Tetrabromodiphenyl ethers
Basic information
- CAS
40088-47-9- Standard SMILES
Brc1ccc(Oc2ccc(Br)c(Br)c2Br)cc1- InChIKey
ARERIMFZYPFJAV-UHFFFAOYSA-N- Molecular formula
- C12H6Br4O
- Average molar mass
- 485.79 g/mol
- Monoisotopic mass
- 481.71522
Overview
Persistent environmental pollutants, detected in fish and human breast milk. Tetrabromodiphenyl ethers is present in land-applied sewage sludge.
Names & identifiers
- Preferred name
- Tetrabromodiphenyl ethers
- IUPAC
- 1,2,3-tribromo-4-(4-bromophenoxy)benzene
- English name
- diphenyl ether, tetrabromo derivative
- Molecular formula
- C12H6Br4O
- Molecular weight
- 485.79144
Names & synonyms
1,2,3-tribromo-4-(4-bromophenoxy)benzeneTetrabromobiphenyl etherTetrabromodiphenyl oxideDiphenyl ether, tetrabromo derivativeBenzene, 1,1'-oxybis-, tetrabromo derivBenzene, 1,1'-oxybis-, tetrabromo deriv.HSDB 7112RefChem:896725Benzene, 1,1'oxybis, tetrabromo deriv.446254-31-52,3,4,4'-Tetrabromodiphenyl etherPBDE 60
Show more names
TETRABROMODIPHENYLETHERTeyrabromodiphenylrtherTETRABROMODIPHENYLOXIDE1,1'-oxybis-benzen tetrabromo deriv.Benzene, 1,1-oxybis-, tetrabromo deriv.
Benzene, 1,2,3-tribromo-4-(4-bromophenoxy)-UNII-3L996AWV6J3L996AWV6JToluene, dibromo derivativeBDE-60SCHEMBL22361231DTXSID30879882ARERIMFZYPFJAV-UHFFFAOYSA-N
Database identifiers
- CAS
40088-47-9、40088-48-0、446254-31-5- PubChem CID
- 38386
- DTXSID
DTXSID30879882- UNII
- 3L996AWV6J
- EC Number
- 254-787-2、254-788-8
- Nikkaji
- J152.847E
Properties
Computed structural properties
- XLogP
- 6.2
- Topological polar surface area
- 9.2 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 2
- Heavy atoms
- 17
- Formal charge
- 0
- Complexity
- 243
Experimental & physicochemical properties
PolymersOther Classes -> Halogenated Polyaromatics
LogP6.05
Physical DescriptionComposition of commercial Tetrabromodiphenyl ether: 7.6% polybrominated diphenyl ethers, 41-41.7% tetrabromodiphenyl ether, 44.4-45% pentabromodiphenyl ether and 6-7% hexabromodiphenyl ether." [HSDB]
Physicochemical properties
- Boiling point
- 263 °C · 263°C (rough estimate)
- Density
- 2.2362 · 2.2362 (rough estimate)
- refractive index
- 1.5 · 1.5000 (estimate)
- FDA UNII
- 1 J1A90VP8W · 1J1A90VP8W
- EPA Substance Registry System
- Tetrabromodiphenyl ether (40088-47-9)
- RIDADR
- 3151 · 3151
- TSCA
- TSCA listed
- HazardClass
- 9 · 9
- PackingGroup
- II
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Hazard information
Regulatory Information
Hazard Traits - Bioaccumulation; Environmental Persistence
S - indicates a substance that is identified in a final Significant New Use Rule.
Substance: Diphenyl ether, tetrabromo derivative
Hazards Summary
The primary health concerns of polybrominated flame retardants are their potential to act as carcinogens, endocrine disruptors, and neurodevelopmental toxicants; Polybrominated diphenyl ethers (PBDPEs) may have effects on the liver and possibly the thyroid; The majority of the absorbed tetrabromdiphenyl ether is stored in adipose tissue; Adverse effects may include lowering of the serum and total T4 thyroid hormone; [NICNAS: Polybrominated Flame Retardants - 2001] See Phenyl ether.
Safety & protection
Minimum Risk LevelIntermediate Inhalation: 0.006 mg/m3 (L134)
Acute Oral: 0.03 mg/kg/day (L134)
Intermediate Oral: 0.007 mg/kg/day (L134)
Toxicology
Treatment
EYES: irrigate opened eyes for several minutes under running water. INGESTION: do not induce vomiting. Rinse mouth with water (never give anything by mouth to an unconscious person). Seek immediate medical advice. SKIN: should be treated immediately by rinsing the affected parts in cold running water for at least 15 minutes, followed by thorough washing with soap and water. If necessary, the person should shower and change contaminated clothing and shoes, and then must seek medical attention. INHALATION: supply fresh air. If required provide artificial respiration.
Health EffectsPolybrominated diphenyl ethers may affect the thyroid gland and liver. Animals studies have also shown that PDBEs can cause neurobehavioral alterations and affect the immune system. (L628)
Chemistry & industry
Pharmacology
Metabolism/Metabolites
Polybrominated biphenyls can be absorbed through oral, inhalation, and dermal routes. Once in the body they distribute throughout and bioaccumulate in the blood, breast milk, and adipose tissue. The extent of PBDE metabolism depends on the degree of bromination. Metabolism is believed to involve debromination and methylation, resulting in phenolic metabolites. Metabolized and unmetabolized PDBE compounds are excreted mainly in the faeces. (L628, L881)
Cellular LocationsMembrane
Uses & manufacturing
Uses
Used as flame retardants, typically at 3 to 12% of the product; Workers may be exposed during the weighing and mixing of flame retardant resins and polymers; [NICNAS: Polybrominated Flame Retardants - 2001]
Polybrominated diphenyl ethers (PBDEs) are flame-retardant chemicals found in plastics used in a variety of consumer products to make them difficult to burn. Because they are mixed into plastics and foams rather than bound to them, PBDEs can leave the products that contain them and enter the environment. (L628)
General Manufacturing InformationBenzene, 1,1'-oxybis-, tetrabromo deriv.: ACTIVE
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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