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502161-03-7

Basic Information
CAS No.: 502161-03-7
Name: 9H-Carbazole,3-iodo-9-phenyl-
Article Data: 28
Cas Database
Molecular Structure:
Molecular Structure of 502161-03-7 (9H-Carbazole,3-iodo-9-phenyl-)
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
Solubility: N/A
Appearance: N/A
Hazard Symbols: N/A
Risk Codes: N/A
Safety:
Transport Information: N/A
PSA: 4.93000
LogP: 5.38830
Synthetic route
1150-62-5

N-phenylcarbazole

502161-03-7

3-iodo-9-phenyl-9H-carbazole

Conditions
ConditionsYield
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%
108-86-1

bromobenzene

16807-13-9

3-iodocarbazole

502161-03-7

3-iodo-9-phenyl-9H-carbazole

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
16807-13-9

3-iodocarbazole

591-50-4

iodobenzene

502161-03-7

3-iodo-9-phenyl-9H-carbazole

Conditions
ConditionsYield
With copper(l) iodide; potassium carbonate In N,N-dimethyl-formamide at 80℃; for 24h;
1066-54-2

trimethylsilylacetylene

502161-03-7

3-iodo-9-phenyl-9H-carbazole

C23H21NSi

Conditions
ConditionsYield
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%

[(1,10-phenanthroline)2Cu][n-C4F9CO2]

502161-03-7

3-iodo-9-phenyl-9H-carbazole

3-(perfluorobutyl)-9-phenyl-9H-carbazole

Conditions
ConditionsYield
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
ConditionsYield
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%
Raw Materials
1150-62-5
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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