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| | 3,6-Diphenyl-9H-carbazole Basic information | | Uses |
| Product Name: | 3,6-Diphenyl-9H-carbazole | | Synonyms: | 3,6-DIPHENYL-9H-CARBAZOLE;3,6-Diphenylcarbazole;9H-Carbazole,3,6-diphenyl-;3,6-Biphenyl-9H-carbazole;,6-Diphenyl-9H-carbazole;3,6-Diphenylcarbazole>;EFFA;3,6-DIPHENYL-9H-CARBAZOLE 99% | | CAS: | 56525-79-2 | | MF: | C24H17N | | MW: | 319.4 | | EINECS: | | | Product Categories: | | | Mol File: | 56525-79-2.mol |  |
| | 3,6-Diphenyl-9H-carbazole Chemical Properties |
| Melting point | 186℃ | | Boiling point | 575℃ | | density | 1.198 | | Fp | 256℃ | | storage temp. | Sealed in dry,Room Temperature | | pka | 16.82±0.30(Predicted) | | form | powder to crystal | | 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 |
| | 3,6-Diphenyl-9H-carbazole Usage And Synthesis |
| Uses | Used as an intermediate in organic synthesis and materials. | | 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 |
| | 3,6-Diphenyl-9H-carbazole Preparation Products And Raw materials |
| Raw materials | 9H-Carbazole, 3,6-diiodo-9-[(4-methylphenyl)sulfonyl]--->9H-Carbazole, 3,6-diiodo--->Sodium tetraphenylboron-->3,6-Dibromocarbazole-->Tetrakis(triphenylphosphine)palladium-->(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-->Toluene-->Phenylboronic acid-->Carbazole-->Tri-tert-butylphosphine |
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