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4,5-Epiminophenanthrene
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Name

4,5-Epiminophenanthrene

 EINECS 205-906-1
CAS No. 203-65-6 Density 1.363 g/cm3
PSA 15.79000 LogP 3.91210
Solubility N/A Melting Point 173-174 °C(Solv: Do not display any solvent name:::mixture (No Ma-tc-h))
Formula C14H9N Boiling Point 391.2 °C at 760 mmHg
Molecular Weight 191.232 Flash Point 177.5 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 203-65-6 (4,5-Epiminophenanthrene) Hazard Symbols N/A
Synonyms

4,5-Iminophenanthrene;Phenanthrene, 4,5-imino-;4H-Benzo[def]carbazole;

Article Data 9

4,5-Epiminophenanthrene Synthetic route

5691-00-9

8,9-dihydro-4H-benzocarbazole

203-65-6

cyclopentaphenanthrene

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium nitrite In toluene at 110℃; for 6h;91%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium nitrite In toluene at 110℃; for 6h;91%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium nitrite In toluene at 110℃; for 6h;91%
With oxygen; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium nitrite In toluene at 20 - 110℃; for 6h;90%
With oxygen; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium nitrite In toluene at 110℃; for 6h;90%
17423-48-2

4-phenanthrenamine

A

85-01-8

phenanthrene

B

203-65-6

cyclopentaphenanthrene

Conditions
ConditionsYield
With calcium oxide at 560℃; for 0.666667h;A 12%
B 60%
17423-48-2

4-phenanthrenamine

203-65-6

cyclopentaphenanthrene

Conditions
ConditionsYield
With calcium oxide at 400℃; im Stickstoff-Strom;
776-35-2

9,10-dihydrophenanthrene

203-65-6

cyclopentaphenanthrene

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: N-Bromosuccinimide; toluene-4-sulfonic acid / acetonitrile / 12 h / 50 °C
2: nitric acid; sulfuric acid / dichloromethane
3: triphenylphosphine / 1,2-dichloro-benzene / 3 h / 180 °C
4: palladium 10% on activated carbon; hydrazine / ethanol / 24 h / 20 - 50 °C
5: 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium nitrite; oxygen / toluene / 6 h / 20 - 110 °C
View Scheme
Multi-step reaction with 5 steps
1: N-Bromosuccinimide; toluene-4-sulfonic acid / acetonitrile / 12 h / 50 °C
2: sulfuric acid; nitric acid / dichloromethane / 6 h / 20 - 30 °C
3: triphenylphosphine / 1,2-dichloro-benzene / 3 h / 180 °C
4: palladium 10% on activated carbon; hydrazine / ethanol / 24 h / 50 °C
5: 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium nitrite / toluene / 6 h / 110 °C
View Scheme
Multi-step reaction with 5 steps
1: toluene-4-sulfonic acid; N-Bromosuccinimide / acetonitrile / 12 h / 50 °C
2: sulfuric acid; nitric acid / dichloromethane / 6 h / 30 °C
3: triphenylphosphine / 1,2-dichloro-benzene / 3 h / 180 °C
4: palladium 10% on activated carbon; hydrazine / ethanol / 24 h / 50 °C
5: 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium nitrite / toluene / 6 h / 110 °C
View Scheme
Multi-step reaction with 5 steps
1: N-Bromosuccinimide; toluene-4-sulfonic acid / acetonitrile / 12 h / 50 °C
2: nitric acid; sulfuric acid / dichloromethane / 6 h / 30 °C
3: triphenylphosphine / 1,2-dichloro-benzene / 3 h / 180 °C
4: palladium on activated charcoal; hydrazine / ethanol / 24 h / 50 °C
5: 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium nitrite; oxygen / toluene / 6 h / 110 °C
View Scheme
Multi-step reaction with 5 steps
1: N-Bromosuccinimide; toluene-4-sulfonic acid / acetonitrile / 12 h / 50 °C
2: nitric acid; sulfuric acid / dichloromethane / 6 h / 30 °C
3: triphenylphosphine / 1,2-dichloro-benzene / 3 h / 180 °C
4: palladium 10% on activated carbon; hydrazine / ethanol / 24 h / 50 °C
5: sodium nitrite; 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 6 h / 110 °C
View Scheme
61650-86-0

C14H9Br2N

203-65-6

cyclopentaphenanthrene

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: nitric acid; sulfuric acid / dichloromethane
2: triphenylphosphine / 1,2-dichloro-benzene / 3 h / 180 °C
3: palladium 10% on activated carbon; hydrazine / ethanol / 24 h / 20 - 50 °C
4: 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium nitrite; oxygen / toluene / 6 h / 20 - 110 °C
View Scheme
Multi-step reaction with 4 steps
1: sulfuric acid; nitric acid / dichloromethane / 6 h / 20 - 30 °C
2: triphenylphosphine / 1,2-dichloro-benzene / 3 h / 180 °C
3: palladium 10% on activated carbon; hydrazine / ethanol / 24 h / 50 °C
4: 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium nitrite / toluene / 6 h / 110 °C
View Scheme
Multi-step reaction with 4 steps
1: sulfuric acid; nitric acid / dichloromethane / 6 h / 30 °C
2: triphenylphosphine / 1,2-dichloro-benzene / 3 h / 180 °C
3: palladium 10% on activated carbon; hydrazine / ethanol / 24 h / 50 °C
4: 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium nitrite / toluene / 6 h / 110 °C
View Scheme
Multi-step reaction with 4 steps
1: nitric acid; sulfuric acid / dichloromethane / 6 h / 30 °C
2: triphenylphosphine / 1,2-dichloro-benzene / 3 h / 180 °C
3: palladium on activated charcoal; hydrazine / ethanol / 24 h / 50 °C
4: 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium nitrite; oxygen / toluene / 6 h / 110 °C
View Scheme
Multi-step reaction with 4 steps
1: nitric acid; sulfuric acid / dichloromethane / 6 h / 30 °C
2: triphenylphosphine / 1,2-dichloro-benzene / 3 h / 180 °C
3: palladium 10% on activated carbon; hydrazine / ethanol / 24 h / 50 °C
4: sodium nitrite; 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 6 h / 110 °C
View Scheme
1256095-16-5

2,7-dibromo-4-nitro-9,10-dihydro-phenanthrene

203-65-6

cyclopentaphenanthrene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: triphenylphosphine / 1,2-dichloro-benzene / 3 h / 180 °C
2: palladium 10% on activated carbon; hydrazine / ethanol / 24 h / 20 - 50 °C
3: 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium nitrite; oxygen / toluene / 6 h / 20 - 110 °C
View Scheme
Multi-step reaction with 3 steps
1: triphenylphosphine / 1,2-dichloro-benzene / 3 h / 180 °C
2: palladium 10% on activated carbon; hydrazine / ethanol / 24 h / 50 °C
3: 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium nitrite / toluene / 6 h / 110 °C
View Scheme
Multi-step reaction with 3 steps
1: triphenylphosphine / 1,2-dichloro-benzene / 3 h / 180 °C
2: palladium on activated charcoal; hydrazine / ethanol / 24 h / 50 °C
3: 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium nitrite; oxygen / toluene / 6 h / 110 °C
View Scheme
Multi-step reaction with 3 steps
1: triphenylphosphine / 1,2-dichloro-benzene / 3 h / 180 °C
2: palladium 10% on activated carbon; hydrazine / ethanol / 24 h / 50 °C
3: sodium nitrite; 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 6 h / 110 °C
View Scheme
1256095-17-6

4,8-dibromo-2,6-dihydro-1H-benzo[def]carbazole

203-65-6

cyclopentaphenanthrene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: palladium 10% on activated carbon; hydrazine / ethanol / 24 h / 20 - 50 °C
2: 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium nitrite; oxygen / toluene / 6 h / 20 - 110 °C
View Scheme
Multi-step reaction with 2 steps
1: palladium 10% on activated carbon; hydrazine / ethanol / 24 h / 50 °C
2: 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium nitrite / toluene / 6 h / 110 °C
View Scheme
Multi-step reaction with 2 steps
1: palladium 10% on activated carbon; hydrazine / ethanol / 24 h / 50 °C
2: sodium nitrite; 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 6 h / 110 °C
View Scheme
591-18-4

1-Bromo-3-iodobenzene

203-65-6

cyclopentaphenanthrene

C20H12BrN

Conditions
ConditionsYield
With copper(l) iodide; 18-crown-6 ether; potassium carbonate In N,N-dimethyl-formamide at 140℃; for 12h;91%
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene for 12h; Reflux;80%
29874-83-7

2-chloro-4-phenylquinazoline

203-65-6

cyclopentaphenanthrene

C28H17N3

Conditions
ConditionsYield
With copper; potassium carbonate In nitrobenzene at 200℃; for 12h; Inert atmosphere;84%
591-50-4

iodobenzene

203-65-6

cyclopentaphenanthrene

C20H13N

Conditions
ConditionsYield
With copper; potassium carbonate In nitrobenzene at 200℃; for 12h; Inert atmosphere;84%

4,5-Epiminophenanthrene Specification

The CAS register number of 4H-Benzo[def]carbazole is 203-65-6. It also can be called as 4,5-Iminophenanthrene and the systematic name about this chemical is 4H-benzo[def]carbazole. The molecular formula about this chemical is C14H9N and the molecular weight is 191.22796.

Physical properties about 4H-Benzo[def]carbazole are: (1)ACD/LogP: 4.21; (2)ACD/LogD (pH 5.5): 4.21; (3)ACD/LogD (pH 7.4): 4.21; (4)ACD/BCF (pH 5.5): 934.47; (5)ACD/BCF (pH 7.4): 934.47; (6)ACD/KOC (pH 5.5): 4655.11; (7)ACD/KOC (pH 7.4): 4655.12; (8)#H bond acceptors: 1; (9)#H bond donors: 1; (10)Polar Surface Area: 4.93Å2; (11)Index of Refraction: 1.932; (12)Molar Refractivity: 66.89 cm3; (13)Molar Volume: 140.3 cm3; (14)Polarizability: 26.52x10-24cm3; (15)Surface Tension: 72.4 dyne/cm; (16)Flash Point: 177.5 °C; (17)Enthalpy of Vaporization: 61.58 kJ/mol; (18)Boiling Point: 391.2 °C at 760 mmHg; (19)Vapour Pressure: 5.64E-06 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: c23ccc1cccc4c1c2c(ccc3)n4
(2)InChI: InChI=1/C14H9N/c1-3-9-7-8-10-4-2-6-12-14(10)13(9)11(5-1)15-12/h1-8,15H
(3)InChIKey: VQOUCGZKKPJLGH-UHFFFAOYAN
(4)Std. InChI: InChI=1S/C14H9N/c1-3-9-7-8-10-4-2-6-12-14(10)13(9)11(5-1)15-12/h1-8,15H
(5)Std. InChIKey: VQOUCGZKKPJLGH-UHFFFAOYSA-N

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