3,6-Diphenyl-9H-carbazole CAS#: 56525-79-2

IdentificationPhysical DataSpectra
Route of Synthesis (ROS)Safety and HazardsOther Data

Identification

Product Name3,6-Diphenyl-9H-carbazole
IUPAC Name3,6-diphenyl-9H-carbazole  
Molecular Structurestructure of 3,6-Diphenyl-9H-carbazole CAS 56525-79-2
CAS Registry Number 56525-79-2
MDL NumberMFCD00222619
Synonyms3,6-Diphenyl-9H-carbazole
56525-79-2
3,6-diphenylcarbazole
9H-Carbazole, 3,6-diphenyl-
MFCD00222619
6654-68-8
3,6-diphenyl carbazole
3,6-Biphenyl-9H-carbazole
Oprea1_545753
Oprea1_815242
3,6-di-phenyl-9h-carbazole
SCHEMBL149685
3,6-Diphenylcarbazole, 99%
YSZC1788
AMY8728
DTXSID80985149
STK927806
AKOS002336524
OL10012
SB66927
AC-28755
AS-10598
SY036866
CS-0080917
D4433
FT-0733900
A831073
Molecular FormulaC24H17N
Molecular Weight319.4
InChIInChI=1S/C24H17N/c1-3-7-17(8-4-1)19-11-13-23-21(15-19)22-16-20(12-14-24(22)25-23)18-9-5-2-6-10-18/h1-16,25H 
InChI KeyPCMKGEAHIZDRFL-UHFFFAOYSA-N  
Canonical SMILESC1=CC=C(C=C1)C2=CC3=C(C=C2)NC4=C3C=C(C=C4)C5=CC=CC=C5 
Patent Information
Patent IDTitlePublication Date
CN114656396Organic compound and application thereof, and organic electroluminescent device containing organic compound2022
KR2021/75622Novel compound and organic light emitting device comprising the same2021
KR2021/75621Novel compound and organic light emitting device comprising the same2021
KR2021/75620Novel compound and organic light emitting device comprising the same2021
CN112876406Deuterated carbazole compound, preparation method thereof, photoelectric material and medicine2021
CN113620811Halogenation method of aromatic compound2021

Physical Data

AppearanceOff-white solid
Melting Point, °C Solvent (Melting Point)
177.1
186hexane, ethyl acetate
186

Spectra

Description (NMR Spectroscopy)Nucleus (NMR Spectroscopy)Solvents (NMR Spectroscopy)Temperature (NMR Spectroscopy), °C Frequency (NMR Spectroscopy), MHz
Chemical shifts1Hchloroform-d1400
Chemical shifts1Hchloroform-d1400
Chemical shifts13Cchloroform-d1
Chemical shifts, Spectrum1Hchloroform-d1600
Chemical shifts, Spectrum13Cchloroform-d1151
Chemical shifts, Spectrum1H
Chemical shifts, Spectrum1H
400
Description (IR Spectroscopy)Solvent (IR Spectroscopy)
BandsKBr
Description (UV/VIS Spectroscopy)Solvent (UV/VIS Spectroscopy)Absorption Maxima (UV/VIS), nm
Spectrum
N,N-dimethyl-formamide
Spectrumtoluene
Spectrumtetrahydrofuran256, 294

Route of Synthesis (ROS)

Route of Synthesis (ROS) of 3,6-Diphenyl-9H-carbazole CAS 56525-79-2

ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 90℃;86%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane at 90℃; for 24h; Inert atmosphere;86%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 80℃; for 20h; Inert atmosphere;83%
Experimental Procedure
Add 3,6-dibromocarbazole (9.75g, 30.00mmol, 1.0 equivalent) to a dry three-necked flask with a magnetic stirring rotor and condenser.Phenylboronic acid (8.78g, 72.00mmol, 2.4 equivalents),Tetrakis(triphenylphosphine)palladium (347mg, 0.3mmol, 10mol%),Potassium carbonate (20.73g, 150.00mmol, 3 equivalents),Then pump nitrogen three times,Add toluene/ethanol/water (30mL/30mL/10mL) under nitrogen protection.The mixture was stirred and reacted in an oil bath at 80°C for 20 hours.TLC monitors until the reaction of the raw materials is complete, and cool to room temperature.A small amount of water was added and extracted twice with dichloromethane.The organic phases were combined, dried over anhydrous sodium sulfate, and filtered.The solvent was distilled off under reduced pressure.The obtained crude product is separated and purified by silica gel chromatography column, eluent: petroleum ether/ethyl acetate=20:1-5:1,The intermediate 3,6-diphenylcarbazole was obtained, 7.95 g of light brown solid, and the yield was 83%.

Safety and Hazards

Pictogram(s)exclamation-mark
SignalWarning
GHS Hazard StatementsH302 (33.33%): Harmful if swallowed [Warning Acute toxicity, oral]
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
H317 (33.33%): May cause an allergic skin reaction [Warning Sensitization, Skin]
H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
H335 (33.33%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statement CodesP261, P264, P264+P265, P270, P271, P272, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P333+P313, P337+P317, P362+P364, P403+P233, P405, and P501
(The corresponding statement to each P-code can be found at the GHS Classification page.)

Other Data

TransportationUnder room temperature away from light
Under room temperature away from light
HS Code
StorageUnder room temperature away from light
Shelf Life1 year
Market Price
Druglikeness
Lipinski rules component
Molecular Weight319.406
logP7.411
HBA1
HBD1
Matching Lipinski Rules3
Veber rules component
Polar Surface Area (PSA)15.79
Rotatable Bond (RotB)2
Matching Veber Rules2
Use Pattern
3,6-Diphenyl-9H-carbazole CAS#: 56525-79-2 can be used as a luminescent layer material in organic light-emitting diodes (OLEDs).

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