496-64-0

Basic information

• Product Name: 3-HYDROXY-2-PYRONE
• Synonyms: 3-hydroxy-2-pyranone;3-HYDROXY-2-PYRONE;3-Hydroxy-2H-pyran-2-one;Isopyromucic acid;3-hydroxypyran-2-one;6-hydroxy-2H-pyran-2-one
• CAS NO: 496-64-0
• Molecular Formula: C₅H₄O₃
• Molecular Weight: 112.08
• Product Categories: pharmacetical
• Mol File: 496-64-0.mol
• Article Data: 9

Chemical Properties

• Melting Point: 93.8°C
• Boiling Point: 149.97°C (rough estimate)
• Flash Point: 146.7 °C
• Appearance: /
• Density: 1.2552 (rough estimate)
• Vapor Pressure: 0.000155mmHg at 25°C
• Refractive Index: 1.4390 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform, Methanol (Slightly)
• PKA: 8.13±0.20(Predicted)
• Water Solubility: 43.1g/L(0 oC)
• CAS DataBase Reference: 3-HYDROXY-2-PYRONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-HYDROXY-2-PYRONE(496-64-0)
• EPA Substance Registry System: 3-HYDROXY-2-PYRONE(496-64-0)

Safety Data

• Hazardous Substances Data: 496-64-0(Hazardous Substances Data)

Usage

General Description

3-Hydroxy-2-pyrone, also known as 3-pyridinol, is a chemical compound with a molecular formula C5H4O3. It is a pyrone derivative that has a hydroxy group (-OH) attached to the second carbon atom of the pyrone ring. 3-Hydroxy-2-pyrone is commonly found in various plants and is known for its chelating properties, which enable it to bind to metal ions. Due to its chelating ability, 3-hydroxy-2-pyrone has been studied for its potential applications in medicine, agriculture, and the food industry. It has also been investigated for its antioxidant and anticancer properties, making it a subject of interest in the field of medicinal chemistry.

InChI:InChI=1/C5H4O3/c6-4-2-1-3-8-5(4)7/h1-3,6H

Upstream product

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Relevant articles and documents

Degradation of ascorbic acid in ethanolic solutions

Ascorbic acid occurs naturally in many wine-making fruits. The industry also uses ascorbic acid as an antioxidant and color stabilizer in the making of alcoholic beverages including white wine, wine cooler, alcopop, and fruit liqueur. However, the degradation of ascorbic acid itself may cause browning and the deterioration of color quality. This study was aimed to monitor the degradation of ascorbic acid, the formation of degradation products, and the browning in storage of ascorbic acid containing 0-40% (v/v) ethanolic solutions buffered at pH 3.2 as models of alcoholic beverages. The results show that ascorbic acid degradation in the ethanolic solutions during storage follows first-order reaction, that the degradation and browning rates increase with the increase of ethanol concentration, that the activation energy for the degradation of ascorbic acid is in the range 10.35-23.10 (kcal/mol), that 3-hydroxy-2-pyrone is an indicator and a major product of ascorbic acid degradation, and that aerobic degradation pathway dominants over anaerobic pathway in ascorbic acid degradation in ethanolic solutions.

Total synthesis of the Cephalotaxus norditerpenoids (±)-cephanolides A-D

Concise syntheses of the Cephalotaxus norditerpenoids cephanolides A-D (8-14 steps from commercial material) using a common late-stage synthetic intermediate are described. The success of our approach rested on an early decision to apply chemical network analysis to identify the strategic bonds that needed to be forged, as well as the efficient construction of the carbon framework through iterative Csp2-Csp3 cross-coupling, followed by an intramolecular inverse-demand Diels-Alder cycloaddition. Strategic late-stage oxidations facilitated access to all congeners of the benzenoid cephanolides isolated to date.

Enantioselective Total Synthesis of (+)-Iso-A82775C, a Proposed Biosynthetic Precursor of Chloropupukeananin

(+)-Iso-A82775C is a proposed biosynthetic precursor of the chloropupukeananin family and an important intermediate for related natural products. The first enantioselective total synthesis of (+)-iso-A82775C (18 steps, 2.2% overall yield) toward the eventual biomimetic total synthesis of chloropupukeananin is described. The key steps are (1) the enantioselective Diels-Alder reaction of 4-bromo-3-hydroxy-2-pyrone with methyl 2-chloroacrylate using cinchonine as an organocatalyst and (2) the anti-selective Cu-mediated SN2′ reaction to afford the axially chiral vinylallene moiety.