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2,2',5,6'-Tetrabromobiphenyl

HCID 91669
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Grundinformationen

CAS
60044-25-9
Standard-SMILES
Brc1ccc(Br)c(-c2c(Br)cccc2Br)c1
InChIKey
IMEYSCIEAFLSQJ-UHFFFAOYSA-N
Summenformel
C12H6Br4
Durchschnittliche Molmasse
469,79 g/mol
Monoisotopische Masse
465,7203

Überblick

2,2',5,6'-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',5,6'-Tetrabromobiphenyl
IUPAC
1,3-dibromo-2-(2,5-dibromophenyl)benzene
Englischer Name
2,2',5',6-Tetrabromobiphenyl
Summenformel
C12H6Br4
Molmasse
469.79

Namen und Synonyme

60044-25-92,2',5,6'-TETRABROMOBIPHENYL2,2',5,6'-Tetrabromo-1,1'-biphenyl1,3-dibromo-2-(2,5-dibromophenyl)benzenePBB No. 538QB1542CLIPBB 531,1'-Biphenyl, 2,2',5,6'-tetrabromo-PBB 0532.2/'.5/'.6-TetrabromobiphenylUNII-8QB1542CLI2,2',5',6-TETRABROMOBIPHENYL
Weitere Namen anzeigen
PBB NO 532,2',5',6-Tetrabromo-1,1'-biphenyl
Biphenyl, 2,2',5, 6'-tetrabromo-PBB-No. 53DTXSID5074769SCHEMBL11801314SCHEMBL41756660KCA04425MFCD00152829SY475790

Datenbank-Bezeichner

CAS
60044-25-9
PubChem CID
91669
DTXSID
DTXSID5074769
UNII
8QB1542CLI
Nikkaji
J105.930K

Eigenschaften

Berechnete Struktureigenschaften

XLogP
6,3
Polarare Oberfläche (TPSA)
0 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
0
Frei drehbare Bindungen
1
Schwere Atome
16
Formalladung
0
Komplexität
223

Physikochemische Eigenschaften

EPA chemische Informationen
53 · PBB 053 (60044-25-9)

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 53 is an isomer of PBB 49 (P215050), which 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.

Anbieter8 Anbieter

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Carcinogen Classification2A, probably carcinogenic to humans. (L135)
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