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2,2',3,3',4,4',5,5',6-Nonabromobiphenyl

HCID 154397
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
69278-62-2
Standard SMILES
Brc1cc(-c2c(Br)c(Br)c(Br)c(Br)c2Br)c(Br)c(Br)c1Br
InChIKey
QLERKXRXNDBTDM-UHFFFAOYSA-N
Molecular formula
C12HBr9
Average molar mass
864.3 g/mol
Monoisotopic mass
855.27286

Overview

2,2',3,3',4,4',5,5',6-Nonabromobiphenyl 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
2,2',3,3',4,4',5,5',6-Nonabromobiphenyl
IUPAC
1,2,3,4,5-pentabromo-6-(2,3,4,5-tetrabromophenyl)benzene
English name
2,2',3,3',4,4',5,5',6-NONABROMOBIPHENYL
Molecular formula
C12HBr9
Molecular weight
864.27

Names & synonyms

2,2',3,3',4,4',5,5',6-NonabromobiphenylPBB 2061,2,3,4,5-pentabromo-6-(2,3,4,5-tetrabromophenyl)benzeneUNII-ST225JYX2AST225JYX2A2,2',3,3',4,4',5,5',6-Nonabromo-1,1'-biphenyl1,1'-Biphenyl, 2,2',3,3',4,4',5,5',6-nonabromo-DTXSID30219340RefChem:80533DTXCID5014183169278-62-2C12HBr9
Show more names
2,2',3,3',4,4,5,5',6-NonabromobiphenylPBB 206(2,2‘,3,3‘,4,4‘,5,5‘,6-NONABROMOBIPHENYL)2,2 ', 3,3', 4,4 ', 5,5', 6-decabromobiphenyl (BB-206)
2,2',3,3',4,4',5,5',6-Nonabromobiphenyl (PBB 206)2,2,3,3,4,4,5,5,6-Nonabromobiphenyl2,2',3,3',4,4',5,5',6-Nonobromobiphenyl; PBB 206SCHEMBL656173SCHEMBL30102606MSK000846FN165606NS00050907

Database identifiers

CAS
69278-62-2
PubChem CID
154397
DTXSID
DTXSID30219340
UNII
ST225JYX2A

Properties

Computed structural properties

XLogP
9.8
Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
0
Rotatable bonds
1
Heavy atoms
21
Formal charge
0
Complexity
351

Experimental & physicochemical properties

Collision Cross Section197.2 Ų [M]+ [CCS Type: TIMS, Method: calibration with PAHs]

Physicochemical properties

Melting point
262 °C · 262 °C
Boiling point
550.9 · 550.9±45.0 °C(Predicted)
Density
2.877 · 2.877±0.06 g/cm3(Predicted)
storage temp.
Room Temperature
solubility
Dichloromethane (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly), Methanol
form
Solid
color
White to Orange
FDA UNII
225 JYX2A · ST225JYX2A

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)

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)

Applications · 1 item

Uses2,2'',3,3'',4,4'',5,6,6''-Nonabromo-1,1''-biphenyl is a polybrominated biphenyl compound that poses toxic dangers to animals, humans and the environment. 2,2'',3,3'',4,4'',5,6,6''-Nonabromo-1,1''-biphenyl is also one of the components of Firemaster FF-1, a polybrominated biphenyl fire retardant.

Suppliers16 total

江苏智芯廷科技有限公司18221391031 · [email protected]
广东元丰化学试剂有限公司0751-2829979 13318593351 · [email protected]
梯希爱(上海)化工贸易有限公司021-61109150 · [email protected]
宝鸡缔都医药化工有限公司029-81145305 17791533577 · [email protected]
成都思天德生物科技有限公司028-83243028 19136088901 · [email protected]
TLC梯尔希(南京)药物研发有限公司18012923235 · [email protected]
广东翁江化学试剂有限公司0751-2886766 13927870850 · [email protected]
四川普西奥标物科技有限公司13540909846 13882008651 · [email protected]
河南伊诺凯新材料有限公司15764055027 15764055027 · [email protected]
成都标样生物科技有限公司028-81700200 13308200041 · [email protected]
郑州汇聚化工有限公司0371-55900031 18137872243 · [email protected]
深圳聚合生化科技有限公司+86-400-002-6226 13028896684 · [email protected]
TLC梯尔希(南京)药物研发有限公司18012923235 18012923235 · [email protected]
北京百灵威科技有限公司18210857532 18210857532 · [email protected]
上海智溯科生物科技有限公司021-58056897 15399714481 · [email protected]
上海甄准生物科技有限公司18019219489 18901678489 · [email protected]

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