5-broMo-furan-2(5H)-one

Base Information

• Chemical Name: 5-broMo-furan-2(5H)-one
• CAS No.: 40125-53-9
• Molecular Formula: C4H3BrO2
• Molecular Weight: 162.971
• Hs Code.: 2932209090
• UNII: MQW8UB39HE
• DSSTox Substance ID: DTXSID60482787
• Nikkaji Number: J848.772C
• Wikidata: Q27284175
• Mol file: 40125-53-9.mol

Synonyms:4-Brom-4-hydroxy-cis-crotonsaeure-lacton;2-oxo-5-bromo-2,5-dihydrofuran;2-bromo-5-oxo-2,5-dihydrofuran;4-bromo-4-hydroxy-cis-crotonic acid-lactone;5-bromo-2,5-dihydrofuran-2-one;5-bromo-5H-furan-2-one;

Chemical Property of 5-broMo-furan-2(5H)-one

Chemical Property:

• PSA: 26.30000
• LogP: 0.82040
• 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: 119

Purity/Quality:

97% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=O)OC1Br

Technology Process of 5-broMo-furan-2(5H)-one

There total 1 articles about 5-broMo-furan-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:

(furan-2-yloxy)-trimethylsilane (61550-02-5) → 2-bromo-5-oxo-2,5-dihydrofuran (40125-53-9)

Guidance literature:

With N-Bromosuccinimide; In dichloromethane; at -80 ℃;

DOI:10.1016/j.tet.2008.02.096

Reference yield: 84.0%

2-bromo-5-oxo-2,5-dihydrofuran (40125-53-9) + 2,4-dichlorophenol (120-83-2,40477-79-0) → C10H6Cl2O3

Guidance literature:

2,4-dichlorophenol; With tetrabutylammomium bromide; potassium carbonate; In dichloromethane; water; at 20 ℃; for 0.166667h;

2-bromo-5-oxo-2,5-dihydrofuran; In dichloromethane; water; at 20 ℃; for 8h;

Reference yield:

2-Iodophenol (533-58-4) + 2-bromo-5-oxo-2,5-dihydrofuran (40125-53-9) → 5-(2-Iodo-phenoxy)-5H-furan-2-one (120349-84-0)

Guidance literature:

With potassium carbonate; tetrabutylammomium bromide; Yield given. Multistep reaction; 1.) CH₂Cl₂, water, room temp., 10 min, 2.) CH₂Cl₂, water, room temp., 1 h;

DOI:10.1055/s-1988-27700

upstream raw materials:

(furan-2-yloxy)-trimethylsilane

Downstream raw materials:

6β-(2-phenyl-acetylamino)-penicillanic acid (Ξ)-5-oxo-2,5-dihydro-furan-2-yl ester

6β-(2-phenyl-acetylamino)-penicillanic acid (R)-5-oxo-2,5-dihydro-furan-2-yl ester

6β-(2-phenyl-acetylamino)-penicillanic acid (S)-5-oxo-2,5-dihydro-furan-2-yl ester

5-(2-Iodo-phenoxy)-5H-furan-2-one