HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Bromodibenzofuran
2-BroModibenzo[b,d]furan · 4,4,5,5-tetramethyl-2-(3-(6-phenyldibenzo[b,d]thiophen-4-yl)phenyl)-1,3,2-dioxaborolane · DBF-Brc · 2-DCDF-A · NSC 1735 · 2-bromo-dibenzouran · 2-BROMO-DIBENZOFURAN · Dibenzofuran, 2-broMo-
Identifikatoren & physikalische Daten
| CAS No. | 86-76-0 |
|---|---|
| Summenformel | C12H7BrO |
| Durchschnittliche Molmasse | 247,09 g/mol |
| Monoisotopische Masse | 245,96802694 g/mol |
| SMILES | Brc1ccc2oc3ccccc3c2c1 |
| InChIKey | CRJISNQTZDMKQD-UHFFFAOYSA-N |
| PubChem CID | 6856 |
| EC No. | 659-733-5 |
| DTXSID | DTXSID20235337 |
Chemische & physikalische Eigenschaften
| XLogP | 4,8 |
|---|---|
| Polarare Oberfläche (TPSA) | 13,1 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 14 |
| Formalladung | 0 |
| Komplexität | 218 |
| Schmelzpunkt | 121-122℃ |
| Siedepunkt | 344℃ |
| Dichte | 1.577 |
| Brechungsindex | 1.5290 (estimate) |
| Flammpunkt | 162℃ |
| Lagerbedingungen | Sealed in dry,Room Temperature |
| Löslichkeit | Soluble in hot methanol. |
| Aggregatzustand | Solid |
| Farbe | White to Off-White |
| InChI | InChI=1S/C12H7BrO/c13-8-5-6-12-10(7-8)9-3-1-2-4-11(9)14-12/h1-7H |
| InChIKey | CRJISNQTZDMKQD-UHFFFAOYSA-N |
| SMILES | O1C2=CC=CC=C2C2=CC(Br)=CC=C12 |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302 (97.6%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P264+P265, P270, P273, P280, P301+P317, P305+P351+P338, P330, P337+P317, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 41 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (97.6%) |
| Treatment | 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. |
| Gesundheitliche Auswirkungen | 2-Bromodibenzofuran is a lachrymator. |
| Expositionspfade | Inhalation (L952)dermal (L952)oral (L952) |
| Toxizitätsübersicht | As a strong lachrymator, one of the most probable protein targets is the TRPA1 ion channel that is expressed in sensory nerves (trigeminal nerve) of the eyes, nose, mouth and lungs. 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 Symptoms | Exposure to eyes can lead to redness and pain. |
| Carcinogen Classification | No indication of carcinogenicity (not listed by IARC). (L135) |
| Zollcode | 29329990 |
| R-Sätze (R) | 22-36-53 |
| Sicherheitshinweise (S) | 26-36-60-61 |
Anwendungen & Verwendung
Beschreibung
2-Bromo-dibenzofuran is the bromo modified form of dibenzofuran, an aromatic compound consisting two benzene rings fused to a central furan ring. It can be used as a reagent in Friedel-Crafts acylation reactions.
Verwenden
2-Bromodibenzofuran is used as a reagent in Friedel-Crafts acylation reactions.