4,5-Epiminophenanthrene supplier

Name
4,5-Epiminophenanthrene
EINECS 205-906-1
CAS No. 203-65-6
Article Data9
CAS DataBase
Density 1.363 g/cm³
Solubility
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
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 4,5-Iminophenanthrene;Phenanthrene, 4,5-imino-;4H-Benzo[def]carbazole;
PSA 15.79000
LogP 3.91210

Synthetic route

: 5691-00-9
8,9-dihydro-4H-benzocarbazole

: 203-65-6
cyclopentaphenanthrene

Conditions

Conditions	Yield
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

Conditions	Yield
With calcium oxide at 560℃; for 0.666667h;	A 12% B 60%

: 17423-48-2
4-phenanthrenamine

: 203-65-6
cyclopentaphenanthrene

Conditions

Conditions	Yield
With calcium oxide at 400℃; im Stickstoff-Strom;

: 776-35-2
9,10-dihydrophenanthrene

: 203-65-6
cyclopentaphenanthrene

Conditions

Conditions	Yield
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

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

: 1256095-16-5
2,7-dibromo-4-nitro-9,10-dihydro-phenanthrene

: 203-65-6
cyclopentaphenanthrene

Conditions

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

: 1256095-17-6
4,8-dibromo-2,6-dihydro-1H-benzo[def]carbazole

: 203-65-6
cyclopentaphenanthrene

Conditions

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

: 591-18-4
1-Bromo-3-iodobenzene

: 203-65-6
cyclopentaphenanthrene

: C20H12BrN

Conditions

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%

: 29874-83-7
2-chloro-4-phenylquinazoline

: 203-65-6
cyclopentaphenanthrene

: C28H17N3

Conditions

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

: 591-50-4
iodobenzene

: 203-65-6
cyclopentaphenanthrene

: C20H13N

Conditions

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

: 589-87-7
1,4-bromoiodobenzene

: 203-65-6
cyclopentaphenanthrene

: C20H12BrN

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene for 12h; Reflux;	84%

: 203-65-6
cyclopentaphenanthrene

: 5783-21-1
1,3,5,7-tetrabromo-4H-benzocarbazole

Conditions

Conditions	Yield
With bromine In tetrachloromethane for 1h; Ambient temperature;	83%

: 203-65-6
cyclopentaphenanthrene

: 5691-00-9
8,9-dihydro-4H-benzocarbazole

Conditions

Conditions	Yield
With palladium on activated charcoal; hydrogen In ethanol under 735.5 Torr; for 20h; Ambient temperature;	82%
With ethanol; sodium

: 203-65-6
cyclopentaphenanthrene

: 3-chloro-(4,6-diphenyl-1,3,5-triazin-2-yl)benzene

: C35H22N4

Conditions

Conditions	Yield
With copper; potassium carbonate In nitrobenzene at 200℃; for 12h; Inert atmosphere;	82%

: 86-76-0
2-bromodibenzo[b,d]furan

: 203-65-6
cyclopentaphenanthrene

: C26H15NO

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene for 15h; Inert atmosphere; Reflux;	80%

: 1246562-40-2
biphenyl-4-yl-(9,9-dimethyl-9H-fluoren-2-yl)-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenylamine

: 203-65-6
cyclopentaphenanthrene

: C47H34N2

Conditions

Conditions	Yield
With copper(l) iodide; 1,10-Phenanthroline; potassium carbonate In N,N-dimethyl-formamide at 80℃; for 24h;	79%
With copper(l) iodide; 1,10-Phenanthroline; potassium carbonate In N,N-dimethyl-formamide at 80℃; for 24h;	79%

: 3001-15-8
4,4'-diiodobiphenyl

: 203-65-6
cyclopentaphenanthrene

: C40H24N2

Conditions

Conditions	Yield
With copper(l) iodide; 1,10-Phenanthroline; potassium carbonate In N,N-dimethyl-formamide at 80℃; for 24h;	75%

: 106-37-6
1.4-dibromobenzene

: 203-65-6
cyclopentaphenanthrene

: C34H20N2

Conditions

Conditions	Yield
With potassium phosphate; tri-tert-butyl phosphine; palladium diacetate In toluene for 12h; Heating;	75%

: 108-86-1
bromobenzene

: 203-65-6
cyclopentaphenanthrene

: C20H13N

Conditions

Conditions	Yield
With copper; potassium carbonate In 1,2-dichloro-benzene at 180℃; for 24h;	75%

: C19H6Br2F3N3

: 203-65-6
cyclopentaphenanthrene

: C47H22F3N5

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 100℃; for 24h; Inert atmosphere;	75%

: 164334-69-4
3-bromo-4'-chloro-1,1'-biphenyl

: 203-65-6
cyclopentaphenanthrene

: C26H16ClN

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); potassium tert-butylate; XPhos In toluene at 105 - 110℃; for 16h; Inert atmosphere;	73%

: 203-65-6
cyclopentaphenanthrene

: C14H7Br2N

Conditions

Conditions	Yield
With N-Bromosuccinimide In tetrachloromethane at 80℃; for 0.5h;	72%
With N-Bromosuccinimide In tetrachloromethane at 80℃; for 0.5h;	55%
With N-Bromosuccinimide In tetrachloromethane at 80℃; for 0.5h;	55%

: 106-37-6
1.4-dibromobenzene

: 203-65-6
cyclopentaphenanthrene

: C20H12BrN

Conditions

Conditions	Yield
With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; copper(l) iodide; 18-crown-6 ether; potassium carbonate for 8h; Heating;	70%

: C38H25BrN4

: 203-65-6
cyclopentaphenanthrene

: C52H33N5

Conditions

Conditions	Yield
With copper(l) iodide; 1,10-Phenanthroline; potassium carbonate In N,N-dimethyl-formamide at 80℃; for 24h;	70%

: 3557-70-8
2-(4'-bromophenyl)-4,6-diphenylpyridine

: 203-65-6
cyclopentaphenanthrene

: C37H24N2

Conditions

Conditions	Yield
With copper(l) iodide; 1,10-Phenanthroline; potassium carbonate In N,N-dimethyl-formamide at 80℃; for 24h;	69%

: C34H23BrN2

: 203-65-6
cyclopentaphenanthrene

: C48H31N3

Conditions

Conditions	Yield
With copper(l) iodide; 1,10-Phenanthroline; potassium carbonate In N,N-dimethyl-formamide at 80℃; for 24h;	67%

: C28H18BrN3

: 203-65-6
cyclopentaphenanthrene

: C42H26N4

Conditions

Conditions	Yield
With copper(l) iodide; 1,10-Phenanthroline; potassium carbonate In N,N-dimethyl-formamide at 80℃; for 24h;	67%

: 90947-99-2
7-bromo-1-chloronaphthalene

: 203-65-6
cyclopentaphenanthrene

: C24H14ClN

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); potassium tert-butylate; XPhos In toluene at 105 - 110℃; for 16h; Inert atmosphere;	67%

: C28H19BrN2

: 203-65-6
cyclopentaphenanthrene

: C42H27N3

Conditions

Conditions	Yield
With copper(l) iodide; 1,10-Phenanthroline; potassium carbonate In N,N-dimethyl-formamide at 80℃; for 24h;	65%

: 203-65-6
cyclopentaphenanthrene

2-halo-4,6-bis(4,6-diphenylpyridin-2-yl)-1,3,5-triazine: 2-halo-4,6-bis(4,6-diphenylpyridin-2-yl)-1,3,5-triazine

: C51H32N6

Conditions

Conditions	Yield
With copper(l) iodide; 1,10-Phenanthroline; potassium carbonate In N,N-dimethyl-formamide at 80℃; for 24h;	65%

: 325956-47-6
3-bromo-1-chloronaphthalene

: 203-65-6
cyclopentaphenanthrene

: C24H14ClN

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); potassium tert-butylate; XPhos In toluene at 105 - 110℃; for 16h; Inert atmosphere;	56%

: 67019-91-4
3,7-dibromodibenzo[b,d]furan

: 203-65-6
cyclopentaphenanthrene

: C26H14BrNO

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; potassium tert-butylate; palladium diacetate In toluene at 110℃; for 10h; Inert atmosphere;	55%

: 637-87-6
1-Chloro-4-iodobenzene

: 203-65-6
cyclopentaphenanthrene

: C20H12ClN

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); potassium tert-butylate; XPhos In toluene at 105 - 110℃; for 16h; Inert atmosphere;	53%

: 28320-32-3
2,7-dibromo-9,9-dimethyl-9H-fluorene

: 203-65-6
cyclopentaphenanthrene

: C29H20BrN

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); potassium tert-butylate; XPhos In toluene at 105 - 110℃; for 10h; Inert atmosphere;	53%

: 203-65-6
cyclopentaphenanthrene

: C14H8BrN

Conditions

Conditions	Yield
With N-Bromosuccinimide In tetrachloromethane at 80℃; for 0.5h;	50%
With N-Bromosuccinimide In tetrachloromethane at 80℃; for 0.5h;	45%
With N-Bromosuccinimide In tetrachloromethane at 80℃; for 0.5h;	45%

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

Product Name

4,5-Epiminophenanthrene

Synthetic route

4,5-Epiminophenanthrene Specification

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