3,5-Dibromo-2-(2,4-dibromophenoxy)phenol

Base Information

• Chemical Name: 3,5-Dibromo-2-(2,4-dibromophenoxy)phenol
• CAS No.: 79755-43-4
• Molecular Formula: C12H6 Br4 O2
• Molecular Weight: 501.794
• DSSTox Substance ID: DTXSID60229856
• Nikkaji Number: J692.267H
• Wikidata: Q81977340
• Metabolomics Workbench ID: 129864
• ChEMBL ID: CHEMBL258224
• Mol file: 79755-43-4.mol

Synonyms:3,5-dibromo-2-(2,4-dibromophenoxy)phenol;6-HO-BDE-47;BPE-5

Chemical Property of 3,5-Dibromo-2-(2,4-dibromophenoxy)phenol

Chemical Property:

• Vapor Pressure: 3.6E-07mmHg at 25°C
• Melting Point: 171-172 °C
• Boiling Point: 405.9°C at 760 mmHg
• PKA: 6.80±0.40(Predicted)
• Flash Point: 199.3°C
• PSA: 29.46000
• Density: 2.248g/cm³
• LogP: 6.23450
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 501.70603
• Heavy Atom Count: 18
• Complexity: 279

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: other linear non-peptide (Polybrominated diphenyl ethers (PBDEs))
• Canonical SMILES: C1=CC(=C(C=C1Br)Br)OC2=C(C=C(C=C2Br)Br)O

Technology Process of 3,5-Dibromo-2-(2,4-dibromophenoxy)phenol

There total 2 articles about 3,5-Dibromo-2-(2,4-dibromophenoxy)phenol 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: 96.0%

6-methoxy-6-hydroxy-2,2',4,4'-tetrabromodiphenyl ether (102739-99-1) → 3,5-dibromo-2-(2,4-dibromophenoxy)phenol (79755-43-4)

Guidance literature:

With boron tribromide; In dichloromethane; at 50 ℃;

DOI:10.1002/ejoc.200300081

Reference yield: 76.0%

3,5-dibromo-2-(2,4-dibromophenoxy)benzaldehyde → 3,5-dibromo-2-(2,4-dibromophenoxy)phenol (79755-43-4)

Guidance literature:

With potassium dihydrogenphosphate; dihydrogen peroxide; trifluoroacetic anhydride; In dichloromethane; at 20 ℃; for 15h;

DOI:10.1002/ejoc.200300081

Reference yield: 98.0%

3,5-dibromo-2-(2,4-dibromophenoxy)phenol (79755-43-4) + methyl iodide (74-88-4) → 6-methoxy-6-hydroxy-2,2',4,4'-tetrabromodiphenyl ether (102739-99-1)

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydroxide; In dichloromethane; water; at 20 ℃; for 5h;

DOI:10.1002/ejoc.200300081

upstream raw materials:

6-methoxy-6-hydroxy-2,2',4,4'-tetrabromodiphenyl ether

Downstream raw materials:

Acetic acid 3,5-dibromo-2-(2,4-dibromo-phenoxy)-phenyl ester

6-methoxy-6-hydroxy-2,2',4,4'-tetrabromodiphenyl ether

2-(2’,4’-dibromophenoxy)-3,5,6-tribromophenol

5-chloro-6-methoxy-2,2',4,4'-tetrabromodiphenyl ether

Refernces

• 1、 Francesconi, Kevin A.,Ghisalberti, Emilio L.. "Synthesis of Some Polybrominated Diphenyl Ethers Found in Marine Sponges". . p. 1271 - 1277. Retrieved 2007/10/02.