13803-39-9

Usage

Uses

Used in Pharmaceutical Industry:
5-Phenyl-2-furaldehyde is used as an intermediate compound for the synthesis of various pharmaceuticals. Its ability to undergo electrochemical reduction makes it a valuable component in the development of new drugs with potential therapeutic applications.
Used in Chemical Synthesis:
In the field of chemical synthesis, 5-Phenyl-2-furaldehyde serves as a key building block for creating a range of chemical products. Its reactivity and structural features allow it to be incorporated into more complex molecules, contributing to the development of novel materials and compounds.
Used in Flavor and Fragrance Industry:
5-Phenyl-2-furaldehyde is used as a component in the creation of unique fragrances and flavors. Its distinct chemical structure provides a specific scent or taste profile that can be utilized in the formulation of perfumes, colognes, and various food products.
Used in Research and Development:
In the research and development sector, 5-Phenyl-2-furaldehyde is employed as a test compound for studying various chemical reactions and processes. Its electrochemical reduction properties make it an interesting subject for exploring new reaction mechanisms and understanding the behavior of similar compounds.
Used in Material Science:
5-Phenyl-2-furaldehyde has potential applications in material science, where it can be used to develop new materials with specific properties. Its ability to form anion radicals upon electrochemical reduction may contribute to the creation of materials with unique electronic, optical, or mechanical characteristics.

InChI:InChI=1/C11H8O2/c12-8-10-6-7-11(13-10)9-4-2-1-3-5-9/h1-8H

Upstream product

• 98-01-1 furfural 
• 100-34-5 benzene diazonium chloride 
• 71-43-2 benzene 
• 1899-24-7 5-bromo-2-furancarboxaldehyde 
• 591-50-4 iodobenzene 
• 21508-19-0 5-chloro-2-furaldehyde 
• 98-80-6 phenylboronic acid 
• 179055-22-2 N-methyl-N-methoxy-5-bromofuran-2-carboxamide 
• 17113-33-6 2-phenylfuran 
• 109674-45-5 4-methyl-2,6-dioxo-8-phenylhexahydro-[1,3,2]oxazaborolo[2,3-b][1,3,2]oxazaborol-4-ium-8-uide 
• 960-16-7 tributylphenylstannane 
• 27329-70-0 5-formylfurane-2-boronic acid 
• 32838-02-1 phenyl-(5-phenyl-furan-2-yl)-ethanedione 
• 62-53-3 aniline 

Downstream Products

• 35274-41-0 5-(5-phenyl-furan-2-ylmethylene)-2-thioxothiazolidin-4-one 
• 65697-75-8 5-phenyl-2-{4-[trans-2-(5-phenyl-furan-2-yl)-vinyl]-phenyl}-oxazole 
• 41939-37-1 2-(5-phenyl-furan-2-yl)-1H-benzoimidazole 
• 41939-43-9 5-nitro-2-(5-phenyl-furan-2-yl)-1⁽³⁾H-benzoimidazole 
• 41939-48-4 1-methyl-5-nitro-2-(5-phenyl-furan-2-yl)-1H-benzoimidazole 
• 349099-09-8 C₁₈H₁₆N₂O₃S 
• 13803-16-2 5-phenylfuran-2-carboxaldehyde oxime 
• 40025-25-0 (E)-5-phenyl-2-(2-phenylvinyl)furan 
• 129626-54-6 4-[(E)-2-(5-Phenyl-furan-2-yl)-vinyl]-benzoic acid ethyl ester 
• 179055-61-9 Cycloheptyl-(5-phenyl-furan-2-ylmethyl)-amine 
• 73486-35-8 2-(2-nitrovinyl)-5-phenylfuran 

Relevant academic research and scientific papers

A Bis (BICAAC) Palladium(II) Complex: Synthesis and Implementation as Catalyst in Heck-Mizoroki and Suzuki-Miyaura Cross Coupling Reactions

Carbenes are one of the most appealing, well-explored, and exciting ligands in modern chemistry due to their tunable stereoelectronic properties and a wide area of applications. A palladium complex (BICAAC)2PdCl2 with a recently discovered cyclic (alkyl)(amino)carbene having bicyclo[2.2.2] octane skeleton (BICAAC) was synthesized and characterized. The enhanced σ-donating and π-accepting ability of this carbene lend a hand to form a robust Pd-carbene bond, which allowed us to probe its reactivity as a precatalyst in Heck-Mizoroki and Suzuki-Miyaura cross-coupling reactions with low catalyst loading in open-air conditions. The diverse range of substrates was explored for both the cross-coupling reactions. To get a better understanding of the catalytic reactions, several analytical techniques such as field-emission scanning electron microscopy, high-resolution transmission electron microscopy, and powder X-ray diffraction were employed in a conclusive manner.

Preparation of 5-aryl furfurals and aryl thiophene-2-carboxaldehydes via palladium-catalyzed C-C bond formation in aqueous media

(matrix presented) A series of 5-aryl furfurals and aryl thiophene-2-carboxaldehydes was synthesized. To this end, efficient and effective palladium-catalyzed C-C bond-forming reactions were carried out at room temperature in aqueous media. This mild proc

A novel class of amide-derived air-stable P,O-ligands for Suzuki cross-coupling at low catalyst loading

The benzamide-derived P,O-ligands efficiently promoted the Pd-catalyzed Suzuki cross-coupling reactions of aryl bromides with phenylboronic acid at 0.01mol% of Pd loading at 60-80°C to form biaryls in excellent yields. A sterically hindered arylboronic acid gave a quantitative yield of the coupling product at 110°C with 1mol% Pd.

Polymer-supported palladium catalysed Suzuki-Miyaura reactions in batch and a mini-continuous flow reactor system

A polymer-supported palladium(II) salen-type complex exhibited catalytic activity in the cross-coupling reaction of various aryl bromides and heteroaryl bromides with phenylboronic acid in a mini-continuous flow reactor system at elevated temperatures in a phosphine-free system. The reaction was also performed in batch using a number of different solvent systems in order to optimise conditions. The catalytic mini-reactor can be used repeatedly over several cycles in the Suzuki-Miyaura cross-coupling reaction. While the diameter of the flow channel is 3 mm, the macroporous resin supported catalyst is solvent expanded to completely fill the channel. Consequently, the liquid path is through the micro channels of the macroporous resin structure. Intensification of the process over the stirred batch reaction is through increased reagent-catalyst contact and results in a 20-fold increase in the rate of reaction. The residence/space time on the reactor is 10.5 min, compared to 24 h in batch, which means that a diversity of starting materials can be screened over a short period of time. To demonstrate the utility of the system, a diversity of aryl and heteroaryl bromides have been studied.

Synthesis of [PdBr2(benzimidazole-2-ylidene)(pyridine)] complexes and their catalytic activity in the direct C[sbnd]H bond activation of 2-substituted heterocycles

A series of unsymmetrical 1,3-disubstituted benzimidazolium chlorides, 2a-f, having two nitrogen atoms substituted by various alkyl groups were synthesized as N-heterocyclic carbene (NHC) precursors in high yields. The benzimidazolium salts are readily co

New benzimidazolium N-heterocyclic carbene precursors and their related Pd-NHC complex PEPPSI-type: Synthesis, structures, DFT calculations, biological activity, docking study, and catalytic application in the direct arylation

New benzhydryl-5,6-dimethyl-(3-methylbenzyl)benzimidazolium salt as N-heterocyclic carbene precursors and their related new Pd-NHC complex PEPPSI-type with the general formula [PdBr2(NHC)(pyridine)] were prepared and theoretically studied. Quan

Investigations into spectroscopic and optoelectronic behaviour of furoic acid-based Eu(III) complexes for advanced photonic applications

To illuminate the zone of organic light-emitting diodes, a novel series of four red luminescent europium complexes, one binary (C1) and three ternary (C2–C4), of 5-phenyl 2-furoic acid was synthesized with 2,2′-bipyridyl (bipy), bathophenanthroline (batho) and 1,10-phenanthroline (phen) as ancillary ligands and characterized by adopting various analytical techniques. All the findings of energy-dispersive X-ray spectroscopy, elemental (CHN) analysis, Fourier transform infrared, nuclear magnetic resonance, and ultraviolet–visible spectroscopy confirmed the coordination of ligand binding sites with the europium ion. To evaluate the thermal stability, thermogravimetric/difference thermogravimetric measurements were taken that revealed that the synthesized complexes were stable up to 245°C. Diffused reflectance studies indicated that these complexes had potential for their use in wide band-gap semiconductors, as all the four complexes showed metal-centred luminescence as a characteristic red emission peak that was observed at 613 nm under the excitation wavelength of 330 nm. The internal quantum efficiencies and luminescence lifetime of complexes were predicted using Judd–Ofelt and photophysical data. The monoexponential luminescence decay and Judd–Ofelt analysis suggested the presence of a single and asymmetric chemical environment in the coordination sphere of the europium metal. Commission International de l'Eclairage colour coordinates, correlated colour temperature values, and colour purity of the complexes validated their red emission in the visible region.

Highly Active Fe3O4@SBA-15@NHC-Pd Catalyst for Suzuki–Miyaura Cross-Coupling Reaction

A novel Pd-NHC functionalized magnetic Fe3O4@SBA-15@NHC-Pd was synthesized and used as an efficient heterogeneous catalyst in the Suzuki–Miyaura C–C bond formation reactions. The Fe3O4@SBA-15@NHC-Pd characterized by X-Ray Diffraction (XRD), X-ray Photoelectron Spectroscopy (XPS), Fourier Transform Infrared (FTIR) spectroscopy, Scanning Electron Microscopy (SEM), Transmission Electron Microscopy?(TEM), Energy Dispersive X-ray analysis (EDX), Thermogravimetric Analysis (TGA), Differential Thermal Analysis (DTA). The Inductively Coupled Plasma-Optical emission spectroscopy (ICP-OES)?analysis was used to determine the exact amount of Pd (0.33?wt%) in Fe3O4@SBA-15@NHC-Pd. The TEM images of the catalyst showed the existence of palladium nanoparticles immobilized in the catalyst's structure, while no reducing agent was used. The NHC moieties in the catalyst structure could be stabilize Pd(0) nanoparticles prevents agglomeration. The magnetic catalyst was effectively used in the Suzuki–Miyaura cross-coupling reaction of substituted phenylboronic acid derivatives with (hetero)aryl bromides in the presence of a K2CO3 at room temperature in aqueous media and magnetic catalyst could be simply extracted from the reaction mixture by an external magnet. Different aryl bromides were converted to coupled-products in excellent yields with spectacular TOFs values (up to 1,960,339?h?1); in the presence of 1?mg of Fe3O4@SBA-15@NHC-Pd catalyst (contains 3.1 × 10–6?mol% Pd) at room temperature in aqueous media. After reusability experiments, it is found that this catalyst was effectively used up to ten times in the reaction with almost consistent catalytic efficiency. A decrease in the activity of the 10th reused catalyst was found as 9%. Graphic Abstract: [Figure not available: see fulltext.]

Gold(I)-Catalyzed Reactivity of Furan-ynes with N-Oxides: Synthesis of Substituted Dihydropyridinones and Pyranones

The reactivity of "furan-ynes"in combination with pyridine and quinoline N-oxides in the presence of a Au(I) catalyst, has been studied, enabling the synthesis of three different heterocyclic scaffolds. Selective access to two out of the three possible products, a dihydropyridinone and a furan enone, has been achieved through the fine-tuning of the reaction conditions. The reactions proceed smoothly at room temperature and open-air, and were further extended to a broad substrate scope, thus affording functionalized dihydropyridinones and pyranones.

Magnetite@MCM-41 nanoparticles as support material for Pd-N-heterocyclic carbene complex: A magnetically separable catalyst for Suzuki–Miyaura reaction

The Magnetite@MCM-41@NHC@Pd catalyst was obtained with Pd metal bound to the NHC ligand anchored to the surface of Fe3O4@MCM-41. It was characterized by Fourier transform infrared (FTIR) spectroscopy, transmission electron microscopy (TEM), X-ray diffraction (XRD), X-ray photoelectron spectroscopy (XPS), energy disperse X-ray analysis (EDX), thermogravimetric analysis (TGA), differential thermal analysis (DTA), and scanning electron microscopy (SEM). The amount of Pd in the Magnetite@MCM-41@NHC@Pd was measure by inductively coupled plasma–optical emission spectroscopy (ICP-OES) analysis. The catalytic activity of Magnetite@MCM-41@NHC@Pd heterogeneous catalyst done on Suzuki–Miyaura reactions of aryl halides with different substituted arylboronic acid derivatives. All coupling reactions afforded excellent yields and up to 408404 Turnover Frequency (TOF) h?1 in the presence of 2 mg of Magnetite@MCM-41@NHC@Pd catalyst (0.0564 mmol g?1, 0.01127 mmol% Pd) at room temperature in 2-propanol/H2O (1:2). Moreover, Magnetite@MCM-41@NHC@Pd catalyst was recover by applying the magnet and reused for another reaction. The catalyst showed excellent structural and chemical stability and reused ten times without a substantial loss in its catalytic performance.