3-(9H-Carbazol-9-yl)phenylboronic acid Chemical Properties

Boiling point:

472.6±51.0 °C(Predicted)

Density 

1.20

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

Powder

pka

8.30±0.10(Predicted)

color 

Off-white

InChI

InChI=1S/C18H14BNO2/c21-19(22)13-6-5-7-14(12-13)20-17-10-3-1-8-15(17)16-9-2-4-11-18(16)20/h1-12,21-22H

InChIKey

IDQUIFLAFFZYEX-UHFFFAOYSA-N

SMILES

B(C1=CC=CC(N2C3=C(C=CC=C3)C3=C2C=CC=C3)=C1)(O)O

Safety Information

HS Code 

2933998090

3-(9H-Carbazol-9-yl)phenylboronic acid Usage And Synthesis

Chemical Properties

off-white solid

Uses

suzuki reaction

Synthesis

General procedure for the synthesis of 3-(9H-carbazol-9-yl)phenylboronic acid from 9-(3-bromophenyl)-9H-carbazole and trimethyl borate: (2) Dissolve 4.00 g of 9-(3-bromophenyl)-9H-carbazole in dry 50 mL of THF, and cool to -78 °C. 6mL (2.4M) of n-butyllithium solution was slowly added and reacted for 1 hour. Subsequently, 1.8 mL of trimethyl borate was added and the reaction continued for 2 hours. The reaction mixture was warmed to room temperature and stirred overnight. After cooling to 0°C, 40 mL of 2.0 M HCl was added for hydrolysis. The reaction mixture was extracted with dichloromethane and the solvent was evaporated to give 2.96 g of 3-(9H-carbazol-9-yl)phenylboronic acid in 83% yield.

References

[1] Patent: CN103588770, 2016, B. Location in patent: Paragraph 0047
[2] Patent: CN107686484, 2018, A. Location in patent: Paragraph 0129-0132
[3] Patent: WO2013/12298, 2013, A1. Location in patent: Paragraph 103-104

3-(9H-Carbazol-9-yl)phenylboronic acid(864377-33-3)Related Product Information

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• (9-(4-BROMOPHENYL))-9H-CARBAZOLE