| Identification | More | [Name]
3-Bromo-9-phenylcarbazole | [CAS]
1153-85-1 | [Synonyms]
3-Bromo-9-phenylcarbazole | [EINECS(EC#)]
805-770-9 | [Molecular Formula]
C18H12BrN | [MDL Number]
MFCD11977305 | [Molecular Weight]
322.2 | [MOL File]
1153-85-1.mol |
| Chemical Properties | Back Directory | [Melting point ]
98 ºC | [Boiling point ]
461.7±27.0 °C(Predicted) | [density ]
1.39 | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
Solid | [color ]
White to Almost white | [Water Solubility ]
Slightly soluble in water. | [λmax]
352nm(CH3CN)(lit.) | [InChI]
InChI=1S/C18H12BrN/c19-13-10-11-18-16(12-13)15-8-4-5-9-17(15)20(18)14-6-2-1-3-7-14/h1-12H | [InChIKey]
KUBSCXXKQGDPPD-UHFFFAOYSA-N | [SMILES]
N1(C2=CC=CC=C2)C2=C(C=CC=C2)C2=C1C=CC(Br)=C2 | [CAS DataBase Reference]
1153-85-1(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Description]
3-Bromo-9-phenylcarbazole is a chemical compound used as an intermediate in synthesizing organic compounds. It has applications in material science, such as in developing organic semiconductors and optoelectronic devices. It is used in the manufacturing of OLED materials. Also used as an intermediate for pharmaceuticals. This product should be handled with care due to its potential health hazards, including eye and skin irritation. Proper safety equipment, such as gloves and goggles, should be worn when handling this compound. Storage guidelines include keeping it in a cool, dry place away from sources of heat or ignition. | [Chemical Properties]
off-white powder | [Uses]
Used in manufacturing of OLED materials. Also used as intermediate for pharmaceutical. | [Synthesis]
The general procedure for the synthesis of 3-bromo-N-phenylcarbazole using 3-bromocarbazole and iodobenzene as starting materials was as follows: in a dry reaction flask, 3-bromo-9H-carbazole, iodobenzene, 0.03 equiv. of tris(dibenzylideneacetone)di-palladium(0) (Pd2(dba)3), 0.06 equiv. of tributylphosphine, and toluene (0.1 M) were added in sequence. The reaction mixture was stirred at room temperature for about 12 hours. Upon completion of the reaction, the mixture was cooled to ambient temperature, extracted with dichloromethane and the organic phase was washed with distilled water. The organic phase was collected and dried over anhydrous magnesium sulfate (MgSO4) and subsequently concentrated under reduced pressure. The residue was purified by column chromatography to afford the target product 3-bromo-9-phenyl-9H-carbazole in 87.22% yield. The exact mass of the compound was measured as 321 by high resolution mass spectrometry (HRMS) analysis and the molecular formula was confirmed as C18H12BrN. | [References]
[1] Patent: US2017/162796, 2017, A1. Location in patent: Paragraph 0126; 0127
[2] Patent: KR2015/58973, 2015, A. Location in patent: Paragraph 0106; 0107; 0108
[3] Patent: KR2016/51654, 2016, A. Location in patent: Paragraph 0244-0246
[4] Patent: KR2015/102733, 2015, A. Location in patent: Paragraph 0151-0155
[5] Patent: KR2015/112880, 2015, A. Location in patent: Paragraph 0119; 0120; 0121; 0122; 0123 |
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