2,8-Dibromodibenzofuran

HCID 82290CAS 10016-52-1

Grundinformationen

Standard-SMILES
Brc1ccc2oc3ccc(Br)cc3c2c1
InChIKey
UFCZRCPQBWIXTR-UHFFFAOYSA-N
Summenformel
C12H6Br2O
Durchschnittliche Molmasse
325,98 g/mol
Monoisotopische Masse
323,87853901

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
2,8-Dibromodibenzofuran
IUPAC
2,8-dibromodibenzofuran
Englischer Name
2,8-Dibromodibenzofuran
Summenformel
C12H6Br2O
Molmasse
325.98

Namen und Synonyme

2,8-Dibromodibenzofuran2,8-Dibromodibenzo[b,d]furanDibenzofuran, 2,8-dibromo-DTXSID401429932,8-Dibromodibenzo(b,d)furan4,12-dibromo-8-oxatricyclo(7.4.0.02,7)trideca-1(13),2,4,6,9,11-hexaene4,12-dibromo-8-oxatricyclo[7.4.0.02,7]trideca-1(13),2,4,6,9,11-hexaeneRefChem:83571DTXCID0065484634-508-4UFCZRCPQBWIXTR-UHFFFAOYSA-N10016-52-1
Weitere Namen anzeigen
2,8-dibromo-8-DIBROMODIBENZOFURAN2,8-Dibromodibenzofura2,8-dibrimodibenzofuran2,8-Dibrom-dibenzofuran2,8-dibroMo dibeozofuran2,8-Dibromodibenzofuran>,8-Dibromodibenzo[b,d]furan
2,8-dibromo dibenzofuranMFCD00093683SCHEMBL2586892,8-Dibromodibenzo[b,d]furan #AKOS022172003CS-W009866SY031564EN300-717281

Datenbank-Bezeichner

CAS
10016-52-1
PubChem CID
82290
DTXSID
DTXSID40142993
EC Number
634-508-4
Nikkaji
J1.556.129G

Eigenschaften

Berechnete Struktureigenschaften

XLogP
5,8
Polarare Oberfläche (TPSA)
13,1 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
1
Frei drehbare Bindungen
0
Schwere Atome
15

Experimentelle und physikochemische Eigenschaften

Collision Cross Section148.4 Ų [M]+ [CCS Type: TIMS, Method: calibration with PAHs]

Physikochemische Eigenschaften

Schmelzpunkt
226 ℃ · 226℃
Siedepunkt
396 ℃ · 396℃
Dichte
1.886 · 1.886
Flammpunkt
193 ℃ · 193℃
storage temp.
Sealed in dry,Room Temperature
Aggregatzustand
powder to crystal

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H301 (97.5%): Toxic if swallowed [Danger Acute toxicity, oral]

P264, P264+P265, P270, P273, P280, P301+P316, P305+P351+P338, P321, P330, P337+P317, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesAcute Tox. 3 (97.5%)

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 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 ClassificationNo indication of carcinogenicity (not listed by IARC). (L135)

Sicherheitsdaten

hs_code
2932.99.7000

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)

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