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2,3'-Dibromobiphenyl

HCID 154302
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
49602-90-6
Standard SMILES
Brc1cccc(-c2ccccc2Br)c1
InChIKey
QNZTUODKOQEMNY-UHFFFAOYSA-N
Molecular formula
C12H8Br2
Average molar mass
312 g/mol
Monoisotopic mass
309.89928

Overview

2,3'-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
2,3'-Dibromobiphenyl
IUPAC
1-bromo-2-(3-bromophenyl)benzene
English name
1-bromo-2-(3-bromophenyl)benzene
Molecular formula
C12H8Br2
Molecular weight
312

Names & synonyms

2,3'-Dibromobiphenyl2,3'-Dibromo-1,1'-biphenyl1,1'-Biphenyl, 2,3'-dibromo-UNII-26V15WO09226V15WO092PBB 6DTXSID00197929RefChem:81147DTXCID101204201-BROMO-3-(2-BROMOPHENYL)BENZENE49602-90-62,3-Dibromo-1,1-biphenyl
Show more names
1-bromo-2-(3-bromophenyl)benzeneSCHEMBL5745205SCHEMBL16383438SCHEMBL27688218SCHEMBL29671005QNZTUODKOQEMNY-UHFFFAOYSA-NNS00124730Q27254134

Database identifiers

CAS
49602-90-6
PubChem CID
154302
DTXSID
DTXSID00197929
UNII
26V15WO092
Nikkaji
J89.523G

Properties

Computed structural properties

XLogP
5.3
Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
0
Rotatable bonds
1
Heavy atoms
14
Formal charge
0
Complexity
181

Physicochemical properties

Boiling point
335.7 · 335.7±17.0 °C(Predicted)
Density
1.667 · 1.667±0.06 g/cm3(Predicted)
FDA UNII
26 V15WO092 · 26V15WO092
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
302 · H302-H315-H319-H335
Precautionary statements
280 · P280-P305+P351+P338

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)
Carcinogen Classification2A, probably carcinogenic to humans. (L135)

Safety data

Signal word
Warning
Symbol(GHS)
GHS07
Hazard statements
H302-H315-H319-H335
Precautionary statements
P280-P305+P351+P338

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)

Suppliers13 total

珠海奥博凯生物医药技术有限公司400-0628126 · [email protected]
杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]
上海相辉医药科技有限公司13761987713; 13761987713 · [email protected]
陕西缔都医药化工有限公司029-81024372 17792795018 · [email protected]
郑州海阔光电材料有限公司86-0371-67759225 13526468238 · [email protected]
郑州海阔光电材料有限公司0371-67759225 13526468238 · [email protected]
HANGZHOU LEAP CHEM CO., LTD.+86-571-87711850 +86-15355479329 · [email protected]
河南威梯希化工科技有限公司0371-53370800 18037197114 · [email protected]
ATK CHEMICAL COMPANY LIMITED+undefined-21-51877795 · [email protected]
SHANGHAI KEAN TECHNOLOGY CO., LTD.+8613817748580 · [email protected]
Richest Group Ltd18017061086 · [email protected]
CD Chemical Group Limited+86-13651442114 · [email protected]
Henan Fengda Chemical Co., Ltd+86-371-86557731 +86-13613820652 · [email protected]

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Compound notes

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