3-AMINOPROPIONITRILE supplier

Name
3-Aminopropionitrile
EINECS 205-786-0
CAS No. 151-18-8
Article Data44
CAS DataBase
Density 0.933 g/cm³
Solubility Soluble in water.
Melting Point <25 °C
Formula C₃H₆N₂
Boiling Point 186.324 °C at 760 mmHg
Molecular Weight 70.094
Flash Point 66.486 °C
Transport Information UN 3276
Appearance clear colourless to yellow liquid
Safety 36/37
Risk Codes 20/21/22
Molecular Structure
Hazard Symbols Xn
Synonyms Propionitrile,3-amino- (8CI);Propionitrile, b-amino- (4CI);1-Cyano-2-aminoethane;2-Cyanoethylamine;3-Aminopropanenitrile;Aminopropionitrile;BAPN;N-(2-Cyanoethyl)amine;NSC 40641;b-Alaninenitrile;b-Aminopropionitrile;b-Cyanoethylamine;
PSA 49.81000
LogP 0.55908

Synthetic route

: 107-13-1
acrylonitrile

: 151-18-8
2-cyanoethylamine

Conditions

Conditions	Yield
With ammonia	83%
With ammonia	60%
With ammonia at 100℃; under 6750.68 Torr; for 4h; Temperature; Pressure;	45%

: 67-56-1
methanol

: 107-13-1
acrylonitrile

A: 151-18-8
2-cyanoethylamine

B: 110-67-8
3-Methoxypropionitrile

C: 107-12-0
propiononitrile

Conditions

Conditions	Yield
With ammonia; hydrogen; chromium; cobalt; iron; nickel at 100℃; under 60004.8 Torr;	A 65% B 20% C 15%

...Expand

: 107-13-1
acrylonitrile

A: 151-18-8
2-cyanoethylamine

B: 111-94-4
3,3'-Iminodipropionitrile

Conditions

Conditions	Yield
With ammonium hydroxide at 20℃; for 0.5h;	A 30% B 47%
With ammonia for 24h;	A 12% B n/a
With ammonia; water at 96℃; unter Wasserstoff-Druck;

: 497-25-6
dimethylenecyclourethane

: 151-18-8
2-cyanoethylamine

Conditions

Conditions	Yield
With potassium cyanide; 18-crown-6 ether at 100℃; for 5h; Neat (no solvent);	13%

: 542-76-7
3-Chloropropionitrile

: 151-18-8
2-cyanoethylamine

Conditions

Conditions	Yield
With ammonia at 21 - 24℃; under 5884.06 - 7355.08 Torr;

: 111-94-4
3,3'-Iminodipropionitrile

: 151-18-8
2-cyanoethylamine

Conditions

Conditions	Yield
under 735.5 Torr; durch Destillation;
under 735.5 Torr; Destillation;

: 34583-60-3
p-CH3C6H4-O2SO-CH2CH2CN

: 151-18-8
2-cyanoethylamine

Conditions

Conditions	Yield
(i) bis-(4-chloro-phenylsulfanyl)-amine <li salt="">, THF, (ii) PhSH, ZnCl2</li>; Multistep reaction;

: 1119-50-2
3-acetylaminopropionitrile

A: 151-18-8
2-cyanoethylamine

B: 64-19-7
acetic acid

Conditions

Conditions	Yield
With hydrogenchloride In water at 30℃; Rate constant; hydrolysis;

: 352-96-5
3-aminopropionitrile fumarate salt

: 151-18-8
2-cyanoethylamine

Conditions

Conditions	Yield
With sodium hydroxide In water

: (2-Cyano-ethyl)-thiocarbamic acid; compound with triethyl-amine

A: 463-58-1
carbon oxide sulfide

B: 151-18-8
2-cyanoethylamine

Conditions

Conditions	Yield
With phosphate buffer In water at 25℃; Mechanism; Rate constant; general acid catalysis;

: 74687-07-3
3-[(diphenylmethylene)amino]propionitrile

A: 119-61-9
benzophenone

B: 151-18-8
2-cyanoethylamine

Conditions

Conditions	Yield
With water at 25℃; Rate constant; effect of pH on the rate constants;

: 80500-14-7
3-[(Hydroxy-diphenyl-methyl)-amino]-propionitrile

A: 119-61-9
benzophenone

B: 151-18-8
2-cyanoethylamine

Conditions

Conditions	Yield
With water In acetonitrile at 30℃; Rate constant;

: S,S-dimethyl-N-(2-cyanoethyl)sulfiliminium chloride

A: 75-18-3
dimethylsulfide

B: 151-18-8
2-cyanoethylamine

Conditions

Conditions	Yield
With iodide; hydrogen cation In water at 25℃; Rate constant; Mechanism; ionic strength 1.0 with KCl; solvent deuterium isotope effect; catalytic constants for buffer catalysis;

: 7664-41-7
ammonia

: 107-13-1
acrylonitrile

A: 151-18-8
2-cyanoethylamine

B: 7528-78-1
tris(2-cyanoethyl)amine

C: 111-94-4
3,3'-Iminodipropionitrile

...Expand

: 3589-45-5
3-phthalimidopropionitrile

: 151-18-8
2-cyanoethylamine

Conditions

Conditions	Yield
With hydrazine In ethanol; water for 0.25h; Inert atmosphere; Reflux;

: 107-13-1
acrylonitrile

A: 151-18-8
2-cyanoethylamine

B: 7528-78-1
tris(2-cyanoethyl)amine

C: 111-94-4
3,3'-Iminodipropionitrile

Conditions

Conditions	Yield
With Pd(2,6-(Cy2PCH2)2C6H3)(OTf); ammonia In benzene-d6 at 60℃; for 12h;

...Expand

: 151-18-8
2-cyanoethylamine

: 24424-99-5
di-tert-butyl dicarbonate

: 53588-95-7
3-<(tert-butoxycarbonyl)amino>propionitrile

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; Cooling with ice;	100%
In dichloromethane at 20℃; Inert atmosphere;	97.4%
With calcium carbonate In 1,4-dioxane; water at 0 - 20℃;	96%

: 151-18-8
2-cyanoethylamine

: 1166828-89-2
2-((1r,4s)-5'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2',3'-dihydrospiro[cyclohexane-1,1'-indene]-4-yl)acetic acid

: 1166828-87-0
N-(2-cyanoethyl)-2-((1r,4s)-5'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2',3'-dihydrospiro[cyclohexane-1,1'-indene]-4-yl)acetamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate In dichloromethane at 20℃; for 4h;	100%

: 55583-59-0
2,5-diamino-4,6-dichloropyrimidine

: 151-18-8
2-cyanoethylamine

: 3-((2,5-diamino-6-chloropyrimidin-4-yl)amino)propanenitrile

Conditions

Conditions	Yield
at 100℃; for 1h;	100%
at 100℃; for 1h;	100%
With triethylamine In butan-1-ol at 100℃; Inert atmosphere;

: 151-18-8
2-cyanoethylamine

: 111-82-0
methyl n-dodecanoate

: 164394-80-3
N-lauroyl-β-aminopropionitrile

Conditions

Conditions	Yield
With Candida antarctica lipase In di-isopropyl ether at 24℃; for 24h;	99.3%
With Candida antarctica lipase In di-isopropyl ether at 30℃;	99%

: 151-18-8
2-cyanoethylamine

: 109-94-4
formic acid ethyl ester

: 59749-65-4
N-(2-cyanoethyl)-formamide

Conditions

Conditions	Yield
for 5h; Reflux;	99%
for 5h; Reflux;	98%
at 20℃;	96%
for 5h; Heating; Yield given;

: 151-18-8
2-cyanoethylamine

: 201230-82-2
carbon monoxide

: 4-bromo-2,2-dimethyl-6-nitro-2H-1-benzopyran

: N-(2-cyanoethyl)-2,2-dimethyl-6-nitro-2H-1-benzopyran-4-carboxamide

Conditions

Conditions	Yield
With triphenylphosphine; potassium iodide; palladium diacetate In N,N-dimethyl-formamide at 130℃; for 1h; amidation;	99%

...Expand

: 649551-06-4
JNJ-17156516

: 151-18-8
2-cyanoethylamine

: 648869-44-7
(S)-N-(2-cyano-ethyl)-3-[5-(3,4-dichloro-phenyl)-1-(4-methoxy-phenyl)-1H-pyrazol-3-yl]-2-m-tolyl-propionamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In DMF (N,N-dimethyl-formamide)	99%
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine In DMF (N,N-dimethyl-formamide)	99%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In DMF (N,N-dimethyl-formamide)	99%

: 151-18-8
2-cyanoethylamine

: 585-74-0
3-Methylacetophenone

: (E)-3-((1-(m-tolyl)ethylidene)amino)propanenitrile

Conditions

Conditions	Yield
In toluene for 72h; Inert atmosphere; Schlenk technique; Molecular sieve; Reflux;	99%

: 39755-95-8
5-methoxyisatine

: 151-18-8
2-cyanoethylamine

: 126-81-8
dimedone

: 2-amino-5'-methoxy-7,7-dimethyl-2',5-dioxo-5,6,7,8- tetrahydrospiro[chromene-4,3'-indoline]-3-carbonitrile

Conditions

Conditions	Yield
With guanine stabilized on silica-functionalized magnetic Fe3O4 nanoparticles In water at 70℃;	99%

...Expand

: 151-18-8
2-cyanoethylamine

: 91-56-5
indole-2,3-dione

: 126-81-8
dimedone

: 119771-51-6
2-amino-7,7-dimethyl-2',5-dioxo-5,6,7,8-tetrahydrospiro[chromene-4,3'-indoline]-3-carbonitrile

Conditions

Conditions	Yield
With guanine stabilized on silica-functionalized magnetic Fe3O4 nanoparticles In water at 70℃;	99%

...Expand

: 151-18-8
2-cyanoethylamine

: 91-56-5
indole-2,3-dione

: 504-02-9
1,3-cylohexanedione

: 74647-54-4
2-amino-2',5-dioxo-1',2',5,6,7,8-hexahydrospiro[chromen-4,3'-indole]-3-carbonitrile

Conditions

Conditions	Yield
With guanine stabilized on silica-functionalized magnetic Fe3O4 nanoparticles In water at 70℃; Solvent; Temperature;	99%

...Expand

: 151-18-8
2-cyanoethylamine

: 107-95-9
3-amino propanoic acid

Conditions

Conditions	Yield
In water at 35℃; for 6h; Temperature; Enzymatic reaction;	98.4%
With water; sodium hydroxide at 100 - 110℃; under 37503.8 Torr; for 0.025h; Concentration; Pressure; Temperature; Flow reactor;	98%
Stage #1: 2-cyanoethylamine With hydrogenchloride In water Stage #2: In water at 40℃; for 8h; pH=7; Enzymatic reaction; Stage #3: With hydrogenchloride In water at 40℃; for 8h; pH=6; Kinetics; Enzymatic reaction;	90%

: 1445-45-0
Trimethyl orthoacetate

: 151-18-8
2-cyanoethylamine

: 420-04-2
CYANAMID

: 698-29-3
2-methyl-4-amino-5-cyanopyrimidine

Conditions

Conditions	Yield
Stage #1: Trimethyl orthoacetate; 2-cyanoethylamine In methanol at 50 - 55℃; for 2h; Stage #2: CYANAMID In methanol at 55 - 60℃; for 3h; Temperature; Solvent; Further stages;	98.1%

...Expand

: 151-18-8
2-cyanoethylamine

: 501-53-1
benzyl chloroformate

: 18877-96-8
3-<<(benzyloxy)carbonyl>amino>propionitrile

Conditions

Conditions	Yield
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 3h; pH=9.0;	98%
With sodium hydroxide In tetrahydrofuran; water at 20 - 25℃; for 3h; pH=9;	98%
With sodium hydroxide In water at 0℃; for 1h;	72%
With sodium hydroxide

: 151-18-8
2-cyanoethylamine

: 120122-47-6
1-methyl-4-nitro-2-trichloroacetylpyrrole

: 3185-95-3
1-methyl-4-nitro-1H-pyrrole-2-carboxylic acid (2-cyanoethyl)amide

Conditions

Conditions	Yield
In tetrahydrofuran for 1h; Ambient temperature;	98%

: 151-18-8
2-cyanoethylamine

: 63220-36-0
benzyloxycarbonyl isothiocyanate

: 1581260-77-6
C12H13N3O2S

Conditions

Conditions	Yield
In ethyl acetate for 0.5h; Cooling with ice;	98%

: 151-18-8
2-cyanoethylamine

: 2-(1H-indol-6-yl)-3-[4-(tetrahydro-pyran-4-yloxymethyl)phenylethynyl]benzoic acid

: C32H29N3O3

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 16h;	98%

: 39755-95-8
5-methoxyisatine

: 151-18-8
2-cyanoethylamine

: 504-02-9
1,3-cylohexanedione

: 2-amino-5'-methoxy-2',5-dioxo-5,6,7,8- tetrahydrospiro[chromene-4,3'-indoline]-3-carbonitrile

Conditions

Conditions	Yield
With guanine stabilized on silica-functionalized magnetic Fe3O4 nanoparticles In water at 70℃;	98%

...Expand

: 151-18-8
2-cyanoethylamine

: 17630-76-1
5-chloroindole 2,3-dione

: 126-81-8
dimedone

: 303039-26-1
2‑amino‑5′‑chloro‑7,7‑dimethyl‑2′,5‑dioxo‑5,6,7,8‑tetrahydrospiro[chromene‑4,3′‑indoline]‑3‑carbonitrile

Conditions

Conditions	Yield
With guanine stabilized on silica-functionalized magnetic Fe3O4 nanoparticles In water at 70℃;	98%

...Expand

: 151-18-8
2-cyanoethylamine

: 98-59-9
p-toluenesulfonyl chloride

: 2619-22-9
N-(β-cyanoethyl)-p-toluenesulfonamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 10h; Inert atmosphere;	97%
With pyridine In benzene for 1h; Heating;	73.8%
In pyridine

: 151-18-8
2-cyanoethylamine

: (2S,3R)-4-Azido-3-<(tert-butyldimethylsilyl)oxy>-2-<(ethoxymethylene)amino>butyronitrile

: 151256-29-0
5-Amino-4-<(1'R)-<(2'-azido-1'-tert-butyldimethylsilyl)oxy>ethyl>-1-(2'-cyanoethyl)imidazole

Conditions

Conditions	Yield
With 5A molecular sieve In acetonitrile for 2h; Heating;	97%

: 151-18-8
2-cyanoethylamine

: 97950-76-0
1-methyl-4-(1-methyl-4-nitropyrrole-2-carboxamido)pyrrole-2-carboxylic acid

: 3185-94-2
3-<1-methyl-4-(1-methyl-4-nitropyrrole-2-carboxamido)pyrrole-2-carboxamido>propiononitrile

Conditions

Conditions	Yield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide for 1.5h; Ambient temperature;	97%

: 151-18-8
2-cyanoethylamine

: 47173-80-8
N-Boc-D-serine(Bzl)-OH

: C18H25N3O4

Conditions

Conditions	Yield
Stage #1: N-Boc-D-serine(Bzl)-OH With 4-methyl-morpholine; isobutyl chloroformate Stage #2: 2-cyanoethylamine Further stages.;	97%

: 98-03-3
thiophene-2-carbaldehyde

: 151-18-8
2-cyanoethylamine

: 373356-47-9
3-((thiophen-2-ylmethyl)amino)propanenitrile

Conditions

Conditions	Yield
Stage #1: thiophene-2-carbaldehyde; 2-cyanoethylamine In 1,2-dichloro-ethane for 0.0833333h; Stage #2: With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane Stage #3: With water; sodium hydrogencarbonate In 1,2-dichloro-ethane	97%

: 151-18-8
2-cyanoethylamine

: 14002-51-8
4-biphenyl-carboxylic acid chloride

: 890714-00-8
N-(2-cyanoethyl)biphenyl-4-carboxyamide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran for 0.5h;	97%

: 151-18-8
2-cyanoethylamine

EDC.HCl: EDC.HCl

: 1282042-79-8
(S)-2-(tert-butoxycarbonyl)amino-3-(3'-chlorobiphenyl-4-yl)propionic acid

: (S)-tert-butyl 3-(3'-chlorobiphenyl-4-yl)-1-(2-cyanoethylamino)-1-oxopropan-2-ylcarbamate

Conditions

Conditions	Yield
With triethanolamine; benzotriazol-1-ol In tetrahydrofuran	97%

...Expand

: 443-69-6
5-fluoro-1H-indole-2,3-dione

: 151-18-8
2-cyanoethylamine

: 126-81-8
dimedone

: 352329-70-5
2-amino-5'-fluoro-7,7-dimethyl-2',5-dioxo-5,6,7,8-tetrahydrospiro[chromene-4,3'-indoline]-3-carbonitrile

Conditions

Conditions	Yield
With guanine stabilized on silica-functionalized magnetic Fe3O4 nanoparticles In water at 70℃;	97%

...Expand

: 151-18-8
2-cyanoethylamine

: 87-48-9
5-Bromo-1H-indole-2,3-dione

: 126-81-8
dimedone

: 2-amino-5'-bromo-7,7-dimethyl-2',5-dioxo-5,6,7,8-tetrahydrospiro[chromene-4,3'-indoline]-3-carbonitrile

Conditions

Conditions	Yield
With guanine stabilized on silica-functionalized magnetic Fe3O4 nanoparticles In water at 70℃;	97%

...Expand

: 151-18-8
2-cyanoethylamine

: 22478-66-6
dehydroabietic acid chloride

: 97363-99-0
N-(2-cyanoethyl)dehydroabietamide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran; N,N-dimethyl-formamide at 0℃; for 1h;	96%

: 151-18-8
2-cyanoethylamine

: 13574-13-5
Boc-Glu(OBzl)-OH

: 165820-89-3
N-(tert-butyloxycarbonyl)-L-glutamic acid α-(2-cyanoethylamide) δ-benzyl ester

Conditions

Conditions	Yield
With diethyl cyanophosphonate; triethylamine In N,N-dimethyl-formamide for 0.5h; Ambient temperature;	96%

3-AMINOPROPIONITRILE Chemical Properties

IUPAC Name: 3-Aminopropionitrile
The MF of 3-Aminopropionitrile (151-18-8) is C₃H₆N₂.

The MW of 3-Aminopropionitrile (151-18-8) is 70.09.
Synonyms of 3-Aminopropionitrile (151-18-8): 3-Aminopropionitrile ; 2-Cyanoethylamine ; Propanenitrile, 3-amino-
Form: clear colourless to yellow liquid
Index of Refraction: 1.429
EINECS: 205-786-0
Density: 0.933 g/ml
Flash Point: 66.5 °C
Boiling Point: 186.3 °C
Storage temp: Refrigerator
Merck: 14,469
BRN: 1698848

3-AMINOPROPIONITRILE Uses

3-Aminopropionitrile (151-18-8) is used for organic synthesis, pharmaceutical intermediates.

3-AMINOPROPIONITRILE Toxicity Data With Reference

1.	sce-mus:emb 1250 mg/kg	ARTODN Archives of Toxicology. 47 (1981),305.
2.	skn-mus LDLo:12,800 mg/kg	EMPSAL Experimental and Molecular Pathology, Supplement. 39 (1983),154.
3.	ipr-mus LD50:1152 mg/kg	EMPSAL Experimental and Molecular Pathology, Supplement. 39 (1983),154.

3-AMINOPROPIONITRILE Consensus Reports

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

3-AMINOPROPIONITRILE Safety Profile

Moderately toxic by intraperitoneal route. An experimental teratogen. Other experimental reproductive effects. Mutation data reported. Nitriles usually have cyanide-like effects. See also CYANIDE. Easily oxidized and unstable. A storage hazard; it polymerizes to an explosive yellow solid. When heated to decomposition it emits toxic fumes of CN⁻ and NO_x. For fire and explosion hazards see CYANIDE.
Safety information of 3-Aminopropionitrile (151-18-8):
Hazard Codes Xn
Risk Statements
20/21/22 Harmful by inhalation, in contact with skin and if swallowed
Safety Statements
36/37 Wear suitable protective clothing and gloves
RIDADR 3276
RTECS UG0350000
HazardClass 8
PackingGroup III

Product Name

3-Aminopropionitrile

Synthetic route

3-AMINOPROPIONITRILE Chemical Properties

3-AMINOPROPIONITRILE Uses

3-AMINOPROPIONITRILE Toxicity Data With Reference

3-AMINOPROPIONITRILE Consensus Reports

3-AMINOPROPIONITRILE Safety Profile

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