3-Anilinopropionitrile supplier

Name
3-Anilinopropionitrile
EINECS 214-057-6
CAS No. 1075-76-9
Article Data89
CAS DataBase
Density 1.08 g/cm³
Solubility Insoluble in water
Melting Point 52-53 °C(lit.)
Formula C₉H₁₀N₂
Boiling Point 329.2 °C at 760 mmHg
Molecular Weight 146.192
Flash Point 152.9 °C
Transport Information
Appearance Yellow to light beige powder
Safety 26-37/39-36/37
Risk Codes 20/21/22-36/37/38
Molecular Structure
Hazard Symbols Xn
Synonyms Propionitrile,3-anilino- (6CI,7CI,8CI);(b-Cyanoethyl)aniline;3-(N-Phenylamino)propionitrile;3-(Phenylamino)propanenitrile;3-(Phenylamino)propionitrile;N-(2-Cyanoethyl)aniline;N-(Cyanoethyl)aniline;N-(b-Cyanoethyl)aniline;NSC 80663;b-Anilinopropionitrile;
PSA 35.82000
LogP 2.08518

Synthetic route

: 107-13-1
acrylonitrile

: 62-53-3
aniline

: 1075-76-9
N-cyanoethylaniline

Conditions

Conditions	Yield
With bis{(1R)-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethyl}cyclohexylphosphine; nickel(II) perchlorate hexahydrate In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;	99%
With nickel(II) ferrite In water at 100℃; Michael Addition; Green chemistry;	99%
With aluminum oxide at 20℃; for 8h; aza-Michael addition; Neat (no solvent);	98%

: 151-18-8
2-cyanoethylamine

: 108-94-1
cyclohexanone

: 1075-76-9
N-cyanoethylaniline

Conditions

Conditions	Yield
With styrene; 10 wt% Pd(OH)2 on carbon In toluene at 140℃; under 3750.38 Torr; for 13h; Flow reactor;	96%

: 151-18-8
2-cyanoethylamine

: 108-95-2
phenol

: 1075-76-9
N-cyanoethylaniline

Conditions

Conditions	Yield
With styrene; 5%-palladium/activated carbon; 10 wt% Pd(OH)2 on carbon; hydrogen In cyclohexanone; toluene at 140℃; under 1500.15 - 3750.38 Torr; for 13h;	96%

: 542-76-7
3-Chloropropionitrile

: 62-53-3
aniline

: 1075-76-9
N-cyanoethylaniline

Conditions

Conditions	Yield
With potassium iodide In acetonitrile at 170℃; under 4875.39 Torr; for 0.166667h; microwave irradiation;	83%

: 703-56-0
N-phenyl-2-oxazolidinone

: 1075-76-9
N-cyanoethylaniline

Conditions

Conditions	Yield
With potassium cyanide; 18-crown-6 ether at 100℃; for 10h; Neat (no solvent);	82%

: 107-13-1
acrylonitrile

: 62-53-3
aniline

A: 1555-66-4
N,N-bis(2-cyanoethyl)aniline

B: 1075-76-9
N-cyanoethylaniline

Conditions

Conditions	Yield
With OMS-MIL-100(Fe) In toluene at 50℃; for 24h; Michael Addition; Sealed tube; Schlenk technique; Green chemistry;	A 9% B 71%

...Expand

: 94-34-8
N-(2-cyanoethyl)-N-methylaniline

A: 107591-19-5
3-(methylphenylamino)-2-propenenitrile

B: 1075-76-9
N-cyanoethylaniline

Conditions

Conditions	Yield
With oxygen In N,N-dimethyl acetamide; water at 110℃; under 760.051 Torr; for 12h;	A 13 %Chromat. B 19%

: 5351-04-2
3-diethylaminopropionitrile

: 142-04-1
aniline hydrochloride

: 1075-76-9
N-cyanoethylaniline

: 5351-04-2
3-diethylaminopropionitrile

: 4484-20-2
aniline benzenesulfonate

: 1075-76-9
N-cyanoethylaniline

: 64-19-7
acetic acid

: 107-13-1
acrylonitrile

: 62-53-3
aniline

A: 1555-66-4
N,N-bis(2-cyanoethyl)aniline

B: 1075-76-9
N-cyanoethylaniline

Conditions

Conditions	Yield
at 150℃;

...Expand

: 142-04-1
aniline hydrochloride

: 107-13-1
acrylonitrile

: 1075-76-9
N-cyanoethylaniline

Conditions

Conditions	Yield
With diethylamine at 180℃;

: 142-04-1
aniline hydrochloride

: 107-13-1
acrylonitrile

: 62-53-3
aniline

: 1075-76-9
N-cyanoethylaniline

Conditions

Conditions	Yield
at 140℃;

...Expand

: 100133-37-7
2--buttersaeure

: 62-53-3
aniline

: 1075-76-9
N-cyanoethylaniline

Conditions

Conditions	Yield
With water

: 93115-66-3
diethyl-(2-cyano-ethyl)-methyl-ammonium; iodide

: 62-53-3
aniline

: 1075-76-9
N-cyanoethylaniline

: 2417-90-5
bromopropionitrile

: 62-53-3
aniline

: 1075-76-9
N-cyanoethylaniline

Conditions

Conditions	Yield
With potassium carbonate In acetone
In water Heating;

: 51078-50-3
N-<2-Cyan-aethyl>-norleucin

: 62-53-3
aniline

: 1075-76-9
N-cyanoethylaniline

Conditions

Conditions	Yield
With water

: 107-13-1
acrylonitrile

: 62-53-3
aniline

aniline acetate: aniline acetate

: 1075-76-9
N-cyanoethylaniline

Conditions

Conditions	Yield
at 140℃;

...Expand

: 107-13-1
acrylonitrile

: 62-53-3
aniline

aniline phosphate: aniline phosphate

: 1075-76-9
N-cyanoethylaniline

Conditions

Conditions	Yield
at 140℃;

...Expand

: 542-76-7
3-Chloropropionitrile

: 7732-18-5
water

: 62-53-3
aniline

: 1075-76-9
N-cyanoethylaniline

...Expand

: 32316-92-0
naphthalene-2-boronic acid

: 58469-32-2
3-chloro-1-phenyl-2-pyrazoline

A: 3314-37-2
3-naphthalen-2-yl-1-phenyl-4,5-dihydro-1H-pyrazole

B: 1075-76-9
N-cyanoethylaniline

Conditions

Conditions	Yield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In acetonitrile at 140℃; for 0.0833333h; Product distribution; Further Variations:; Catalysts; Temperatures; Suzuki cross-coupling reaction; microwave irradiation;	A 90 % Spectr. B 9 % Spectr.

...Expand

(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)Cu{N(Ph)(CH2CH2CN)}: (1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)Cu{N(Ph)(CH2CH2CN)}

: 1075-76-9
N-cyanoethylaniline

Conditions

Conditions	Yield
With hydrogenchloride In benzene-d6	100 % Spectr.

: trans-hydrido-2-{3-(phenylamino)propionitrilo}bis(triethylphosphine)platinum(II)

: 1075-76-9
N-cyanoethylaniline

Conditions

Conditions	Yield
In not given (N2); when heating at 70°C overnight C-H reductive elimination occurs; not isolated; detected by (1)H-NMR;

: [(η6-toluene)RuCl(κ2-(P,N)-(1,3,5-triaza-7-phosphaadamantan-6-yl)CH(p-C6H4OCH3)NHPh)]Cl

: 107-13-1
acrylonitrile

A: 1075-76-9
N-cyanoethylaniline

B: 79-06-1
2-propenamide

Conditions

Conditions	Yield
With water at 100℃; for 7h; Overall yield = 57 %Chromat.;

...Expand

: 108-95-2
phenol

: 1075-76-9
N-cyanoethylaniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrogen; palladium on activated charcoal / toluene / 140 °C / 1500.15 Torr / Flow reactor 2: styrene; 10 wt% Pd(OH)2 on carbon / toluene / 13 h / 140 °C / 3750.38 Torr / Flow reactor View Scheme

: 107-13-1
acrylonitrile

: 62-53-3
aniline

A: 2182-39-0
2-anilinopropionitrile

B: 1075-76-9
N-cyanoethylaniline

Conditions

Conditions	Yield
With C25H23Cl5N2Ru; potassium carbonate In toluene at 100℃; for 20h; Catalytic behavior; Reagent/catalyst; Solvent; Inert atmosphere; Autoclave;

...Expand

: 1075-76-9
N-cyanoethylaniline

: 55991-68-9
5-(p-tolyl)-2,3-dihydro-2,3-furandione

: 113308-08-0
N-(2-Cyano-ethyl)-2,4-dioxo-N-phenyl-4-p-tolyl-butyramide

Conditions

Conditions	Yield
In 1,4-dioxane for 0.166667h;	99%

: 14223-45-1
p-tolyl isoselenocyanate

: 1075-76-9
N-cyanoethylaniline

: 1332566-41-2
1-(2-cyanoethyl)-1-phenyl-3-(4-tolyl)selenourea

Conditions

Conditions	Yield
With pyridine In toluene at 20℃; for 24h; Inert atmosphere;	99%

: 100-44-7
benzyl chloride

: 1075-76-9
N-cyanoethylaniline

: 26322-20-3
N-(β-cyanoethyl)-N-benzylaniline

Conditions

Conditions	Yield
With ammonium hydroxide; tetramethlyammonium chloride at 50 - 100℃; for 4h; pH=5 - 7; Reagent/catalyst; Temperature; Large scale;	97.8%
With sodium carbonate In water

: 1075-76-9
N-cyanoethylaniline

: 55991-67-8
5-phenylfuran-2,3-dione

: 113308-07-9
N-(2-Cyano-ethyl)-2,4-dioxo-4,N-diphenyl-butyramide

Conditions

Conditions	Yield
In 1,4-dioxane for 0.166667h;	97%

: 3-methyl-5H-1,4,2-dioxazol-5-one

: 1075-76-9
N-cyanoethylaniline

: C11H13N3O

Conditions

Conditions	Yield
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] In chloroform at 25℃; for 12h; Inert atmosphere; Sealed tube;	95%

: 1075-76-9
N-cyanoethylaniline

: tetramethylammonium trifluoromethanethiolate

: 3-(phenyl(trifluoromethyl)amino)propanenitrile

Conditions

Conditions	Yield
Stage #1: N-cyanoethylaniline; tetramethylammonium trifluoromethanethiolate In dichloromethane at 20℃; Stage #2: With silver fluoride In dichloromethane at 20℃; for 1h; Sonication;	94%

: 1198-30-7
1-isoquinolinecarbonitrile

: 1075-76-9
N-cyanoethylaniline

: 3-(isoquinolin-1-yl(phenyl)amino)propanenitrile

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; 1,3-dicyano-5-fluoro-2,4,6-tris(diphenylamino)benzene In acetonitrile at 20℃; for 12h; Inert atmosphere; Irradiation;	94%

: 1075-76-9
N-cyanoethylaniline

: 75-05-8
acetonitrile

: 94-34-8
N-(2-cyanoethyl)-N-methylaniline

Conditions

Conditions	Yield
With 18-crown-6 ether; carbon dioxide at 80℃; under 750.075 Torr; for 24h; Inert atmosphere; Schlenk technique; Glovebox;	93%

: 39666-75-6
methyl β-hydroxy-β-(3,4,5-triethoxyphenyl)ethyl sulfone

: 1075-76-9
N-cyanoethylaniline

: 105639-94-9
β-anilino-β-(3,4,5-triethoxybenzyl)acrylonitrile

Conditions

Conditions	Yield
With potassium tert-butylate In dimethyl sulfoxide; tert-butyl alcohol at 45℃; for 3.5h;	92%

: 1075-76-9
N-cyanoethylaniline

: N-phenylpropane-1,3-diamine hydrochloride (N-phenyl-1,3-propanediamine hydrochloride)

Conditions

Conditions	Yield
Stage #1: N-cyanoethylaniline With ammonia; hydrogen In water; isopropyl alcohol at 80℃; under 15001.5 Torr; for 24h; Autoclave; Stage #2: With hydrogenchloride In d(4)-methanol; ethyl acetate Cooling with ice;	91%

: 1075-76-9
N-cyanoethylaniline

: 16387-47-6
N'-hydroxy-3-(phenylamino)propanimidamide

Conditions

Conditions	Yield
With hydroxylamine In etahol; water for 24h; Heating / reflux;	90.1%

: 64-18-6
formic acid

: 1075-76-9
N-cyanoethylaniline

: 94-34-8
N-(2-cyanoethyl)-N-methylaniline

Conditions

Conditions	Yield
With tris(pentafluorophenyl)borate In dibutyl ether at 100℃; Schlenk technique; Inert atmosphere;	87%
With dipotassium hydrogenphosphate; 18-crown-6 ether In tetrahydrofuran at 80℃; for 12h; Molecular sieve;	85%
With platinum on carbon; phenylsilane In toluene at 80℃; for 15h;	55%
With platinum on activated charcoal; phenylsilane In toluene at 80℃; for 15h; Schlenk technique; Inert atmosphere;	55%
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex; 1,3-bis-(diphenylphosphino)propane; phenylsilane In dibutyl ether at 60℃; for 18h; Schlenk technique; Inert atmosphere;	70 %Chromat.

: 1075-76-9
N-cyanoethylaniline

: 79-04-9
chloroacetyl chloride

: 16231-77-9
3-propionitril

Conditions

Conditions	Yield
With potassium carbonate In 1,4-dioxane at 60℃; for 2h;	83%
With potassium carbonate In 1,4-dioxane

: 1075-76-9
N-cyanoethylaniline

: 84557-23-3
4,5-Dichlor-2-dicyanmethylen-cyclopent-4-en-1,3-dion

: 84557-34-6
4-Chlor-5-(N-2-cyanoethyl-N-phenyl-amino)-2-dicyanmethylen-cyclopent-4-en-1,3-dion

Conditions

Conditions	Yield
In ethanol for 0.0833333h; Heating;	83%

: 1075-76-9
N-cyanoethylaniline

: 55919-60-3
N-(2-cyanoethyl)-N-phenylnitrosamine

Conditions

Conditions	Yield
With hydrogenchloride; sodium nitrite In water at 10℃;	83%

: 1075-76-9
N-cyanoethylaniline

: 15942-22-0
2,4-dinitro-N-<2-cyanoethyl>aniline

Conditions

Conditions	Yield
With bismuth (III) nitrate pentahydrate; palladium diacetate In 2,2,2-trifluoroethanol; trifluoroacetic acid at 20 - 90℃; for 24h; Inert atmosphere;	78%

: 1075-76-9
N-cyanoethylaniline

: 5652-38-0
N-phenyl-β-alanine

Conditions

Conditions	Yield
Stage #1: N-cyanoethylaniline With sodium hydroxide; water for 1h; Heating / reflux; Stage #2: With water; acetic acid	77.7%
With sodium hydroxide for 6h; Heating;
Stage #1: N-cyanoethylaniline With sodium hydroxide; water at 20℃; Heating / reflux; Stage #2: With hydrogenchloride In water pH=~ 3;

: 1075-76-9
N-cyanoethylaniline

: 334687-35-3
5-(2-hydroxyethyl)-4-methylthiophene-3-carbaldehyde

: 3-(2-Cyano-3-phenylaminoprop-2-en-1-yl)-5-(2-hydroxyethyl)-4-methylthiophene

Conditions

Conditions	Yield
With potassium tert-butylate In dimethyl sulfoxide; tert-butyl alcohol at 55℃;	77%

: 5-(2-hydroxyethyl)furan-3-carbaldehyde

: 1075-76-9
N-cyanoethylaniline

: 3-(5-(2-hydroxyethyl)furan-3-yl)-2-(phenylaminomethyl)acrylonitrile

Conditions

Conditions	Yield
With sodium methylate In methanol; dimethyl sulfoxide at 45℃; for 3h; Inert atmosphere;	76%

: 124-38-9
carbon dioxide

: 1075-76-9
N-cyanoethylaniline

: 94-34-8
N-(2-cyanoethyl)-N-methylaniline

Conditions

Conditions	Yield
With dimanganese decacarbonyl; phenylsilane; C29H33N2P In acetonitrile at 100℃; under 750.075 Torr; for 15h;	75%
With diphenylsilane; caesium carbonate In acetonitrile at 80℃;	56%

: 623-26-7
terephthalonitrile

: 1075-76-9
N-cyanoethylaniline

: 1149665-95-1
4-(2-cyano-1-(phenylamino)ethyl)benzonitrile

Conditions

Conditions	Yield
With Quinuclidine; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate In acetonitrile for 24h; Sealed tube; Inert atmosphere; Irradiation;	75%

: 1075-76-9
N-cyanoethylaniline

: 70-11-1
α-bromoacetophenone

: 138652-96-7
3-[(2-Oxo-2-phenyl-ethyl)-phenyl-amino]-propionitrile

Conditions

Conditions	Yield
In ethanol for 4h; Heating;	74%

: 100-52-7
benzaldehyde

: 1075-76-9
N-cyanoethylaniline

: 2-Benzyl-3-(phenylamino)acrylonitrile

Conditions

Conditions	Yield
With potassium tert-butylate In dimethyl sulfoxide; tert-butyl alcohol at 55℃; for 1.5h;	74%

: 1075-76-9
N-cyanoethylaniline

: 135-02-4
ortho-anisaldehyde

: (E)-3-(2-Methoxy-phenyl)-2-phenylaminomethyl-acrylonitrile

Conditions

Conditions	Yield
With sodium methylate In dimethyl sulfoxide at 125 - 130℃; for 2h;	72%

: 4651-94-9
2-amino-4,5-dimethylthiophene-3-carbonitrile

: 1075-76-9
N-cyanoethylaniline

: 4-amino-2-(2-anilino)ethyl-5,6-dimethylthieno[2,3-d]pyrimidine

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane for 6h;	72%

3-Anilinopropionitrile Chemical Properties

IUPAC Name: 3-Anilinopropanenitrile
CAS: 1075-76-9
Formula: C₉H₁₀N₂
Molecular Weight: 146.19
Molecular Structure of 3-Anilinopropanenitrile (CAS NO.1075-76-9):

Density: 1.08 g/cm³
Flash Point: 152.9 °C
Melting Point: 52-53 °C(lit.)
Boiling Point: 329.2 °C at 760 mmHg
Index of Refraction: 1.58
Molar Refractivity: 45.04 cm³
Molar Volume: 135.2 cm³
Polarizability: 17.85×10^-24cm³
Surface Tension: 46.8 dyne/cm
Appearance: yellow to light beige powder
Enthalpy of Vaporization: 57.17 kJ/mol
Vapour Pressure: 0.00018 mmHg at 25°C
Water Solubility: 4583(mg/L) at 25°C
Product Categories: intermediates of dyes and pigments.

3-Anilinopropionitrile Toxicity Data With Reference

1.		orl-rat LD50:4700 mg/kg		GTPZAB Gigiena Truda i Professionalnye Zabolevaniia. Labor Hygiene and Occupational Diseases. 32 (9)(1988),50.
2.		orl-mus LD50:2560 mg/kg		GTPZAB Gigiena Truda i Professionalnye Zabolevaniia. Labor Hygiene and Occupational Diseases. 32 (9)(1988),32.

3-Anilinopropionitrile Consensus Reports

Reported in EPA TSCA Inventory.

3-Anilinopropionitrile Safety Profile

Moderately toxic by ingestion. When heated to decomposition it emits toxic vapors of NO_x.
Safety Information about 3-Anilinopropanenitrile (CAS NO.1075-76-9):
Hazard Codes:
Xn:
Risk Statements about 3-Anilinopropanenitrile (CAS NO.1075-76-9):
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
R36/37/38: Irritating to eyes, respiratory system and skin.
R20/21: Harmful by inhalation and in contact with skin.
Safety Statements about 3-Anilinopropanenitrile (CAS NO.1075-76-9):
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37/39: Wear suitable gloves and eye/face protection.
S36/37: Wear suitable protective clothing and gloves.
WGK Germany: 3
RTECS: UG0770000

3-Anilinopropionitrile Specification

3-Anilinopropanenitrile with CAS number of 1075-76-9 is also known as N-(2-cyanoethyl)aniline ; N-cyanoethyl aniline ; Timtec-bb sbb004106;(Beta-Cyanoethyl)aniline ; 2-Phenylaminopropionitrile ; 3-(Phenylamino)-propanenitril ; 3-(Phenylamino)-Propanenitrile ; 3-Anilino-propanenitril Harmful if absorbed through the skin. May cause irritation of the digestive tract. May be harmful if swallowed. Harmful if inhaled. May cause respiratory tract irritation. As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Use water spray, dry chemical, carbon dioxide, or chemical foam. Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Store in a cool, dry place. Store in a tightly closed container.

Product Name

3-Anilinopropionitrile

Synthetic route

3-Anilinopropionitrile Chemical Properties

3-Anilinopropionitrile Toxicity Data With Reference

3-Anilinopropionitrile Consensus Reports

3-Anilinopropionitrile Safety Profile

3-Anilinopropionitrile Specification

Related Products

Hot Products