving versatile monomers from bulky biomass for polymer production can greatly replace fossil resources as the carbon source of chemical industry. The present studies introduce the feasible synthesis of bifurfural, a bifunctionalized bifuran monomer, from the furfural platform. The reaction was carried out through reductive coupling of 5-bromofurfural with CO as the reductant source with commercial Pd/C as the catalyst under gentle conditions, and the catalyst is recyclable and reusable. So prepared bifurfural was preliminarily investigated as a monomer for poly(Schiff base) material synthesis, and it was found that the poly(Schiff base) derived from nonlinear bifurfural monomer polymerizing with linear p-phenylenediamine demonstrated larger surface area than that from petrochemical 4,4′-biphenyldicarboxaldehyde with excellent thermal stability, thus offering a new opportunity in bifurfural based furfural utilization in polymer industry.

Water mediated Heck and Ullmann couplings by supported palladium nanoparticles: Importance of surface polarity of the carbon spheres

Heterogeneous palladium nanoparticle catalysts that are supported on amphiphilic carbon spheres (Pd@CSP) have been utilized for water-mediated Heck coupling reactions of aryl halides with different alkenes under phosphine free as well as aerobic conditions. Furthermore, a variety of Heck coupling reactions using different bases and solvents, including organic polar and non-polar solvents, have been explored. Aryl bromides are also well activated in Heck coupling reactions in organic polar solvent and as well as in water. In addition, Ullmann coupling reactions of aryl iodides have been catalyzed in water with the aid of phase transfer catalysts (PTC) in moderate yields. A plausible mechanism for the catalytic activity of Pd@CSP in the case of the Ullmann reaction is also established. It has been demonstrated that the hydrophobic effects of the catalyst surface play an important role in catalyst activity in water. In addition, the E-factor analysis verified that our present protocol is significantly comparable with other catalytic systems and explains the improved greenness. Moreover, the catalyst described in this process is not only greener, but also retains its significant activity for up to four catalytic cycles for the Heck coupling reactions. The surface polarity of the amphiphilic carbon spheres results in higher activity under these conditions.

Arylation of Aromatic Heterocycles with Arenes and Palladium(II) Acetate

Treatment of aromatic heterocycles such as furfural, 2-acetylfuran, 2-formylthiophene, 2-acetylthiophene, 1-benzoylpyrrole, 1-(2,6-dichlorobenzoyl)pyrrole, 1-acetylindole, and 1-acetyl-3-methylindole with arenes and palladium(II) acetate gave the corresponding aryl-substituted aromatic heterocycles.