(9-(4-BROMOPHENYL))-9H-CARBAZOLE Chemical Properties

Melting point:

147-151℃

Boiling point:

452.7±37.0 °C(Predicted)

Density 

1.39±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

Solid

color 

White to Light yellow

Water Solubility 

Slightly soluble in water.

InChIKey

XSDKKRKTDZMKCH-UHFFFAOYSA-N

CAS DataBase Reference

57102-42-8

Safety Information

HS Code 

29339900

(9-(4-BROMOPHENYL))-9H-CARBAZOLE Usage And Synthesis

Chemical Properties

White to light yellow solid

Uses

It plays an important role as intermediate for pharmaceutical, organic synthesis and organic light-emitting diode(OLED).

Synthesis

Step 2: Synthesis of 4-(carbazol-9-yl)diphenylamine (abbreviation: YGA); In Step 2, YGA was synthesized according to (i) and (ii) shown below. (i) Synthesis of 9-(4-bromophenyl)carbazole; First, 56 g (240 mmol) of 1,4-dibromobenzene, 31 g (180 mmol) of carbazole, 4.6 g (24 mmol) of copper iodide, 16 g (480 mmol) of potassium carbonate and 2.1 g (8 mmol) of 18-crown-6-ether were added to a 300 mL three-necked flask and air displaced with nitrogen. 66 g (480 mmol) of potassium carbonate and 2.1 g (8 mmol) of 18-crown-6-ether were added to a 300 mL three-necked flask and the air in the flask was replaced with nitrogen. Subsequently, 8 mL of N,N-dimethylpropyleneurea (abbreviation: DMPU) was added to the flask and the reaction mixture was stirred at 180 °C for 6 hours. After completion of the reaction, the mixture was cooled to room temperature and the precipitate was removed by filtration. The filtrate was washed sequentially with dilute hydrochloric acid, saturated aqueous sodium bicarbonate solution and saturated aqueous sodium chloride solution, and then dried with anhydrous magnesium sulfate. After drying, the solution was naturally filtered and concentrated, and the resulting oil was purified by silica gel column chromatography (eluent: hexane/ethyl acetate = 9:1) and finally recrystallized with chloroform and hexane. Finally, 21 g of light brown plate-like crystals of the target product 9-(4-bromophenyl)carbazole were obtained in 35% yield.

References

[1] Chemistry Letters, 2008, vol. 37, # 9, p. 986 - 987
[2] Patent: CN106883163, 2017, A. Location in patent: Paragraph 0030; 0031; 0032; 0033
[3] New Journal of Chemistry, 2010, vol. 34, # 7, p. 1317 - 1322
[4] Patent: CN105585577, 2016, A. Location in patent: Paragraph 0220; 0221; 0222; 0223; 0224
[5] Patent: EP2292618, 2011, A1. Location in patent: Page/Page column 17

(9-(4-BROMOPHENYL))-9H-CARBAZOLE(57102-42-8)Related Product Information

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