基本情報
- CAS
16400-50-3- 標準SMILES
Brc1cc(Br)cc(-c2cc(Br)cc(Br)c2)c1- InChIKey
FXJXZYWFJAXIJX-UHFFFAOYSA-N- 分子式
- C12H6Br4
- 平均分子量
- 469.79 g/mol
- 単同位体質量
- 465.7203
概要
3,3',5,5'-Tetrabromobiphenyl 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
- 3,3',5,5'-Tetrabromobiphenyl
- IUPAC
- 1,3-dibromo-5-(3,5-dibromophenyl)benzene
- 現地名
- 3,3',5,5'-テトラブロモビフェニル
- 英語名
- 3,3',5,5'-TETRABROMOBIPHENYL
- 分子式
- C12H6Br4
- 分子量
- 469.79
名称と別名
3,3',5,5'-Tetrabromo-1,1'-biphenyl3,3',5,5'-Tetrabromobiphenyl1,1'-Biphenyl, 3,3',5,5'-tetrabromo-1,3-dibromo-5-(3,5-dibromophenyl)benzenePBB 80UNII-4G4R89X7114G4R89X7113,5,3',5'-Tetrabromo-1,1'-biphenylDTXSID0075108RefChem:90636DTXCID3035266687-038-7
名称をさらに表示
3,3',5,5'-テトラブロモ-1,1'-ビフェニル3,3',5,5'-テトラブロモビフェニル3,3′,5,5′-テトラブロモビフェニル標準液3,3′,5,5′‐テトラブロモビフェニル標準液3,3',5,5'-テトラブロモビフェニル (35ΜG/ML イソオクタン溶液)3,3',5,5'テトラブロモ-1,1'-ビフェニル3,3′,5,5′-テトラブロモビフェニル3,3′,5,5′-テトラブロモ-1,1′-ビフェニル3,5,3',5'-TetrabroMo-biphenylPBB NO 803,3',5,5'-TBBP1,3-Dibromo-5-phenylbenzene3,3',5,5'-Tetrabromobiphenyl, 35μg /mL in Isooctane
FXJXZYWFJAXIJX-UHFFFAOYSA-NInChI=1/C12H6Br4/c13-9-1-7(2-10(14)5-9)8-3-11(15)6-12(16)4-8/h1-616400-50-3C12H6Br4MFCD00152828PBB No. 803,3',5,5'-Tetrabromo-1,1'-biphenyl;3,3',5,5'-tetrabromo-1,1'-Biphenyl3,5,3',5'-Tetrabromobiphenyl
物性
構造計算による物性
- XLogP
- 6.3
- 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
- 16
- 形式電荷
- 0
- 複雑度
- 189
実験および物理化学的性質
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
LogP7.41
物理化学的性質
- 融点
- 185 · 185-190℃
- 沸点
- 401.8 · 401.8±40.0 °C(Predicted)
- 比重(密度)
- 2.14 · 2.140±0.06 g/cm3(Predicted)
- 貯蔵温度
- Sealed in dry,Room Temperature
- 溶解性
- クロロホルム（微量）、ジクロロメタン（微量）
- 外見
- 個体
- 色
- ホワイトからオフホワイト
- InChI
- InChI=1S/C12H6Br4/c13-9-1-7(2-10(14)5-9)8-3-11(15)6-12(16)4-8/h1-6H
- InChIKey
- FXJXZYWFJAXIJX-UHFFFAOYSA-N
- SMILES
- C1(C2=CC(Br)=CC(Br)=C2)=CC(Br)=CC(Br)=C1
- EPAの化学物質情報
- 1 · 1,1'-Biphenyl, 3,3',5,5'-tetrabromo- (16400-50-3)
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
Danger
H318 (100%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
P264+P265, P280, P305+P354+P338, and P317 (click each P-code to see the statement)
Aggregated GHS information provided per 40 reports by companies from 2 notifications to the ECHA C&L Inventory.
危険有害性情報
Hazard Classes and CategoriesEye Dam. 1 (100%)
安全と保護具
Minimum Risk LevelAcute Oral: 0.01 mg/kg/day (L134)
毒性情報
Treatment
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
化学と産業
薬理情報
Metabolism/Metabolites
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
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
使用PBB 80 is a related compound of PBB 37 (P215150), a brominated biphenyls that can be used as a flame retardant and often incorporated into consumer products including appliances, electronics and plastics.
調製方法
製造方法1,3,5-tribromobenzene (6.3 g, 20 mmol) was dissolved in diethylether (50 ml). The reaction solution was cooled to -78° C., and n-butyllithium (8.8 ml, 22 mmol, 2.5M in hexane) was gradually added thereto. The reaction mixture was stirred at -78° C. for one hour, and copper chloride (II) (2.96 g, 22 mmol) was added thereto at -78° C. The reaction solution was stirred for five hours and washed with distilled water and ethylacetate at room temperature. The obtained ethylacetate layer was dried over MgSO4, and then dried under a reduced pressure to obtain a crude product. The crude product was purified by silica gel column chromatography to give intermediate A as a white solid (3.74 g, yield: 80%).
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