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3-Ethylanilinopropiononitrile

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Name

3-Ethylanilinopropiononitrile

EINECS 205-728-4
CAS No. 148-87-8 Density 1.022 g/cm3
PSA 27.03000 LogP 2.42658
Solubility N/A Melting Point N/A
Formula C11H14N2 Boiling Point 311.9 °C at 760 mmHg
Molecular Weight 174.246 Flash Point 132.8 °C
Transport Information N/A Appearance yellow to brown liquid
Safety 24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 148-87-8 (3-Ethylanilinopropiononitrile) Hazard Symbols N/A
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;

Article Data 11

3-Ethylanilinopropiononitrile Synthetic route

5351-04-2

3-diethylaminopropionitrile

103-69-5

N-ethyl-N-phenylamine

148-87-8

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

103-69-5

N-ethyl-N-phenylamine

107-13-1

acrylonitrile

148-87-8

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

1885-29-6

anthranilic acid nitrile

148-87-8

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

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-)

148-87-8

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

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%
99-09-2

3-nitro-aniline

148-87-8

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

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%
88-74-4

2-nitro-aniline

148-87-8

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

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%
148-87-8

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

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;
670-54-2

ethenetetracarbonitrile

148-87-8

N-ethyl-N-(2-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%
2400-12-6

benzo[c]isothiazol-3-ylamine

148-87-8

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

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;
96-96-8

4-methoxy-2-nitroaniline

148-87-8

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

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

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite In methanol; water48%

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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