Decabromodiphenyl ether
Product Information
Molecular Formula
C12Br10O
Molecular Weight
959
Description
Decabromodiphenyl oxide is a white to off-white powder with a chemical odor.
Synonyms
Pentabromophenyl ether
IUPAC Name
1,2,3,4,5-pentabromo-6-(2,3,4,5,6-pentabromophenoxy)benzene
SMILES
C1(=C(C(=C(C(=C1Br)Br)Br)Br)Br)OC2=C(C(=C(C(=C2Br)Br)Br)Br)Br
InChI
InChI=1S/C12Br10O/c13-1-3(15)7(19)11(8(20)4(1)16)23-12-9(21)5(17)2(14)6(18)10(12)22
InChI Key
WHHGLZMJPXIBIX-UHFFFAOYSA-N
Boiling Point
Decomposes at 425 °C
Melting Point
>300 °C
Purity
99%
Density
3
Solubility
less than 1 mg/mL at 68 °F
Appearance
Yellow prisms from toluene
Application
Used in high impact polystyrene and other polymers; Used as a flame retardant in thermoplastic resins, thermoset resins, textiles, and adhesives; Used as flame retardants since the 1970s in carpet lining, mattresses, chairs and sofas (polyurethane foam), and casings for televisions and computers; 209 congeners of polybrominated diphenyl ethers (PBDEs) exist, but only 13 are usually found in commercial mixtures; Electronic recycling workers have increased blood levels.
Stability
Stable under recommended storage conditions.
LogP
log Kow = 9.97 /HPLC method
Vapor Pressure
less than 1 mmHg at 68 °F
Henry's Law Constant
1.19X10-8 atm-cu m/mol at 25 degt C (est)
Decomposition
When heated to decomposition it emits toxic fumes of /hydrogen bromide.
Odor
Odorless
Safety Information
Hazards
H302 H312 H332
Precautionary Statement
P280
Computed Properties
XLogP3
10.4
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
1
Rotatable Bond Count
2
Exact Mass
959.16804 g/mol
Monoisotopic Mass
949.1783 g/mol
Topological Polar Surface Area
9.2Ų
Heavy Atom Count
23
Formal Charge
0
Complexity
345
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-114149678-A | Thermosetting resin composition, reinforcing material, metal-clad laminate and use thereof | 2022-01-10 |
| CN-114085421-A | Additive composition, preparation method and application thereof | 2021-12-24 |
| CN-114160566-A | Mechanochemical method for decomposing hexachlorobenzene by using natural mineral additive | 2021-12-24 |
| CN-114058155-A | High-thermal-conductivity liquid crystal polymer material and preparation method thereof | 2021-12-23 |
| CN-113980373-A | Environment-friendly flame-retardant rubber and plastic material and preparation method thereof | 2021-12-17 |
| CN-114106433-A | High-performance rubber conveyer belt covering rubber and preparation method thereof | 2021-12-17 |
| CN-114113410-A | Method for detecting tribromoneopentanol and 2, 3-dibromopropanol | 2021-12-15 |
| CN-114113411-A | Method for simultaneously detecting 5 harmful substances in consumer goods | 2021-12-15 |
| CN-113980556-A | A2 fire-proof epoxy flame-retardant antistatic floor finish paint and preparation method thereof | 2021-12-14 |
| CN-114106612-A | Polyurethane flame-retardant antistatic super-wear-resistant finish paint and preparation method thereof | 2021-12-14 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 35266255 | 2022-04-01 | Decabromodiphenyl ether induces ROS-mediated intestinal toxicity through the Keap1-Nrf2 pathway | Journal of biochemical and molecular toxicology |
| 34936917 | 2022-02-15 | BDE-209 induce spermatocytes arrest at early-pachytene stage during meiotic prophase I in mice | Toxicology |
| 34757160 | 2021-12-01 | The combined impact of decabromodiphenyl ether and high fat exposure on non-alcoholic fatty liver disease in vivo and in vitro | Toxicology |
| 34571075 | 2021-11-01 | AhR-mediated CYP1A1 and ROS overexpression are involved in hepatotoxicity of decabromodiphenyl ether (BDE-209) | Toxicology letters |
| 34166751 | 2021-06-30 | Disturbance of the Dlk1-Dio3 imprinted domain may underlie placental Dio3 suppression and extracellular thyroid hormone disturbance in placenta-derived JEG-3 cells following decabromodiphenyl ether (BDE209) exposure | Toxicology |
| 33571618 | 2021-05-15 | Short-term exposure of decabromodiphenyl ether in female adult Balb/c mice: Immune toxicity and self-recovery | Toxicology letters |
| 33675858 | 2021-04-01 | Regulatory effects of flavonoids luteolin on BDE-209-induced intestinal epithelial barrier damage in Caco-2 cell monolayer model | Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association |
| 33252648 | 2021-01-28 | In Utero and Lactational Exposure to an Environmentally Relevant Mixture of Brominated Flame Retardants Induces a Premature Development of the Mammary Glands | Toxicological sciences : an official journal of the Society of Toxicology |
| 32679240 | 2020-10-10 | Comparative toxicity and liver transcriptomics of legacy and emerging brominated flame retardants following 5-day exposure in the rat | Toxicology letters |
| 32207525 | 2020-06-01 | In Utero and Lactational Exposure to Flame Retardants Disrupts Rat Ovarian Follicular Development and Advances Puberty | Toxicological sciences : an official journal of the Society of Toxicology |
