3,5-Dibromo-1-benzofuran

Base Information

• Chemical Name: 3,5-Dibromo-1-benzofuran
• CAS No.: 99660-97-6
• Molecular Formula: C8H4Br2O
• Molecular Weight: 275.92
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID70383791
• Wikidata: Q72463866
• Mol file: 99660-97-6.mol

Synonyms:3,5-dibromo-1-benzofuran;99660-97-6;3,5-dibromobenzofuran;3,5-Dibromobenzo[b]furan;FWNOZAIGDLGBGI-UHFFFAOYSA-;DTXSID70383791;AMY24698;MFCD06659085;AKOS015835702;PS-7251;CS-0206700;FT-0654731;EN300-6775235;J-511269;InChI=1/C8H4Br2O/c9-5-1-2-8-6(3-5)7(10)4-11-8/h1-4H

Chemical Property of 3,5-Dibromo-1-benzofuran

Chemical Property:

• Vapor Pressure: 0.003mmHg at 25°C
• Melting Point: 77 °C
• Refractive Index: 1.669
• Boiling Point: 294.852 °C at 760 mmHg
• Flash Point: 132.122 °C
• PSA: 13.14000
• Density: 1.989 g/cm³
• LogP: 3.95780
• Storage Temp.: Refrigerated.
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 275.86084
• Heavy Atom Count: 11
• Complexity: 151

Purity/Quality:

99% ^*data from raw suppliers

3,5-Dibromobenzofuran ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 22-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Br)C(=CO2)Br

Technology Process of 3,5-Dibromo-1-benzofuran

There total 4 articles about 3,5-Dibromo-1-benzofuran 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: 86.0%

2,3,5-tribromo-2,3-dihydrobenzofuran (568593-05-5) → dibromo-3,5 benzofuranne (99660-97-6)

Guidance literature:

With potassium hydroxide; In ethanol; for 3.5h;

Reference yield: 84.0%

2,3,5-tribromobenzofuran (64150-67-0) → dibromo-3,5 benzofuranne (99660-97-6)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium tetrahydroborate; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; at 25 ℃; for 1h; regioselective reaction; Inert atmosphere;

DOI:10.1016/j.molcata.2014.06.012

Reference yield:

5-bromobenzofuran (23145-07-5) → dibromo-3,5 benzofuranne (99660-97-6)

Guidance literature:

Multi-step reaction with 2 steps

1: bromine / CH₂Cl₂ / 0.67 h / 20 °C

2: 4.16 g / KOH / ethanol / 0.25 h / Heating

With potassium hydroxide; bromine; In ethanol; dichloromethane;

DOI:10.1016/S0968-0896(03)00344-4

upstream raw materials:

2,3,5-tribromo-2,3-dihydrobenzofuran

5-bromobenzofuran

2,3,5-tribromobenzofuran

Downstream raw materials:

tert-butyl[4-(3,5-dibromobenzo[b]furan-2-yl)-2-methoxyphenoxy]dimethylsilane

(E)-tert-butyl{2-methoxy-4-[3-methyl-5-(prop-1-enyl)benzo[b]furan-2-yl]phenoxy}dimethylsilane

(E)-tert-butyldimethyl{4-[3-methyl-5-(prop-1-enyl)benzo[b]furan-2-yl]phenoxy}silane

3,5-dibromo-2-(3,4-dimethoxyphenyl)benzo[b]furan