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2,2',5,5'-Tetrabromobiphenyl

HCID 591322
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Grundinformationen

CAS
59080-37-4
Standard-SMILES
Brc1ccc(Br)c(-c2cc(Br)ccc2Br)c1
InChIKey
XEFMFJLRXHQLEM-UHFFFAOYSA-N
Summenformel
C12H6Br4
Durchschnittliche Molmasse
469,79 g/mol
Monoisotopische Masse
465,7203

Überblick

2,2',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)

Namen und Bezeichner

Bevorzugter Name
2,2',5,5'-Tetrabromobiphenyl
IUPAC
1,4-dibromo-2-(2,5-dibromophenyl)benzene
Englischer Name
2,2',5,5'-Tetrabromobiphenyl
Summenformel
C12H6Br4
Molmasse
469.79

Namen und Synonyme

2,2',5,5'-Tetrabromobiphenyl59080-37-41,4-dibromo-2-(2,5-dibromophenyl)benzeneY2L95447R5DTXSID201009900RefChem:80644DTXCID201436331PBB 52PBB No. 52PBB-No. 522,2',5,5'-Tetrabromobiphenyl (PBB 52)2,2',5,5'-Tetrabromo-1,1'-biphenyl
Weitere Namen anzeigen
PBB NO 52C21005200 PBB-No. 52PBB-No. 52 in n-HexaneNicotinamide Impurity 2091,1'-Biphenyl,2,2',5,5'-tetrabromo-2,2 ', 5,5' - Tetrabromobiphenyl (BB-52)
UNII-Y2L95447R52,2',5,5'-Tetrabromo-1,1'-biphenyl; 2,2',5,5'-Tetrabromobiphenyl; 2,5,2',5'-Tetrabromobiphenyl; PBB 52SCHEMBL3407646SCHEMBL3407649SCHEMBL28453298MSK6416PBB 052JCA08037

Datenbank-Bezeichner

CAS
59080-37-4
PubChem CID
591322
DTXSID
DTXSID201009900
UNII
Y2L95447R5
Nikkaji
J105.929G

Eigenschaften

Berechnete Struktureigenschaften

XLogP
6,4
Polarare Oberfläche (TPSA)
0 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
0
Frei drehbare Bindungen
1
Schwere Atome
16
Formalladung
0
Komplexität
209

Experimentelle und physikochemische Eigenschaften

Collision Cross Section164.9 Ų [M]+ [CCS Type: TIMS, Method: calibration with PAHs]

Physikochemische Eigenschaften

Schmelzpunkt
143 °C · 143°C
Siedepunkt
343.36 °C · 343.36°C (rough estimate)
Dichte
2.077 · 2.0770 (rough estimate)
Brechungsindex
1.704 · 1.7040 (estimate)
storage temp.
-20 °C · -20°C Freezer
Löslichkeit
Acetonitrile (Slightly), Chloroform (Slightly)
Aggregatzustand
Solid
Farbe
White to Off-White
Wasserlöslichkeit
4.054 g/L · 4.054g/L(26.5 ºC)
EPA chemische Informationen
52 · PBB 052 (59080-37-4)

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

Sicherheit und Schutzausrüstung

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

Toxikologische Informationen

Treatment · 1 Eintrag

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 Eintrag

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)

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 1 Eintrag

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)

Verwendung und Herstellung

Uses · 1 Eintrag

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)

Anwendungen · 1 Eintrag

VerwendenPBB 52 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. PBB 52 is also a persistent organic pollutant.

Anbieter19 Anbieter

江苏智芯廷科技有限公司18221391031 · [email protected]
广州佳途科技股份有限公司81960175-877 18933936954 · [email protected]
梯希爱(上海)化工贸易有限公司

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Carcinogen Classification2A, probably carcinogenic to humans. (L135)
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