Product Name

  • Name

    4-Ethylaniline

  • EINECS 209-637-0
  • CAS No. 589-16-2
  • Article Data202
  • CAS DataBase
  • Density 0.975
  • 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
  • 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
  • PSA 26.02000
  • LogP 2.41240

Synthetic route

4-nitrostyrene
100-13-0

4-nitrostyrene

4-aminoethylbenzene
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%
4-benzyloxycarbonylaminophenylacetylene
371153-68-3

4-benzyloxycarbonylaminophenylacetylene

4-aminoethylbenzene
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%
4-Ethynylaniline
14235-81-5

4-Ethynylaniline

4-aminoethylbenzene
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%
4-benzyloxycarbonylaminophenylacetylene
371153-68-3

4-benzyloxycarbonylaminophenylacetylene

A

N-(benzyloxycarbonyl)-4-ethylaniline
93008-63-0

N-(benzyloxycarbonyl)-4-ethylaniline

B

4-aminoethylbenzene
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;
4-ethylnitrobenzene
100-12-9

4-ethylnitrobenzene

4-aminoethylbenzene
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%
(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

4-aminoethylbenzene
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.
1-azido-4-ethylbenzene
128654-33-1

1-azido-4-ethylbenzene

4-aminoethylbenzene
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%
(4-Nitrophenyl)acetylene
937-31-5

(4-Nitrophenyl)acetylene

4-aminoethylbenzene
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;
4-vinyl benzylamine
1520-21-4

4-vinyl benzylamine

4-aminoethylbenzene
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%
4-Ethynylaniline
14235-81-5

4-Ethynylaniline

A

4-vinyl benzylamine
1520-21-4

4-vinyl benzylamine

B

4-aminoethylbenzene
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-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

A

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

B

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

Conditions
ConditionsYield
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.
4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

Conditions
ConditionsYield
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
93453-80-6, 14572-89-5

1-(4-aminophenyl)ethanol

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

Conditions
ConditionsYield
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.
4-nitrostyrene
100-13-0

4-nitrostyrene

A

4-vinyl benzylamine
1520-21-4

4-vinyl benzylamine

B

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

Conditions
ConditionsYield
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
61653-33-6

bis-(4-ethyl-phenyl)-diazene

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

Conditions
ConditionsYield
With perchloric acid In isopropyl alcohol; acetonitrile at 25℃; for 0.7h; pH=2; Inert atmosphere; Irradiation;90%
tert-butyl N-(4-ethylphenyl)carbamate
1220120-57-9

tert-butyl N-(4-ethylphenyl)carbamate

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

Conditions
ConditionsYield
With 1,1,3,3-Tetramethyldisiloxane; pyrographite; palladium dichloride In 1,2-dimethoxyethane at 25 - 40℃; for 6h;90%
N-benzyloxycarbonyl-4-aminostyrene
227778-64-5

N-benzyloxycarbonyl-4-aminostyrene

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal; ethylenediamine In tetrahydrofuran at 20℃; under 760 Torr; for 16h; Hydrogenation;89%
4-azidoacetophenone
20062-24-2

4-azidoacetophenone

A

1-(4-aminophenyl)ethanol
93453-80-6, 14572-89-5

1-(4-aminophenyl)ethanol

B

4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

C

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In tetrahydrofuran at 25℃; under 760.051 Torr; for 1.5h;A 5%
B 89%
C 6%
ethyl vinyl ether
109-92-2

ethyl vinyl ether

aniline
62-53-3

aniline

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

Conditions
ConditionsYield
With zinc(II) chloride In 1,4-dioxane at 100℃; for 12h; Schlenk technique;87%
N-ethyl-N-phenylamine
103-69-5

N-ethyl-N-phenylamine

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

Conditions
ConditionsYield
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℃;
(4-Nitrophenyl)acetylene
937-31-5

(4-Nitrophenyl)acetylene

A

4-ethylnitrobenzene
100-12-9

4-ethylnitrobenzene

B

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

Conditions
ConditionsYield
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%
ethane
74-84-0

ethane

aniline
62-53-3

aniline

A

ortho-ethylaniline
578-54-1

ortho-ethylaniline

B

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

Conditions
ConditionsYield
In gaseous matrix at 80℃; Irradiation;A 82%
B 18 % Spectr.
In gaseous matrix at 80℃; Irradiation;A 82 % Spectr.
B n/a
triethyl borane
97-94-9

triethyl borane

4-bromo-aniline
106-40-1

4-bromo-aniline

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate In tetrahydrofuran Suzuki-Miyaura cross-coupling; Inert atmosphere; Reflux;82%
1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

Conditions
ConditionsYield
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
100-13-0

4-nitrostyrene

A

4-ethylnitrobenzene
100-12-9

4-ethylnitrobenzene

B

4-vinyl benzylamine
1520-21-4

4-vinyl benzylamine

C

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

Conditions
ConditionsYield
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;
ammonium hydroxide
1336-21-6

ammonium hydroxide

1-bromo-4-ethylbenzene
1585-07-5

1-bromo-4-ethylbenzene

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

Conditions
ConditionsYield
With copper(ll) sulfate pentahydrate; potassium phosphate tribasic heptahydrate; water; Sucrose In water at 90℃; for 15h; Catalytic behavior; Green chemistry;75%
p-ethylbenzoic acid
619-64-7

p-ethylbenzoic acid

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

Conditions
ConditionsYield
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
100-12-9

4-ethylnitrobenzene

A

1-(4-aminophenyl)ethanol
93453-80-6, 14572-89-5

1-(4-aminophenyl)ethanol

B

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

Conditions
ConditionsYield
With 9,10-dihydro-10-methylacridine; perchloric acid In acetonitrile at 59.9℃; for 0.833333h;A 40%
B 60%
methane
34557-54-5

methane

aniline
62-53-3

aniline

A

ortho-ethylaniline
578-54-1

ortho-ethylaniline

B

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

Conditions
ConditionsYield
In gaseous matrix at 80℃; Irradiation;A 57%
B 43 % Spectr.
1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

Conditions
ConditionsYield
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
82140-87-2

3,3-Diazido-2-cyan-acrylsaeure-methylester

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

A

3-Azido-2-cyan-3-(4-ethylanilino)acrylsaeure-methylester
130148-86-6

3-Azido-2-cyan-3-(4-ethylanilino)acrylsaeure-methylester

B

C8H11N*HN3

C8H11N*HN3

Conditions
ConditionsYield
In dichloromethane at -30℃; for 16h;A 100%
B n/a
diethyl 2-ethoxymethylenemalonate
87-13-8

diethyl 2-ethoxymethylenemalonate

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

2-(((4-ethylphenyl)amino)methylene)diethyl malonate
111186-10-8

2-(((4-ethylphenyl)amino)methylene)diethyl malonate

Conditions
ConditionsYield
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
105-39-5

chloroacetic acid ethyl ester

2-methoxyethyl isothiocyanate
38663-85-3

2-methoxyethyl isothiocyanate

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

(Z)-2-((4-ethylphenyl)imino)-3-(2-methoxyethyl)thiazolidin-4-one

(Z)-2-((4-ethylphenyl)imino)-3-(2-methoxyethyl)thiazolidin-4-one

Conditions
ConditionsYield
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%
1H-indazole-5-sulfonyl chloride

1H-indazole-5-sulfonyl chloride

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

1H-indazole-5-sulfonic acid (4-ethylphenyl)amide

1H-indazole-5-sulfonic acid (4-ethylphenyl)amide

Conditions
ConditionsYield
With pyridine at 50℃; for 4h;100%
With pyridine at 50℃;98%
2,5-hexanedione
110-13-4

2,5-hexanedione

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

1-(4-ethylphenyl)-2,5-dimethyl-1H-pyrrole

1-(4-ethylphenyl)-2,5-dimethyl-1H-pyrrole

Conditions
ConditionsYield
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
118-92-3

anthranilic acid

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

3-(4-ethylphenyl)quinazolin-4(3H)-one
22874-41-5

3-(4-ethylphenyl)quinazolin-4(3H)-one

Conditions
ConditionsYield
With ytterbium(III) triflate at 60℃; for 0.0333333h;99%
cyclohexane-1,2-epoxide
286-20-4

cyclohexane-1,2-epoxide

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

trans-2-(4-ethylanilino)cyclohexan-1-ol

trans-2-(4-ethylanilino)cyclohexan-1-ol

Conditions
ConditionsYield
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
7154-66-7

2-bromobenzoic acid chloride

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

2-bromo-N-(4-ethylphenyl)benzamide
296273-16-0

2-bromo-N-(4-ethylphenyl)benzamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0℃; for 3h;99%
With triethylamine In dichloromethane
styrene oxide
96-09-3

styrene oxide

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

C16H19NO
1260096-13-6

C16H19NO

Conditions
ConditionsYield
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.
naphthalen-2-yl tosylate
7385-85-5

naphthalen-2-yl tosylate

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

(4-ethyl-phenyl)-[2]naphthyl-amine

(4-ethyl-phenyl)-[2]naphthyl-amine

Conditions
ConditionsYield
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%
4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

benzyl alcohol
100-51-6

benzyl alcohol

N-benzyl 4-ethylaniline
109240-32-6

N-benzyl 4-ethylaniline

Conditions
ConditionsYield
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
1275518-55-2

C7H6F3NO3

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

3-(4,4,4-trifluoro-3-(4-ethylanilino)butanoyl)oxazolidin-2-one

3-(4,4,4-trifluoro-3-(4-ethylanilino)butanoyl)oxazolidin-2-one

Conditions
ConditionsYield
In neat (no solvent) at 20℃; for 3h; Michael Addition;99%
In neat (no solvent) at 20℃; for 3h; Michael Addition;99%
C11H19N3O4S

C11H19N3O4S

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

C19H30N4O4S

C19H30N4O4S

Conditions
ConditionsYield
In dichloromethane; acetonitrile at 50℃; Inert atmosphere;99%
tert-Butoxybis(dimethylamino)methane
5815-08-7

tert-Butoxybis(dimethylamino)methane

ethyl 2-(2-ethoxy-2-oxoethyl)-4,5-dimethoxybenzoate

ethyl 2-(2-ethoxy-2-oxoethyl)-4,5-dimethoxybenzoate

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

2-(4-ethylphenyl)-6,7-dimethoxy-1-oxo-1,2-dihydroisoquinoline-4-carboxylic acid

2-(4-ethylphenyl)-6,7-dimethoxy-1-oxo-1,2-dihydroisoquinoline-4-carboxylic acid

Conditions
ConditionsYield
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%
Phenyl acetate
122-79-2

Phenyl acetate

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

N-(4-ethylphenyl)acetamide
3663-34-1

N-(4-ethylphenyl)acetamide

Conditions
ConditionsYield
With cell-free extract containing recombinant PpATaseCH In aq. phosphate buffer; dimethyl sulfoxide at 35℃; for 24h; pH=7.5; Time;99%
acetic anhydride
108-24-7

acetic anhydride

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

N-(4-ethylphenyl)acetamide
3663-34-1

N-(4-ethylphenyl)acetamide

Conditions
ConditionsYield
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
17455-13-9

18-crown-6 ether

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

4-ethylanilinium tetrafluoroborate-1,4,7,10,13,16-hexaoxacyclooctadecane (1/1)

4-ethylanilinium tetrafluoroborate-1,4,7,10,13,16-hexaoxacyclooctadecane (1/1)

Conditions
ConditionsYield
With tetrafluoroboric acid In methanol at 20℃;98%
p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

toluene-4-sulfonic acid-(4-ethyl-anilide)
1506-96-3

toluene-4-sulfonic acid-(4-ethyl-anilide)

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃; for 16h;98%
With pyridine In dichloromethane at 20℃; for 3h; Inert atmosphere;
bromobenzene
108-86-1

bromobenzene

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

4-ethyl-N-phenylbenzenamine
32804-22-1

4-ethyl-N-phenylbenzenamine

Conditions
ConditionsYield
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%
3-nitro-benzaldehyde
99-61-6

3-nitro-benzaldehyde

benzil
134-81-6

benzil

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

1-(4-ethylphenyl)-2-(3-nitrophenyl)-4,5-diphenyl-1H-imidazole

1-(4-ethylphenyl)-2-(3-nitrophenyl)-4,5-diphenyl-1H-imidazole

Conditions
ConditionsYield
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%
Methyl formate
107-31-3

Methyl formate

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

N-(4-ethylphenyl)formamide
69753-59-9

N-(4-ethylphenyl)formamide

Conditions
ConditionsYield
With calcium(II) bis(trifluoromethanesulfonyl)imide In neat (no solvent) at 115℃; for 1h; Reagent/catalyst; Microwave irradiation; Sealed tube;98%
2,3-pyrazinedicarboxylic anhydride
4744-50-7

2,3-pyrazinedicarboxylic anhydride

4-aminoethylbenzene
589-16-2

4-aminoethylbenzene

3-[(4-ethylphenyl)carbamoyl]pyrazine-2-carboxylic acid

3-[(4-ethylphenyl)carbamoyl]pyrazine-2-carboxylic acid

Conditions
ConditionsYield
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%

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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