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CAS No.: | 203-65-6 |
---|---|
Name: | 4,5-Epiminophenanthrene |
Article Data: | 9 |
Molecular Structure: | |
Formula: | C14H9N |
Molecular Weight: | 191.232 |
Synonyms: | 4,5-Iminophenanthrene;Phenanthrene, 4,5-imino-;4H-Benzo[def]carbazole; |
EINECS: | 205-906-1 |
Density: | 1.363 g/cm3 |
Melting Point: | 173-174 °C(Solv: Do not display any solvent name:::mixture (No Ma-tc-h)) |
Boiling Point: | 391.2 °C at 760 mmHg |
Flash Point: | 177.5 °C |
PSA: | 15.79000 |
LogP: | 3.91210 |
Conditions | Yield |
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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% |
Conditions | Yield |
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With calcium oxide at 560℃; for 0.666667h; | A 12% B 60% |
4-phenanthrenamine
cyclopentaphenanthrene
Conditions | Yield |
---|---|
With calcium oxide at 400℃; im Stickstoff-Strom; |
Conditions | Yield |
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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 |
C14H9Br2N
cyclopentaphenanthrene
Conditions | Yield |
---|---|
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 |
2,7-dibromo-4-nitro-9,10-dihydro-phenanthrene
cyclopentaphenanthrene
Conditions | Yield |
---|---|
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 |
4,8-dibromo-2,6-dihydro-1H-benzo[def]carbazole
cyclopentaphenanthrene
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With copper; potassium carbonate In nitrobenzene at 200℃; for 12h; Inert atmosphere; | 84% |
Conditions | Yield |
---|---|
With copper; potassium carbonate In nitrobenzene at 200℃; for 12h; Inert atmosphere; | 84% |
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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