StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Verbindung

4,4'-Dibrombiphenyl

4,4'-Dibromobiphenyl

HCID 7110
Neue NotizNeue ReaktionAnfrage stellen
Druckvorschau
GrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
TeilstruktursucheÄhnliche Strukturen suchen

Grundinformationen

CAS
92-86-4
Standard-SMILES
Brc1ccc(-c2ccc(Br)cc2)cc1
InChIKey
HQJQYILBCQPYBI-UHFFFAOYSA-N
Summenformel
C12H8Br2
Durchschnittliche Molmasse
312 g/mol
Monoisotopische Masse
309,89928

Überblick

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)

Namen und Bezeichner

Bevorzugter Name
4,4'-Dibromobiphenyl
IUPAC
1-bromo-4-(4-bromophenyl)benzene
Lokaler Name
4,4'-Dibrombiphenyl
Englischer Name
4,4'-Dibromobiphenyl
Summenformel
C12H8Br2
Molmasse
312

Namen und Synonyme

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
Weitere Namen anzeigen
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)

Datenbank-Bezeichner

CAS
92-86-4
PubChem CID
7110
DTXSID
DTXSID1059072
ChEMBL
CHEMBL8166
UNII
POU26V2XT2
EC Number
202-198-6
Nikkaji
J79.439B

Eigenschaften

Berechnete Struktureigenschaften

XLogP
5,7
Polarare Oberfläche (TPSA)
0 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
0
Frei drehbare Bindungen
1
Schwere Atome
14
Formalladung
0
Komplexität
145

Experimentelle und physikochemische Eigenschaften

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]

Physikochemische Eigenschaften

Schmelzpunkt
163 · 163-165 °C(lit.)
Siedepunkt
355 · 355-360 °C(lit.)
Dichte
1.7243 · 1.7243 (estimate)
Brechungsindex
1.6 · 1.6000 (estimate)
Flammpunkt
355 · 355-360°C
storage temp.
Sealed in dry,Room Temperature

Sicherheit und Regulatorisches

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

GHS-Klassifizierung

GHS Classification · 5 Einträge

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.

Gefahrenhinweise

Regulatory Information · 2 Einträge

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%)

Sicherheit und Schutzausrüstung

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

Toxikologische Informationen

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)

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

Anwendungen

Verwenden4,4'-Dibromobiphenyl is commonly used as fire retardants and plasticizers. It is also have application in gas chromatography and liquid chromatography analysis.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

Bis(4-bromophenyl)amine1,2-Bis(4-bromophenyl)diazenep-Brombenzoldiazoniumtetrafluoroborat

Zugehörige Reaktionen

45
Reaktionsaufzeichnung erstellen
Reaktionsgleichung von HRID 12955
HRID 12955als Eduktuspto-grants-2010_06
Reaktionsgleichung von HRID 16033
HRID 16033als Eduktuspto-grants-2010_06
Reaktionsgleichung von HRID 92712
HRID 92712als EduktTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
Reaktionsgleichung von HRID 262696
HRID 262696als Eduktuspto-grants-1979_05
Reaktionsgleichung von HRID 300733
HRID 300733als EduktTraining data from https://doi.org/10.1039/C8SC04228D (8/10)
Reaktionsgleichung von HRID 555219
HRID 555219als Eduktuspto-grants-2011_11
Reaktionsgleichung von HRID 590007
HRID 590007als Eduktuspto-grants-2016_01
Reaktionsgleichung von HRID 637813
HRID 637813als Eduktuspto-grants-1985_12
Seite 1 von 6

Notizen zur Verbindung

Wird geladen…

Auf dieser SeiteGrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
Weitere Aktionen
Neue NotizNeue ReaktionAnfrage stellen
Aggregatzustand
Liquid
Farbe
White to light yellow-beige
Wasserlöslichkeit
INSOLUBLE
BRN
2044701 · 2044701
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 Datenbank
92 · 92-86-4(CAS DataBase Reference)
NIST chemische Informationen
1 · 1,1'-Biphenyl, 4,4'-dibromo-(92-86-4)
EPA chemische Informationen
1 · 1,1'-Biphenyl, 4,4'-dibromo- (92-86-4)
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)
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 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)
Carcinogen Classification2A, probably carcinogenic to humans. (L135)

Sicherheitsdaten

wgk
1
tsca
TSCA listed
ridadr
3152
hs_code
29036990
risk_code
36/37/38-37/38-36-40-50/53-41-22-67-52/53
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

Nachgelagerte Produkte

2,7-DibromocarbazoleMethyl 4'-bromo[1,1'-biphenyl]-4-carboxylatePyridine, 4,4'-[1,1'-biphenyl]-4,4'-diylbis-[1,1'-Biphenyl]-4,4'-dithiol4 4'-Bis(triethoxysilyl)-1 1'-biphenyl4-Bromo-4'-methylbiphenyl2,7-Dibromo-N-phenylcarbazole4,4'-Diethynylbiphenyl4,4'-DivinylbiphenylN,N'-Bis(naphthalene-2-yl)-N,N'-bis(phenyl)benzidine1,1'-Binaphthyl4,4'-Biphenyldicarboxaldehyde4-Bromo-4'-(diphenylamino)biphenyl