20825-71-2

Basic information

• Product Name: 3-Butenoic acid, 4-hydroxy-, gamma-lactone
• Synonyms: 3-Butenoic acid, 4-hydroxy-, gamma-lactone;2,3-Dihydrofuran-2-one;Furan-2(3H)-one;but-3-en-4-olide
• CAS NO: 20825-71-2
• Molecular Formula: C₄H₄O₂
• Molecular Weight: 84.07
• Mol File: 20825-71-2.mol
• Article Data: 14

Chemical Properties

• Melting Point: 48-49 °C
• Boiling Point: 265.5°C at 760 mmHg
• Flash Point: 105.2°C
• Appearance: /
• Density: 1.208g/cm³
• Vapor Pressure: 0.00912mmHg at 25°C
• Refractive Index: 1.48
• CAS DataBase Reference: 3-Butenoic acid, 4-hydroxy-, gamma-lactone(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Butenoic acid, 4-hydroxy-, gamma-lactone(20825-71-2)
• EPA Substance Registry System: 3-Butenoic acid, 4-hydroxy-, gamma-lactone(20825-71-2)

Safety Data

• Hazardous Substances Data: 20825-71-2(Hazardous Substances Data)

Usage

General Description

3-Butenoic acid, 4-hydroxy-, gamma-lactone is a chemical compound also known as γ-Hydroxy-γ-methyl butyrolactone or γ-Hydroxybutyric acid lactone. It is a lactone, a type of cyclic ester, and is characterized by its distinct sweet, coconut-like aroma. 3-Butenoic acid, 4-hydroxy-, gamma-lactone is commonly used as a flavoring agent in food and beverages due to its pleasant smell and taste. It is also used in the production of perfumes and as a chemical intermediate for the synthesis of various organic compounds. Additionally, it has been studied for its potential biological activity, including its role as a precursor to the neurotransmitter gamma-aminobutyric acid (GABA) in the brain. However, it is important to handle this compound with care as it can be toxic if ingested in large quantities.

InChI:InChI=1/C4H4O2/c5-4-2-1-3-6-4/h1,3H,2H2

Upstream product

• 497-23-4 2-buten-4-olide 
• 135247-43-7 methyl 2,4-dihydroxybutanoate 
• 98-01-1 furfural 
• 2363-83-9 ethylene-1,2-dicarbaldehyde 
• 9004-34-6 cellulose 
• 61550-02-5 (furan-2-yloxy)-trimethylsilane 
• 2966-50-9 silver trifluoroacetate 
• 4344-84-7 5-oxo-tetrahydro-furan-2-carboxylic acid 

Downstream Products

• 143302-97-0 2-(6-hydroxy-2,4,5-trimethoxybenzyl)-3-(3',4'-methylenedioxybenzoylpropane-1,3-dithiane)-γ-butyrolactone 
• 142836-54-2 2-(6-hydroxy-2,3,4-trimethoxybenzyl)-3-(3',4'-methylenedioxybenzoylpropane-1,3-dithiane)-γ-butyrolactone 
• 100921-72-0 furan-2-yl 2,2-dimethylpropanoate 
• 497-23-4 2-buten-4-olide 
• 107-02-8 acrolein 
• 110-16-7 maleic acid 
• 110-17-8 (2E)-but-2-enedioic acid 

Relevant articles and documents

A convenient synthesis of 2(5H)-furanone

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Rearrangements and Tautomeric Transformations of Heterocyclic Compounds in Homogeneous Reaction Systems Furfural–Н2О2–Solvent

General information on the reactions of furfurals with hydrogen peroxide is given. We have discussed the Baeyer–Villiger rearrangement of furan 2-hydroxyhydroperoxides and tautomeric transformations with proton transfer of 2-hydroxyfuran and β-formylacrylic acid formed in a homogeneous reaction system furfural–Н2О2–solvent under the catalysis with the formed acids. The factors affecting these rearrangements and tautomeric transformations as well as their specificity in comparison with benzene type compounds, and the pathway of the reactions of furan aldehydes with Н2О2 in water have been analyzed. Ketoenol tautomerism of cyclic hemiacetal form of β-formylacrylic acid leading to its transformation into succinic anhydride has been described for the first time.

Pt nanoparticles over TiO2-ZrO2 mixed oxide as multifunctional catalysts for an integrated conversion of furfural to 1,4-butanediol

1,4-butanediol (BDO) is an important commodity chemical for manufacturing many basic chemicals and valuable polymers. Its current manufacturing processes are exclusively based on feedstocks derived from oil and natural gas. The biomass-to-BDO chemical transformation is via furfural, a key platform molecule from glucose and xylose. The integrated conversion involves two sequent reaction steps: selective oxidation of furfural to furanones and hydrogenation of the mixture of furanones to BDO. Platinum nanoparticles supported over TiO 2-ZrO2 perform well for both oxidation and hydrogenation steps and the total yield of BDO reaches 85.2%. The chemical composition and crystallinity of the mixed oxide support significantly affect the catalytic performance. The best catalyst is platinum supported over TiO 2-ZrO2 mixed oxide (Ti/Zr, 1:1) calcined at 823 K, which also exhibits good recoverability and recyclability in the five-run test.