ChemicalBook Product Catalog Analytical Chemistry Standard Organic Pollutant Standards 2,2',4,4'-TETRABROMODIPHENYL ETHER

2,2',4,4'-TETRABROMODIPHENYL ETHER

Product Name2,2',4,4'-TETRABROMODIPHENYL ETHER
CAS5436-43-1
MFC12H6Br4O
MW485.79
EINECS208-759-1
MOL File5436-43-1.mol

Chemical Properties

Melting point	83-84℃ (ethanol )
Boiling point	396 °C
Density	2.161±0.06 g/cm3(Predicted)
Flash point	-12 °C
storage temp.	Sealed in dry,Room Temperature
solubility	Methanol: Soluble
form	Solid
color	White to off-white
Henry's Law Constant	9.1×10^-1 mol/(m³Pa) at 25℃, Long et al. (2017)
Major Application	environmental
InChI	InChI=1S/C12H6Br4O/c13-7-1-3-11(9(15)5-7)17-12-4-2-8(14)6-10(12)16/h1-6H
InChIKey	XYBSIYMGXVUVGY-UHFFFAOYSA-N
SMILES	C1(OC2=CC=C(Br)C=C2Br)=CC=C(Br)C=C1Br
EPA Substance Registry System	Benzene, 2,4-dibromo-1-(2,4-dibromophenoxy)- (5436-43-1)

Safety Information

Hazard Codes	F,Xn,N
Risk Statements	11-38-50/53-65-67
Safety Statements	60-61-62-33-29-16-9
RIDADR	UN 1262 3/PG 2
WGK Germany	2
Storage Class	3 - Flammable liquids
Hazard Classifications	Aquatic Acute 1 Aquatic Chronic 1 Asp. Tox. 1 Flam. Liq. 2 Skin Irrit. 2 STOT SE 3

Usage And Synthesis

Uses

2,4,2'',4''-Tetrabromodiphenyl Ether, is one of the Polybrominated di-Ph ethers (PBDEs), which are a new class of global, persistent, and toxic contaminants. It is used as Brominated flame retardants (BFRs) in various consumer products. One of the new POPs under the Stockholm Convention

Definition

ChEBI: 2,2',4,4'-Tetrabromodiphenyl ether is an organobromine compound and an aromatic ether.

Synthesis

615-58-7

5436-43-1

The general procedure for the synthesis of 2,2,4,4-tetrabromodiphenyl ether using 2,4-dibromophenol as starting material: SiO2-ZrO2 (0.05 g) and 2,4-dibromophenol (2.50 g) were placed in a mortar and fully ground for 12 min. After the reaction was completed, n-pentane was used as eluent, and the reaction mixture was separated and purified by silica gel column chromatography, resulting in 2.16 g of white solid product in 89% yield.

References

[1] Patent: CN106957218, 2017, A. Location in patent: Paragraph 0043-0047
[2] AHMED KHALIL. Developmental Exposure to 2,2',4,4'-Tetrabromodiphenyl Ether Permanently Alters Blood-Liver Balance of Lipids in Male Mice.[J]. Frontiers in Endocrinology, 2018: 548. DOI: 10.3389/fendo.2018.00548
[3] XIAOJUAN CHEN. BDE-47 disrupts axonal growth and motor behavior in developing zebrafish[J]. Aquatic Toxicology, 2012, 120: Pages 35-44. DOI: 10.1016/j.aquatox.2012.04.014
[4] CATHRINE THOMSEN*. Changes in Concentrations of Perfluorinated Compounds, Polybrominated Diphenyl Ethers, and Polychlorinated Biphenyls in Norwegian Breast-Milk during Twelve Months of Lactation[J]. Environmental Science and Technology, 2010, 44 24: 9550-9556. DOI: 10.1021/es1021922
[5] CHE-JUNG CHANG . Serum concentrations of polybrominated biphenyls (PBBs), polychlorinated biphenyls (PCBs) and polybrominated diphenyl ethers (PBDEs) in the Michigan PBB Registry 40 years after the PBB contamination incident[J]. Environment International, 2020, 137: Article 105526. DOI: 10.1016/j.envint.2020.105526

Preparation Products And Raw materials

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