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2(3H)-Furanone

Base Information
  • Chemical Name:2(3H)-Furanone
  • CAS No.:20825-71-2
  • Molecular Formula:C4H4O2
  • Molecular Weight:84.0746
  • Hs Code.:2932209090
  • European Community (EC) Number:872-140-8
  • UNII:F666POB3G4
  • DSSTox Substance ID:DTXSID50174942
  • Nikkaji Number:J82.327I
  • Wikipedia:2-Furanone
  • Wikidata:Q27117381
  • Metabolomics Workbench ID:55779
  • Mol file:20825-71-2.mol
2(3H)-Furanone

Synonyms:2-B4O;2-buten-4-olide;2-furanone;butenolide;crotonolactone

Suppliers and Price of 2(3H)-Furanone
Supply Marketing:
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • AccelPharmtech
  • 2(3H)-Furanone 97.00%
  • 1G
  • $ 1940.00
Total 8 raw suppliers
Chemical Property of 2(3H)-Furanone
Chemical Property:
  • Vapor Pressure:0.00912mmHg at 25°C 
  • Melting Point:48-49 °C 
  • Boiling Point:265.5°C at 760 mmHg 
  • Flash Point:105.2°C 
  • PSA:26.30000 
  • Density:1.208g/cm3 
  • LogP:0.44700 
  • XLogP3:0.2
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:2
  • Rotatable Bond Count:0
  • Exact Mass:84.021129366
  • Heavy Atom Count:6
  • Complexity:93.7
Purity/Quality:

99% *data from raw suppliers

2(3H)-Furanone 97.00% *data from reagent suppliers

Safty Information:
  • Pictogram(s):  
  • Hazard Codes: 
MSDS Files:
Useful:
  • Canonical SMILES:C1C=COC1=O
Technology Process of 2(3H)-Furanone

There total 11 articles about 2(3H)-Furanone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
With 1-iodo-butane; In dichloromethane; Further byproducts given. Title compound not separated from byproducts; 1.) -78 deg C, 2.) to 10 deg C, 4 h;
DOI:10.1002/hlca.19890720625
Guidance literature:
Guidance literature:
With dihydrogen peroxide; sodium sulfate; In 1,2-dichloro-ethane; for 10h; Heating;
DOI:10.1080/00304949609356524
Refernces

Ring Transformation of a 2(3H)-furanone Derivative into Oxazinone and Pyrimidinone Heterocycles

10.1002/jhet.2937

The research investigates the conversion of a 2(3H)-furanone derivative into oxazinone and pyrimidinone heterocycles. The purpose of this study is to explore the potential of 2(3H)-furanones in synthesizing biologically significant heterocyclic compounds, particularly pyrimidine derivatives, which are known for their wide range of biological activities including antiviral, antibacterial, anti-inflammatory, antimalarial, anticancer, and antihypertensive properties. The key chemical used in this research is 2-(furan-2-ylmethylene)-4-oxo-4-phenylbutanoyl azide (3), which is synthesized from 2(3H)-furanone through a two-step process involving reaction with hydrazine hydrate and sodium nitrite. This azide serves as the central starting material for the synthesis of the target heterocycles. Through thermolysis in dry benzene and base-catalyzed decomposition in the presence of different amines, the researchers successfully convert azide 3 into various oxazinone and pyrimidinone derivatives. The structures of these compounds are confirmed through spectral data and elemental analyses. The study concludes that the 2(3H)-furanone derivative can be effectively transformed into biologically relevant heterocyclic compounds.

[(NHC)AuCl]-catalyzed Meyer-Schuster rearrangement: scope and limitations

10.1016/j.tet.2008.10.111

The research investigates an efficient catalytic system for synthesizing a variety of α,β-unsaturated ketones using [(NHC)AuCl] (NHC stands for N-heterocyclic carbene) in the presence of a silver(I) salt. This system catalyzes the Meyer–Schuster rearrangement, converting easily accessible propargylic alcohols into α,β-unsaturated ketones with high yields. The catalysis is performed in a 2:1 mixture of methanol and water at 60°C, yielding good results even for tertiary alcohols and sterically demanding substrates. However, the system is unsuitable for terminal alkynes and primary alcohols, which produce low yields of target molecules due to unexpected by-products. Key chemicals involved in this research include propargylic alcohols as substrates, [(IPr)AuCl] as the preferred catalyst among tested gold–NHC complexes, and AgSbF6 as the silver salt. The study also explores the effects of various substituents on the aryl and acetylenic moieties of the substrates, revealing that electron-donating groups and tertiary alcohols generally afford excellent yields. Additionally, the research delves into mechanistic insights, proposing a pathway involving the activation of a water molecule by the gold complex rather than the traditional activation of the C≡C triple bond, and investigates the formation of furanone and indanone derivatives under these conditions.

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