Conditions | Yield |
---|---|
With potassium fluoride; polymethylhydrosiloxane; palladium diacetate In tetrahydrofuran at 20℃; for 0.5h; | 100% |
With hydrogen In ethyl acetate at 20℃; under 7600.51 Torr; for 4h; | 99% |
With 5% Pd/C; hydrogen In ethanol at 20℃; for 0.333333h; chemoselective reaction; | 98% |
4-benzyloxycarbonylaminophenylacetylene
4-aminoethylbenzene
Conditions | Yield |
---|---|
With hydrogen In methanol at 20℃; for 3.5h; | 100% |
With hydrogen In methanol at 40℃; under 760.051 Torr; for 24h; Reagent/catalyst; chemoselective reaction; | 100% |
With hydrogen In methanol at 20℃; under 760.051 Torr; for 24h; | 98% |
With hydrogen In methanol at 40℃; for 24h; chemoselective reaction; | 89% |
With palladium 10% on activated carbon; hydrogen at 20℃; for 24h; Neat (no solvent); | 84% |
4-Ethynylaniline
4-aminoethylbenzene
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen In methanol at 75℃; under 750.075 Torr; Reagent/catalyst; Pressure; Flow reactor; | 100% |
With hydrogen In methanol at 20℃; for 5h; chemoselective reaction; | 94% |
With [Fe(nacnac)dippCH2SiMe3]; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In benzene-d6 at 20℃; for 0.5h; Sealed tube; Inert atmosphere; Schlenk technique; Glovebox; | 50% |
4-benzyloxycarbonylaminophenylacetylene
A
N-(benzyloxycarbonyl)-4-ethylaniline
B
4-aminoethylbenzene
Conditions | Yield |
---|---|
With palladium on activated charcoal; hydrogen In methanol at 20℃; for 24h; chemoselective reaction; | A 100% B n/a |
With palladium 10% on activated carbon; hydrogen In methanol at 25℃; under 750.075 Torr; Flow reactor; | |
With hydrogen In methanol at 20℃; under 760.051 Torr; for 24h; Reagent/catalyst; chemoselective reaction; |
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrazine hydrate In ethanol at 20℃; for 12h; Schlenk technique; | 99% |
With borane-ammonia complex In methanol; water at 49.84℃; for 0.1h; Catalytic behavior; | 99% |
With hydrogen In ethanol at 90℃; under 7500.75 Torr; for 2h; Autoclave; | 99% |
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; water; hydrazine hydrate In ethanol at 100℃; for 24h; Reagent/catalyst; | 99% |
With triethylsilane; palladium dichloride In ethanol for 1h; Inert atmosphere; Reflux; | 94% |
Stage #1: (4-nitrophenyl)ethanone With hydrazine hydrate at 135℃; for 3h; Stage #2: With potassium hydroxide at 135℃; for 24h; | 76% |
With palladium on carbon; hydrogen In ethanol at 25℃; under 5171.62 Torr; Reagent/catalyst; Sealed tube; | 99 %Chromat. |
With chlorobenzene In methanol at 40℃; for 16h; Sealed tube; Green chemistry; chemoselective reaction; | 91 %Spectr. |
1-azido-4-ethylbenzene
4-aminoethylbenzene
Conditions | Yield |
---|---|
With hydrogen In methanol at 25℃; for 3h; Reagent/catalyst; chemoselective reaction; | 99% |
With hydrogen In methanol at 25℃; for 6h; Reagent/catalyst; chemoselective reaction; | 97% |
Conditions | Yield |
---|---|
With hydrogen In ethanol at 20℃; under 760.051 Torr; for 7h; | 98% |
With sodium tetrahydroborate; copper In tetrahydrofuran; water at 50℃; for 2h; | 90% |
With platinum(IV) oxide; hydrogen In ethanol for 2h; | 46% |
With hydrogen In toluene at 20℃; under 7757.43 Torr; for 6h; Catalytic behavior; | |
With PdCd0.53; hydrogen In N,N-dimethyl-formamide at 60℃; under 750.075 Torr; Catalytic behavior; Reagent/catalyst; Sealed tube; |
Conditions | Yield |
---|---|
With iron(III) chloride; lithium aluminium tetrahydride; hydrogen In tetrahydrofuran at 18℃; under 7500.75 Torr; for 20h; Inert atmosphere; Sealed tube; | 97% |
With oxygen; hydrazine hydrate In propan-1-ol at 100℃; under 15001.5 Torr; | 95% |
With oxygen; hydrazine hydrate In propan-1-ol at 100℃; under 15001.5 Torr; for 0.166667h; Flow reactor; | 95% |
Conditions | Yield |
---|---|
With hydrogen In hexane; toluene at 30℃; under 760.051 Torr; for 8h; | A 95% B 5% |
With hydrogen In 1,4-dioxane at 20℃; for 24h; chemoselective reaction; | |
With hydrogen In 1,4-dioxane at 85℃; under 4500.45 Torr; for 14h; chemoselective reaction; | A 24 %Chromat. B n/a |
With carbon monoxide; hydrogen In tetrahydrofuran at 70℃; under 7757.43 Torr; for 6h; Autoclave; |
Conditions | Yield |
---|---|
With hydrogen In glycerol at 100℃; for 2h; | A 95% B n/a |
With methanesulfonic acid; palladium, 5% on calcium carbonate, poisoned with lead; hydrogen In ethanol at 30℃; under 2585.81 Torr; for 22h; Reagent/catalyst; Sealed tube; | A 66 %Chromat. B 26 %Chromat. |
Conditions | Yield |
---|---|
With sodium tetrahydroborate; aluminium trichloride In tetrahydrofuran for 2h; Heating; | 94% |
With sodium hypophosphite monohydrate; 5%-palladium/activated carbon; hypophosphorous acid In water at 20℃; Temperature; Sonication; | 86% |
With hydrogenchloride; amalgamated zinc |
1-(4-aminophenyl)ethanol
4-aminoethylbenzene
Conditions | Yield |
---|---|
Stage #1: 1-(4-aminophenyl)ethanol With ammonium formate In ethanol; water at 22℃; for 0.166667h; Stage #2: With formic acid In ethanol; water at 22℃; for 1h; chemoselective reaction; | 93% |
With indium; ammonium chloride In ethanol Heating; | 31% |
With formic acid; 5%-palladium/activated carbon; ammonium formate In methanol; water at 80℃; | 96 %Spectr. |
Conditions | Yield |
---|---|
With borane-ammonia complex In ethanol at 20℃; for 0.25h; Reagent/catalyst; Schlenk technique; | A 91.53% B 8.47% |
With borane-ammonia complex In methanol at 24.84℃; for 2h; Schlenk technique; Inert atmosphere; Irradiation; | A 71% B 29% |
With hydrogenchloride; iron In water for 3h; Reflux; Overall yield = 0.25 g; |
bis-(4-ethyl-phenyl)-diazene
4-aminoethylbenzene
Conditions | Yield |
---|---|
With perchloric acid In isopropyl alcohol; acetonitrile at 25℃; for 0.7h; pH=2; Inert atmosphere; Irradiation; | 90% |
tert-butyl N-(4-ethylphenyl)carbamate
4-aminoethylbenzene
Conditions | Yield |
---|---|
With 1,1,3,3-Tetramethyldisiloxane; pyrographite; palladium dichloride In 1,2-dimethoxyethane at 25 - 40℃; for 6h; | 90% |
N-benzyloxycarbonyl-4-aminostyrene
4-aminoethylbenzene
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal; ethylenediamine In tetrahydrofuran at 20℃; under 760 Torr; for 16h; Hydrogenation; | 89% |
4-azidoacetophenone
A
1-(4-aminophenyl)ethanol
B
4-Aminoacetophenone
C
4-aminoethylbenzene
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen In tetrahydrofuran at 25℃; under 760.051 Torr; for 1.5h; | A 5% B 89% C 6% |
Conditions | Yield |
---|---|
With zinc(II) chloride In 1,4-dioxane at 100℃; for 12h; Schlenk technique; | 87% |
Conditions | Yield |
---|---|
With aluminum oxide; aluminium trichloride for 0.05h; microwave irradiation; | 86% |
With cobalt(II) bromide at 230℃; unter vermindertem Druck; | |
With cobalt(II) chloride at 200 - 270℃; |
Conditions | Yield |
---|---|
Stage #1: (4-Nitrophenyl)acetylene With tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine In 1,4-dioxane at 20℃; for 0.25h; Inert atmosphere; Stage #2: With formic acid In 1,4-dioxane at 80℃; Inert atmosphere; chemoselective reaction; | A 85% B 7% |
Conditions | Yield |
---|---|
In gaseous matrix at 80℃; Irradiation; | A 82% B 18 % Spectr. |
In gaseous matrix at 80℃; Irradiation; | A 82 % Spectr. B n/a |
Conditions | Yield |
---|---|
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate In tetrahydrofuran Suzuki-Miyaura cross-coupling; Inert atmosphere; Reflux; | 82% |
Conditions | Yield |
---|---|
With oxalic acid hydrazide; ammonium hydroxide; tetrabutylammomium bromide; potassium carbonate; 2,5-hexanedione; copper(II) oxide In water at 90℃; for 1.33333h; | 78% |
4-nitrostyrene
A
4-ethylnitrobenzene
B
4-vinyl benzylamine
C
4-aminoethylbenzene
Conditions | Yield |
---|---|
With borane-ammonia complex In ethanol at 20℃; for 0.25h; Reagent/catalyst; Schlenk technique; | A 10.86% B 76.84% C 12.25% |
With 4-methylcyclohexene In methanol at 69.84℃; for 1h; Inert atmosphere; | |
With platinum doped titanium oxide In toluene at 80℃; under 7500.75 Torr; Autoclave; |
Conditions | Yield |
---|---|
With copper(ll) sulfate pentahydrate; potassium phosphate tribasic heptahydrate; water; Sucrose In water at 90℃; for 15h; Catalytic behavior; Green chemistry; | 75% |
Conditions | Yield |
---|---|
Stage #1: p-ethylbenzoic acid With trifluorormethanesulfonic acid; trimethylsilylazide In chloroform at 90℃; for 0.0666667h; Schmidt Reaction; Flow reactor; Stage #2: With water In methanol; chloroform at 20℃; Schmidt Reaction; Flow reactor; | 69% |
4-ethylnitrobenzene
A
1-(4-aminophenyl)ethanol
B
4-aminoethylbenzene
Conditions | Yield |
---|---|
With 9,10-dihydro-10-methylacridine; perchloric acid In acetonitrile at 59.9℃; for 0.833333h; | A 40% B 60% |
Conditions | Yield |
---|---|
In gaseous matrix at 80℃; Irradiation; | A 57% B 43 % Spectr. |
Conditions | Yield |
---|---|
With sodium azide; oxygen; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone at 40℃; for 4h; Sealed tube; | 53% |
3,3-Diazido-2-cyan-acrylsaeure-methylester
4-aminoethylbenzene
A
3-Azido-2-cyan-3-(4-ethylanilino)acrylsaeure-methylester
Conditions | Yield |
---|---|
In dichloromethane at -30℃; for 16h; | A 100% B n/a |
diethyl 2-ethoxymethylenemalonate
4-aminoethylbenzene
2-(((4-ethylphenyl)amino)methylene)diethyl malonate
Conditions | Yield |
---|---|
at 130℃; for 2h; | 100% |
With toluene-4-sulfonic acid In pentane Reflux; | 96% |
at 120℃; for 3h; | |
In ethanol at 80℃; for 4h; |
chloroacetic acid ethyl ester
2-methoxyethyl isothiocyanate
4-aminoethylbenzene
Conditions | Yield |
---|---|
Stage #1: 2-methoxyethyl isothiocyanate; 4-aminoethylbenzene In ethanol at 78℃; for 12h; Knoevenagel Condensation; Stage #2: chloroacetic acid ethyl ester With sodium acetate In ethanol at 78℃; for 5h; regioselective reaction; | 100% |
4-aminoethylbenzene
Conditions | Yield |
---|---|
With pyridine at 50℃; for 4h; | 100% |
With pyridine at 50℃; | 98% |
Conditions | Yield |
---|---|
With montmorillonite K-10 In dichloromethane at 20 - 90℃; for 0.1h; Paal-Knorr Pyrrole Synthesis; Microwave irradiation; | 99% |
With bentonite In neat (no solvent) at 20℃; for 0.05h; Reagent/catalyst; Paal-Knorr Pyrrole Synthesis; Milling; Green chemistry; | 98% |
In neat (no solvent) at 20℃; for 24h; Paal-Knorr Pyrrole Synthesis; Green chemistry; | 90% |
anthranilic acid
orthoformic acid triethyl ester
4-aminoethylbenzene
3-(4-ethylphenyl)quinazolin-4(3H)-one
Conditions | Yield |
---|---|
With ytterbium(III) triflate at 60℃; for 0.0333333h; | 99% |
Conditions | Yield |
---|---|
With 2CF3O3S(1-)*4CH4O*2C19H13N3O2(2-)*Co(3+)*5H2O*Tb(3+) at 20℃; for 4h; Neat (no solvent); Inert atmosphere; | 99% |
With {Co3+-Zn2+} metal-organic framework at 20℃; for 4h; neat (no solvent); | 99% |
With sulfated zirconia In neat (no solvent) at 20℃; for 1h; regioselective reaction; | 80% |
2-bromobenzoic acid chloride
4-aminoethylbenzene
2-bromo-N-(4-ethylphenyl)benzamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0℃; for 3h; | 99% |
With triethylamine In dichloromethane |
Conditions | Yield |
---|---|
With 2CF3O3S(1-)*4CH4O*2C19H13N3O2(2-)*Co(3+)*5H2O*Tb(3+) at 20℃; for 4h; Neat (no solvent); Inert atmosphere; regioselective reaction; | 99% |
With {Co3+-Cd2+} metal-organic framework at 20℃; for 4h; neat (no solvent); | 99% |
With 3Zn(2+)*Co(3+)*2C21H11N3O6(4-)*HO(1-)*17H2O In neat (no solvent) at 20℃; for 4h; Reagent/catalyst; regioselective reaction; | > 99 %Chromat. |
Conditions | Yield |
---|---|
With (1,3-bis(2,6-diisopropylphenyl)imidazolidene)Ni(styrene)2; lithium tert-butoxide In 1,4-dioxane for 10h; Inert atmosphere; Heating; Schlenk technique; | 99% |
Conditions | Yield |
---|---|
With C55H43ClN5P2Ru(1+)*Cl(1-); potassium hydroxide In toluene at 140℃; for 2h; Sealed tube; | 99% |
With 2,2':6,2''-terpyridine In toluene at 160℃; for 1h; Microwave irradiation; | 96% |
With 1,4-diaza-bicyclo[2.2.2]octane; rhodium(III) acetylacetonate; potassium hydroxide In acetonitrile at 110℃; Sealed tube; | 92% |
C7H6F3NO3
4-aminoethylbenzene
Conditions | Yield |
---|---|
In neat (no solvent) at 20℃; for 3h; Michael Addition; | 99% |
In neat (no solvent) at 20℃; for 3h; Michael Addition; | 99% |
Conditions | Yield |
---|---|
In dichloromethane; acetonitrile at 50℃; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
Stage #1: tert-Butoxybis(dimethylamino)methane; ethyl 2-(2-ethoxy-2-oxoethyl)-4,5-dimethoxybenzoate at 100℃; for 3h; Stage #2: 4-aminoethylbenzene With acetic acid at 20℃; for 2h; Stage #3: With sodium hydroxide In ethanol at 80℃; for 1h; | 99% |
Conditions | Yield |
---|---|
With cell-free extract containing recombinant PpATaseCH In aq. phosphate buffer; dimethyl sulfoxide at 35℃; for 24h; pH=7.5; Time; | 99% |
Conditions | Yield |
---|---|
With cadmium(II) oxide at 80℃; for 0.166667h; Neat (no solvent); Microwave irradiation; | 98% |
With ZnAl2O4 nanoparticles at 20℃; for 0.0833333h; Neat (no solvent); | 96% |
In neat (no solvent) at 20℃; for 0.05h; | 96% |
18-crown-6 ether
4-aminoethylbenzene
Conditions | Yield |
---|---|
With tetrafluoroboric acid In methanol at 20℃; | 98% |
p-toluenesulfonyl chloride
4-aminoethylbenzene
toluene-4-sulfonic acid-(4-ethyl-anilide)
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 20℃; for 16h; | 98% |
With pyridine In dichloromethane at 20℃; for 3h; Inert atmosphere; |
Conditions | Yield |
---|---|
With tetrabutylammomium bromide; palladium diacetate; potassium carbonate; 2,6-bis(diphenylphosphino)pyridine In N,N-dimethyl acetamide at 135℃; for 1h; Catalytic behavior; Buchwald-Hartwig Coupling; Inert atmosphere; | 98% |
With potassium ethoxide In 1,4-dioxane at 200℃; Reagent/catalyst; Autoclave; | 28.6% |
Conditions | Yield |
---|---|
With ammonium acetate In neat (no solvent) at 110℃; for 0.666667h; Green chemistry; | 98% |
With ammonium acetate In neat (no solvent) at 80℃; for 0.416667h; Catalytic behavior; Green chemistry; | 98% |
Conditions | Yield |
---|---|
With calcium(II) bis(trifluoromethanesulfonyl)imide In neat (no solvent) at 115℃; for 1h; Reagent/catalyst; Microwave irradiation; Sealed tube; | 98% |
Conditions | Yield |
---|---|
Stage #1: 2,3-pyrazinedicarboxylic anhydride; 4-aminoethylbenzene In tetrahydrofuran at 20℃; for 1h; Stage #2: With sodium hydrogencarbonate In tetrahydrofuran; water pH=6; | 98% |
IUPAC Name: 4-Ethylaniline
Synonyms: P-aminoethylbenzene ; P-ethylaniline ; 1-Amino-4-ethylbenzene ; 4-Aminoethylbenzene ; 4-Ethyl-anilin ; 4-Ethyl-benzenamin ; 4-Ethylbenzenamine ; 4-ethyl-benzenamine
Product Categories: Anilines (Building Blocks for Liquid Crystals);Building Blocks for Liquid Crystals;Functional Materials;Amines;C8;Nitrogen Compounds
Molecular Structure:
Molecular Formula :C8H11N
Molecular Weight :121.18
CAS NO: 589-16-2
EINECS :209-637-0
Mol File: 589-16-2.mol
BRN :774319
Density :0.975
Melting point :-5 ºC
Boiling point :216 ºC
Refractive index :1.5532-1.5552
Flash point :85 ºC
Water solubility: 4-Ethylaniline (CAS NO. 589-16-2) is immiscible .
Surface Tension: 38.2 dyne/cm
Density: 0.973 g/cm3
Enthalpy of Vaporization: 45.39 kJ/mol
Vapour Pressure: 0.132 mmHg at 25°C
Appearance: 4-Ethylaniline (CAS NO. 589-16-2) is clear yellow to red-brown liquid.
4-Ethylaniline (CAS NO. 589-16-2) can be used as intermediates of liquid crystal.
1. | dns-rat:lvr 100 µmol/L | ENMUDM Environmental Mutagenesis. 5 (1983),803. | ||
2. | orl-mus LD50:500 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 89 (1947),153. | ||
3. | ipr-mus LD50:133 mg/kg | JMCMAR Journal of Medicinal Chemistry. 17 (1974),900. | ||
4. | ivn-mus LD50:56 mg/kg | CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#02908 . | ||
5. | orl-qal LD50:422 mg/kg | AECTCV Archives of Environmental Contamination and Toxicology. 12 (1983),355. | ||
6. | orl-bwd LD50:75 mg/kg | AECTCV Archives of Environmental Contamination and Toxicology. 12 (1983),355. |
Reported in EPA TSCA Inventory.
Hazard Codes T
Risk Statements 23/24/25-33
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.
R33:Danger of cumulative effects.
Safety Statements 36/37/39-45-28
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S28:After contact with skin, wash immediately with plenty of soap-suds.
RIDADR 1602
WGK Germany 3
RTECS BX9900000
HazardClass 6.1
PackingGroup III
HS Code 29214980
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media: In case of fire, use water, dry chemical, chemical foam, or alcohol-resistant foam.
Spills/Leaks: Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container.
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