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4-ETHYLANILINE
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Name

4-ETHYLANILINE

 EINECS 209-637-0
CAS No. 589-16-2 Density 0.975
PSA 26.02000 LogP 2.41240
Solubility Immiscible with water Melting Point -5 ºC
Formula C8H11 N Boiling Point 217.5 °C at 760 mmHg
Molecular Weight 121.182 Flash Point 85 ºC
Transport Information N/A Appearance red-brown liquid
Safety 36/37/39-45-36/37-28A Risk Codes R23/24/25;R33   
Molecular Structure Molecular Structure of 589-16-2 (4-Ethylaniline) Hazard Symbols
Synonyms

Aniline,p-ethyl- (8CI); 4-Aminoethylbenzene; 4-Ethylaniline; 4-Ethylbenzenamine;4-Ethylphenylamine; NSC 62015; p-Ethylaminobenzene; p-Ethylaniline

Article Data 202

4-ETHYLANILINE Synthetic route

100-13-0

4-nitrostyrene

589-16-2

4-aminoethylbenzene

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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;
100-12-9

4-ethylnitrobenzene

589-16-2

4-aminoethylbenzene

Conditions
ConditionsYield
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%
100-19-6

(4-nitrophenyl)ethanone

589-16-2

4-aminoethylbenzene

Conditions
ConditionsYield
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
ConditionsYield
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%
937-31-5

(4-Nitrophenyl)acetylene

589-16-2

4-aminoethylbenzene

Conditions
ConditionsYield
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;
1520-21-4

4-vinyl benzylamine

589-16-2

4-aminoethylbenzene

Conditions
ConditionsYield
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%
14235-81-5

4-Ethynylaniline

A

1520-21-4

4-vinyl benzylamine

B

589-16-2

4-aminoethylbenzene

Conditions
ConditionsYield
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;

4-ETHYLANILINE Chemical Properties

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 Uses

 4-Ethylaniline (CAS NO. 589-16-2) can be used as intermediates of liquid crystal.

4-ETHYLANILINE 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.

4-ETHYLANILINE Consensus Reports

Reported in EPA TSCA Inventory.

4-ETHYLANILINE Safety Profile

Hazard Codes ToxicT
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
 

 

4-ETHYLANILINE 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.

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