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3,6-Dibromo-9-phenyl-9H-carbazole

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3,6-Dibromo-9-phenyl-9H-carbazole Basic information

Product Name:
3,6-Dibromo-9-phenyl-9H-carbazole
Synonyms:
  • 3,6-DibroMo-9-phenylarbazole
  • 3,6-DibroMo-9-phenylarbazole,98%
  • 3,6-DibroMo-9-phenylcarbazole,,6-DIBROMO-9-PHENYLCARBAZOLE
  • 3,6-DIBROMO-9-PHENYLCARBAZOLE
  • 3,6-DibroMo-N-phenylarbazole
  • 9H-Carbazole, 3,6-dibroMo-9-phenyl- 3,6-DibroMo-9-phenyl-9H-carbazole
  • 6-dibroMo -9-phenylcarbazole
  • 3,6-DibroMo-
CAS:
57103-20-5
MF:
C18H11Br2N
MW:
401.09
EINECS:
664-410-7
Product Categories:
  • carbazole
  • OLED materials,pharm chemical,electronic
  • Carbazoles
  • Carbazoles (for Conduting Polymer Research)
  • Functional Materials
  • Reagents for Conducting Polymer Research
  • OLED intermediate
  • OLED
Mol File:
57103-20-5.mol
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3,6-Dibromo-9-phenyl-9H-carbazole Chemical Properties

Melting point:
160-164℃
Boiling point:
505.3±43.0 °C(Predicted)
Density 
1?+-.0.1 g/cm3(Predicted)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
soluble in dichloromethane
form 
powder to crystal
color 
White to Light yellow to Light orange
InChIKey
JBWRZTKHMKVFMQ-UHFFFAOYSA-N
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22-41
Safety Statements 
26-39-24/25
WGK Germany 
3
HS Code 
29339900
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3,6-Dibromo-9-phenyl-9H-carbazole Usage And Synthesis

Chemical Properties

off-white powder

Synthesis

1150-62-5

57103-20-5

General procedure for the synthesis of 3,6-dibromo-9-phenylcarbazole from N-phenylcarbazole: 0.1640 moles of N-phenyl-9H-carbazole was added to a 2000 ml three-necked flask, 320 ml of acetic acid and 960 ml of methylene chloride were added to dissolve it, and the reaction system was placed in an ice-water bath for cooling. Slowly 0.3280 moles of liquid bromine was added dropwise and after completion of the dropwise addition, the reaction mixture was stirred and reacted at room temperature overnight. Upon completion of the reaction, the remaining liquid bromine in the reaction solution was neutralized with 1.5 liters of 1 mol/L aqueous sodium hydroxide and the organic phase was separated. The organic phase was washed three times sequentially with water, the organic phase was collected and the solvent was removed by rotary evaporator. The resulting solid was washed with 300 mL of petroleum ether (60-90 °C), filtered, and the solid was dried under vacuum at 55 °C to give 0.1440 mol of the target product 3,6-dibromo-9-phenylcarbazole in 87.8% yield.

References

[1] Organic Electronics: physics, materials, applications, 2014, vol. 15, # 11, p. 2667 - 2676
[2] Tetrahedron, 1998, vol. 54, # 42, p. 12707 - 12714
[3] Journal of Materials Chemistry, 2011, vol. 21, # 25, p. 9139 - 9148
[4] Patent: JP2015/63518, 2015, A. Location in patent: Paragraph 0253; 0254
[5] Patent: CN105906612, 2016, A. Location in patent: Paragraph 0051; 0052

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