2,3-Dibromo-6-(2,4-dibromophenoxy)phenol

Base Information

• Chemical Name: 2,3-Dibromo-6-(2,4-dibromophenoxy)phenol
• CAS No.: 184174-87-6
• Molecular Formula: C12H6Br4O2
• Molecular Weight: 501.794
• DSSTox Substance ID: DTXSID501339235
• Nikkaji Number: J872.895J
• Wikidata: Q110176219
• Metabolomics Workbench ID: 129823
• ChEMBL ID: CHEMBL256782

Synonyms:2,3-dibromo-6-(2,4-dibromophenoxy)phenol;CHEMBL256782;DTXSID501339235;2-(2,4-Dibromophenoxy)-5,6-dibromophenol;184174-87-6

Chemical Property of 2,3-Dibromo-6-(2,4-dibromophenoxy)phenol

Chemical Property:

• 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:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Br)Br)OC2=C(C(=C(C=C2)Br)Br)O

Technology Process of 2,3-Dibromo-6-(2,4-dibromophenoxy)phenol

There total 4 articles about 2,3-Dibromo-6-(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: 85.0%

2′-hydroxy-2,4,4′-tribromodiphenyl ether (4656-58-0) → 2′-hydroxy-2,3′,4,4′-tetrabromodiphenyl ether (184174-87-6)

Guidance literature:

With bromine; tert-butylamine; In dichloromethane; toluene; at -70 - -60 ℃; for 4h;

DOI:10.1002/ejoc.200300081

Reference yield:

2,4-dibromophenol (615-58-7) → 2′-hydroxy-2,3′,4,4′-tetrabromodiphenyl ether (184174-87-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 85 percent / Na₂CO₃ / N,N-dimethyl-acetamide / 1 h / Heating

2.1: KH₂PO₄; CF₃CO₃H / CH₂Cl₂ / 1.5 h / 0 °C

2.2: 99 percent / hydrochloric acid / methanol / 15 h

3.1: 85 percent / bromine; tert-butylamine / CH₂Cl₂; toluene / 4 h / -70 - -60 °C

With potassium dihydrogenphosphate; trifluoroacetyl peroxide; bromine; sodium carbonate; tert-butylamine; In dichloromethane; N,N-dimethyl acetamide; toluene; 2.1: Baeyer-Villiger oxidation;

DOI:10.1002/ejoc.200300081

Reference yield:

5-bromo-2-fluorobenzaldehyde (93777-26-5) → 2′-hydroxy-2,3′,4,4′-tetrabromodiphenyl ether (184174-87-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 85 percent / Na₂CO₃ / N,N-dimethyl-acetamide / 1 h / Heating

2.1: KH₂PO₄; CF₃CO₃H / CH₂Cl₂ / 1.5 h / 0 °C

2.2: 99 percent / hydrochloric acid / methanol / 15 h

3.1: 85 percent / bromine; tert-butylamine / CH₂Cl₂; toluene / 4 h / -70 - -60 °C

With potassium dihydrogenphosphate; trifluoroacetyl peroxide; bromine; sodium carbonate; tert-butylamine; In dichloromethane; N,N-dimethyl acetamide; toluene; 2.1: Baeyer-Villiger oxidation;

DOI:10.1002/ejoc.200300081

upstream raw materials:

2′-hydroxy-2,4,4′-tribromodiphenyl ether

2,4-dibromophenol

5-bromo-2-fluorobenzaldehyde

5-bromo-2-(2,4-dibromophenoxy)benzaldehyde

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