492-94-4

Basic information

• Product Name: Furil
• Synonyms: di-2-furanyl-ethanedion;di-2-furanylethanedione;Di-2-furylglyoxal;Difuranylglyoxal;Difuroyl;ALPHA-FURIL;2,2'-FURIL;1,2-DI(2-FURYL)ETHANE-1,2-DIONE
• CAS NO: 492-94-4
• Molecular Formula: C₁₀H₆O₄
• Molecular Weight: 190.15
• EINECS: 207-766-7
• Product Categories: Building Blocks;Furans;Heterocyclic Building Blocks
• Mol File: 492-94-4.mol
• Article Data: 98

Chemical Properties

• Melting Point: 163-165 °C(lit.)
• Boiling Point: 245.64°C (rough estimate)
• Flash Point: 138.4ºC
• Appearance: White crystal or powder. Odorless.
• Density: 1.1083 (rough estimate)
• Vapor Pressure: 0.000971mmHg at 25°C
• Refractive Index: 1.4440 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• BRN: 383882
• CAS DataBase Reference: Furil(CAS DataBase Reference)
• NIST Chemistry Reference: Furil(492-94-4)
• EPA Substance Registry System: Furil(492-94-4)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• RTECS: LV0580000
• TSCA: Yes
• HazardClass: IRRITANT
• Hazardous Substances Data: 492-94-4(Hazardous Substances Data)

Usage

Chemical Properties

YELLOW-BROWN CRYSTALLINE POWDER

Uses

Furil was used in preparation of dioxomolybdenum(VI) complexes in situ.

General Description

Furil undergoes catalytic asymmetric transfer hydrogenation to yield hydrofuroin.

Purification Methods

Furil crystallises from MeOH or *benzene (charcoal). [Beilstein 19 III/IV 2008.]

InChI:InChI=1/C10H6O4/c11-9(7-3-1-5-13-7)10(12)8-4-2-6-14-8/h1-6H

Upstream product

• 930-68-7 cyclohexenone 
• 80671-28-9 furan-2-yl(trimethylsilyl)methanone 
• 98-01-1 furfural 
• 552-86-3 furoin 
• 584-12-3 2-bromofuran 
• 872-36-6 vinylene carbonate 
• 5910-22-5 1,3-bis(furan-2-yl)propane-1,3-dione 
• 140-88-5 ethyl acrylate 
• 4464-77-1 1,2-di-furan-2-yl-ethane-1,2-diol 
• 144223-33-6 2-furoyl-1H-1,2,3-benzotriazole 
• 23789-33-5 2-furildioxime 
• 6047-91-2 2-furoyl cyanide 
• 7553-56-2 iodine 
• 124-41-4 sodium methylate 

Downstream Products

• 699-18-3 2-(2-nitrovinyl)furan 
• 614-99-3 Ethyl 2-furoate 
• 552-86-3 furoin 
• 128371-17-5 benzoyl β-2-furyl-γ-oxo-2-furanilidene 
• 611-13-2 2-furoic acid methyl ester 
• 105031-23-0 ((C₄H₃O)2(CO)2)B(C₆H₅)2 
• 1256568-83-8 7-(4-(4,5-di(furan-2-yl)-1H-imidazol-2-yl)phenyl)-1,4,10,13-tetraoxa-7-azacyclopentadecane 
• 23789-33-5 2-furildioxime 

Relevant articles and documents

Paramagnetic mononuclear oxovanadium(IV) complex as oxidation catalyst

2-Thiophenecarbanicotinic hydrazone is added with equimolar mixture of vanadyl acetyl acetonate in methanol to obtain oxovanadium(IV) complex of 2-thiophenecarbanicotinic hydrazone. Oxovanadium(IV) complex of 2-thiophenecarbanicotinic hydrazone is acted as an effective catalyst in the process. The catalytic reactions were carried under room temperature. The products generated were benzil and furil. The influence of solvent, oxidant and quantity of catalyst has been investigated. Oxovanadium(IV) complex of 2-thiophenecarba-nicotinic hydrazone proves significantly higher catalytic activity towards oxidation of secondary alcohols to ketones. The catalyst was proved to be very effective due to its recovery by simple filteration after completion of the reaction. It was reused several times which suggests that there is no change in the catalytic efficiency. Oxovanadium(IV) complex of 2-thiophenecarbanicotinic hydrazone did not show any leaching during the reaction, confirmed the heterogeneous nature.

Upgrading biogenic furans: Blended C10-C12 platform chemicals via lyase-catalyzed carboligations and formation of novel C12 - Choline chloride-based deep-eutectic-solvents

Benzaldehyde lyase (BAL) results in an efficient biocatalyst for the umpolung carboligation of furfural, HMF, and mixtures of them, leading to blended C10-C12 platform chemicals. Subsequently, the mixing and gentle heating (100°C) of the formed hydroxy-ketone with choline chloride leads to the formation of a novel biomass-derived deep-eutectic-solvent.

Sol-gel synthesis of ceria-zirconia-based high-entropy oxides as high-promotion catalysts for the synthesis of 1,2-diketones from aldehyde

Efficient Lewis-acid-catalyzed direct conversion of aldehydes to 1,2-diketones in the liquid phase was enabled by using newly designed and developed ceria–zirconia-based high-entropy oxides (HEOs) as the actual catalysts. The synergistic effect of various cations incorporated in the same oxide structure (framework) was partially responsible for the efficiency of multicationic materials compared to the corresponding single-cation oxide forms. Furthermore, a clear, linear relationship between the Lewis acidity and the catalytic activity of the HEOs was observed. Due to the developed strategy, exclusively diketone-selective, recyclable, versatile heterogeneous catalytic transformation of aldehydes can be realized under mild reaction conditions.

Synthetic method for 1,2-diketone

The invention relates to the field of novel materials of fine chemicals, and especially relates to a novel technology for preparing 1,2-diketone compounds by using acyl halides which are simple and easy to obtain and by performing direct condensation coupling under promotion of a metal. Corresponding chemical reaction equations are shown in the description.