3-Bromo-9H-carbazole

Bezeichnung:3-Bromo-9H-carbazole

CAS-Nr1592-95-6

Englisch Name:3-Bromo-9H-carbazole

CBNumberCB2444848

SummenformelC12H8BrN

Molgewicht246.1

MOL-Datei1592-95-6.mol

3-Bromo-9H-carbazole physikalisch-chemischer Eigenschaften

Schmelzpunkt	195 °C
Siedepunkt	160℃/6mm
Dichte	1.617±0.06 g/cm3(Predicted)
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
pka	16.43±0.30(Predicted)
Aggregatzustand	Solid
Farbe	White
Wasserlöslichkeit	Slightly soluble in water.
InChI	InChI=1S/C12H8BrN/c13-8-5-6-12-10(7-8)9-3-1-2-4-11(9)14-12/h1-7,14H
InChIKey	LTBWKAYPXIIVPC-UHFFFAOYSA-N
SMILES	N1C2=C(C=CC=C2)C2=C1C=CC(Br)=C2
EPA chemische Informationen	3-Bromocarbazole (1592-95-6)

Sicherheit

Kennzeichnung gefährlicher	Xi,Xn
R-Sätze:	36/37/38-22
S-Sätze:	26-37/39-24/25
WGK Germany	3
Hazard Note	Irritant
HS Code	29339900

Gefahreninformationscode (GHS)

3-Bromo-9H-carbazole Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Beschreibung
3-Bromo-9H-carbazole is an isomer to 2-Bromo-9H-carbazole, with the only difference being that 9H-carbazole is mono-brominated at 3-position. Blocked at 3-position, 3-Bromo-9H-carbazole derivatives reduce the chance of being oxidised to form excimers or oligomers. 3-bromo-9H-carbazole is a versatile building block that can be used to create a range of compounds, such as 9-Benzyl-3-bromo-9H-carbazole. 3-Bromo-9H-carbazole can be prepared by reacting 9H-carbzole with N-bromosuccinimide (NBS) In tetrahydrofuran at room temperature[1].
Chemische Eigenschaften
White to light yellow solid
Verwenden
3-Bromo-9H-carbazole is an aryl hydrocarbon receptor agonist. A standard for environmental testing and research. Substance for the bological potency study, characterization of mono to tetra-halogenated carbazoles.
Verwenden
3-Bromocarbazole is used as a intermediate for organic light-emitting diode(OLED) and pharmaceutical.
synthetische
3-Bromocarbazole synthesis: A solution of N-bromosuccinimide (1.1g, 5.98mmol) in dimethylformamide was added dropwise to a solution of carbazole (1, 1g, 5.96mmol) in dimethylformamide (15mL) at 0°C. The reaction mixture was then stirred at room temperature for 24h. The reaction was poured into distilled water to give a cream coloured precipitate. The precipitate was filtered off under vacuum and washed with distilled water (3 × 20mL). The precipitate was dissolved in ethyl acetate, dried with sodium sulfate and filtered. Upon concentration under reduced pressure the crude product was obtained as a brown solid. After crystallisation of the crude product with chloroform, the pure 3-Bromo-9H-carbazole(692 mg, 47%) was obtained as white crystals. Rf (ethyl acetate/hexane, 1:6 v/v): 0.43; melting point: 200–201°C.
Einzelnachweise
[1] Peng-Mian Huang, Xiao-Chun Wang. “9-Benzyl-3-bromo-9H-carbazole.” Acta crystallographica. Section E, Structure reports online 65 Pt 8 (2009): o1763.

3-Bromo-9H-carbazole Upstream-Materialien And Downstream Produkte

3-Bromo-9H-carbazole Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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