13803-39-9

Basic information

• Product Name: 5-PHENYL-2-FURALDEHYDE
• Synonyms: ASISCHEM R39511;5-PHENYL-FURAN-2-CARBALDEHYDE;5-PHENYL-2-FURALDEHYDE;AKOS BAR-0555;2-ForMyl-5-phenylfuran;5-Phenyl-2-furancarboxaldehyde;5-Phenylfurfural;5-Phenyl-2-furaldehyde 96%
• CAS NO: 13803-39-9
• Molecular Formula: C₁₁H₈O₂
• Molecular Weight: 172.18
• Product Categories: API intermediates;Building Blocks;Furans;Heterocyclic Building Blocks
• Mol File: 13803-39-9.mol
• Article Data: 89

Chemical Properties

• Melting Point: 29-33 °C(lit.)
• Boiling Point: 146℃ (5 Torr)
• Flash Point: >230 °F
• Appearance: Yellow to green to brown/Solid or Lliquid
• Density: 1.154 g/cm³
• Vapor Pressure: 0.000279mmHg at 25°C
• Refractive Index: 1.583
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 5-PHENYL-2-FURALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-PHENYL-2-FURALDEHYDE(13803-39-9)
• EPA Substance Registry System: 5-PHENYL-2-FURALDEHYDE(13803-39-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 13803-39-9(Hazardous Substances Data)

Usage

Description

5-Phenyl-2-furaldehyde, derived from phenylfuran through formylation, is an organic compound that can be reduced electrochemically on a dropping mercury electrode to produce anion radicals in dimethylformamide (DMF). 5-PHENYL-2-FURALDEHYDE holds potential applications in various industries due to its unique chemical properties.

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 
• 62-53-3 aniline 
• 32838-02-1 phenyl-(5-phenyl-furan-2-yl)-ethanedione 
• 1899-24-7 5-bromo-2-furancarboxaldehyde 
• 71-43-2 benzene 
• 2689-65-8 5-iodofuran-2-carbaldehyde 
• 98-80-6 phenylboronic acid 
• 960-16-7 tributylphenylstannane 
• 591-50-4 iodobenzene 
• 21508-19-0 5-chloro-2-furaldehyde 
• 17113-33-6 2-phenylfuran 
• 108-90-7 chlorobenzene 
• 108-86-1 bromobenzene 
• 27329-70-0 5-formylfurane-2-boronic acid 

Downstream Products

• 62806-33-1 (E)-3-(5-phenylfuran-2-yl)acrylic acid 
• 52938-97-3 5-phenylfuran-2-carboxylic acid 
• 63191-69-5 5-phenyl-furan-2-carbaldehyde oxime 
• 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 
• 71970-93-9 2-azido-3-(5-phenyl-furan-2-yl)-acrylic acid ethyl ester 
• 108196-95-8 (Z)-4-(5-phenyl-2-furfurylidene)-2-butenolide 
• 123394-08-1 (E)-4-(5-phenyl-2-furfurylidene)-2-butenolide 
• 108576-24-5 2E,3-(5-phenylfurfuryl)propenal 
• 116626-23-4 3-(5-Phenyl-furan-2-ylmethylene)-pentane-2,4-dione 
• 57666-50-9 5-phenylfuran-2-carbonitrile 

Relevant articles and documents

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.

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.

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

5-Aryl-furan derivatives bearing a phenylalanine- or isoleucine-derived rhodanine moiety as potential PTP1B inhibitors

Two series of 5-aryl-furan derivatives bearing a phenylalanine- or isoleucine-derived rhodanine moiety were identified as competitive protein tyrosine phosphatase 1B (PTP1B) inhibitors. Among the compounds studied, 5g was found to have the best PTP1B inhibitory potency (IC50 = 2.66 ± 0.16 μM) and the best cell division cycle 25 homolog B (CDC25B) inhibitory potency (IC50 = 0.25 ± 0.02 μM). Enzymatic data together with molecular modeling results demonstrated that the introduction of a sec-butyl group at the 2-position of the carboxyl group remarkably improved the PTP1B inhibitory activity.