| Identification | Back Directory | [Name]
3,6-DIPHENYL-9H-CARBAZOLE
| [CAS]
56525-79-2 | [Synonyms]
3,6-Diphenylcarbazole
,6-Diphenyl-9H-carbazole
3,6-Diphenylcarbazole>
3,6-Biphenyl-9H-carbazole
3,6-DIPHENYL-9H-CARBAZOLE
9H-Carbazole,3,6-diphenyl- | [Molecular Formula]
C24H17N | [MDL Number]
MFCD00222619 | [MOL File]
56525-79-2.mol | [Molecular Weight]
319.398 |
| Chemical Properties | Back Directory | [Melting point ]
186℃ | [Boiling point ]
575℃ | [density ]
1.198 | [Fp ]
256℃ | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
powder to crystal | [pka]
16.82±0.30(Predicted) | [color ]
White to Almost white | [InChI]
InChI=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 | [InChIKey]
PCMKGEAHIZDRFL-UHFFFAOYSA-N | [SMILES]
N1C2=C(C=C(C3=CC=CC=C3)C=C2)C2=C1C=CC(C1=CC=CC=C1)=C2 | [CAS DataBase Reference]
56525-79-2 |
| Hazard Information | Back Directory | [Description]
3,6-Diphenyl-9H-carbazole, also known as 3,6-Diphenylcarbazole (DPhCz), is another electron-donating 9H-carbazole derivative that has an extended π-π conjugation from the carbazole fusion ring to the phenyl group attached to the 3,-6 position. The degree of electron donating strength is in the order of carbazole 3,6-dimethylcarbazole 3,6-diphenylcarbazole, resulting in the relatively red-shift of emissions of 3,6-dimethylcarbazole and 3,6-diphenylcarbazole while comparing non-substituted carbazoles. | [Synthesis]
Under nitrogen protection, 3,6-dibromocarbazole (5 g, 15.4 mmol), phenylboronic acid (4.1 g, 33.9 mmol), palladium triphenylphosphine (0.7 g, 0.6 mmol) and toluene (45 ml) were sequentially added to a dry reaction flask. Subsequently, 2M aqueous sodium carbonate solution (45 ml) was slowly added. The reaction mixture was stirred at 80°C for 8 hours. After completion of the reaction, the organic phase was separated and concentrated under reduced pressure using a rotary evaporator. Finally, the concentrated residue was purified by silica gel column chromatography to afford the target product 3,6-diphenylcarbazole (3.6 g, 74% yield). | [References]
[1] Patent: KR2015/6758, 2015, A. Location in patent: Paragraph 0362-0364
[2] Patent: EP2818468, 2014, A2. Location in patent: Paragraph 0102; 0103
[3] Patent: WO2010/46259, 2010, A1. Location in patent: Page/Page column 55
[4] Patent: TWI554499, 2016, B. Location in patent: Page/Page column 89
[5] Patent: TW2016/38086, 2016, A. Location in patent: Page/Page column 41; 42 |
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