2,5-Dibromofuran

Base Information

• Chemical Name: 2,5-Dibromofuran
• CAS No.: 32460-00-7
• Molecular Formula: C4H2Br2O
• Molecular Weight: 225.867
• Hs Code.: 2932190090
• European Community (EC) Number: 679-809-1
• DSSTox Substance ID: DTXSID70446875
• Nikkaji Number: J88.800A
• Wikidata: Q72464390
• Mol file: 32460-00-7.mol

Synonyms:2,5-dibromofuran;32460-00-7;Furan, 2,5-dibromo-;MFCD00191342;2,5-dibromofurane;2,5-dibromo-furan;2,5-Dibromofuran, AldrichCPR;SCHEMBL1569445;2-(STYRYLTHIO)ACETICACID;DTXSID70446875;LACYYWKMIJOHLU-UHFFFAOYSA-N;BCP17059;CS-B1185;STL170068;AKOS005367269;FS-5021;2,5-Dibromofuran (stabilised with MgO);SY047378;AM20090471;D2366;FT-0639026;EN300-87115;Y10506;A821282

Chemical Property of 2,5-Dibromofuran

Chemical Property:

• Vapor Pressure: 2.48mmHg at 25°C
• Melting Point: 10 °C
• Refractive Index: 1.562
• Boiling Point: 165 °C / 764mmHg
• Flash Point: 53.8 °C
• PSA: 13.14000
• Density: 2.159 g/cm³
• LogP: 2.80460
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Methanol (Sparingly)
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 225.84519
• Heavy Atom Count: 7
• Complexity: 58.7

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,5-Dibromofuran ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 11-36/37/38-22
• Safety Statements: 16-23-36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(OC(=C1)Br)Br
• Uses: 2,5-Dibromofuran is a versatile reactant used in the total synthesis of Eleutherobin. Furan derivatives are also incorporated into low band-gap polymers for efficient solar cells.

Technology Process of 2,5-Dibromofuran

There total 2 articles about 2,5-Dibromofuran 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: 8.0%

furan (110-00-9) → 2-bromofuran (584-12-3) + 2,5-dibromofuran (32460-00-7)

Guidance literature:

With bromine; In N,N-dimethyl-formamide; at 30 - 35 ℃; for 1.5h;

Reference yield:

furan (110-00-9) + bromocyane (506-68-3) → 2-bromofuran (584-12-3) + 2,5-dibromofuran (32460-00-7)

Guidance literature:

With 1,4-dioxane; Erhitzen des Reaktionsgemisches mit wss. Natronlauge und Natriumsulfit;

DOI:10.1021/jo01214a008

Reference yield: 92.0%

2,5-dibromofuran (32460-00-7) + (5'-phenyl[1,1':3',1-terphenyl]-4-yl)boronic acid (491612-72-7) → C52H36O

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In ethanol; water; toluene; at 90 ℃; for 24h; Inert atmosphere;

upstream raw materials:

furan

bromocyane

Downstream raw materials:

2,5-di((E)-styryl)furan

2,5-Bis(2-selenienyl)furan

2,5-bis(thiophen-2-yl)furan

2-bromo-5-(2-thienyl)furan

Refernces

• 1、 Keegstra, M.A.,Klomp, A.J.A.,Brandsma, L.. "Convenient Synthetic Procedures for 2-Bromofuran and 2,5-Dibromofuran". . p. 3371 - 3374. Retrieved 2007/10/02.