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Basic Information
CAS No.: 1060735-14-9
Name: 9-Phenyl-9H,9'H-[3,3']bicarbazolyl
Molecular Structure:
Molecular Structure of 1060735-14-9 (9-Phenyl-9H,9'H-[3,3']bicarbazolyl)
Formula: C30H20N2
Molecular Weight: 408.502
Synonyms: .3-(9-phenyl-9H-carbazol-3-yl)-9H-carbazole;9-PHENYL-9H,9'H-[3,3']BICARBAZOLYL;.PCC;9-phenyl-9H,9'H-3,3'-bicarbazole;.9-phenyl-9H,9'H-[3,3']bicarbazolyl;.9-phenyl-3,3'-bi(9H-carbazol);.9-phenyl-3,3'-bi(9H-carbazole);
EINECS: 1312995-182-4
Density: 1.23±0.1 g/cm3(Predicted)
Boiling Point: 685.6±37.0 °C(Predicted)
PSA: 20.72000
LogP: 8.08520
Related products
Synthetic route
854952-58-2

N-phenyl-9H-carbazol-3-boronic acid

1592-95-6

3-bromo-9H-carbazole

1060735-14-9

9-phenyl-3,3'-bicarbazole

Conditions
ConditionsYield
Stage #1: N-phenyl-9H-carbazol-3-boronic acid; 3-bromo-9H-carbazole With potassium carbonate In ethanol; water; toluene for 0.5h; Inert atmosphere;
Stage #2: With tris-(dibenzylideneacetone)dipalladium(0); triphenylphosphine In ethanol; water; toluene for 2h; Reflux;		97%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene for 12h; Inert atmosphere; Reflux;90%
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate In 1,4-dioxane; water for 4h; Inert atmosphere; Reflux;86%
1153-85-1

3-bromo-9-phenyl-9H-carbazole

(9H-carbazol-3-yl)boronic acid

1060735-14-9

9-phenyl-3,3'-bicarbazole

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene for 12h; Reflux;90%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran at 65℃; for 18h;73%
1592-95-6

3-bromo-9H-carbazole

1126522-69-7

9-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-9H-carbazole

1060735-14-9

9-phenyl-3,3'-bicarbazole

Conditions
ConditionsYield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0) In water; toluene for 5h; Inert atmosphere; Reflux;87%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In 1,4-dioxane for 4h; Inert atmosphere; Reflux;80%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water at 80℃; for 24h; Inert atmosphere;77%
854952-58-2

N-phenyl-9H-carbazol-3-boronic acid

16807-13-9

3-iodocarbazole

1060735-14-9

9-phenyl-3,3'-bicarbazole

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; toluene at 80℃; for 7h; Inert atmosphere;84%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; toluene at 80℃; for 7h; Inert atmosphere;2.43 g
1153-85-1

3-bromo-9-phenyl-9H-carbazole

855738-89-5

3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole

1060735-14-9

9-phenyl-3,3'-bicarbazole

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); tetrabutylammomium bromide; sodium hydroxide In water; toluene at 80℃; for 12h; Inert atmosphere;75%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene for 12h; Reflux;61%
16807-13-9

3-iodocarbazole

1126522-69-7

9-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-9H-carbazole

1060735-14-9

9-phenyl-3,3'-bicarbazole

Conditions
ConditionsYield
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 85℃; for 48h; Inert atmosphere;74%
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 85℃; for 48h; Suzuki coupling; Inert atmosphere;74%
86-74-8

9H-carbazole

1060735-14-9

9-phenyl-3,3'-bicarbazole

Conditions
ConditionsYield
With N-Bromosuccinimide In methanol; (2S)-N-methyl-1-phenylpropan-2-amine hydrate; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; N,N-dimethyl-formamide
Multi-step reaction with 4 steps
1: potassium carbonate; 18-crown-6 ether; tri-tert-butyl phosphine / tris-(dibenzylideneacetone)dipalladium(0) / toluene; xylene / 18 h / Inert atmosphere; Reflux
2: N-Bromosuccinimide / N,N-dimethyl-formamide / 0 °C
3: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 6 h / 80 °C / Inert atmosphere
4: potassium phosphate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / tris-(dibenzylideneacetone)dipalladium(0) / toluene; water / 5 h / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 2 steps
1: N-Bromosuccinimide / N,N-dimethyl-formamide / 0 °C
2: potassium phosphate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / tris-(dibenzylideneacetone)dipalladium(0) / toluene; water / 5 h / Inert atmosphere; Reflux
View Scheme
108-86-1

bromobenzene

1060735-14-9

9-phenyl-3,3'-bicarbazole

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: potassium carbonate; 18-crown-6 ether; tri-tert-butyl phosphine / tris-(dibenzylideneacetone)dipalladium(0) / toluene; xylene / 18 h / Inert atmosphere; Reflux
2: N-Bromosuccinimide / N,N-dimethyl-formamide / 0 °C
3: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 6 h / 80 °C / Inert atmosphere
4: potassium phosphate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / tris-(dibenzylideneacetone)dipalladium(0) / toluene; water / 5 h / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 2 steps
1: potassium acetate; dibenzo-18-crown-6; copper / N,N-dimethyl-formamide / 4 h / 120 °C
2: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / tetrahydrofuran / 18 h / 65 °C
View Scheme
1153-85-1

3-bromo-9-phenyl-9H-carbazole

1060735-14-9

9-phenyl-3,3'-bicarbazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 6 h / 80 °C / Inert atmosphere
2: potassium phosphate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / tris-(dibenzylideneacetone)dipalladium(0) / toluene; water / 5 h / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 2 steps
1.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C
1.2: 8 h / 20 °C
2.1: potassium phosphate / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane / 48 h / 85 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C
1.2: 12 h / 20 °C
2.1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / toluene; ethanol / 5 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1.1: n-butyllithium / diethyl ether; hexane / 0.5 h / -78 °C
1.2: -78 - 20 °C
2.1: tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 80 - 90 °C / Alkaline conditions
View Scheme
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere
1.2: -78 °C / Inert atmosphere
1.3: 0.5 h / Inert atmosphere
2.1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / tetrahydrofuran; water / 8 h / Reflux; Inert atmosphere
View Scheme
1150-62-5

N-phenylcarbazole

1060735-14-9

9-phenyl-3,3'-bicarbazole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: N-Bromosuccinimide / N,N-dimethyl-formamide / 0 °C
2: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 6 h / 80 °C / Inert atmosphere
3: potassium phosphate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / tris-(dibenzylideneacetone)dipalladium(0) / toluene; water / 5 h / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 4 steps
1.1: sulfuric acid; potassium iodate; potassium iodide / ethanol / 2 h / 75 °C
2.1: n-butyllithium / toluene; diethyl ether; hexane / 1 h / -45 - -5 °C / Inert atmosphere
2.2: 2 h / -45 °C / Inert atmosphere
3.1: hydrogenchloride / water; toluene; diethyl ether; hexane / 20 °C / Inert atmosphere
4.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / water; toluene / 7 h / 80 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: N-Bromosuccinimide / N,N-dimethyl-formamide / 12 h / 20 °C
2: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / toluene; water / 12 h / Reflux
View Scheme
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