20328-66-9

Basic information

• Product Name: 1-FURAN-2-YL-2,2-DIHYDROXY-ETHANONE
• Synonyms: 1-(2-furanyl)-2,2-dihydroxyEthanone;2-FURANYLGLYOXAL HYDRATE;1-FURAN-2-YL-2,2-DIHYDROXY-ETHANONE;Furan-2-ylglyoxal hydrate;1-(furan-2-yl)-2,2-dihydroxyethan-1-one
• CAS NO: 20328-66-9
• Molecular Formula: C₆H₆O₄
• Molecular Weight: 142.11
• Mol File: 20328-66-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 261.5 °C at 760 mmHg
• Flash Point: 112 °C
• Appearance: /
• Density: 1.433 g/cm³
• Vapor Pressure: 0.00581mmHg at 25°C
• Refractive Index: 1.55
• CAS DataBase Reference: 1-FURAN-2-YL-2,2-DIHYDROXY-ETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-FURAN-2-YL-2,2-DIHYDROXY-ETHANONE(20328-66-9)
• EPA Substance Registry System: 1-FURAN-2-YL-2,2-DIHYDROXY-ETHANONE(20328-66-9)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 20328-66-9(Hazardous Substances Data)

Usage

General Description

1-Furan-2-yl-2,2-dihydroxy-ethanone, also known as furfurylidene glycerol, is a chemical compound with the molecular formula C7H8O4. It is a yellowish liquid that is primarily used as a flavoring agent in the food industry due to its pleasant odor and taste. It is also used in the production of pharmaceuticals, fragrances, and as a solvent in various industrial applications. Furfurylidene glycerol is known for its anti-inflammatory and antioxidant properties, and is being studied for its potential as a natural preservative. However, it is important to handle this chemical with care as it can cause irritation to the skin, eyes, and respiratory system if it comes into contact with them.

InChI:InChI=1/C6H6O4/c7-5(6(8)9)4-2-1-3-10-4/h1-3,6,8-9H

Upstream product

• 21443-46-9 2-diazoacetylfuran 
• 17090-71-0 furan-2-yl-oxo-acetaldehyde 
• 527-69-5 2-furancarbonyl chloride 
• 59896-20-7 cortalcerone 
• 1192-62-7 1-(2-furyl)-1-ethanone 

Downstream Products

• 1088991-16-5 C₁₅H₁₂O₃S 
• 1088991-15-4 C₁₅H₁₂O₃S 
• 19377-73-2 (rac)-2-(furan-2-yl)-2-hydroxyacetic acid 
• 82619-63-4 2-chloro-5-furan-2-yl-pyrazine 
• 494-21-3 2-furan-2-yl-quinoxaline 
• 82619-62-3 2-Hydroxy-5-(2'-furyl)pyrazine 

Relevant articles and documents

Synthesis and X-ray Characterization of Alkali Metal 2-Acyl-1,1,3,3-tetracyanopropenides

A novel route for synthesis of 2-acyl-1,1,3,3-tetracyanopropenides (ATCN) salts in high yields and excellent purities starting from readily available methyl ketones, malononitrile, bromine, and alkali metal acetates is reported. The starting aryl(heteroaryl) methyl ketones were oxidized to the corresponding α-ketoaldehydes by new a DMSO-NaBr-H2SO4 oxidation system in yields up to 90% within a short reaction time of 8-10 min. The subsequent stages of ATCN preparation are realized in aqueous media without use of any toxic solvents, in accordance with principle 5 of "green chemistry". Lithium, sodium, potassium, rubidium, and cesium 2-benzoyl-1,1,3,3-tetracyanopropenides were characterized by X-ray diffraction analysis. These salts show a good potential for synthesis of five- and six-membered heterocycles and may serve as potentially useful ligands in coordination and supramolecular chemistry.

Integration of chemical and biological catalysis: Production of furylglycolic acid from glucose via cortalcerone

Furylglycolic acid (FA), a pseudoaromatic hydroxy-acid suitable for copolymerization with lactic acid, can be produced from glucose via enzymatically derived cortalcerone using a combination of Bronsted and Lewis acid catalysts. Cortalcerone is first converted to furylglyoxal hydrate (FH) over a Bronsted acid site (HCl or Al-containing beta-zeolite), and FH is subsequently converted to FA over a Lewis acid site (Sn-beta zeolite). Selectivity for conversion of FH to FA is as high as 80% at 12% conversion using tetrahydrofuran (THF) as a solvent at 358 K. Higher conversion of FH leads to FA-catalyzed degradation of FH and subsequent deactivation of the catalyst by the deposition of carbonaceous residues. The deactivated catalyst can be regenerated by calcination. Cortalcerone can be produced from 10% glucose solution using recombinant Escherichia coli strains expressing pyranose 2-oxidase and aldos-2-ulose dehydratase from the wood-decay fungus Phanerochaete chrysosporium BKM-F-1767. This enzymatically derived cortalcerone is converted in one pot to FA in a methanol/water solvent over an Al-containing Sn-beta zeolite possessing both Bronsted and Lewis acid sites, achieving 42% selectivity to FA at 53% cortalcerone conversion.

Oxidation of diazo compounds by dimethyl dioxirane: An extremely mild and efficient method for the preparation of labile α-oxo-aldehydes

A novel method for the preparation of α-oxo-aldehydes by dimethyl dioxirane oxidation of α-diazoketones is described. The procedure is particularly useful when the desired compound cannot be purified by chromatography or distillation: the by-products (ace