Product Name

  • Name

    3-Ethylanilinopropiononitrile

  • EINECS 205-728-4
  • CAS No. 148-87-8
  • Article Data11
  • CAS DataBase
  • Density 1.022 g/cm3
  • Solubility
  • Melting Point
  • Formula C11H14N2
  • Boiling Point 311.9 °C at 760 mmHg
  • Molecular Weight 174.246
  • Flash Point 132.8 °C
  • Transport Information
  • Appearance yellow to brown liquid
  • Safety 24/25
  • Risk Codes
  • Molecular Structure Molecular Structure of 148-87-8 (3-Ethylanilinopropiononitrile)
  • Hazard Symbols
  • Synonyms Propionitrile,3-(N-ethylanilino)- (6CI,7CI,8CI);3-(Ethylphenylamino)propionitrile;3-(N-Ethylanilino)propionitrile;N-(2-Cyanoethyl)-N-ethylaniline;N-Ethyl-N-(2-cyanoethyl)aniline;N-Ethyl-N-(b-cyanoethyl)aniline;N-b-Cyanoethyl-N-ethylaminobenzene;N-b-Cyanoethyl-N-ethylaniline;NSC81243;
  • PSA 27.03000
  • LogP 2.42658

Synthetic route

3-diethylaminopropionitrile
5351-04-2

3-diethylaminopropionitrile

N-ethyl-N-phenylamine
103-69-5

N-ethyl-N-phenylamine

N-ethyl-N-(2-cyanoethyl)aniline
148-87-8

N-ethyl-N-(2-cyanoethyl)aniline

N-ethyl-N-phenylamine
103-69-5

N-ethyl-N-phenylamine

acrylonitrile
107-13-1

acrylonitrile

N-ethyl-N-(2-cyanoethyl)aniline
148-87-8

N-ethyl-N-(2-cyanoethyl)aniline

anthranilic acid nitrile
1885-29-6

anthranilic acid nitrile

N-ethyl-N-(2-cyanoethyl)aniline
148-87-8

N-ethyl-N-(2-cyanoethyl)aniline

2-{4-[(2-Cyano-ethyl)-ethyl-amino]-phenylazo}-benzonitrile
52547-43-0

2-{4-[(2-Cyano-ethyl)-ethyl-amino]-phenylazo}-benzonitrile

Conditions
ConditionsYield
Stage #1: anthranilic acid nitrile With sulfuric acid; nitrosyl sulphuric acid In water at 0 - 20℃; for 2h;
Stage #2: N-ethyl-N-(2-cyanoethyl)aniline With sulfuric acid In water at 0℃; for 1h;		99%
C6H2Br2N3O2(1+)*HO4S(1-)

C6H2Br2N3O2(1+)*HO4S(1-)

N-ethyl-N-(2-cyanoethyl)aniline
148-87-8

N-ethyl-N-(2-cyanoethyl)aniline

3-[[4-[(2,6-dibromo-4-nitrophenyl)azo]phenyl]ethylamino]propanenitrile
55281-26-0

3-[[4-[(2,6-dibromo-4-nitrophenyl)azo]phenyl]ethylamino]propanenitrile

Conditions
ConditionsYield
With hydrogenchloride; sulfuric acid In water at 10℃; for 1.83333h; Green chemistry;97.3%
3-nitro-aniline
99-09-2

3-nitro-aniline

N-ethyl-N-(2-cyanoethyl)aniline
148-87-8

N-ethyl-N-(2-cyanoethyl)aniline

C17H17N5O2

C17H17N5O2

Conditions
ConditionsYield
Stage #1: 3-nitro-aniline With hydrogenchloride In water for 0.333333h;
Stage #2: With sodium nitrite In water at 10℃; for 1h;
Stage #3: N-ethyl-N-(2-cyanoethyl)aniline With sulfuric acid In water at 10℃; for 3h;		97.18%
2-nitro-aniline
88-74-4

2-nitro-aniline

N-ethyl-N-(2-cyanoethyl)aniline
148-87-8

N-ethyl-N-(2-cyanoethyl)aniline

4-N-Aethyl-N-(2-cyano)aethylamino-2'-nitroazobenzol
52301-71-0

4-N-Aethyl-N-(2-cyano)aethylamino-2'-nitroazobenzol

Conditions
ConditionsYield
Stage #1: 2-nitro-aniline With hydrogenchloride In water for 0.5h;
Stage #2: With sodium nitrite In water at 10℃; for 1h;
Stage #3: N-ethyl-N-(2-cyanoethyl)aniline In water at 5 - 10℃; for 1.5h;		96.33%
N-ethyl-N-(2-cyanoethyl)aniline
148-87-8

N-ethyl-N-(2-cyanoethyl)aniline

N-(3-aminopropyl)-N-ethylaniline
53606-48-7

N-(3-aminopropyl)-N-ethylaniline

Conditions
ConditionsYield
With ammonia; hydrogen In toluene at 120℃; under 22502.3 Torr; for 16h; Autoclave;91%
Hydrogenation;
ethenetetracarbonitrile
670-54-2

ethenetetracarbonitrile

N-ethyl-N-(2-cyanoethyl)aniline
148-87-8

N-ethyl-N-(2-cyanoethyl)aniline

p-tricyanovinyl-N-ethyl-N-(β-cyanoethyl)aniline
81430-43-5

p-tricyanovinyl-N-ethyl-N-(β-cyanoethyl)aniline

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20 - 25℃; for 0.25h; Sonication;73%
benzo[c]isothiazol-3-ylamine
2400-12-6

benzo[c]isothiazol-3-ylamine

N-ethyl-N-(2-cyanoethyl)aniline
148-87-8

N-ethyl-N-(2-cyanoethyl)aniline

3-{Ethyl-[4-(7-nitro-benzo[c]isothiazol-3-ylazo)-phenyl]-amino}-propionitrile

3-{Ethyl-[4-(7-nitro-benzo[c]isothiazol-3-ylazo)-phenyl]-amino}-propionitrile

Conditions
ConditionsYield
With sodium hydroxide; nitrosylsulfuric acid; sulfuric acid; nitric acid; acetic acid Product distribution; multistep reaction; reactions of 3-amino-2,1-benzothiazole and 3-aminoindazole with nitrozonium hydrogen sulfate and HNO3 in conc. H2SO4; formation of diazonium ions; nitration followed by diazotation; diazo coupling products;68%
With sodium hydroxide; nitrosylsulfuric acid; sulfuric acid; nitric acid; acetic acid 1.) 0-5 deg C, 2 h, 2.) 20 deg C, 3.5 h, 3.) H2O, pH 3-3.5; Yield given. Multistep reaction;
4-methoxy-2-nitroaniline
96-96-8

4-methoxy-2-nitroaniline

N-ethyl-N-(2-cyanoethyl)aniline
148-87-8

N-ethyl-N-(2-cyanoethyl)aniline

3-(ethyl(4-((4-methoxy-2-nitrophenyl)diazenyl)phenyl)amino)propanenitrile

3-(ethyl(4-((4-methoxy-2-nitrophenyl)diazenyl)phenyl)amino)propanenitrile

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite In methanol; water48%
methyl p-toluene sulfonate
80-48-8

methyl p-toluene sulfonate

N-ethyl-N-(2-cyanoethyl)aniline
148-87-8

N-ethyl-N-(2-cyanoethyl)aniline

N-ethyl-N-(2-cyano-ethyl)-N-methyl-anilinium; toluene-4-sulfonate

N-ethyl-N-(2-cyano-ethyl)-N-methyl-anilinium; toluene-4-sulfonate

N-methyl-N-phenylformamide
93-61-8

N-methyl-N-phenylformamide

N-ethyl-N-(2-cyanoethyl)aniline
148-87-8

N-ethyl-N-(2-cyanoethyl)aniline

N-ethyl-N-cyanoethyl-4-aminobenzaldehyde
27914-15-4

N-ethyl-N-cyanoethyl-4-aminobenzaldehyde

Conditions
ConditionsYield
With trichlorophosphate
N-ethyl-N-(2-cyanoethyl)aniline
148-87-8

N-ethyl-N-(2-cyanoethyl)aniline

N-ethyl-N-phenyl-β-aminopropionic acid
3334-57-4

N-ethyl-N-phenyl-β-aminopropionic acid

Conditions
ConditionsYield
With potassium hydroxide
With sulfuric acid at 140℃;
N-ethyl-N-(2-cyanoethyl)aniline
148-87-8

N-ethyl-N-(2-cyanoethyl)aniline

N-ethyl-N-phenyl-β-alanine amide
43151-55-9

N-ethyl-N-phenyl-β-alanine amide

Conditions
ConditionsYield
With sulfuric acid anschliessend Eintragen des Reaktionsgemisches in Wasser;
2-amino-6-(2-hydroxyethoxy)benzothiazole
73532-98-6

2-amino-6-(2-hydroxyethoxy)benzothiazole

N-ethyl-N-(2-cyanoethyl)aniline
148-87-8

N-ethyl-N-(2-cyanoethyl)aniline

3-(Ethyl-{4-[6-(2-hydroxy-ethoxy)-benzothiazol-2-ylazo]-phenyl}-amino)-propionitrile
89787-45-1

3-(Ethyl-{4-[6-(2-hydroxy-ethoxy)-benzothiazol-2-ylazo]-phenyl}-amino)-propionitrile

Conditions
ConditionsYield
With hydrogenchloride; sulfuric acid; sodium nitrite 1.) H2O, o deg C, 1 h; 2.) H2O, 10 deg C, 1 h; Yield given. Multistep reaction;
2-cyano-4-nitrobenzenediazonium hydrogen sulphate

2-cyano-4-nitrobenzenediazonium hydrogen sulphate

N-ethyl-N-(2-cyanoethyl)aniline
148-87-8

N-ethyl-N-(2-cyanoethyl)aniline

2'-cyano-4'-nitro-4-(N-β-cyanoethyl-N-ethyl)amino-1,1'-azobenzene
16889-10-4

2'-cyano-4'-nitro-4-(N-β-cyanoethyl-N-ethyl)amino-1,1'-azobenzene

Conditions
ConditionsYield
In sulfuric acid; acetic acid at 0℃; for 1.5h;
5-Nitro-1H-indazole-3-diazonium; dihydrogen phosphate

5-Nitro-1H-indazole-3-diazonium; dihydrogen phosphate

N-ethyl-N-(2-cyanoethyl)aniline
148-87-8

N-ethyl-N-(2-cyanoethyl)aniline

3-{Ethyl-[4-(5-nitro-1H-indazol-3-ylazo)-phenyl]-amino}-propionitrile
76486-30-1

3-{Ethyl-[4-(5-nitro-1H-indazol-3-ylazo)-phenyl]-amino}-propionitrile

Conditions
ConditionsYield
In sulfuric acid at 0℃; for 1.5h;
5-nitrobenzo[c]-1,2-thiazole-3-diazonium hydrogensulfate

5-nitrobenzo[c]-1,2-thiazole-3-diazonium hydrogensulfate

N-ethyl-N-(2-cyanoethyl)aniline
148-87-8

N-ethyl-N-(2-cyanoethyl)aniline

3-{Ethyl-[4-(5-nitro-benzo[c]isothiazol-3-ylazo)-phenyl]-amino}-propionitrile
76486-28-7

3-{Ethyl-[4-(5-nitro-benzo[c]isothiazol-3-ylazo)-phenyl]-amino}-propionitrile

Conditions
ConditionsYield
In sulfuric acid; acetic acid at 0℃; for 1.5h;
2-Cyano-4-nitro-naphthalene-1-diazonium; hydrogen sulfate

2-Cyano-4-nitro-naphthalene-1-diazonium; hydrogen sulfate

N-ethyl-N-(2-cyanoethyl)aniline
148-87-8

N-ethyl-N-(2-cyanoethyl)aniline

1-{4-[(2-Cyano-ethyl)-ethyl-amino]-phenylazo}-4-nitro-naphthalene-2-carbonitrile
76486-13-0

1-{4-[(2-Cyano-ethyl)-ethyl-amino]-phenylazo}-4-nitro-naphthalene-2-carbonitrile

Conditions
ConditionsYield
In sulfuric acid; acetic acid at 0℃; for 1.5h; Yield given;
5-Nitro-1H-benzo[g]indazole-3-diazonium; dihydrogen phosphate

5-Nitro-1H-benzo[g]indazole-3-diazonium; dihydrogen phosphate

N-ethyl-N-(2-cyanoethyl)aniline
148-87-8

N-ethyl-N-(2-cyanoethyl)aniline

3-{Ethyl-[4-(5-nitro-1H-benzo[g]indazol-3-ylazo)-phenyl]-amino}-propionitrile
76486-22-1

3-{Ethyl-[4-(5-nitro-1H-benzo[g]indazol-3-ylazo)-phenyl]-amino}-propionitrile

Conditions
ConditionsYield
In sulfuric acid at 0℃; for 1.5h; Yield given;
5-Nitro-2-thia-1-aza-cyclopenta[a]naphthalene-3-diazonium; hydrogen sulfate

5-Nitro-2-thia-1-aza-cyclopenta[a]naphthalene-3-diazonium; hydrogen sulfate

N-ethyl-N-(2-cyanoethyl)aniline
148-87-8

N-ethyl-N-(2-cyanoethyl)aniline

3-{Ethyl-[4-(5-nitro-2-thia-1-aza-cyclopenta[a]naphthalen-3-ylazo)-phenyl]-amino}-propionitrile
76486-19-6

3-{Ethyl-[4-(5-nitro-2-thia-1-aza-cyclopenta[a]naphthalen-3-ylazo)-phenyl]-amino}-propionitrile

Conditions
ConditionsYield
In sulfuric acid; acetic acid at 0℃; for 1.5h; Yield given;
5-Amino-3-nitromethyl-1-phenyl-pyrazol-4-carbonsaeuremethylester
86737-41-9

5-Amino-3-nitromethyl-1-phenyl-pyrazol-4-carbonsaeuremethylester

N-ethyl-N-(2-cyanoethyl)aniline
148-87-8

N-ethyl-N-(2-cyanoethyl)aniline

5-(p--phenylazo)-3-nitromethyl-1-phenyl-pyrazol-4-carbonsaeuremethylester
86737-58-8

5-(p--phenylazo)-3-nitromethyl-1-phenyl-pyrazol-4-carbonsaeuremethylester

Conditions
ConditionsYield
With hydrogenchloride; sodium acetate; sodium nitrite 1) glacial acetic acid, 10 deg , 10 min, 2) glacial acetic acid; Yield given. Multistep reaction;
4-methylthiazol-2-ylamine
1603-91-4

4-methylthiazol-2-ylamine

N-ethyl-N-(2-cyanoethyl)aniline
148-87-8

N-ethyl-N-(2-cyanoethyl)aniline

3-{Ethyl-[4-(4-methyl-thiazol-2-ylazo)-phenyl]-amino}-propionitrile

3-{Ethyl-[4-(4-methyl-thiazol-2-ylazo)-phenyl]-amino}-propionitrile

Conditions
ConditionsYield
With hydrogenchloride; sodium carbonate; sodium nitrite 1.) from 0 to 5 deg C, 1 h, 2.) from 0 to 5 deg C, 3 h; Multistep reaction;
4-nitro-aniline
100-01-6

4-nitro-aniline

N-ethyl-N-(2-cyanoethyl)aniline
148-87-8

N-ethyl-N-(2-cyanoethyl)aniline

3-[N-ethyl-4-(4-nitrophenylazo)phenylamino]propionitrile
31482-56-1

3-[N-ethyl-4-(4-nitrophenylazo)phenylamino]propionitrile

Conditions
ConditionsYield
With sulfuric acid; sodium acetate; acetic acid; sodium nitrite 1.) 10 deg C, 2.) 5 deg C, overnight; Yield given. Multistep reaction;
2-Chloro-4-nitroaniline
121-87-9

2-Chloro-4-nitroaniline

N-ethyl-N-(2-cyanoethyl)aniline
148-87-8

N-ethyl-N-(2-cyanoethyl)aniline

2'-chloro-4'-nitro-4-(N-β-cyanoethyl-N-ethyl)amino-1,1'-azobenzene
40880-51-1

2'-chloro-4'-nitro-4-(N-β-cyanoethyl-N-ethyl)amino-1,1'-azobenzene

Conditions
ConditionsYield
With sulfuric acid; sodium acetate; acetic acid; sodium nitrite 1.) 10 deg C, 2.) 5 deg C, overnight; Yield given. Multistep reaction;
Stage #1: 2-Chloro-4-nitroaniline With nitrosylsulfuric acid; sulfuric acid at 10℃; for 5.5h;
Stage #2: N-ethyl-N-(2-cyanoethyl)aniline With aminosulfonic acid at 5 - 10℃; for 8h;
2-methoxy-4-nitrophenylamine
97-52-9

2-methoxy-4-nitrophenylamine

N-ethyl-N-(2-cyanoethyl)aniline
148-87-8

N-ethyl-N-(2-cyanoethyl)aniline

2'-methoxy-4'-nitro-4-(N-β-cyanoethyl-N-ethyl)amino-1,1'-azobenzene

2'-methoxy-4'-nitro-4-(N-β-cyanoethyl-N-ethyl)amino-1,1'-azobenzene

Conditions
ConditionsYield
With sulfuric acid; sodium acetate; acetic acid; sodium nitrite 1.) 10 deg C, 2.) 5 deg C, overnight; Yield given. Multistep reaction;
5-nitroanthranilonitrile
17420-30-3

5-nitroanthranilonitrile

N-ethyl-N-(2-cyanoethyl)aniline
148-87-8

N-ethyl-N-(2-cyanoethyl)aniline

2'-cyano-4'-nitro-4-(N-β-cyanoethyl-N-ethyl)amino-1,1'-azobenzene
16889-10-4

2'-cyano-4'-nitro-4-(N-β-cyanoethyl-N-ethyl)amino-1,1'-azobenzene

Conditions
ConditionsYield
With sulfuric acid; sodium acetate; acetic acid; sodium nitrite 1.) 10 deg C, 2.) 5 deg C, overnight; Yield given. Multistep reaction;
Stage #1: 5-nitroanthranilonitrile With naphthalene-1,5-disulfonate In ethyl acetate at 50℃; for 0.166667h;
Stage #2: With tert.-butylnitrite In ethyl acetate at 25℃; for 0.333333h;
Stage #3: N-ethyl-N-(2-cyanoethyl)aniline With hydrogenchloride In water at 0 - 5℃; for 0.266667h;
4-nitro-2,6-dichloroaniline
99-30-9

4-nitro-2,6-dichloroaniline

N-ethyl-N-(2-cyanoethyl)aniline
148-87-8

N-ethyl-N-(2-cyanoethyl)aniline

2',6'-dichloro-4'-nitro-4-(N-β-cyanoethyl-N-ethyl)amino-1,1'-azobenzene
13301-61-6

2',6'-dichloro-4'-nitro-4-(N-β-cyanoethyl-N-ethyl)amino-1,1'-azobenzene

Conditions
ConditionsYield
With sulfuric acid; sodium acetate; acetic acid; sodium nitrite 1.) 10 deg C, 2.) 5 deg C, overnight; Yield given. Multistep reaction;
Stage #1: 4-nitro-2,6-dichloroaniline With naphthalene-1,5-disulfonate In ethyl acetate at 50℃; for 0.166667h;
Stage #2: With tert.-butylnitrite In ethyl acetate at 25℃; for 0.333333h;
Stage #3: N-ethyl-N-(2-cyanoethyl)aniline With hydrogenchloride In water at 0 - 5℃; for 0.166667h;
1-amino-2-cyano-4-nitro-6-chlorobenzene
20352-84-5

1-amino-2-cyano-4-nitro-6-chlorobenzene

N-ethyl-N-(2-cyanoethyl)aniline
148-87-8

N-ethyl-N-(2-cyanoethyl)aniline

2'-chloro-6'-cyano-4'-nitro-4-(N-β-cyanoethyl-N-ethyl)amino-1,1'-azobenzene

2'-chloro-6'-cyano-4'-nitro-4-(N-β-cyanoethyl-N-ethyl)amino-1,1'-azobenzene

Conditions
ConditionsYield
With sulfuric acid; sodium acetate; acetic acid; sodium nitrite 1.) 10 deg C, 2.) 5 deg C, overnight; Yield given. Multistep reaction;
1-amino-2,6-dicyano-4-nitrobenzene
20033-48-1

1-amino-2,6-dicyano-4-nitrobenzene

N-ethyl-N-(2-cyanoethyl)aniline
148-87-8

N-ethyl-N-(2-cyanoethyl)aniline

2',6'-dicyano-4'-nitro-4-(N-β-cyanoethyl-N-ethyl)amino-1,1'-azobenzene
26309-21-7

2',6'-dicyano-4'-nitro-4-(N-β-cyanoethyl-N-ethyl)amino-1,1'-azobenzene

Conditions
ConditionsYield
With sulfuric acid; sodium acetate; acetic acid; sodium nitrite 1.) 10 deg C, 2.) 5 deg C, overnight; Yield given. Multistep reaction;

3-Ethylanilinopropiononitrile Chemical Properties

Chemistry informtion about N-Ethyl-N-(2-Cyanoethyl)Aniline (CAS NO.148-87-8) is:
IUPAC Name: 3-(N-Ethylanilino)Propanenitrile
Synonyms: 3-(Ethylphenylamino)-Propanenitrile ; 3-Ethylanilinopropiononitrile ; 3-(N-Ethylanilino)Propiononitrile ; 3-(N-Ethyl-N-Phenylamino)Propionitrile ; (2-Cyanoethyl)Ethylaniline ; 3-(Ethylanilino)Propanenitrile ; 3-(Ethylphenylamino)-Propanenitril ; 3-(Ethylphenylamino)Propionitrile
Product Categories: Intermediates of Dyes and Pigments 
MF: C11H14N2
MW: 174.24
EINECS: 205-728-4 
Density: 1.022 g/cm3
Flash Point: 132.8 °C
Boiling Point: 311.9 °C at 760 mmHg
Vapour Pressure: 0.000547 mmHg at 25°C
 Enthalpy of Vaporization: 55.29 kJ/mol
Following is the molecular structure of N-Ethyl-N-(2-Cyanoethyl)Aniline (CAS NO.148-87-8) is:

3-Ethylanilinopropiononitrile Production

Preparation products are Disperse Red 73 --> Disperse Orange 76 --> 3-[ethyl[4-[(6-nitrobenzothiazol-2-yl)azo]phenyl]amino]propiononitrile --> Disperse Orange 25 --> 3-[ethyl[3-methyl-4-[(6-nitrobenzothiazol-2-yl)azo]phenyl]amino]propiononitrile --> Disperse Red 153--> Disperse Red 152--> 3-[[4-[(2-chloro-4-nitrophenyl)azo]phenyl]ethylamino]propiononitrile .

3-Ethylanilinopropiononitrile Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mammal (species unspecified) LC50 inhalation > 400gm/m3 (400000mg/m3)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 30(1), Pg. 50, 1986.
mouse LD50 oral 1510mg/kg (1510mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 30(1), Pg. 50, 1986.
rabbit LD50 oral 1510mg/kg (1510mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 30(1), Pg. 50, 1986.
rat LD50 oral 4840mg/kg (4840mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 32(9), Pg. 32, 1988.

3-Ethylanilinopropiononitrile Consensus Reports

Reported in EPA TSCA Inventory. Cyanide and its compounds are on the Community Right-To-Know List.

3-Ethylanilinopropiononitrile Safety Profile

Moderately toxic by ingestion. When heated to decomposition it emits very toxic fumes of NOx and CN−. See also CYANIDE. 
Safety Statements:
S24/25:Avoid contact with skin and eyes.
RTECS: BY0100000

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