2-Bromo-1-furan-2-yl-ethanone

Base Information

• Chemical Name: 2-Bromo-1-furan-2-yl-ethanone
• CAS No.: 15109-94-1
• Molecular Formula: C6H5BrO2
• Molecular Weight: 189.008
• Hs Code.: 2932190090
• DSSTox Substance ID: DTXSID90383536
• Nikkaji Number: J27.261B
• Wikidata: Q72451269
• Mol file: 15109-94-1.mol

Synonyms:15109-94-1;2-bromo-1-(furan-2-yl)ethanone;2-Bromo-1-furan-2-yl-ethanone;2-bromo-1-(2-furyl)-1-ethanone;2-bromo-1-(2-furyl)ethanone;2-(Bromoacetyl)furan;2-bromoacetylfuran;Ethanone, 2-bromo-1-(2-furanyl)-;MFCD04038962;2-bromo-1-(furan-2-yl)ethan-1-one;2-(2-bromoacetyl)furan;Ethanone,2-bromo-1-(2-furanyl)-;2-Bromo-1-(fur-2-yl)-1-oxoethane;Bromomethyl(furan-2-yl)ketone;SCHEMBL1180035;2-Bromo-1-furan-2-ylmethanone;2-Bromo-1-(2-furanyl)ethanone;DTXSID90383536;UIALGUXSAGHRLD-UHFFFAOYSA-N;2-Bromo-1-(2 furyl)-1-ethanone;AKOS000303365;AM100277;PS-10046;SY040209;BB 0253760;CS-0310036;FT-0678753;D79351;A884112;W-205715

Chemical Property of 2-Bromo-1-furan-2-yl-ethanone

Chemical Property:

• Vapor Pressure: 0.0815mmHg at 25°C
• Melting Point: 34 °C
• Refractive Index: 1.533
• Boiling Point: 226.5 °C at 760 mmHg
• Flash Point: 90.8 °C
• PSA: 30.21000
• Density: 1.616 g/cm³
• LogP: 1.85720
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 187.94729
• Heavy Atom Count: 9
• Complexity: 114

Purity/Quality:

98%min ^*data from raw suppliers

2-Bromo-1-furan-2-yl-ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,Xi
• Hazard Codes: Xi,C
• Statements: 22-34-43
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=COC(=C1)C(=O)CBr
• Uses: 2-Bromo-1-furan-2-yl-ethanone is a reagent that is used in the preparation of diaryldihydropyrrolizine derivatives and their activity as cyclooxygenase and lipoxygenase inhibitors.

Technology Process of 2-Bromo-1-furan-2-yl-ethanone

There total 14 articles about 2-Bromo-1-furan-2-yl-ethanone 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: 92.0%

1-(2-furyl)-1-ethanone (1192-62-7,80145-44-4) → 1-(2-furyl)-2-bromoethanone (15109-94-1)

Guidance literature:

With bromine; In 1,4-dioxane; diethyl ether; for 12h; Ambient temperature;

DOI:10.1016/0223-5234(89)90024-X

Reference yield: 79.0%

2-diazoacetylfuran (21443-46-9) → 1-(2-furyl)-2-bromoethanone (15109-94-1)

Guidance literature:

With ferric(III) bromide; silica gel; In dichloromethane; at 20 ℃; for 0.166667h;

DOI:10.1016/j.tetlet.2018.02.024

Reference yield: 77.0%

2-ethynylfuran (18649-64-4) → 1-(2-furyl)-2-bromoethanone (15109-94-1)

Guidance literature:

With N,N'-ethylenethiourea; 1,3-dibromo-5,5-dimethylhydantoin; water; In acetone; at 45 ℃;

DOI:10.1039/c7gc00283a

upstream raw materials:

diazomethane

2-furancarbonyl chloride

furan

2-Bromoacetyl bromide

Downstream raw materials:

2-furanoic acid

2-(2-hydroxyacetyl)furan

2-(furan-2-yl)indolizine

2-(furan-2-yl)imidazo[1,2-a]pyridine

Refernces

• 1、 Sauers, Angela L.,Ho, Douglas M.,Bernhard, Stefan. "Synthesis and characterization of highly conjugated, chiral bridging ligands". . p. 8910 - 8915. Retrieved 2004.
• 2、 Kang, Lei,Zhang, Jinlong,Yang, Huameng,Qian, Jinlong,Jiang, Gaoxi. "Base-Catalyzed Intramolecular Defluorination/O-Arylation Reaction for the Synthesis of 3-Fluoro-1,4-oxathiine 4,4-Dioxide". supporting information. p. 785 - 789. Retrieved 2021/04/09.
• 3、 Kim, Wansoo,Kim, Hun Young,Oh, Kyungsoo. "Oxidation Potential-Guided Electrochemical Radical-Radical Cross-Coupling Approaches to 3-Sulfonylated Imidazopyridines and Indolizines". . p. 15973 - 15991. Retrieved 2021/07/26.