1-(5-Bromofuran-2-yl)ethanone

Base Information

• Chemical Name: 1-(5-Bromofuran-2-yl)ethanone
• CAS No.: 3199-50-6
• Molecular Formula: C6H5 Br O2
• Molecular Weight: 189.008
• Hs Code.: 2932190090
• European Community (EC) Number: 861-993-1
• DSSTox Substance ID: DTXSID00452545
• Wikidata: Q72434878
• ChEMBL ID: CHEMBL4564962
• Mol file: 3199-50-6.mol

Synonyms:1-(5-Bromofuran-2-yl)ethanone;3199-50-6;1-(5-bromo-2-furyl)ethanone;1-(5-bromofuran-2-yl)ethan-1-one;5-bromo-2-acetylfuran;MFCD06657513;Ethanone, 1-(5-bromo-2-furanyl)-;2-ACETYL-5-BROMOFURAN;SCHEMBL220742;CHEMBL4564962;DTXSID00452545;CASNGOWLOZSVMA-UHFFFAOYSA-N;1-(5-bromofuran-2-yl)-ethanone;AKOS016003080;AB25597;TS-02662;CS-0215074;FT-0690699;EN300-21885;O10305;Z147641060

Chemical Property of 1-(5-Bromofuran-2-yl)ethanone

Chemical Property:

• Melting Point: 96℃
• Boiling Point: 73-75℃ (4 Torr)
• PSA: 30.21000
• LogP: 2.24470
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 187.94729
• Heavy Atom Count: 9
• Complexity: 124

Purity/Quality:

98%min ^*data from raw suppliers

1-(5-bromofuran-2-yl)ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC=C(O1)Br

Technology Process of 1-(5-Bromofuran-2-yl)ethanone

There total 12 articles about 1-(5-Bromofuran-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: 100.0%

methylmagnesium bromide (75-16-1) + N-methyl-N-methoxy-5-bromofuran-2-carboxamide (179055-22-2) → 1-(5-bromofuran-2-yl)ethanone (3199-50-6)

Guidance literature:

In tetrahydrofuran; diethyl ether; at 0 - 20 ℃; for 4h;

DOI:10.1021/ml200259q

Reference yield: 69.0%

1-(2-furyl)-1-ethanone (1192-62-7,80145-44-4) → 1-(5-bromofuran-2-yl)ethanone (3199-50-6)

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 10 - 20 ℃; for 16h;

DOI:10.1021/acs.jnatprod.7b00484

Reference yield:

(5-bromo-[2]furyl)-propiolic acid (3199-47-1) → 2-bromo-5-ethynylfuran (15577-73-8) + 1-(5-bromofuran-2-yl)ethanone (3199-50-6)

Guidance literature:

With water;

DOI:10.1021/ja01362a040

upstream raw materials:

diazomethane

5-bromo-2-furancarboxaldehyde

ethyl 5-bromofuran-2-carboxylate

ethyl acetate

Downstream raw materials:

2-bromo-1-(5-bromofuran-2-yl)ethanone

[4-(5-Acetyl-furan-2-yloxy)-phenyl]-acetic acid methyl ester

2-[4-(5-Acetyl-furan-2-yloxy)-phenyl]-propionic acid methyl ester

2-[4-(5-Acetyl-furan-2-yloxy)-phenyl]-butyric acid methyl ester

Refernces

• 1、 Reddy, M. Damoder,Kobori, Hajime,Mori, Takumi,Wu, Jing,Kawagishi, Hirokazu,Watkins, E. Blake. "Gram-Scale, Stereoselective Synthesis and Biological Evaluation of (+)-Armillariol C". . p. 2561 - 2565. Retrieved 2017.
• 2、 -. "NEUTRON CAPTURE THERAPY SYSTEM FOR ELIMINATING AMYLOID Beta-PROTEIN DEPOSITION PLAQUE". Paragraph 0071-0073; 0083. . Retrieved 2019/02/05.