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| CAS No.: | 589-16-2 |
|---|---|
| Name: | 4-Ethylaniline |
| Article Data: | 202 |
| Molecular Structure: | |
|
|
|
| Formula: | C8H11 N |
| Molecular Weight: | 121.182 |
| Synonyms: | Aniline,p-ethyl- (8CI); 4-Aminoethylbenzene; 4-Ethylaniline; 4-Ethylbenzenamine;4-Ethylphenylamine; NSC 62015; p-Ethylaminobenzene; p-Ethylaniline |
| EINECS: | 209-637-0 |
| Density: | 0.975 |
| Melting Point: | -5 ºC |
| Boiling Point: | 217.5 °C at 760 mmHg |
| Flash Point: | 85 ºC |
| Solubility: | Immiscible with water |
| Appearance: | red-brown liquid |
| Hazard Symbols: |
|
| Risk Codes: | R23/24/25;R33 |
| Safety: | 36/37/39-45-36/37-28A |
| PSA: | 26.02000 |
| LogP: | 2.41240 |
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| 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% |
- 371153-68-3
4-benzyloxycarbonylaminophenylacetylene
- 589-16-2
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% |
- 14235-81-5
4-Ethynylaniline
- 589-16-2
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% |
- 371153-68-3
4-benzyloxycarbonylaminophenylacetylene
A
- 93008-63-0
N-(benzyloxycarbonyl)-4-ethylaniline
B
- 589-16-2
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. |
- 128654-33-1
1-azido-4-ethylbenzene
- 589-16-2
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; |
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Chemistry
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.
Uses
4-Ethylaniline (CAS NO. 589-16-2) can be used as intermediates of liquid crystal.
Toxicity Data With Reference
| 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. |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
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
Specification
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.