3-Bromofuran-2(5H)-one

Base Information

• Chemical Name: 3-Bromofuran-2(5H)-one
• CAS No.: 76311-89-2
• Molecular Formula: C4H3BrO2
• Molecular Weight: 162.971
• Hs Code.: 2932209090
• European Community (EC) Number: 278-416-9
• DSSTox Substance ID: DTXSID50997678
• Nikkaji Number: J319.304G
• Wikidata: Q72454598
• Mol file: 76311-89-2.mol

Synonyms:3-Bromofuran-2(5H)-one;76311-89-2;4-bromo-2H-furan-5-one;3-bromo-2,5-dihydrofuran-2-one;C4H3BrO2;EINECS 278-416-9;3-Bromo-2(5H)-furanone;bromo butenolide;FASTREDRCSALT;SCHEMBL538437;C4-H3-Br-O2;DTXSID50997678;BDA31189;MFCD11109367;AKOS006305844;SY017900;A9667;CS-0101295;FT-0711875;EN300-101545;InChI=1/C4H3BrO2/c5-3-1-2-7-4(3)6/h1H,2H

Chemical Property of 3-Bromofuran-2(5H)-one

Chemical Property:

• Vapor Pressure: 0.00148mmHg at 25°C
• Refractive Index: 1.588
• Boiling Point: 295.9 °C at 760 mmHg
• Flash Point: 132.8 °C
• PSA: 26.30000
• Density: 1.989 g/cm³
• LogP: 0.82200
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 161.93164
• Heavy Atom Count: 7
• Complexity: 128

Purity/Quality:

97% ^*data from raw suppliers

3-bromofuran-2(5H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C=C(C(=O)O1)Br

Technology Process of 3-Bromofuran-2(5H)-one

There total 13 articles about 3-Bromofuran-2(5H)-one 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: 89.0%

2-buten-4-olide (497-23-4) → 3-bromo-2,5-dihydrofuran-2-one (76311-89-2)

Guidance literature:

2-buten-4-olide; With bromine; In tetrachloromethane; for 4h; Inert atmosphere; Reflux;

With triethylamine; In tetrachloromethane; at 0 - 20 ℃; for 1.16667h; Inert atmosphere;

DOI:10.1021/acs.orglett.6b02971

Reference yield: 80.0%

3-bromo-2,5-dimethoxy-2,5-dihydro-furan (72167-53-4) → 3-bromo-2,5-dihydrofuran-2-one (76311-89-2)

Guidance literature:

With hydrogen bromide; In acetone; at 20 ℃; for 2h;

DOI:10.1016/S0040-4020(01)00331-3

Reference yield: 72.0%

(3S,4S)-4-Bromo-4-hydroxytetrahydrofuran-2-one (117858-88-5) → 3-bromo-2,5-dihydrofuran-2-one (76311-89-2)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; for 4h;

DOI:10.1135/cccc19991154

upstream raw materials:

4-hydroxy-2-butynoic acid

2,3,4-tribromo-butyric acid

3,4-dibromo-2,5-dimethoxy-tetrahydro-furan-2-carboxylic acid methyl ester

methyl 4-hydroxy-2-butynoate

Downstream raw materials:

3-(2-nitrophenyl)furan-2(5H)-one

3-(m-tolyl)furan-2(5H)-one

C₁₉H₂₅NO₆

3-phenyl-2(5H)-furanone