14032-66-7

Basic information

• Product Name: 5-HYDROXY-2[5H]-FURANONE
• Synonyms: 5-HYDROXY-2[5H]-FURANONE;5-Hydroxy-2,5-dihydrofuran-2-one;5-Hydroxyfuran-2(5H)-one;2(5H)-Furanone, 5-hydroxy-;beta-Formylacrylic acid lactol;2,5-Dihydro-5-hydroxy-2-furanone;2-Hydroxy-2,5-dihydro-5-furanone;2-Oxo-5-hydroxy-2,5-dihydrofuran
• CAS NO: 14032-66-7
• Molecular Formula: C₄H₄O₃
• Molecular Weight: 100.07
• Mol File: 14032-66-7.mol
• Article Data: 84

Chemical Properties

• Melting Point: 52-55 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• Boiling Point: 361°C at 760 mmHg
• Flash Point: 186.5°C
• Appearance: /
• Density: 1.503
• Vapor Pressure: 1.15E-06mmHg at 25°C
• Refractive Index: 1.555
• Storage Temp.: Refrigerator
• Solubility: Acetone (Slightly), Chloroform (Slightly)
• PKA: 10.01±0.20(Predicted)
• CAS DataBase Reference: 5-HYDROXY-2[5H]-FURANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-HYDROXY-2[5H]-FURANONE(14032-66-7)
• EPA Substance Registry System: 5-HYDROXY-2[5H]-FURANONE(14032-66-7)

Safety Data

• Hazardous Substances Data: 14032-66-7(Hazardous Substances Data)

Usage

General Description

5-Hydroxy-2(5H)-furanone, also known as maltol, is a natural organic compound present in many foods and essential oils. It is a white crystalline powder with a sweet aroma, often described as caramel-like or burnt sugar. Maltol is commonly used as a flavor enhancer and fragrance in food, beverages, and cosmetic products. It is also utilized as a precursor in the synthesis of pharmaceuticals and as a chelating agent in metal ion sequestration. Additionally, maltol has been studied for its potential antioxidant and antimicrobial properties, making it a versatile and valuable chemical in various industries.

InChI:InChI=1/C4H4O3/c5-3-1-2-4(6)7-3/h1-3,5H

Upstream product

• 98-01-1 furfural 
• 110-00-9 furan 
• 64-17-5 ethanol 
• 98-00-0 (2-furyl)methyl alcohol 
• 67-56-1 methanol 
• 6824-18-6 2,3,7-trioxa-bicyclo-<2.2.1>-hept-5-ene 
• 1708-41-4 2-(furan-2-yl)-1,3-dioxolane 
• 36169-67-2 1-(2-furyl)-1-cyclohexanol 
• 60907-91-7 2-furyl(phenyl)methanol 
• 57314-31-5 methyl (Z)-4,4-dimethoxy-2-butenoate 
• 67-63-0 isopropyl alcohol 
• 14032-72-5 5-oxo-2,5-dihydrofuran-2-yl acetate 
• 13529-27-6 2-(diethoxymethyl)furan 
• 187999-98-0 5-propionyloxy-2(5H)-furanone 

Downstream Products

• 14032-80-5 1-oxo-1-phenyl-hexadien-(2t.4t)-oic acid-⁽⁶⁾ 
• 16275-44-8 4-acetamido-4-hydroxy-2-butenoic acid γ-lactone 
• 10449-66-8 5-methoxyfuran-2(5H)-one 
• 30336-14-2 5-butylfuran-2(5H)-one 
• 2833-30-9 5-ethoxy-2,5-dihydrofuran-2-one 
• 122079-41-8 (5S)-(D-menthyloxy)-2(5H)-furanone 
• 122079-45-2 (-)-(5R)-5-((-)-menthyl)oxy-2<5H>-furanone 
• 370874-78-5 5-⁽¹⁾-menthyloxy-2(5H)-furanone 
• 112968-75-9 (5R)-(L-menthyloxy)-2(5H)-furanone 
• 112968-75-9 (+)-(5S)-5-((+)-menthyl)oxy-2<5H>-furanone 
• 591-11-7 5-methyl-5H-furan-2-one 
• 21963-26-8 2-nonen-4-olide 
• 79263-56-2 4,5-Dipentyl-dihydro-furan-2-one 
• 14032-72-5 5-oxo-2,5-dihydrofuran-2-yl acetate 

Relevant articles and documents

Efficient photooxygenation of furans using oxygen with wool-immobilizing Rose Bengal as green photosensitizer

A new type of solid-supported photosensitizer was prepared from Rose Bengal and wool via acid dye dyeing process. The wool-Rosebengal photosensitizer was characterized by Fourier transform infrared spectrometer (FTIR), scanning electron microscope and fastness test. This sensitizer was used as heterogeneous photocatalyst to promote furans oxidation to the corresponding butenolides in excellent yields (90%). The sensitizer could be easily recovered from the reaction mixture by filtration and reused in the new cycle of the reaction.

Modification of conjugated microporous poly-benzothiadiazole for photosensitized singlet oxygen generation in water

Water-dispersible alkyne-bearing conjugated microporous poly-benzothiadiazoles were synthesized using thiol-yne chemistry to enhance water compatibility. The water compatible polymer networks were used as heterogeneous photocatalysts to generate singlet oxygen for the conversion of furoic acid to 5-hydroxy-2(5H)-furanone. The Royal Society of Chemistry.

Rose Bengal Immobilized on Supported Ionic-Liquid-like Phases: An Efficient Photocatalyst for Batch and Flow Processes

The catalytic activity of Rose Bengal (RB) immobilized on supported ionic liquid (IL)-like phases was evaluated as a polymer-supported photocatalyst. In these systems, the polymer was designed to play a pivotal role. The polymeric backbone adequately modi

CO2-Triggered Switchable Hydrophilicity of a Heterogeneous Conjugated Polymer Photocatalyst for Enhanced Catalytic Activity in Water

Water compatibility for heterogeneous photocatalysts has been pursued for energy and environmental applications. However, there exists a trade-off between hydrophilicity and recyclability of the photocatalyst. Herein, we report a conjugated polymer photocatalyst with tertiary amine terminals that reversibly binds CO2 in water, thereby generating switchable hydrophilicity. The CO2-assisted hydrophilicity boosted the photocatalytic efficiency in aqueous medium with minimum dosage. When CO2 was desorbed, the photocatalyst could be simply regenerated from reaction media, facilitating the repeated use of photocatalyst. Hydrophilicity/hydrophobicity control of the polymer photocatalyst was successfully showcased through a variety of organic photoredox reactions under visible-light irradiation in water.

Fabrication and photocatalytic activity of fullerodendron/CaCO3 composites

Novel composite materials consisting of fullerodendrons and CaCO 3 particles were fabricated to have better efficiency as photosensitizers in singlet photooxygenation reactions compared to pristine fullerodendrons. Moreover, fullerodendrons in

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New polymer-supported photocatalyst with improved compatibility with polar solvents. Synthetic application using solar light as energy source

A new kind of supported photocatalysts derived from low-crosslinked polystrene, containing Rose Bengal and pyridinium groups, is described. Such polymers are capable to catalyze the quantitative synthesis of 5-hydroxy-5H-furan-2-one from 2-furoic acid in methanol, via singlet oxygen, using solar light as the energy source.

Photocatalytic valorization of furfural to value-added chemicals via mesoporous carbon nitride: a possibility through a metal-free pathway

Strategizing the exploitation of renewable solar light could undoubtedly provide new insight into the field of biomass valorization. Therefore, for the first time, we reported a heterogeneous photocatalytic oxidation route of renewable furfural (FUR) to produce industrial feedstocks maleic anhydride (MAN) and 5-hydroxy-2(5H)-furanone (HFO) under simulated solar light (AM 1.5G) using molecular oxygen (O2) as a terminal oxidant and mesoporous graphitic carbon nitride (SGCN) as a photocatalyst. SGCN showed an excellent photoconversion (>95%) of FUR with 42% and 33% selectivity to MAN and HFO, respectively. Moreover, an excellent selectivity towards MAN (66%) under natural sunlight indicates a pioneering route for the sustainable production of MAN. In addition, the underlying mechanistic route of the FUR photo-oxidation was investigated via various experiments including scavenger studies, substrate studies, and electron spin resonance (ESR) studies which constructively proved the pivotal role of singlet oxygen (1O2) and holes (h+) in FUR photo-oxidation.

The oligomer approach: An effective strategy to assess phenylene vinylene systems as organic heterogeneous photocatalysts in the degradation of aqueous indigo carmine dye

Four oligo-phenylenevinylenes (OPVs) were synthesized by the Mizoroki-Heck cross-coupling reaction to provide a deeper understanding of the mechanism and fate of phenylenevinylene systems when applied to the heterogeneous photocatalytic degradation of indigo carmine (IC) dye in aqueous media. OPVs displayed visible light absorption near 500 nm and appreciable emission properties. The stability, mechanism, and photodegradation activity of the OPV systems over aqueous indigo carmine were investigated using radical scavengers, a singlet oxygen (1O2) trap, and ESI-IT-MS. It was confirmed that superoxide radical (O2??), 1O2, and direct oxidation are responsible for dye degradation. Hydroxide radical formation, under neutral pH conditions, does not occur, and it was corroborated by the HOMO and LUMO levels of the photocatalysts. Additionally, the use of oxalic acid as an electron sacrificial donor was demonstrated as an effective approach to enhance the OPVs photocatalytic activity. However, a significant decrease in activity during the first three irradiation cycles was observed, indicating that the enhancement in photo- and chemical stability is required for further dye-contaminated water treatment applications.