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3,4'-Dibromobiphenyl

HCID 154376
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
57186-90-0
Standard SMILES
Brc1ccc(-c2cccc(Br)c2)cc1
InChIKey
DLAKCVTXQRIHEY-UHFFFAOYSA-N
Molecular formula
C12H8Br2
Average molar mass
312 g/mol
Monoisotopic mass
309.89928

Overview

3,4'-Dibromobiphenyl is a polybrominated biphenyl. Polybrominated biphenyls (PBBs) are a group of 209 synthetic organic compounds with 1-10 bromine atoms attached to biphenyl. They can be used as flame retardants and may be added to the plastics used to make products like computer monitors, televisions, textiles, and plastic foams to make them difficult to burn. However, the use of PBBs is banned or restricted in most areas due to their toxicity and persistence in the environment. (L628, L629)

Names & identifiers

Preferred name
3,4'-Dibromobiphenyl
IUPAC
1-bromo-3-(4-bromophenyl)benzene
English name
1-bromo-3-(4-bromophenyl)benzene
Molecular formula
C12H8Br2
Molecular weight
312

Names & synonyms

3,4'-Dibromobiphenyl3,4'-Dibromo-1,1'-biphenyl1,1'-Biphenyl, 3,4'-dibromo-UNII-A1ID8D8XLHA1ID8D8XLHPBB 13DTXSID10205822RefChem:90846DTXCID401283131-bromo-4-(3-bromophenyl)benzene1-bromo-3-(4-bromophenyl)benzene57186-90-0
Show more names
dibromoBiphenyl, 3,​3,4'-Dibromobiphenyl1-bromo-3-(4-bromophenyl)
1,1'-Biphenyl,3,4'-dibromo-3,4''-dibromobiphenylSCHEMBL15063620SCHEMBL15854452SCHEMBL16970612SCHEMBL27906589SCHEMBL30858375DLAKCVTXQRIHEY-UHFFFAOYSA-N

Database identifiers

CAS
57186-90-0
PubChem CID
154376
DTXSID
DTXSID10205822
UNII
A1ID8D8XLH
Nikkaji
J105.872J

Properties

Computed structural properties

XLogP
4.9
Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
0
Rotatable bonds
1
Heavy atoms
14
Formal charge
0
Complexity
173

Physicochemical properties

Melting point
75 · 75-76 °C
Boiling point
175 · 175-177 °C(Press: 3 Torr)
Density
1.667 · 1.667±0.06 g/cm3(Predicted)
FDA UNII
1 ID8D8XLH · A1ID8D8XLH

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 LevelAcute Oral: 0.01 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 EffectsPBB exposure may cause weight loss, skin disorders (such as acne), nervous and immune systems effects, and effects on the liver, kidneys, and thyroid gland. (L628)
Exposure RoutesOral (L628) ; inhalation (L628) ; dermal (L628)
Toxicity Summary · 1 item

The exact mechanism of toxicty of PBBs varies depending on the specific congener. The predominant interaction is believed to involve the aryl hydrocarbon receptor (AhR). PBBs bind to and activate the AhR, which in turn initiates the transcriptional upregulation of a number of genes, affecting biochemical and endocrine pathways, cell cycle regulation, morphogenesis, oxidative stress response, and various other processes. This results in the numerous toxic responses characteristic of PBBs. Some of the known induced genes include the cytochrome P-450-dependent monooxygenases CYP1A1 and CYP1A2. (L628)

Signs and SymptomsSymptoms of PBB exposure may include nausea, abdominal pain, loss of appetite, joint pain, fatigue, and weakness. (L629)

Chemistry & industry

Pharmacology

Metabolism/Metabolites · 1 item

PBBs can be absorbed via oral, inhalation, and dermal routes. Due to their lipophilic nature, PBBs, especially the highly brominated congeners, tend to accumulate in lipid-rich tissues such as the liver, adipose, skin, and breast milk. Certain PBB compounds are metabolized by the microsomal monooxygenase system catalyzed by cytochrome P-450 of the type induced by phenobarbital. The rate of metabolism may depends on the bromine substitution pattern. PBB congeners of low bromine content are transformed into hydroxylated derivatives that are predominately eliminated in the urine. Highly brominated congeners are either retained or excreted unchanged in the feces. (L628)

Uses & manufacturing

Uses · 1 item

PBBs can be used as flame retardants and may be added to the plastics used to make products like computer monitors, televisions, textiles, and plastic foams to make them difficult to burn. However, the use of PBBs is banned or restricted in most areas due to their toxicity and persistence in the environment. (L628, L629)

Suppliers16 total

河南阿尔法化工有限公司0371-55013243 15324716602 · [email protected]
江苏艾康生物医药研发有限公司025-66113011 13913916777 · [email protected]
HANGZHOU LEAP CHEM CO., LTD.+86-571-87711850 +86-15355479329 · [email protected]
许昌圣壹新材料科技有限公司13124679989 · [email protected]
康幸生物科技(上海)有限公司021-61556450 15800904410
南京艾比克斯生化科技有限公司

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Carcinogen Classification
2A, probably carcinogenic to humans. (L135)
025-87193546 18652950785 · [email protected]
Shanghai Daken Advanced Materials Co.,Ltd+86-2158073036 · [email protected]
卓萃新材料科技(上海)有限公司021-52836897 13917661608 · [email protected]
河南创安光电科技有限公司61280670 13215992208 · [email protected]
珠海奥博凯生物医药技术有限公司400-0628126 · [email protected]
湖南秉航新材料有限公司85521272 18932438858 · [email protected]
上海凯为化学科技有限公司021-58461859 15821823057 · [email protected]
陕西缔都医药有限责任公司81148925 17391631969 · [email protected]
上海相辉医药科技有限公司13611835272 13611835272 · [email protected]
Hefei TNJ Chemical Industry Co.,Ltd.+86-0551-65418671 +86-189 4982 3763 · [email protected]
浙江自贸区紫罗兰贸易有限公司0580-8118992 18768051816 · [email protected]