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4,4'-ジブロモビフェニル

4,4'-Dibromobiphenyl

HCID 7110
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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
92-86-4
標準SMILES
Brc1ccc(-c2ccc(Br)cc2)cc1
InChIKey
HQJQYILBCQPYBI-UHFFFAOYSA-N
分子式
C12H8Br2
平均分子量
312 g/mol
単同位体質量
309.89928

概要

4,4'-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)

名称と識別子

優先名称
4,4'-Dibromobiphenyl
IUPAC
1-bromo-4-(4-bromophenyl)benzene
現地名
4,4'-ジブロモビフェニル
英語名
4,4'-Dibromobiphenyl
分子式
C12H8Br2
分子量
312

名称と別名

4,4'-DIBROMOBIPHENYL92-86-41,1'-Biphenyl, 4,4'-dibromo-1-bromo-4-(4-bromophenyl)benzenep,p'-Dibromobiphenyl4,4'-DibromodiphenylPBB 15Biphenyl, 4,4'-dibromo-NSC-2098POU26V2XT2RefChem:96236202-198-6
名称をさらに表示
4,4'-ジブロモビフェニル4,4'-ジブロモ-1,1'-ビフェニル4,4'-ジブロモジフェニル4-ブロモ-4'-ブロモビフェニル4,4’-ジブロモビフェニル4,4'-ジブロモビフェニル 臭化物4,4′-ジブロモビフェニル4,4′-ジブロモビフェニル標準液4,4’ジブロモ1,1’ビフェニルジブロモビフェニールジブロモビフェニル4,4′‐ジブロモビフェニル4,4′‐ジブロモビフェニル標準品4,4′‐ジブロモビフェニル標準液4,4-ジブロモビフェニル4,4'-ジブロモビフェニル, 2.0 mg/mL in CH2Cl24,4′-ジブロモビフェニル標準品PPDBrHFNG4,4’PBB NO 15-Bis(4”cis-(±PBB-No. 15 10Mtrans-(±
4,4-Dibromobiphenyl4,4'-Dibromo-1,1'-biphenyl4',4-dibromobiphenylMFCD00000101CHEMBL8166PBB No. 15ZINC3885014,4'-Dibromobiphenyl (PBB 15)

物性

構造計算による物性

XLogP
5.7
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
14
形式電荷
0
複雑度
145

実験および物理化学的性質

PolymersOther Classes -> Halogenated Polyaromatics
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
LogP5.72
Vapor Pressure0.0000246 [mmHg]
Physical DescriptionWhite powder; [Alfa Aesar MSDS]
Collision Cross Section147.8 Ų [M]+ [CCS Type: TIMS, Method: calibration with PAHs]

物理化学的性質

融点
163 · 163-165 °C(lit.)
沸点
355 · 355-360 °C(lit.)
比重(密度)
1.7243 · 1.7243 (estimate)
屈折率
1.6 · 1.6000 (estimate)
闪点
355 · 355-360°C
貯蔵温度
Sealed in dry,Room Temperature
外見
液体
色
ホワイト~ライトイエローベージュ
水溶解度
不溶性
BRN
2044701 · 2044701

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。

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 3.8% (2 of 53) of reports.

Danger

H302 (88.7%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P318, P319, P321, P330, P332+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 53 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 2 件

S - indicates a substance that is identified in a final Significant New Use Rule.

Restricted substance: 4,4'-dibromobiphenyl

Other Safety InformationPEC / SN / Other assessments - Polybrominated flame retardants (PBFRs): Health and Environment
Hazards SummaryInduces drug metabolism enzymes. [ChemIDplus] A skin and strong eye irritant; [Alfa Aesar MSDS] See Polybrominated biphenyls.
Hazard Classes and CategoriesAcute Tox. 4 (88.7%)

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.

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)

General Manufacturing Information1,1'-Biphenyl, 4,4'-dibromo-: ACTIVE

応用分野

用途有機合成原料。

使用4,4'-Dibromobiphenyl is commonly used as fire retardants and plasticizers. It is also have application in gas chromatography and liquid chromatography analysis.

調製方法

純化方法Crystallise it from MeOH. [Beilstein 5 IV 1820.]

上流・下流製品情報

上流原料

ビス(4-ブロモフェニル)アミン

関連反応

45 件
反応記録を作成
HRID 12955 の反応式
HRID 12955反応物としてuspto-grants-2010_06
HRID 16033 の反応式
HRID 16033反応物としてuspto-grants-2010_06
HRID 92712 の反応式
HRID 92712反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 262696 の反応式
HRID 262696反応物としてuspto-grants-1979_05
HRID 300733 の反応式
HRID 300733反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (8/10)
HRID 555219 の反応式
HRID 555219反応物としてuspto-grants-2011_11
HRID 590007 の反応式
HRID 590007反応物としてuspto-grants-2016_01
HRID 637813 の反応式
HRID 637813反応物としてuspto-grants-1985_12
1 / 6 ページ

化合物ノート

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データベース識別子

CAS
92-86-4
PubChem CID
7110
DTXSID
DTXSID1059072
ChEMBL
CHEMBL8166
UNII
POU26V2XT2
EC Number
202-198-6
Nikkaji
J79.439B
InChI
InChI=1S/C12H8Br2/c13-11-5-1-9(2-6-11)10-3-7-12(14)8-4-10/h1-8H
InChIKey
HQJQYILBCQPYBI-UHFFFAOYSA-N
SMILES
C1(C2=CC=C(Br)C=C2)=CC=C(Br)C=C1
CAS データベース
92 · 92-86-4(CAS DataBase Reference)
NISTの化学物質情報
1 · 1,1'-Biphenyl, 4,4'-dibromo-(92-86-4)
EPAの化学物質情報
1 · 1,1'-Biphenyl, 4,4'-dibromo- (92-86-4)

化学的性質

化学的特性White powder

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)
Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
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)

安全データ

wgk
1
tsca
TSCA listed
ridadr
3152
PRTR法
第二種指定化学物質
hs_code
29036990
risk_code
36/37/38-37/38-36-40-50/53-41-22-67-52/53
化審法
(4)-18 監視化学物質
安衛法
57,57-2
消防法
危-4-1-II
hazard_code
Xi,Xn,N
safety_code
37/39-26-37-36/37-61-60-39-36/37/39
hazard_class
9
packing_group
II
ビス(4-ブロモフェニル)ジアゼン
4-ブロモベンゼンジアゾニウムテトラフルオロボレート 臭化物

下流製品

2,7-ジブロモ-9H-カルバゾール4'-ブロモ[1,1'-ビフェニル]-4-カルボン酸メチル4,4'-ジ(4-ピリジル)ビフェニル4,4'-ビフェニルジチオール4,4'-ビス(トリエトキシシリル)-1,1'-ビフェニル4-ブロモ-4'-メチルビフェニル2,7-ジブロモ-9-フェニルカルバゾール4,4'-ビスエチニル-1,1'-ビフェニル4,4′-ジビニルビフェニルN,N'-ジ-2-ナフチル-N,N'-ジフェニルベンジジン1,1'-ビナフチル4,4'-ビフェニルジカルボキシアルデヒド4-ブロモ-4'-(ジフェニルアミノ)ビフェニル