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785051-54-9

785051-54-9 Structure

785051-54-9 Structure
IdentificationBack Directory
[Name]

9-(4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole
[CAS]

785051-54-9
[Synonyms]

9-(4-(4
2-dioxaborolan-2-yl)phenyl)-9H-carbazole
4-(9-Carbazolyl)phenylboronic Acid Pinacol Ester
4-(9-Carbazolyl)benzeneboronic acid pinacol ester
9-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)
4-(9-Carbazolyl)benzeneboronicacidpinacolester,95%
9H-Carbazole-9-(4-phenyl) boronic acid pinacol ester
9-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbazole
9-(4-(4,4,5,5-Tetramethy-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole
9-(4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole
2-[4-(9H-Carbazol-9-yl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
9H-Carbazole, 9-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-
[Molecular Formula]

C24H24BNO2
[MDL Number]

MFCD16294549
[MOL File]

785051-54-9.mol
[Molecular Weight]

369.264
Chemical PropertiesBack Directory
[Melting point ]

165-173 °C
[Boiling point ]

468.5±37.0 °C(Predicted)
[density ]

1.11±0.1 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,2-8°C
[form ]

powder to crystal
[color ]

White to Light yellow
[Sensitive ]

Air Sensitive
[λmax]

324nm(EtOH)(lit.)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H312-H332
[Precautionary statements ]

P264-P270-P301+P312-P330-P501-P280-P302+P352-P312-P322-P363-P501-P261-P271-P304+P340-P312
[HS Code ]

2933998090
Hazard InformationBack Directory
[Uses]

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).
[Uses]

9-Carbazolylbenzeneboronic acid pinacol ester
[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.
[Synthesis]

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

57102-42-8

Bis(pinacolato)diboron

73183-34-3

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

785051-54-9

General procedure for the synthesis of 9-[4-(4-(4-bromophenyl)carbazole and pinacol ester of bis(boronic acid)]-9H-carbazole from 9-(4-bromophenyl)carbazole and pinacol ester of bis(boronic acid): 1 g of 9-(4-bromophenyl)carbazole (3.1 mmol), 0.79 g of pinacol ester of bis(boronic acid) (3.1 mmol), 30 mL 1,4-dioxane, 0.4 g of potassium acetate (4 mmol), and 0.13 g of [1,1'-bis(diphenylbenzene)-bis(diphenyloxy)-hexahydricyclic (1,1'-bis(diphenylbenzene))]-bis(bis(diphenylbenzene)) acid (4 mmol) , 30 mL of 1,4-dioxane, 0.4 g of potassium acetate (4 mmol), and 0.13 g of [1,1'-bis(diphenylphosphino)ferrocene]palladium dichloride dichloromethane complex (0.16 mmol), and the reaction was carried out for 48 hours at 85 °C. After completion of the reaction, it was cooled to room temperature and the reaction was quenched by the addition of 200 mL of aqueous 3M hydrochloric acid. The organic layer was separated and washed with water. After the solvent was removed by evaporation, 1 g of the target product was purified by column chromatography with dichloromethane: petroleum ether = 1:2 (v/v) as eluent to give 1 g of the target product in 87% yield.

[References]

[1] Chemical Communications, 2012, vol. 48, # 71, p. 8970 - 8972
[2] Patent: CN108191739, 2018, A. Location in patent: Paragraph 0087; 0088; 0089
[3] Patent: EP1820801, 2007, A1. Location in patent: Page/Page column 88
[4] Organic Electronics: physics, materials, applications, 2014, vol. 15, # 7, p. 1413 - 1421
[5] Patent: WO2012/37269, 2012, A1. Location in patent: Page/Page column 45-46
Spectrum DetailBack Directory
[Spectrum Detail]

9-(4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole(785051-54-9)1HNMR
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