Benzene, 2,3-dibromo-1-(2,4-dibromophenoxy)-4-methoxy-

Base Information

• Chemical Name: Benzene, 2,3-dibromo-1-(2,4-dibromophenoxy)-4-methoxy-
• CAS No.: 602326-25-0
• Molecular Formula: C13H8Br4O2
• Molecular Weight: 515.821
• DSSTox Substance ID: DTXSID20455255
• Nikkaji Number: J2.010.502J
• Wikidata: Q82277176
• Mol file: 602326-25-0.mol

Synonyms:602326-25-0;Benzene, 2,3-dibromo-1-(2,4-dibromophenoxy)-4-methoxy-;2,3-Dibromo-4-(2,4-dibromophenoxy)anisole;4-MeO-BDE-42;DTXSID20455255;ABAZHGFERBNYSZ-UHFFFAOYSA-N;4-Methoxy-2,2',3,4'-tetrabromodiphenyl ether

Chemical Property of Benzene, 2,3-dibromo-1-(2,4-dibromophenoxy)-4-methoxy-

Chemical Property:

• XLogP3: 6.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 515.72168
• Heavy Atom Count: 19
• Complexity: 292

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=C(C=C1)OC2=C(C=C(C=C2)Br)Br)Br)Br

Technology Process of Benzene, 2,3-dibromo-1-(2,4-dibromophenoxy)-4-methoxy-

There total 4 articles about Benzene, 2,3-dibromo-1-(2,4-dibromophenoxy)-4-methoxy- 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: 64.0%

4'-hydroxy-2,2',4-tribromodiphenyl ether (602326-21-6) + methyl iodide (74-88-4) → 4-methoxy-2,2',3,4'-tetrabromodiphenyl ether (602326-25-0) + 4'-methoxy-2,2',4,5'-tetrabromodiphenyl ether (602326-26-1)

Guidance literature:

4'-hydroxy-2,2',4-tribromodiphenyl ether; With bromine; In acetic acid; at 20 ℃; for 3h;

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

DOI:10.1002/ejoc.200300081

Reference yield:

2,4-dibromophenol (615-58-7) → 4-methoxy-2,2',3,4'-tetrabromodiphenyl ether (602326-25-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 78 percent / Na₂CO₃ / N,N-dimethyl-acetamide / 2 h / Heating

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

2.2: 95 percent / hydrochloric acid / methanol / 15 h

3.1: bromine / acetic acid / 3 h / 20 °C

3.2: 13 percent / NaOH; tetrabutylammonium hydroxide / CH₂Cl₂; H₂O / 5 h / 20 °C

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

DOI:10.1002/ejoc.200300081

Reference yield:

3-bromo-4-fluorobenzaldehyde (77771-02-9) → 4-methoxy-2,2',3,4'-tetrabromodiphenyl ether (602326-25-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 78 percent / Na₂CO₃ / N,N-dimethyl-acetamide / 2 h / Heating

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

2.2: 95 percent / hydrochloric acid / methanol / 15 h

3.1: bromine / acetic acid / 3 h / 20 °C

3.2: 13 percent / NaOH; tetrabutylammonium hydroxide / CH₂Cl₂; H₂O / 5 h / 20 °C

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

DOI:10.1002/ejoc.200300081

upstream raw materials:

4'-hydroxy-2,2',4-tribromodiphenyl ether

methyl iodide

2,4-dibromophenol

3-bromo-4-fluorobenzaldehyde