2,2'-Dibromodiphenyl ether

Base Information

• Chemical Name: 2,2'-Dibromodiphenyl ether
• CAS No.: 51452-87-0
• Molecular Formula: C12H8Br2O
• Molecular Weight: 328.003
• UNII: F4YZU58K4B
• DSSTox Substance ID: DTXSID60879850
• Nikkaji Number: J151.889E
• Wikidata: Q27277642
• Mol file: 51452-87-0.mol

Synonyms:2,2'-dibromodiphenyl ether;51452-87-0;2,2'-Oxybis(bromobenzene);1-bromo-2-(2-bromophenoxy)benzene;PBDE 4;Benzene, 1,1'-oxybis(2-bromo-;UNII-F4YZU58K4B;BDE-4;F4YZU58K4B;2,2?DIBROMODIPHENYL ETHER;bromophenylether;bromophenyl ether;SCHEMBL727333;Diphenyl ether, 2,2'-dibromo;DTXSID60879850;MFCD00093207;SY264643;2,2 inverted exclamation mark -Dibromodiphenyl Ether;Q27277642

Chemical Property of 2,2'-Dibromodiphenyl ether

Chemical Property:

• Boiling Point: 134-136 °C(Press: 0.5 Torr)
• PSA: 9.23000
• Density: 1.704±0.06 g/cm3(Predicted)
• LogP: 5.00390
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 327.89214
• Heavy Atom Count: 15
• Complexity: 178

Purity/Quality:

99% ^*data from raw suppliers

2,2'-DIBROMODIPHENYL ETHER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)OC2=CC=CC=C2Br)Br
• Uses: 2,2''-Dibromodiphenyl Ether is a toxic and an environmental pollutant. A flame retardant.

Technology Process of 2,2'-Dibromodiphenyl ether

There total 4 articles about 2,2'-Dibromodiphenyl ether 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: 85.0%

1-Bromo-2-iodobenzene (583-55-1) + 2-hydroxybromobenzene (95-56-7) → 2,2'-dibromodiphenyl ether (51452-87-0)

Guidance literature:

With potassium phosphate; copper(l) iodide; iron(III)-acetylacetonate; In dimethyl sulfoxide; at 110 ℃; for 18h; Schlenk technique; Inert atmosphere;

DOI:10.1039/c7ob01540b

Reference yield: 73.0%

o-fluorobromobenzene (1072-85-1) + 2-hydroxybromobenzene (95-56-7) → 2,2'-dibromodiphenyl ether (51452-87-0)

Guidance literature:

With Triethylene glycol dimethyl ether; potassium carbonate; at 190 ℃; for 24h; Inert atmosphere;

DOI:10.1002/anie.201804218

Reference yield:

1-(2-bromophenoxy)-2-nitrobenzene (60671-89-8) → 2,2'-dibromodiphenyl ether (51452-87-0)

Guidance literature:

Multi-step reaction with 2 steps

1: Fe / ethanol

2: 1.) aq. HBr, AcOH, NaNO₂, 2.) CuBr, aq. H₂SO₄, CuSO₄, Cu / 1.) from 0 to -2 deg C, 2.) reflux, 10 min

With sulfuric acid; hydrogen bromide; iron; copper; copper(II) sulfate; acetic acid; copper(I) bromide; sodium nitrite; In ethanol;

DOI:10.1016/S0022-328X(00)83978-9

upstream raw materials:

2-amino-2'-bromo-diphenyl ether

1-(2-bromophenoxy)-2-nitrobenzene

1-Bromo-2-iodobenzene

2-hydroxybromobenzene

Downstream raw materials:

10,10-dimethyl-phenoxasilin

10-phenyl-10H-phenoxaphosphinine

2,2',4,4'-Tetrabromodiphenyl ether

dibenzofuran