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Tribromodiphenyl ether (mixed isomers)

HCID 39506
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
147217-78-5
Standard SMILES
Brc1ccc(Oc2ccccc2Br)cc1Br
InChIKey
BUQBQEYUVAKJQK-UHFFFAOYSA-N
Molecular formula
C12H7Br3O
Average molar mass
406.89 g/mol
Monoisotopic mass
403.8047

Overview

Tribromodiphenyl ethers are organobromine compounds, as well as polybrominated diphenyl ethers containing three bromine atoms. Polybrominated diphenyl ethers (PBDEs) are flame-retardant man-made chemicals found in plastics used in a variety of consumer products to make them difficult to burn. PBDEs exist as mixtures of similar chemicals called congeners. 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)

Names & identifiers

Preferred name
Tribromodiphenyl ether (mixed isomers)
IUPAC
1,2-dibromo-4-(2-bromophenoxy)benzene
English name
23,4-Tribromodiphenyl ether
Molecular formula
C12H7Br3O
Molecular weight
406.9

Names & synonyms

Tribromodiphenyl etherEINECS 256-431-1RefChem:899085TRIBROMOPHENOXYBENZENEZ770J09VGGDTXSID50881109DTXCID901323319147217-78-51,2-dibromo-4-(2-bromophenoxy)benzene2',3,4-tribromodiphenyl ether2,3',4'-Tribromodiphenyl etherPBDE 33
Show more names
2',3,4-Tribromodiphenyl ether in isooctane2‘,3,4-Tribromodiphenyl ether in Iso-octane
Benzene, 1,2-dibromo-4-(2-bromophenoxy)-UNII-F56O7A27BFF56O7A27BF23,4-TRIBROMODIPHENYL ETHER49690-94-0PBDE No. 33DTXSID5024348SCHEMBL30076231

Database identifiers

CAS
147217-78-5、49690-94-0
PubChem CID
39506
DTXSID
DTXSID5024348
UNII
F56O7A27BF
EC Number
256-431-1
Nikkaji
J151.970K

Properties

Computed structural properties

XLogP
5.5
Topological polar surface area
9.2 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
1
Rotatable bonds
2
Heavy atoms
16
Formal charge
0
Complexity
224

Experimental & physicochemical properties

SpringerMaterials Properties13C nuclear magnetic resonance spectrum
PesticidesPesticide -> EPA IRIS

Physicochemical properties

solubility
Chloroform (Slightly), Methanol (Very Slightly)
form
Oil
color
Colourless
FDA UNII
56 O7A27BF · F56O7A27BF
EPA Substance Registry System
1 · Benzene, 1,2-dibromo-4-(2-bromophenoxy)- (147217-78-5)

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

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 · 1 item

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)
Exposure RoutesOral (L628) ; inhalation (L628) ; dermal (L628)
Toxicity Summary · 1 item

Like other halogenated aromatic hydrocarbons, polybrominated diphenyl ethers bind to the cellular aryl hydrocarbon receptor (AhR), which regulates the synthesis of a variety of proteins. Activation of the AhR induces a number of enzymes, including cytochrome P-450-dependent monooxygenases of the CYP1A and CYP2B families, UDP-glucuronosyltransferase, and ethoxyresorufin-o-deethylase. PBDEs are also believed to disrupt the production, transport, and disposition of thyroid hormones. One mechanism of this involves metabolites ot PDBEs competing with thyroxine to bind to transthyretin, decreasing serum thyroid hormone levels. This change in thyroid hormone levels has been linked to both thyroid toxicity and neurobehavioral alterations. Certain PDBEs and their metabolites are also endocrine disruptors and may act as agonists at the estrogen receptors or antagonists at the androgen and progesterone receptors. (L628, A262)

Chemistry & industry

Pharmacology

Metabolism/Metabolites · 1 item

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)

Uses & manufacturing

Uses · 1 item

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)

Applications · 1 item

Uses2',3,4-Tribromodiphenyl Ether is a class of brominated flame retardants used in many industrial application. Also, it is derived from 1,2-Dibromobenzene (D424290), which can used to synthesize chiral Benzimidazolium Salts and 4-Bromofluorenone.

Suppliers9 total

艾吉析科技(上海)有限公司17717235263 · [email protected]
梯希爱(上海)化工贸易有限公司021-61109150 · [email protected]
上海稳同科技有限公司02151600108 13062666369 · [email protected]
天津阿尔塔科技有限公司022-6537-8550 15522853686 · [email protected]

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
EPA IRIS InformationTribromodiphenyl ether
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
上海泰坦科技股份有限公司13023226327 · [email protected]
深圳聚合生化科技有限公司+86-400-002-6226 13028896684 · [email protected]
青岛腾龙微波科技有限公司0532-83818797 17669478191 · [email protected]
济南思考化学有限公司0531-0000 · [email protected]
北京百灵威科技有限公司18210857532 18210857532 · [email protected]