Conditions | Yield |
---|---|
100% | |
98.1% | |
93.1% | |
With sodium amide; toluene und Erwaermen des Reaktionsgemisches mit Aethylbromid; | |
Multi-step reaction with 2 steps 1: potassium hydroxide; decalin / 170 °C 2: nickel; methanol / 80 °C / 11032.6 Torr / Hydrogenation View Scheme |
Conditions | Yield |
---|---|
Stage #1: 9H-carbazole With potassium hydroxide In dimethyl sulfoxide at 20℃; for 0.333333h; Stage #2: ethyl bromide In dimethyl sulfoxide at 35℃; for 0.05h; Solvent; Sonication; | 99% |
With sodium hydroxide In N,N-dimethyl-formamide at 20℃; for 0.666667h; Cooling with ice; | 95% |
With potassium hydroxide; PEG-400-Et2 In water; benzene at 30℃; for 2h; | 92% |
Conditions | Yield |
---|---|
With ethanol; (BQ‑NCOP)IrHCl; sodium t-butanolate at 60℃; for 3h; Inert atmosphere; Schlenk technique; Sealed tube; | 98% |
With Rh4Co; cetyltrimethylammonim bromide; hydrazine hydrate In toluene at 60℃; for 3h; Schlenk technique; Inert atmosphere; | 95% |
With methanol; nickel at 80℃; under 11032.6 Torr; Hydrogenation; |
N-ethylphenothiazine sulfoxide
N-ethylcarbazole
Conditions | Yield |
---|---|
With sodium; lithium In tetrahydrofuran for 24h; Heating; | 98% |
Conditions | Yield |
---|---|
With sodium In acetonitrile at 90℃; under 37503.8 Torr; for 6h; Pressure; Temperature; Autoclave; | 97.53% |
Conditions | Yield |
---|---|
With potassium tert-butylate In N,N-dimethyl-formamide Heating; | 97% |
Conditions | Yield |
---|---|
Stage #1: 9H-carbazole With potassium hydroxide In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: ethyl iodide In N,N-dimethyl-formamide at 20℃; for 12h; | 96% |
Stage #1: 9H-carbazole With potassium hydroxide In N,N-dimethyl-formamide for 0.0833333h; Stage #2: ethyl iodide In N,N-dimethyl-formamide at 20℃; for 24h; | 90% |
With potassium tert-butylate In N,N-dimethyl-formamide at 75℃; for 24h; Reflux; |
9-(1-Benzotriazol-1-yl-ethyl)-9H-carbazole
N-ethylcarbazole
Conditions | Yield |
---|---|
With sodium tetrahydroborate at 150℃; for 7h; | 95% |
N(10)-ethylphenothiazine-S,S-dioxide
N-ethylcarbazole
Conditions | Yield |
---|---|
With sodium; lithium In tetrahydrofuran for 24h; Heating; | 94% |
Conditions | Yield |
---|---|
Stage #1: 9H-carbazole With sodium hydroxide In water; dimethyl sulfoxide at 20℃; for 0.0833333h; Stage #2: ethyl halide In water; dimethyl sulfoxide at 20℃; | 94% |
9-<1-(Phenylthio)ethyl>carbazole
N-ethylcarbazole
Conditions | Yield |
---|---|
W-2 Raney nickel In ethanol for 4h; Heating; | 93% |
Conditions | Yield |
---|---|
With potassium hydroxide In acetone for 4h; Reflux; | 90% |
In acetone at 40℃; for 0.333333h; | 76.3% |
With sodium hydroxide In acetone | 75% |
9-ethyl-1,2,3,4-tetrahydrocarbazole
N-ethylcarbazole
Conditions | Yield |
---|---|
With iodine In dimethyl sulfoxide at 100℃; for 8h; | 87% |
With palladium on activated charcoal; xylene | |
5% Pd(II)/C(eggshell) In o-xylene at 200℃; for 10h; Product distribution / selectivity; Inert atmosphere; |
Conditions | Yield |
---|---|
With sodium; lithium In tetrahydrofuran for 24h; Heating; | 86% |
Conditions | Yield |
---|---|
With trimethylsilyl trifluoromethanesulfonate In dichloromethane at -78℃; | 82% |
N-ethylcarbazole
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In toluene at 80℃; for 3h; Inert atmosphere; | 82% |
Conditions | Yield |
---|---|
With 1-methyl-4-nitrobenzene at 160℃; for 5h; Inert atmosphere; | 81% |
N-ethyl-[1,1'-biphenyl]-2-amine
N-ethylcarbazole
Conditions | Yield |
---|---|
Stage #1: N-ethyl-[1,1'-biphenyl]-2-amine With palladium diacetate In toluene at 20℃; for 1h; Stage #2: With [bis(acetoxy)iodo]benzene In toluene at 20℃; for 3h; | 81% |
Conditions | Yield |
---|---|
With tris(1,10-phenanthroline)iron(II) bis(bis(trifluoromethane)sulfonimide); oxygen In tetrahydrofuran at 20℃; under 2068.65 Torr; for 4h; Irradiation; Inert atmosphere; | 80% |
With tetrakis(acetonitrile)copper(I)tetrafluoroborate; 2.9-dimethyl-1,10-phenanthroline; iodine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; methyloxirane In tetrahydrofuran at 20℃; for 20h; Catalytic behavior; Flow reactor; Inert atmosphere; Irradiation; | 79% |
Conditions | Yield |
---|---|
With potassium tert-butylate In N,N-dimethyl-formamide at 20℃; for 0.116667h; Microwave irradiation; | 76% |
Conditions | Yield |
---|---|
Stage #1: 9H-carbazole With potassium hydroxide In acetone at 20℃; for 0.5h; Stage #2: ethylene dibromide In acetone at 20℃; for 10h; | 74.3% |
dodecahydro-N-ethyl-1H-carbazole
N-ethylcarbazole
Conditions | Yield |
---|---|
With boron nitride at 120℃; for 12h; Reagent/catalyst; | 74% |
With 5%-palladium/activated carbon In decalin at 169.84℃; under 757.576 Torr; for 1.56667h; Kinetics; Temperature; Time; | |
With platinum at 106.84℃; Mechanism; Temperature; |
2-(ethyl(phenyl)amino)benzoic acid
N-ethylcarbazole
Conditions | Yield |
---|---|
With pyridine In dimethylsulfoxide-d6 for 48h; Irradiation; | 72% |
With copper diacetate; palladium diacetate In N,N-dimethyl acetamide at 130℃; for 72h; Inert atmosphere; chemoselective reaction; | 37% |
Conditions | Yield |
---|---|
Stage #1: 9-acetylcarbazole With sodium triethylborohydride; benzo[1,3,2]dioxaborole In tetrahydrofuran at 80℃; for 12h; Inert atmosphere; Sealed tube; Stage #2: With hydrogenchloride In tetrahydrofuran; water at 20℃; for 2h; | 72% |
Conditions | Yield |
---|---|
With 10 wt% Pd(OH)2 on carbon; sodium formate; trifluoroacetic acid In m-xylene at 140℃; for 24h; Inert atmosphere; | 72% |
1-(1-ethyl-1H-indol-2-yl)buta-2,3-dien-1-ol
N-ethylcarbazole
Conditions | Yield |
---|---|
With platinum(II) chloride In toluene at 20℃; for 4h; Inert atmosphere; | 70% |
With platinum(II) chloride In toluene at 20℃; for 4h; Inert atmosphere; | 70% |
9H-carbazole
diethoxy(methyl)carbenium tetrafluoroborate
N-ethylcarbazole
Conditions | Yield |
---|---|
In dichloromethane for 96h; Ambient temperature; | 67% |
Conditions | Yield |
---|---|
In n-heptane Inert atmosphere; UV-irradiation; | 52% |
dodecahydro-N-ethyl-1H-carbazole
A
9-ethyl-2,3,4,5,6,7,8,9-octahydrocarbazole
B
N-ethylcarbazole
Conditions | Yield |
---|---|
With RhCl(CO)(PMe3)2 for 3h; Irradiation; Inert atmosphere; Overall yield = 80 %; | A 48% B 22% |
N-ethylcarbazole
dodecahydro-N-ethyl-1H-carbazole
Conditions | Yield |
---|---|
With hydrogen at 150℃; under 22502.3 Torr; for 5.6h; Kinetics; Reagent/catalyst; Temperature; Autoclave; Glovebox; | 100% |
With 1,4-dioxane; nickel at 200℃; under 183877 - 220652 Torr; Hydrogenation; | |
With 5 wt% Ru/C; hydrogen at 160℃; under 37503.8 Torr; for 48h; Inert atmosphere; | > 99 %Chromat. |
N-ethylcarbazole
9-ethyl-1,3,6-trisbromocarbazole
Conditions | Yield |
---|---|
With N-Bromosuccinimide; silica gel In dichloromethane at 18℃; for 72h; | 100% |
N-ethylcarbazole
9,9'-diethyl-9H,9'H-3,3'-bicarbazole
Conditions | Yield |
---|---|
Stage #1: N-ethylcarbazole With methanesulfonic acid In dichloromethane at 0℃; Inert atmosphere; Stage #2: With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane at 20℃; for 0.0166667h; Reagent/catalyst; Inert atmosphere; regioselective reaction; | 99% |
With iron(III) chloride In chloroform at 20℃; for 24h; | 92.7% |
With iron(III) chloride In chloroform at 20℃; | 90% |
N-ethylcarbazole
3,6-dibromo-9-ethyl-9H-carbazole
Conditions | Yield |
---|---|
With N-Bromosuccinimide In dichloromethane at 25℃; | 98% |
With N-Bromosuccinimide In chloroform at 20℃; for 5h; | 91% |
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; | 68% |
Conditions | Yield |
---|---|
In 1,2-dichloro-ethane at 100℃; Friedel-Crafts Acylation; Schlenk technique; | 98% |
N-ethylcarbazole
pentafluoropropionic acid
2,2,3,3,3-pentafluoropropanoic anhydride
Conditions | Yield |
---|---|
In 1,2-dichloro-ethane at 100℃; Friedel-Crafts Acylation; Schlenk technique; | 96% |
Conditions | Yield |
---|---|
With aluminum (III) chloride In dichloromethane at 20℃; for 0.166667h; Cooling with ice; | 95% |
N-ethylcarbazole
3-bromo-9-ethyl-9H-carbazole
Conditions | Yield |
---|---|
With N-Bromosuccinimide In acetonitrile for 0.5h; Cooling with ice; | 94% |
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; Inert atmosphere; Darkness; | 88% |
With silica-supported quinolinium tribromide In acetonitrile at 20℃; for 5h; regioselective reaction; | 87% |
N-ethylcarbazole
N,N-dimethyl-formamide
N-ethyl-3-carbazolealdehyde
Conditions | Yield |
---|---|
With trichlorophosphate at 100℃; for 1.16667h; Inert atmosphere; | 93% |
Stage #1: N,N-dimethyl-formamide With trichlorophosphate at 20℃; for 1.16667h; Cooling with ice; Inert atmosphere; Stage #2: N-ethylcarbazole at 100℃; for 1.16667h; Microwave irradiation; Inert atmosphere; | 93% |
With trichlorophosphate for 0.025h; Vilsmeier reaction; microwave irradiation; | 89% |
Conditions | Yield |
---|---|
With aluminum (III) chloride In dichloromethane at 20℃; for 8h; | 92% |
N-ethylcarbazole
N,N-dimethyl-formamide
3,6-diformyl-9-ethylcarbazole
Conditions | Yield |
---|---|
With trichlorophosphate for 24h; Reflux; | 90% |
With trichlorophosphate In 1,2-dichloro-benzene at 85℃; Vilsmeier reaction; | 78% |
Stage #1: N-ethylcarbazole; N,N-dimethyl-formamide With zinc(II) chloride at 100℃; for 0.25h; Stage #2: With trichlorophosphate at 100℃; for 24.25h; Cooling with ice; | 75% |
N-ethylcarbazole
3,6-diiodo-9-ethylcarbazole
Conditions | Yield |
---|---|
With Iodine monochloride In ethanol for 2h; Heating; | 90% |
With potassium iodate; potassium iodide In acetic acid | |
With potassium iodate; acetic acid; potassium iodide |
N-ethylcarbazole
acetyl chloride
1,1′-(9-ethyl-9H-carbazole-3,6-diyl)diethanone
Conditions | Yield |
---|---|
With aluminum (III) chloride In dichloromethane at 20℃; for 50h; Friedel-Crafts Acylation; Cooling with ice; | 90% |
Stage #1: N-ethylcarbazole; acetyl chloride; aluminum (III) chloride In dichloromethane at 0 - 20℃; for 7h; Stage #2: With water In dichloromethane at 0℃; | 85% |
Stage #1: N-ethylcarbazole; acetyl chloride With aluminum (III) chloride In dichloromethane at 0 - 20℃; Stage #2: With water In dichloromethane Cooling with ice; | 85% |
Conditions | Yield |
---|---|
Stage #1: N-ethylcarbazole With aluminum (III) chloride In dichloromethane at 20℃; for 0.0833333h; Stage #2: 2-Bromoacetyl bromide In dichloromethane at 0 - 20℃; for 17h; | 90% |
With aluminum (III) chloride In dichloromethane at 0 - 5℃; Friedel-Crafts Acylation; | 60% |
With aluminum (III) chloride In dichloromethane Friedel-Crafts Alkylation; |
N-ethylcarbazole
cinnamoyl chloride
1‐(9‐ethyl‐9H‐carbazol‐3‐yl)‐3‐phenylprop‐2‐en‐1‐one
Conditions | Yield |
---|---|
With aluminum (III) chloride In 1,2-dichloro-ethane at 0℃; Reflux; | 89.3% |
Conditions | Yield |
---|---|
With nitric acid In acetic acid at 23℃; for 6h; | 89% |
With uronium nitrate In acetic acid for 20h; | 81% |
With nitric acid In water; 1,2-dichloro-ethane at 10℃; for 1h; | 81% |
N-ethylcarbazole
9-ethyl-carbazole-3-sulfonic acid
Conditions | Yield |
---|---|
With chlorosulfonic acid In dichloromethane at -5℃; for 2h; | 89% |
N-ethylcarbazole
Acetyl bromide
1,1′-(9-ethyl-9H-carbazole-3,6-diyl)diethanone
Conditions | Yield |
---|---|
With aluminum (III) chloride In 1,2-dichloro-ethane at 20℃; for 5h; | 89% |
Stage #1: N-ethylcarbazole With tin(IV) chloride In dichloromethane at 20℃; for 0.166667h; Stage #2: Acetyl bromide In dichloromethane at 20℃; for 24h; | 62% |
With carbon disulfide; aluminum (III) chloride for 3h; Friedel-Crafts Acylation; Cooling with ice; Reflux; | 7.2 g |
Empirical Formula: C14H13N
Molecular Weight: 195.2597 g/mol
Index of Refraction: 1.609
Density: 1.07 g/cm3
Flash Point: 164.4 °C
Melting point: 68-70 °C(lit.)
Water solubility: Insoluble
Appearance: Brown solid
Enthalpy of Vaporization: 59.26 kJ/mol
Boiling Point: 348.3 °C at 760 mmHg
Vapour Pressure: 5.09E-05 mmHg at 25 °C
Structure of N-Ethylcarbazole (CAS NO.86-28-2):
Product Category of N-Ethylcarbazole (CAS NO.86-28-2): Miscellaneous;Carbazoles;Functional Materials;carbazole;Heterocyclic Building Blocks
1. | dns-rat:lvr 50 µmol/L | FCTOD7 Food and Chemical Toxicology. 31 (1993),707. |
N-Ethylcarbazole (CAS NO.86-28-2) hasn't been listed as a carcinogen by NTP, IARC, ACGIH, or CA Prop 65. You can see actual entry in RTECS for complete information.
Reported in EPA TSCA Inventory.
Mutation data reported. When heated to decomposition it emits toxic vapors of NOx.
Hazard Codes: Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
N-Ethylcarbazole , its cas register number is 86-28-2. It also can be called 9-Ethylcarbazole . It is hazardous, so the first aid measures and others should be known. Such as: When on the skin: first, should flush skin with plenty of water immediately for at least 15 minutes while removing contaminated clothing. Secondly, get medical aid. Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Then get medical aid soon. While, it's inhaled: Remove from exposure and move to fresh air immediately. Give artificial respiration while not breathing. When breathing is difficult, give oxygen. And as soon as to get medical aid. Then you have the ingesting of the product: If victim is conscious and alert, give 2-4 cupfuls of milk or water. Get medical aid immediately. Notes to physician: Treat supportively and symptomatically.
In addition, N-Ethylcarbazole (CAS NO.86-28-2) could be stable under normal temperatures and pressures. And you must not take it with Strong oxidants.. And also prevent it to broken down into hazardous decomposition products: irritating and toxic fumes and gases.
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