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| CAS No.: | 502161-03-7 |
|---|---|
| Name: | 3-Iodo-N-phenylcarbazole |
| Molecular Structure: | |
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| Formula: | C18H12IN |
| Molecular Weight: | 369.204 |
| Synonyms: | 3-Iodo-N-phenylcarbazole;N-Phenyl-3-iodocarbazole; |
| EINECS: | 808-151-1 |
| Density: | 1.56 g/cm3 |
| Melting Point: | 103.0 to 107.0 °C |
| Boiling Point: | 480.6 °C at 760 mmHg |
| Flash Point: | 244.5 °C |
| PSA: | 4.93000 |
| LogP: | 5.38830 |
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- 1150-62-5
N-phenylcarbazole
- 502161-03-7
3-iodo-9-phenyl-9H-carbazole
| Conditions | Yield |
|---|---|
| With iodine; acetic acid; periodic acid In water at 80℃; for 2h; | 87% |
| With iodine; acetic acid; periodic acid In water at 80℃; for 2h; | 87% |
| With iodine; acetic acid; periodic acid at 80℃; for 2h; Inert atmosphere; | 87% |
| Conditions | Yield |
|---|---|
| Stage #1: 3-iodocarbazole With sodium hydride In N,N-dimethyl-formamide at 80℃; for 1h; Stage #2: bromobenzene In N,N-dimethyl-formamide | 65.1% |
- 1150-62-5
N-phenylcarbazole
A
- 57103-21-6
3,6-diiodo-9-phenyl-9H-carbazole
B
- 502161-03-7
3-iodo-9-phenyl-9H-carbazole
| Conditions | Yield |
|---|---|
| With potassium iodate; potassium iodide In acetic acid at 55℃; for 5h; | A 7.3 % Chromat. B 81.2 % Chromat. |
| With potassium iodate; sulfuric acid; potassium iodide In ethanol at 55℃; for 5h; | A 99.2 % Chromat. B 0.8 % Chromat. |
| With trifluorormethanesulfonic acid; [bis(pyridine)iodine]+ tetrafluoroborate In dichloromethane at 25℃; Product distribution; |
- 86-74-8
9H-carbazole
- 502161-03-7
3-iodo-9-phenyl-9H-carbazole
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: potassium carbonate; copper(l) iodide / N,N-dimethyl-formamide / 24 h / 140 °C 2: iodine; sulfuric acid / water; methanol / 20 h View Scheme | |
| Multi-step reaction with 2 steps 1: potassium carbonate; copper(l) iodide / N,N-dimethyl-formamide / 24 h / 140 °C 2: iodine; sulfuric acid / methanol; water / 20 h / 5 °C / Cooling View Scheme | |
| Multi-step reaction with 2 steps 1: potassium carbonate; copper dichloride / dimethyl sulfoxide / 24 h / 160 °C 2: acetic acid; iodine; periodic acid / 2 h / 80 °C View Scheme | |
| Multi-step reaction with 2 steps 1.1: potassium iodide; acetic acid / 110 °C 1.2: 0.17 h / 100 °C 2.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 80 °C View Scheme | |
| Multi-step reaction with 2 steps 1: 18-crown-6 ether; potassium carbonate; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; copper(l) iodide / 8 h / 170 °C 2: periodic acid; acetic acid; iodine / 2 h / 80 °C / Inert atmosphere View Scheme |
- 108-86-1
bromobenzene
- 502161-03-7
3-iodo-9-phenyl-9H-carbazole
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: potassium carbonate; copper(l) iodide / N,N-dimethyl-formamide / 24 h / 140 °C 2: iodine; sulfuric acid / water; methanol / 20 h View Scheme | |
| Multi-step reaction with 2 steps 1: potassium carbonate; copper(l) iodide / N,N-dimethyl-formamide / 24 h / 140 °C 2: iodine; sulfuric acid / methanol; water / 20 h / 5 °C / Cooling View Scheme | |
| Multi-step reaction with 2 steps 1: potassium carbonate; copper dichloride / dimethyl sulfoxide / 24 h / 160 °C 2: acetic acid; iodine; periodic acid / 2 h / 80 °C View Scheme |
- 591-50-4
iodobenzene
- 502161-03-7
3-iodo-9-phenyl-9H-carbazole
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 18-crown-6 ether; potassium carbonate; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; copper(l) iodide / 8 h / 170 °C 2: periodic acid; acetic acid; iodine / 2 h / 80 °C / Inert atmosphere View Scheme |
| Conditions | Yield |
|---|---|
| With copper(l) iodide; potassium carbonate In N,N-dimethyl-formamide at 80℃; for 24h; |
| Conditions | Yield |
|---|---|
| With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; | 99% |
| With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; | 99% |
| With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In tetrahydrofuran at 20℃; for 2h; Sonogashira Cross-Coupling; Inert atmosphere; | 99% |
| With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In tetrahydrofuran at 20℃; for 5h; | 82% |
| With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In tetrahydrofuran at 20℃; for 5h; | 82% |
- 502161-03-7
3-iodo-9-phenyl-9H-carbazole
| Conditions | Yield |
|---|---|
| In 1,4-dioxane at 130℃; for 16h; Inert atmosphere; Glovebox; Sealed tube; | 96% |
- 62-53-3
aniline
- 502161-03-7
3-iodo-9-phenyl-9H-carbazole
- 894791-43-6
(N-phenyl)-N-(9-phenyl-9H-carbazole-3-yl)amine
| Conditions | Yield |
|---|---|
| With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene for 1.5h; Reflux; | 94% |
| With tris-(dibenzylideneacetone)dipalladium(0); PtBu3; potassium tert-butylate In toluene at 85℃; for 4h; | 79% |
| With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 90℃; for 3h; | 70% |
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Specification
The 3-Iodo-9-phenylcarbazole, with the CAS registry number 502161-03-7, is also known as 9H-Carbazole, 3-iodo-9-phenyl-. It belongs to the product category of API Intermediates. This chemical's molecular formula is C18H12IN and molecular weight is 369.19905. Its systematic name is called 3-iodo-9-phenyl-9H-carbazole.
Physical properties of 3-Iodo-9-phenylcarbazole: (1)ACD/LogP: 7.23; (2)# of Rule of 5 Violations: 1; (3)#H bond acceptors: 1; (4)#Freely Rotating Bonds: 1; (5)Index of Refraction: 1.704; (6)Molar Refractivity: 91.91 cm3; (7)Molar Volume: 236.7 cm3; (8)Surface Tension: 49.2 dyne/cm; (9)Density: 1.55 g/cm3; (10)Flash Point: 244.5 °C; (11)Enthalpy of Vaporization: 74.51 kJ/mol; (12)Boiling Point: 480.6 °C at 760 mmHg; (13)Vapour Pressure: 2.14E-09 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)SMILES: Ic3cc2c1ccccc1n(c2cc3)c4ccccc4
(2)InChI: InChI=1/C18H12IN/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
(3)InChIKey: PJUAIXDOXUXBDR-UHFFFAOYAU