| Identification | Back Directory | [Name]
3,6-Dibromo-9-(4-bromo-phenyl)-9H-carbazole | [CAS]
73087-83-9 | [Synonyms]
3,6-Dibromo-9-(4-bromophenyl)carbazole
3,6-Dibromo-9-(4-bromophenyl)carbazole>
9-(4-Bromophenyl)-3,6-dibromo-9H-carbazole
3,6-Dibromo-9-(4-bromo-phenyl)-9H-carbazole
9H-Carbazole, 3,6-dibromo-9-(4-bromophenyl)-
9H-Carbazole, 3,6-dibroMo-9-(4-broMophenyl)-
3,6-DibroMo-9-(4-broMophenyl)carbazole | [EINECS(EC#)]
200-258-5 | [Molecular Formula]
C18H10Br3N | [MDL Number]
MFCD12024284 | [MOL File]
73087-83-9.mol | [Molecular Weight]
479.991 |
| Chemical Properties | Back Directory | [Melting point ]
207.0 to 211.0 °C | [Boiling point ]
538.2±50.0 °C(Predicted) | [density ]
1.86±0.1 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
powder to crystal | [color ]
White to Almost white | [λmax]
304nm(CHCl3)(lit.) | [InChIKey]
NRTDFHUSNYJENJ-UHFFFAOYSA-N | [CAS DataBase Reference]
73087-83-9 |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 3,6-dibromo-9-(4-bromophenyl)-9H-carbazole from 9-(4-bromophenyl)carbazole:
1. 9-(4-bromophenyl)-9H-carbazole (0.1 g, 0.31 mmol, 1 eq.) was dissolved in DMF to prepare a solution.
2. A DMF solution (3.5 mL) of N-bromosuccinimide (0.12 g, 0.69 mmol, 2.2 eq.) was slowly added dropwise to the above solution under stirring.
3. The reaction mixture was stirred continuously for 3 hours at room temperature.
4. Upon completion of the reaction, water was added to the mixture and a white precipitate was precipitated.
5. The precipitate was purified by hexane recrystallization to give a white solid product (0.082 g, 55% yield).
Product characterization data:
1H NMR (CDCl3, 400 MHz) δ 7.20 (d, 2H, J = 8.5 Hz), 7.37 (d, 2H, J = 8.6 Hz), 7.50 (dd, 2H, J = 1.9, 8.7 Hz), 7.73 (d, 2H, J = 8.5 Hz).
13C NMR (100 MHz, CDCl3) δ 139.8, 136.0, 133.5, 129.7, 128.7, 124.2, 123.5, 121.9, 113.5, 111.4.
HRMS (TOF MS ES+): calculated value C18H10Br3N [M]+ 478.8338, measured value 478.8349. | [References]
[1] Organic and Biomolecular Chemistry, 2016, vol. 14, # 10, p. 2961 - 2968
[2] Patent: CN103360416, 2016, B. Location in patent: Paragraph 0039; 0040
[3] Journal of Materials Chemistry, 2010, vol. 20, # 37, p. 8126 - 8133
[4] Synlett, 2006, # 17, p. 2841 - 2845
[5] Dyes and Pigments, 2013, vol. 96, # 3, p. 705 - 713 |
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