2-Acetylfuran

Base Information

• Chemical Name: 2-Acetylfuran
• CAS No.: 1192-62-7
• Deprecated CAS: 80145-44-4,1906904-64-0
• Molecular Formula: C6H6O2
• Molecular Weight: 110.112
• Hs Code.: 29321900
• European Community (EC) Number: 214-757-1
• NSC Number: 49133,4665
• UNII: Q5ZRP80K02
• DSSTox Substance ID: DTXSID0051601
• Nikkaji Number: J45.573C
• Wikipedia: 2-Acetylfuran
• Wikidata: Q15634156
• Metabolomics Workbench ID: 45898
• Mol file: 1192-62-7.mol

Synonyms:2-acetylfuran

Chemical Property of 2-Acetylfuran

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 0.772mmHg at 25°C
• Melting Point: 26-28 °C
• Refractive Index: 1.507
• Boiling Point: 183.4 °C at 760 mmHg
• Flash Point: 160 °F
• PSA: 30.21000
• Density: 1.098 g/mL at 25 °C
• LogP: 1.48220
• Storage Temp.: 2-8°C
• Water Solubility.: Insoluble in water.
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 110.036779430
• Heavy Atom Count: 8
• Complexity: 98.7

Purity/Quality:

99% ^*data from raw suppliers

2-Acetylfuran ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 20/21-25-41-36/37-23/25
• Safety Statements: 26-36/37/39-45-39-38-28A

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC=CO1
• Uses: 2-Acetylfuran is a useful intermediate in the synthesis of fine chemicals and pharmaceuticals, and is used in the production of the generic cephalophosphorin antibiotic cefuroxime 2-Acetylfuran is a widely used reagent in manufacturing pharmaceuticals and aroma compounds.

Technology Process of 2-Acetylfuran

There total 69 articles about 2-Acetylfuran 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:

Reference yield: 98.2%

(furan-2-yl)ethylene (1487-18-9) → 1-(2-furyl)-1-ethanone (1192-62-7,80145-44-4)

Guidance literature:

With methanesulfonic acid; oxygen; palladium diacetate; [(NH₄)5H₆PMo₄V_7.8O₄₀]*xH₂O; sodium chloride; In methanol; water; at 20 ℃; for 3.5h;

Reference yield: 98.0%

1-(2-furyl)ethanol (4208-64-4) → 1-(2-furyl)-1-ethanone (1192-62-7,80145-44-4)

Guidance literature:

With nickel(II) triflate; cyclohexanone; 1,2-bis-(dicyclohexylphosphino)ethane; In toluene; at 110 ℃; for 12h; Schlenk technique;

DOI:10.1039/d0cc03966g

Reference yield: 86.0%

2-ethynylfuran (18649-64-4) → 1-(2-furyl)-1-ethanone (1192-62-7,80145-44-4)

Guidance literature:

With formic acid; water; CoH₆Mo₆O₂₄^(3-)*3H₃N*3H⁽¹⁺⁾*7H₂O; at 60 ℃; for 1h; chemoselective reaction; Green chemistry;

DOI:10.1002/cctc.202101180

upstream raw materials:

diazomethane

furfural

furan

acetic anhydride

Downstream raw materials:

4-((Z)-1-furan-2-yl-ethylidene)-2-phenyl-4H-oxazol-5-one

2,6-di-furan-2-yl-4-(3-nitro-phenyl)-pyridine

6-(3-furan-2-yl-3-oxo-propionyl)-4-phenyl-nicotinic acid ethyl ester

5-furan-2-yl-5-methylimidazolidine-2,4-dione

Refernces

• 1、 Hartough,Kosak. "-". . p. 1012. Retrieved 1947.
• 2、 D?bler, Christian,Mehltretter, Gerald M,Sundermeier, Uta,Eckert, Markus,Militzer, Hans-Christian,Beller, Matthias. "Selective oxidation of alcohols in the presence of an Os/O2-system". . p. 8447 - 8449. Retrieved 2001.
• 3、 Ghosh, Arun K.,Born, Joshua R.,Veitschegger, Anne M.,Jurica, Melissa S.. "Copper-Catalyzed Stille Cross-Coupling Reaction and Application in the Synthesis of the Spliceostatin Core Structure". . p. 8111 - 8120. Retrieved 2020.
• 4、 Wise, Nicola J.,Williams, Jonathan M.J.. "Oxidation of alcohols by transfer hydrogenation: driving the equilibrium with an intramolecular trap". . p. 3639 - 3641. Retrieved 2007.
• 5、 Martin,Wurster,Boylan,Borzilleri,Engel,Walsh. "Rearrangements of some furan and benzofuran 1,5,-dienols". . p. 8395 - 8398. Retrieved 1993.
• 6、 Gol'dfarb,Danjuschewskii. "-". . . Retrieved 1963.
• 7、 Zhou, Cunshan,Yu, Xiaojie,Ma, Haile,Liu, Shulan,Qin, Xiaopei,Yagoub, Abu El-Gasim A.,Owusu, John. "Examining of athermal effects in microwave-induced glucose/glycine reaction and degradation of polysaccharide from Porphyra yezoensis". . p. 38 - 44. Retrieved 2013.
• 8、 Zhan, Huan,Cui, Heping,Yu, Junhe,Hayat, Khizar,Wu, Xian,Zhang, Xiaoming,Ho, Chi-Tang. "Characteristic flavor formation of thermally processed N-(1-deoxy-α-D-ribulos-1-yl)-glycine: Decisive role of additional amino acids and promotional effect of glyoxal". . . Retrieved 2021/09/28.
• 9、 Abinaya, R.,Balasubramaniam, K. K.,Baskar, B.,Divya, P.,Mani Rahulan, K.,Rahman, Abdul,Sridhar, R.,Srinath, S.. "Visible light mediated selective oxidation of alcohols and oxidative dehydrogenation of N-heterocycles using scalable and reusable La-doped NiWO4nanoparticles". . p. 5990 - 6007. Retrieved 2021/08/24.