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2,2′,3,3′,4,4′,5,5′,6-ノナブロモビフェニル

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

HCID 154397
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
69278-62-2
標準SMILES
Brc1cc(-c2c(Br)c(Br)c(Br)c(Br)c2Br)c(Br)c(Br)c1Br
InChIKey
QLERKXRXNDBTDM-UHFFFAOYSA-N
分子式
C12HBr9
平均分子量
864.3 g/mol
単同位体質量
855.27286

概要

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)

名称と識別子

優先名称
2,2',3,3',4,4',5,5',6-Nonabromobiphenyl
IUPAC
1,2,3,4,5-pentabromo-6-(2,3,4,5-tetrabromophenyl)benzene
現地名
2,2′,3,3′,4,4′,5,5′,6-ノナブロモビフェニル
英語名
2,2',3,3',4,4',5,5',6-NONABROMOBIPHENYL
分子式
C12HBr9
分子量
864.27

名称と別名

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
名称をさらに表示
2,2′,3,3′,4,4′,5,5′,6-ノナブロモビフェニル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

データベース識別子

CAS
69278-62-2
PubChem CID
154397
DTXSID
DTXSID30219340

物性

構造計算による物性

XLogP
9.8
極性表面積
0 Ų
水素結合供与体数
0
水素結合受容体数
0
回転可能結合数
1
重原子数
21
形式電荷
0
複雑度
351

実験および物理化学的性質

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

物理化学的性質

融点
262 °C · 262 °C
沸点
550.9 · 550.9±45.0 °C(Predicted)
比重(密度)
2.877 · 2.877±0.06 g/cm3(Predicted)
貯蔵温度
Room Temperature
溶解性
ジクロロメタン(微量)、DMSO(微量)、酢酸エチル(微量)、メタノール
外見
個体
色
白からオレンジ

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

安全と保護具

Minimum Risk LevelAcute Oral: 0.01 mg/kg/day (L134)

毒性情報

Treatment · 1 件

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 件

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)

化学と産業

薬理情報

Metabolism/Metabolites · 1 件

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)

用途と製造

Uses · 1 件

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)

応用分野 · 1 件

使用2,2'',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.

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