9H-Carbazole, 3,6-diiodo- Chemical Properties

Melting point:

205.0 to 209.0 °C

Boiling point:

498.3±25.0 °C(Predicted)

Density 

2.326±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

powder to crystal

pka

15.68±0.30(Predicted)

color 

White to Light yellow to Light orange

InChI

InChI=1S/C12H7I2N/c13-7-1-3-11-9(5-7)10-6-8(14)2-4-12(10)15-11/h1-6,15H

InChIKey

PECAOKZHORDWAI-UHFFFAOYSA-N

SMILES

N1C2=C(C=C(I)C=C2)C2=C1C=CC(I)=C2

Safety Information

HS Code 

29339900

9H-Carbazole, 3,6-diiodo- Usage And Synthesis

Synthesis

General procedure for the synthesis of 3,6-diiodo-9H-carbazole from carbazole: Carbazole (24 g, 144 mmol) was dissolved in acetic acid (360 mL) and heated to 80 °C. Subsequently, finely ground potassium iodide (31.5 g, 189 mmol) was added to the reaction system and stirred for several minutes. Next, potassium iodate (24 g, 100 mmol) was carefully added in portions and the reaction temperature was maintained at 80 °C until the iodine was completely consumed. After completion of the reaction, the mixture was cooled to 40 °C and the solid product was collected by filtration. It was washed sequentially with acetic acid (30 mL), methanol (100 mL) and water to afford 3,6-diiodo-9H-carbazole (51 g, 90% yield) as a yellow solid. NMR hydrogen spectrum (300MHz, CDCl3, δ): 8.33 (multiple peaks, 2H), 8.15 (multiple peaks, 1H), 7.70-7.60 (multiple peaks, 2H), 7.23-7.20 (multiple peaks, 2H).

References

[1] Chemistry - An Asian Journal, 2010, vol. 5, # 10, p. 2162 - 2167
[2] Patent: US2009/54649, 2009, A1. Location in patent: Page/Page column 34-35
[3] Chemistry - A European Journal, 2015, vol. 21, # 48, p. 17379 - 17390
[4] Journal of Organic Chemistry, 2015, vol. 80, # 4, p. 2392 - 2396
[5] European Journal of Organic Chemistry, 2013, # 29, p. 6619 - 6628

9H-Carbazole, 3,6-diiodo-(57103-02-3)Related Product Information

• 9-Phenyl-9H,9'H-[3,3']bicarbazolyl
• 3,6-BIS(TERT-BUTYL)CARBAZOLE
• 3-Bromo-9H-carbazole
• 3,6-DIPHENYL-9H-CARBAZOLE