2,2',4,5'-Tetrabromodiphenyl ether

Base Information

• Chemical Name: 2,2',4,5'-Tetrabromodiphenyl ether
• CAS No.: 243982-82-3
• Molecular Formula: C₁₂H₆Br₄O
• Molecular Weight: 485.795
• UNII: D24364111Z
• DSSTox Substance ID: DTXSID90873927
• Nikkaji Number: J151.819D
• Wikidata: Q27155473
• Mol file: 243982-82-3.mol

Synonyms:2,2',4,5'-tetrabromodiphenyl ether;BDE 49

Chemical Property of 2,2',4,5'-Tetrabromodiphenyl ether

Chemical Property:

• Flash Point: -12oC
• PSA: 9.23000
• Density: 2.161±0.06 g/cm3 (20 oC 760 Torr), Calc.*
• LogP: 6.52890
• Storage Temp.: 2-8°C
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 485.71112
• Heavy Atom Count: 17
• Complexity: 251

Purity/Quality:

99% ^*data from raw suppliers

BDE No 49 solution 50μg/mL in isooctane, analytical standard ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Br)Br)OC2=C(C=CC(=C2)Br)Br
• Uses: PBDE 49 is a polybrominated di-?Ph ether (PBDE), which is a flame retardant often incorporated into many polymers. PBDEs are an environmental pollutant that exhibits potential health risks to humans and wildlife.

Technology Process of 2,2',4,5'-Tetrabromodiphenyl ether

There total 2 articles about 2,2',4,5'-Tetrabromodiphenyl 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: 87.0%

2,5-dibromophenol (28165-52-8) + 2,2',4,4'-tetrabromodiphenyliodonium chloride → 2,2',4,5'-tetrabromodiphenyl ether (243982-82-3)

Guidance literature:

With sodium hydroxide; In water;

DOI:10.1021/es9902266

Reference yield:

2,5-dibromoaniline (3638-73-1) → 2,2',4,5'-tetrabromodiphenyl ether (243982-82-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: TFA; NaNO₂ / 0 °C

1.2: 61 percent / aq. Na₂SO₄; H₂SO₄ / 0.83 h / Heating

2.1: 67 percent / aq. NaOH

With sodium hydroxide; trifluoroacetic acid; sodium nitrite;

DOI:10.1021/es0107475

upstream raw materials:

2,5-dibromophenol

2,5-dibromoaniline

Refernces

• 1、 Marsh, Goeran,Hu, Jiwei,Jakobsson, Eva,Rahm, Sara,Bergman, Aeke. "Synthesis and characterization of 32 polybrominated diphenyl ethers". . p. 3033 - 3037. Retrieved 2007/10/03.