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1,2,7,8-Tetrachlorodibenzofuran

HCID 42844
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Grundinformationen

CAS
58802-20-3
Standard-SMILES
Clc1cc2oc3ccc(Cl)c(Cl)c3c2cc1Cl
InChIKey
JODWPAQNABOHDG-UHFFFAOYSA-N
Summenformel
C12H4Cl4O
Durchschnittliche Molmasse
306 g/mol
Monoisotopische Masse
303,901626

Überblick

Chlorinated dibenzofurans (CDFs) are a family of chemical that contain one to eight chlorine atoms attached to the carbon atoms of the parent chemical, dibenzofuran. The CDF family contains 135 individual compounds (known as congeners) with varying harmful health and environmental effects. Of these 135 compounds, those that contain chlorine atoms at the 2,3,7,8-positions of the parent dibenzofuran molecule are especially harmful. Other than for laboratory use of small amounts of CDFs for research and development purposes, these chemicals are not deliberately produced by industry. Most CDFs are produced in very small amounts as unwanted impurities of certain products and processes utilizing chlorinated compounds. Only a few of the 135 CDF compounds have been produced in large enough quantities so that their properties, such as color, smell, taste, and toxicity could be studied. (L952)

Namen und Bezeichner

Bevorzugter Name
1,2,7,8-Tetrachlorodibenzofuran
IUPAC
1,2,7,8-tetrachlorodibenzofuran
Englischer Name
1,2,7,8-tetrachlorodibenzofuran
Summenformel
C12H4Cl4O
Molmasse
305.97

Namen und Synonyme

1,2,7,8-TETRACHLORODIBENZOFURAN58802-20-31,2,7,8-TcdfDTXSID6020753893O23N0574RefChem:411060DTXCID101300293,4,11,12-tetrachloro-8-oxatricyclo(7.4.0.02,7)trideca-1(13),2,4,6,9,11-hexaene809-393-0Dibenzofuran, 1,2,7,8-tetrachloroDibenzofuran, 1,2,7,8-tetrachloro-JODWPAQNABOHDG-UHFFFAOYSA-N
Weitere Namen anzeigen
PCDF-611,2,7,8-TeCDF
UNII-93O23N0574PCDF 611,2,7,8-Tetrachloro-dibenzofuran1,2,7,8-Tetrachlorodibenzo[b,d]furanDB-300936NS00006905Q27271603

Datenbank-Bezeichner

CAS
58802-20-3
PubChem CID
42844
DTXSID
DTXSID60207538
UNII
93O23N0574
EC Number
809-393-0
Nikkaji
J401.046I

Eigenschaften

Berechnete Struktureigenschaften

XLogP
6,2
Polarare Oberfläche (TPSA)
13,1 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
1
Frei drehbare Bindungen
0
Schwere Atome
17
Formalladung
0
Komplexität
300

Experimentelle und physikochemische Eigenschaften

SpringerMaterials PropertiesBoiling point
LogP6.23
Endocrine DisruptorsPotential endocrine disrupting compound

Physikochemische Eigenschaften

Schmelzpunkt
210.5 °C · 210.5°C
Siedepunkt
440.46 °C · 440.46°C (rough estimate)
Dichte
1.56 · 1.5600 (estimate)
Brechungsindex
1.714 · 1.7140 (rough estimate)
Henry's Law Constant
1.1 · 1.1×100 mol/(m3Pa) at 25℃, Sa\cc (2005)

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 · 4 Einträge

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 1 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Hazard Classes and CategoriesAcute Tox. 3 (100%)

Toxikologische Informationen

Health Effects · 1 Eintrag

CDFs cause vomiting and diarrhea, anemia, more frequent lung infections, numbness and other effects on the nervous system, and mild changes in the liver. However, there were no permanent liver changes or definite liver damage found in people who ingested CDFs. (L952)

Exposure RoutesInhalation (L952) ; dermal (L952) ; oral (L952)
Toxicity Summary · 1 Eintrag

Halogenated dibenzofurans (PCDFs and PBDFs) bind the aryl hydrocarbon receptor (AhR), which increases its ability to activate transcription in the XRE (xenobiotic resoponse element) promoter region. Specifically AhR binds to the PCDF, translocates it to the nucleus and together with hydrocarbon nuclear translocator (ARNT) and xenobiotic responsive element (XRE) increases the expression of CYP1A1 and aryl hydrocarbon hydroxylase (CYP1B1). AhR signaling also increseases conversion of arachidonic acid to prostanoids via cyclooxygenase-2, alters Wnt/beta-catenin signaling downregulating Sox9 and alters signaling by receptors for inflammatory cytokines. AhR signalling also alters proteasomal degradation of steroid hormone receptors, alters cellular UVB stress response and changes the differentiation of certain T-cell subsets. The resulting AhR mediated activation and alteration leads to body weight loss, cancer and thymic atrophy (characteristic of immune and endocrine disruption) which are common toxic responses to PCDFs and related toxic halogenated aryl hydrocarbons.

Signs and SymptomsSkin and eye irritations, especially severe acne, darkened skin color, and swollen eyelids with discharge are the most obvious health effects of the CDF poisoning. (L952)
Carcinogen Classification3, not classifiable as to its carcinogenicity to humans. (L135)

Sicherheitsdaten

Alarmwort
Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code H301

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 1 Eintrag

No information on the metabolism of dibenzofuran in mammalian organisms was found in the available literature. The bacteria Sphingomonas, Brevibacterium, Terrabacter, and Staphylococcus auricularis degrade dibenzofuran to 2,2',3-trihydroxybiphenyl via dibenzofuran 4,4a-dioxygenase. (L952)

Verwendung und Herstellung

UsesCDFs are created from production of coal tar and during incineration. They are used as insecticides, in the production of PVC, and in industrial bleaching. (L952)

Anwendungen

Verwenden1,2,7,8-Tetrachlorodibenzofuran is a standard used for environmental testing and research as well as in the study of accumulation of toxins in vegetation specifically zucchini.

Anbieter3 Anbieter

艾吉析科技(上海)有限公司17717235263 · [email protected]
上海稳同科技有限公司02151600108 13062666369 · [email protected]
青岛腾龙微波科技有限公司0532-83818797 17669478191 · [email protected]

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