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2,2',3,3',5,5',6,6'-Octachlorobiphenyl

HCID 16495
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Grundinformationen

CAS
2136-99-4
Standard-SMILES
Clc1cc(Cl)c(Cl)c(-c2c(Cl)c(Cl)cc(Cl)c2Cl)c1Cl
InChIKey
JPOPEORRMSDUIP-UHFFFAOYSA-N
Summenformel
C12H2Cl8
Durchschnittliche Molmasse
429,8 g/mol
Monoisotopische Masse
425,766472

Überblick

2,2',3,3',5,5',6,6'-Octachlorobiphenyl is one of 209 polychlorinated biphenyls (PCBs). PCBs are a group of synthetic organic compounds with 1-10 chlorine atoms attached to biphenyl. They were manufactured as commercial mixtures but banned in the 1970's because they were found to bioaccumulate and cause harmful health effects. However, PCBs do not break down readily and are still found in the environment. (L4)

Namen und Bezeichner

Bevorzugter Name
2,2',3,3',5,5',6,6'-Octachlorobiphenyl
IUPAC
1,2,4,5-tetrachloro-3-(2,3,5,6-tetrachlorophenyl)benzene
Englischer Name
2,2',3,3',5,5',6,6'-OCTACHLOROBIPHENYL
Summenformel
C12H2Cl8
Molmasse
429.77

Namen und Synonyme

2,2',3,3',5,5',6,6'-OCTACHLOROBIPHENYL2136-99-4PCB 2022,2',3,3',5,5',6,6'-Octachloro-1,1'-biphenyl79G6GKQ4GC1,1'-Biphenyl, 2,2',3,3',5,5',6,6'-octachloro-2,3,5,6,2',3',5',6'-OctachlorobiphenylUNII-79G6GKQ4GCBiphenyl, 2,2',3,3',5,5',6,6'-octachloro-DTXSID0074132RefChem:53458DTXCID1036468
Weitere Namen anzeigen
BZNO 202PCB NO 202PCB202 in Cyclohexane2,2’,3,3’,5,5’,6,6’-octachloro-1,1’-biphenyl
1,2,4,5-tetrachloro-3-(2,3,5,6-tetrachlorophenyl)benzenePcb No. 202CHEMBL14042SCHEMBL4452692MSK3800JPOPEORRMSDUIP-UHFFFAOYSA-NPCB No. 202 10 |Ig/mL in IsooctanePCB No. 202 10 microg/mL in Isooctane

Datenbank-Bezeichner

CAS
2136-99-4
PubChem CID
16495
DTXSID
DTXSID0074132
ChEMBL
CHEMBL14042

Eigenschaften

Berechnete Struktureigenschaften

XLogP
7,7
Polarare Oberfläche (TPSA)
0 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
0
Frei drehbare Bindungen
1
Schwere Atome
20
Formalladung
0
Komplexität
279

Experimentelle und physikochemische Eigenschaften

SpringerMaterials Properties13C nuclear magnetic resonance spectrum
LogP7.16
Collision Cross Section · 2 Einträge

175.1 Ų [M]+ [CCS Type: TIMS, Method: calibration with PAHs]

176.3 Ų [M-Cl+O]-

Physikochemische Eigenschaften

Schmelzpunkt
161 °C · 161°C
Siedepunkt
509.96 °C · 509.96°C (rough estimate)
Dichte
1.717 · 1.7170 (rough estimate)
Brechungsindex
1.638 · 1.6380 (rough estimate)
Wasserlöslichkeit
0.147 ug/L · 0.147ug/L(25 ºC)
Henry's Law Constant
5.5 · 5.5×10-1 mol/(m3Pa) at 25℃, Brunner et al. (1990)
EPA chemische Informationen
2 · 2,2',3,3',5,5',6,6'-Octachlorobiphenyl (2136-99-4)

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 · 3 Einträge

This chemical does not meet GHS hazard criteria for 100% (3 of 3) of all reports.

Not Classified

Aggregated GHS information provided per 3 reports by companies from 1 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Hazard Classes and CategoriesNot Classified

Sicherheit und Schutzausrüstung

Minimum Risk LevelIntermediate Oral: 0.03 ug/kg/day (L134)

Toxikologische Informationen

Treatment · 1 Eintrag

There are no specific treatments for PCB poisoning, since it is not usually recognized until after substantial chronic exposure. Only preventing further exposure and treating the observed symptoms can be done. Acute inhalation can be treated by administering oxygen. (L4)

Health Effects · 1 Eintrag

The most common health effects of PCBs are skin conditions such as chloracne and rashes. Chronic PCB exposure has also been shown to cause liver, stomach and kidney, damage, jaundice, edema, anemia, changes in the immune system, behavioral alterations, and impaired reproduction. (L4)

Exposure RoutesOral (L4) ; inhalation (L4) ; dermal (L4)
Toxicity Summary · 1 Eintrag

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 1 Eintrag

PCBs are absorbed via inhalation, oral, and dermal routes of exposure. They are trasported in the blood, often bound to albumin. Due to their lipophilic nature they tend to accumulate in lipid-rich tissues, such as the liver, adipose, and skin. Metabolism of PCBs is very slow and varies based on the degree and position of chlorination. PCBs are metabolized by the microsomal monooxygenase system catalyzed by cytochrome P-450 enzymes to polar metabolites that can undergo conjugation with glutathione and glucuronic acid. The major metabolites are hydroxylated products which are excreted in the bile and faeces. The slow metabolism of PCBs means they tend to accumulate in body tissues. (L4, T6)

Verwendung und Herstellung

Uses · 1 Eintrag

PCBs were used as coolants and lubricants in transformers, capacitors, and other electrical devices (such as fluorescent lights and refridgerators) produced before 1977. PCBs may contaminate the air and water near hazardous waste sites. In addition, PCBs bioaccumulate in the environment and may be found in fish, meat, and dairy products. (L4)

Anwendungen

Verwenden2,3,5,6,2'',3'',5'',6''-Octachlorobiphenyl is a persistent organic pollutant.

Vor- und nachgelagerte Produkte

Nachgelagerte Produkte

3,3',4,4',5,5'-HEXACHLOROBIPHENYL

Anbieter7 Anbieter

上海稳同科技有限公司02151600108 13062666369 · [email protected]

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Notizen zur Verbindung

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Auf dieser SeiteGrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
UNII
79G6GKQ4GC
EC Number
690-105-3
Nikkaji
J150.415K

The mechanism of action varies with the specific PCB. Dioxin-like PCBs bind to the aryl hydrocarbon receptor, which disrupts cell function by altering the transcription of genes, mainly be inducing the expression of hepatic Phase I and Phase II enzymes, especially of the cytochrome P450 family. Most of the toxic effects of PCBs are believed to be results of Ah receptor binding. Other PBCs are believed to interfere with calcium channels and/or change brain dopamine levels. PCBs can also cause endocrine disurption by altering the production of thyroid hormones and binding to estrogen receptors, which can stimulate the growth of certain cancer cells and produce other estrogenic effects, such as reproductive dysfunction. They will bioaccumulate by binding to receptor proteins such as uteroglobin. (A3, A4, A30, A66)

Signs and SymptomsChronic PCB exposure results in symptoms such as abdominal pain, nausea, vomiting, diarrhea, headache, dizziness, depression, nervousness, dermal and ocular lesions, fatigue, irregular menstrual cycles and a lowered immune response. (A3)
Carcinogen Classification1, carcinogenic to humans. (L135)
Toxicity DataLD50: 1010 mg/kg (Oral, Rat) (T14) LD50: 880 mg/kg (Intraperitoneal, Mouse) (T14)
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