Bis(4-bromophenyl) ether

Base Information

• Chemical Name: Bis(4-bromophenyl) ether
• CAS No.: 2050-47-7
• Molecular Formula: C12H8Br2O
• Molecular Weight: 328.003
• Hs Code.: 29093090
• European Community (EC) Number: 218-090-7
• NSC Number: 9487,1787
• UNII: OS4N55HE2E
• DSSTox Substance ID: DTXSID9024015
• Nikkaji Number: J31.985F
• Wikidata: Q27285810
• ChEMBL ID: CHEMBL1894292
• Mol file: 2050-47-7.mol

Synonyms:Bis(4-bromophenyl) ether;2050-47-7;4,4'-Dibromodiphenyl ether;4,4'-Oxybis(bromobenzene);1-Bromo-4-(4-bromophenoxy)benzene;4-Bromophenyl ether;Bis(4-bromophenyl)ether;p,p'-Dibromodiphenyl ether;Ether, bis(p-bromophenyl);Bis(p-bromophenyl)ether;Bis(p-bromophenyl) ether;USAF DO-61;Benzene, 1,1'-oxybis[4-bromo-;ETHER, BIS(4-BROMOPHENYL);4,4'-Dibromodiphenyl oxide;Bis(bromophenyl) ether;Benzene, 1,1'-oxybis(4-bromo-;NSC 1787;NSC 9487;C12H8Br2O;1,1'-oxybis(4-bromobenzene);1,1'-oxybis[4-bromo-Benzene;di(4-Bromophenyl)ether;EINECS 218-090-7;UNII-OS4N55HE2E;BRN 2050738;OS4N55HE2E;AI3-01963;DTXSID9024015;NSC-1787;NSC-9487;WLN: ER DOR DE;4-06-00-01048 (Beilstein Handbook Reference);Benzene,1'-oxybis[4-bromo-;DTXCID704015;PBDE 15 (4,4'-Dibromodiphenyl Ether);CAS-2050-47-7;4-bromophenylether;di(4-bromophenyl) ether;Bis-(4-bromophenyl) ether;PBDE No. 15;PBDE 15;4,4'-Dibromo diphenyl ether;4,4/'-Dibromodiphenyl ether;SCHEMBL391385;BDE-15;Diphenyl ether, 4,4'-dibromo;C12-H8-Br2-O;CHEMBL1894292;NSC1787;NSC9487;Bis(4-bromophenyl) ether, 99%;PBDE 15 50 microg/mL in Nonane;Tox21_202033;Tox21_303162;GEO-00549;MFCD00000095;STL453712;AKOS005258195;1-Bromo-4-(4-bromophenoxy)benzene #;CCG-356444;GS-3489;PBDE 15 100 microg/mL in Methanol;NCGC00164043-01;NCGC00164043-02;NCGC00257049-01;NCGC00259582-01;LS-67721;B0834;CS-0139872;FT-0617911;Benzene, 1,1'-oxybis-, dibromo (4,4'-);O11119;EN300-1663277;AE-848/30743001;J-013365;Q27285810

Chemical Property of Bis(4-bromophenyl) ether

Chemical Property:

• Appearance/Colour: Tan or light crystalline
• Melting Point: 61-63 °C(lit.)
• Refractive Index: 1.6260 (estimate)
• Boiling Point: 339 °C at 760 mmHg
• Flash Point: 140.3 °C
• PSA: 9.23000
• Density: 1.704 g/cm³
• LogP: 5.00390
• Storage Temp.: 2-8°C
• Solubility.: Methanol (Slightly)
• Water Solubility.: Soluble in water.
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 327.89214
• Heavy Atom Count: 15
• Complexity: 162

Purity/Quality:

99% ^*data from raw suppliers

PBDE15 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, Xn, N
• Hazard Codes: F,Xn,N
• Statements: 33-67-65-50/53-38-11
• Safety Statements: 24/25-62-61-60-33-29-16-9

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1OC2=CC=C(C=C2)Br)Br
• Uses: PBDE 15 is a polybrominated di-?Ph ether (PBDE), which is a flame retardant often incorporated into many polymers. PBDEs are an environmental pollutant that exhibit potential health risks to humans and wildlife.

Technology Process of Bis(4-bromophenyl) ether

There total 30 articles about Bis(4-bromophenyl) 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: 97.0%

diphenylether (101-84-8) + 1,2-dichloro-ethane (107-06-2,52399-93-6) → 4,4'-dibromodiphenyl ether (2050-47-7)

Guidance literature:

With bromine; In 1,2-dichloroethane (EDC);

Reference yield: 95.0%

1,4-bromoiodobenzene (589-87-7) → 4,4'-dibromodiphenyl ether (2050-47-7)

Guidance literature:

With potassium phosphate; copper(l) iodide; 2,2,6,6-tetramethylheptane-3,5-dione; water; In ethanol; at 130 ℃; for 30h; chemoselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1002/chem.201001373

Reference yield: 85.0%

4-bromo-phenol (106-41-2) + 1,4-bromoiodobenzene (589-87-7) → 4,4'-dibromodiphenyl ether (2050-47-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 110 ℃;

DOI:10.1055/s-0028-1083304

upstream raw materials:

diphenylether

[4-(4-bromo-phenoxy)-phenyl]-phosphonic acid

4-phenoxyanilin

4-(4-bromophenoxy)aniline

Downstream raw materials:

4-(4-bromophenoxy)benzoic acid

4,4'-dihydroxydiphenyl ether

(4-bromo-2-nitro-phenyl)-(4-bromo-phenyl)-ether

bis-(4-trimethylsilanyl-phenyl)-ether

Refernces

• 1、 Reger, David,Haines, Philipp,Heinemann, Frank W.,Guldi, Dirk M.,Jux, Norbert. "Oxa[7]superhelicene: A π-Extended Helical Chromophore Based on Hexa-peri-hexabenzocoronenes". . p. 5938 - 5942. Retrieved 2018.
• 2、 Wang, Ying,Xu, Ping,Xie, Qiong,Ma, Qing-Qing,Meng, Yan-Hui,Wang, Zi-Wen,Zhang, Shaowei,Zhao, Xiao-Jun,Chen, Jun,Wang, Zhong-Liang. "Cadmium(II)–Triazole Framework as a Luminescent Probe for Ca2+and Cyano Complexes". . p. 10459 - 10474. Retrieved 2016.
• 3、 -. "Industrial preparation method of 4, 4 '-dibromo diphenyl ether and 4, 4'-dihydroxy diphenyl ether". Paragraph 0042-0047. . Retrieved 2020/08/29.