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723622

Sigma-Aldrich

9H-Carbazole-9-(4-phenyl) boronic acid pinacol ester

95%

Synonym(s):

9-(4-(4,4,5,5-Tetramethy-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole

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About This Item

Empirical Formula (Hill Notation):
C24H24BNO2
Molecular Weight:
369.26
MDL number:
MFCD16294549
UNSPSC Code:
12352103
PubChem Substance ID:
329764022
NACRES:
NA.23

Quality Level

100

Assay

95%

form

solid

mp

165-173 °C

SMILES string

CC1(C)OB(OC1(C)C)c2ccc(cc2)-n3c4ccccc4c5ccccc35

InChI

1S/C24H24BNO2/c1-23(2)24(3,4)28-25(27-23)17-13-15-18(16-14-17)26-21-11-7-5-9-19(21)20-10-6-8-12-22(20)26/h5-16H,1-4H3

InChI key

AHDSYMVAUJZCOP-UHFFFAOYSA-N

General description

9H-Carbazole-9-(4-phenyl) boronic acid pinacol ester is a compound that is majorly used as an intermediate in electronic devices. Its molecular structure includes benzene rings, boronic acid pinacol ester and carbazole rings.

Application

9H-Carbazole-9-(4-phenyl) boronic acid pinacol can be used as a donor molecule in the formation of novel donor-π-acceptor dyes for electrochemical applications. It can also be used in the formation of organic light emitting diodes (OLEDs).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCR3421
MKCN5968
MKBR6089V
MKBJ4430V
MKBJ2077V

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Spectroscopic studies on 9H-carbazole-9-(4-phenyl) boronic acid pinacol ester by DFT method
Sas EB, et al.
Journal of Molecular Structure, 1118, 124-138 (2016)
Synthesis, photophysical and redox properties of the D-pi-A type pyrimidine dyes bearing the 9-phenyl-9H-carbazole moiety
Verbitskiy EV, et al.
Journal of Fluorescence, 25(3), 763-775 (2015)
New V-shaped 2, 4-di (hetero) arylpyrimidine push-pull systems: Synthesis, solvatochromism and sensitivity towards nitroaromatic compounds
Verbitskiy EV, et al.
Dyes and Pigments, 159(3), 35-44 (2018)
Theoretical and experimental study on spectra, electronic structure and photoelectric properties of three nature dyes used for solar cells
Ren P, et al.
Journal of Molecular Liquids, 247(3), 193-206 (2017)

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