3,6-Dibromo-9-(4-bromo-phenyl)-9H-carbazole

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CAS:73087-83-9
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CAS:73087-83-9
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3,6-Dibromo-9-(4-bromo-phenyl)-9H-carbazole Basic information
Product Name:3,6-Dibromo-9-(4-bromo-phenyl)-9H-carbazole
Synonyms:3,6-Dibromo-9-(4-bromo-phenyl)-9H-carbazole;9H-Carbazole, 3,6-dibroMo-9-(4-broMophenyl)- 3,6-DibroMo-9-(4-broMophenyl)carbazole;9H-Carbazole, 3,6-dibromo-9-(4-bromophenyl)-;3,6-Dibromo-9-(4-bromophenyl)carbazole;9-(4-Bromophenyl)-3,6-dibromo-9H-carbazole;3,6-Dibromo-9-(4-bromophenyl)carbazole>;6-Dibromo-9-(4-bromophenyl)carbazole
CAS:73087-83-9
MF:C18H10Br3N
MW:479.99
EINECS:200-258-5
Product Categories:
Mol File:73087-83-9.mol
3,6-Dibromo-9-(4-bromo-phenyl)-9H-carbazole Structure
3,6-Dibromo-9-(4-bromo-phenyl)-9H-carbazole Chemical Properties
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
λmax304nm(CHCl3)(lit.)
InChIKeyNRTDFHUSNYJENJ-UHFFFAOYSA-N
CAS DataBase Reference73087-83-9
Safety Information
HS Code 2933.99.8290
MSDS Information
3,6-Dibromo-9-(4-bromo-phenyl)-9H-carbazole Usage And Synthesis
Synthesis
(9-(4-BROMOPHENYL))-9H-CARBAZOLE

57102-42-8

3,6-Dibromo-9-(4-bromo-phenyl)-9H-carbazole

73087-83-9

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
3,6-Dibromo-9-(4-bromo-phenyl)-9H-carbazole Preparation Products And Raw materials
Raw materials3,6-Dibromocarbazole-->(9-(4-BROMOPHENYL))-9H-CARBAZOLE-->1-Bromo-4-iodobenzene-->4-Bromofluorobenzene-->N,N-Dimethylformamide-->N-Bromosuccinimide
Preparation Products4-METHYLDIPHENYLMETHANE
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