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3-Bromo-9H-carbazole

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3-Bromo-9H-carbazole Basic information

Product Name:
3-Bromo-9H-carbazole
Synonyms:
  • 3-BROMO-9H-CARBAZOLE
  • 2-bromo-9H-carbazole
  • 3-BROMOCARBAZOLE
  • 3-broMidecarbazole
  • 3-BroMo-9H-carbazole, 95+%
  • 3-Bromocarbazole 97% (GC)
  • 3-BroMocarbazole (3BC)
  • 3- broMinecarbazole
CAS:
1592-95-6
MF:
C12H8BrN
MW:
246.1
EINECS:
679-545-7
Product Categories:
  • Pyridines
  • OLED materials,pharm chemical,electronic
  • Fused Ring Systems
  • Carbazole Series
  • organic chemicals and derivatives/others
  • OLED
  • Halides
  • bc0001
Mol File:
1592-95-6.mol
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3-Bromo-9H-carbazole Chemical Properties

Melting point:
195 °C
Boiling point:
160℃/6mm
Density 
1.617±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
pka
16.43±0.30(Predicted)
form 
Solid
color 
White
Water Solubility 
Slightly soluble in water.
InChIKey
LTBWKAYPXIIVPC-UHFFFAOYSA-N
EPA Substance Registry System
3-Bromocarbazole (1592-95-6)
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Safety Information

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-22
Safety Statements 
26-37/39-24/25
WGK Germany 
3
Hazard Note 
Irritant
HS Code 
29339900
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3-Bromo-9H-carbazole Usage And Synthesis

Chemical Properties

White to light yellow solid

Uses

3-Bromocarbazole is used as a intermediate for organic light-emitting diode(OLED) and pharmaceutical.

Uses

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.

Preparation

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.

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