9-[1,1'-Biphenyl-4-yl]-3-bromo-9H-carbazole Chemical Properties

Melting point:

153.0 to 157.0 °C

Boiling point:

552.0±42.0 °C(Predicted)

Density 

1.32

storage temp. 

Sealed in dry,Room Temperature

solubility 

soluble in Toluene

form 

powder to crystal

color 

White to Light yellow

InChI

InChI=1S/C24H16BrN/c25-19-12-15-24-22(16-19)21-8-4-5-9-23(21)26(24)20-13-10-18(11-14-20)17-6-2-1-3-7-17/h1-16H

InChIKey

MOCNGNGLTRMQQH-UHFFFAOYSA-N

SMILES

N1(C2=CC=C(C3=CC=CC=C3)C=C2)C2=C(C=CC=C2)C2=C1C=CC(Br)=C2

Safety Information

HS Code 

2933.99.8290

9-[1,1'-Biphenyl-4-yl]-3-bromo-9H-carbazole Usage And Synthesis

Uses

9-[1,1'-biphenyl-4-yl]-3-bromo-9H-carbazole is widely used as an intermediate in pharmaceuticals, materials, chemical reagents, and fine chemicals.

Chemical Properties

White crystalline powder

Synthesis

General procedure for the synthesis of 9-[1,1'-biphenyl-4-yl]-3-bromo-9H-carbazole from 9-(4-biphenylyl)carbazole: 3.1 g (10 mmol) of 9-(4-biphenylyl)carbazole was dissolved in 100 mL of chloroform, followed by the slow addition of 1.8 g (10 mmol) of N-bromosuccinimide. The reaction mixture was stirred at room temperature for 24 hours. Upon completion of the reaction, the organic phase was washed with water. The organic phase was dried by adding anhydrous magnesium sulfate, followed by filtration to remove the desiccant. The filtrate was concentrated to give the crude product, which was dried to obtain 3.7 g (yield: 95%) of the target compound 9-[1,1'-biphenyl-4-yl]-3-bromo-9H-carbazole as a beige powder.

References

[1] Patent: WO2006/70912, 2006, A1. Location in patent: Page/Page column 71; 72
[2] Patent: WO2009/72587, 2009, A1. Location in patent: Page/Page column 213-214
[3] Inorganica Chimica Acta, 2012, vol. 390, p. 119 - 122
[4] Patent: JP2015/218136, 2015, A. Location in patent: Paragraph 0064; 0070