Product Name

  • Name

    Aminoacetonitrile hydrochloride

  • EINECS 227-865-9
  • CAS No. 6011-14-9
  • Article Data3
  • CAS DataBase
  • Density
  • Solubility Soluble in water 20°C, 1000g/L.
  • Melting Point 172-174 °C
  • Formula C2H5ClN2
  • Boiling Point 164.2 °C at 760 mmHg
  • Molecular Weight 92.5281
  • Flash Point 53.1 °C
  • Transport Information UN 3439
  • Appearance White to off-white crystalline powder
  • Safety 22-36/37
  • Risk Codes 20/21/22
  • Molecular Structure Molecular Structure of 6011-14-9 (Aminoacetonitrile hydrochloride)
  • Hazard Symbols R22:Harmful if swallowed.; R36/37/38:Irritating to eyes, respiratory system and skin.;
  • Synonyms Acetonitrile,amino-, monohydrochloride (9CI);Glycinonitrile, monohydrochloride (8CI);2-Aminoacetonitrile hydrochloride;Aminoacetonitrile monohydrochloride;Glycinonitrile hydrochloride;a-Aminoacetonitrilehydrochloride;
  • PSA 49.81000
  • LogP 0.97098

Synthetic route

2-aminoacetonitrile
540-61-4

2-aminoacetonitrile

2-aminoacetonitrile hydrochloride
6011-14-9

2-aminoacetonitrile hydrochloride

Conditions
ConditionsYield
With hydrogenchloride at 20 - 30℃; for 2h; Temperature;82.8%
sodium cyanide
773837-37-9

sodium cyanide

formaldehyd
50-00-0

formaldehyd

2-aminoacetonitrile hydrochloride
6011-14-9

2-aminoacetonitrile hydrochloride

Conditions
ConditionsYield
Stage #1: sodium cyanide; formaldehyd With ammonium hydroxide
Stage #2: With hydrogenchloride
phthalic anhydride
85-44-9

phthalic anhydride

2-aminoacetonitrile hydrochloride
6011-14-9

2-aminoacetonitrile hydrochloride

N-(cyanomethyl)phthalimide
3842-20-4

N-(cyanomethyl)phthalimide

Conditions
ConditionsYield
With triethylamine In chloroform for 6h; Heating;100%
With triethylamine In chloroform at 10℃; for 12.5h; Temperature; Reflux;98.6%
With triethylamine In chloroform for 18h; Reflux;75%
N-(t-butoxycarbonyl)-isoleucine
13139-16-7

N-(t-butoxycarbonyl)-isoleucine

2-aminoacetonitrile hydrochloride
6011-14-9

2-aminoacetonitrile hydrochloride

2-tert-Butyloxycarbonylamino-3-methyl-pentanoic acid cyanomethyl-amide

2-tert-Butyloxycarbonylamino-3-methyl-pentanoic acid cyanomethyl-amide

Conditions
ConditionsYield
With benzotriazol-1-ol In DMF (N,N-dimethyl-formamide); water at 20℃; for 1h;100%
pyridine-4-carboxylic acid
55-22-1

pyridine-4-carboxylic acid

2-aminoacetonitrile hydrochloride
6011-14-9

2-aminoacetonitrile hydrochloride

N-(cyanomethyl)isonicotinamide
1184796-18-6

N-(cyanomethyl)isonicotinamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 24h;99%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 24h;
2-aminoacetonitrile hydrochloride
6011-14-9

2-aminoacetonitrile hydrochloride

3-methoxy-2-hydroxybenzaldehyde
148-53-8

3-methoxy-2-hydroxybenzaldehyde

(2-hydroxy-3-methoxybenzylideneamino)acetonitrile
1279019-01-0

(2-hydroxy-3-methoxybenzylideneamino)acetonitrile

Conditions
ConditionsYield
With sodium acetate In methanol at 20℃; for 2h;99%
4-Chlorophenylboronic acid
1679-18-1

4-Chlorophenylboronic acid

2-aminoacetonitrile hydrochloride
6011-14-9

2-aminoacetonitrile hydrochloride

p-chlorobenzyl cyanide
140-53-4

p-chlorobenzyl cyanide

Conditions
ConditionsYield
With sodium nitrite In water; toluene at 50℃; for 24h; Schlenk technique;99%
ethyl 2-(allylthio)acetate
15224-05-2

ethyl 2-(allylthio)acetate

2-aminoacetonitrile hydrochloride
6011-14-9

2-aminoacetonitrile hydrochloride

ethyl 2-((1-cyanobut-3-en-1-yl)thio)acetate

ethyl 2-((1-cyanobut-3-en-1-yl)thio)acetate

Conditions
ConditionsYield
With meso-tetraphenylporphyrin iron(III) chloride; sodium nitrite In dichloromethane; water at 20℃; for 15h; Inert atmosphere; diastereoselective reaction;99%
N-benzyl-N-(4-methylphenyl)amine
5405-15-2

N-benzyl-N-(4-methylphenyl)amine

2-aminoacetonitrile hydrochloride
6011-14-9

2-aminoacetonitrile hydrochloride

[N-benzyl-(4-methylphenyl)amino]acetonitrile

[N-benzyl-(4-methylphenyl)amino]acetonitrile

Conditions
ConditionsYield
Stage #1: 2-aminoacetonitrile hydrochloride With FeCl(tiprp); sodium nitrite In toluene at 55℃; Inert atmosphere; Flow reactor;
Stage #2: N-benzyl-N-(4-methylphenyl)amine In toluene at 20℃; Inert atmosphere;
99%
N-benzyl-3-methylaniline
5405-17-4

N-benzyl-3-methylaniline

2-aminoacetonitrile hydrochloride
6011-14-9

2-aminoacetonitrile hydrochloride

3-(benzyl(m-tolyl)amino)acetonitrile

3-(benzyl(m-tolyl)amino)acetonitrile

Conditions
ConditionsYield
Stage #1: 2-aminoacetonitrile hydrochloride With FeCl(tiprp); sodium nitrite In toluene at 55℃; Inert atmosphere; Flow reactor;
Stage #2: N-benzyl-3-methylaniline In toluene at 20℃; Inert atmosphere;
99%
2-fluorothiophenol
2557-78-0

2-fluorothiophenol

2-aminoacetonitrile hydrochloride
6011-14-9

2-aminoacetonitrile hydrochloride

2-((2-fluorophenyl)thio)acetonitrile
61081-27-4

2-((2-fluorophenyl)thio)acetonitrile

Conditions
ConditionsYield
Stage #1: 2-aminoacetonitrile hydrochloride With FeCl(tiprp); sodium nitrite In toluene at 55℃; Inert atmosphere; Flow reactor;
Stage #2: 2-fluorothiophenol In toluene at 20℃; for 3h; Inert atmosphere;
99%
2-aminoacetonitrile hydrochloride
6011-14-9

2-aminoacetonitrile hydrochloride

1-(2-methylphenyl)-1H-indole
210162-61-1

1-(2-methylphenyl)-1H-indole

2-(1-(2-methylphenyl)-1H-indol-3-yl)acetonitrile

2-(1-(2-methylphenyl)-1H-indol-3-yl)acetonitrile

Conditions
ConditionsYield
Stage #1: 2-aminoacetonitrile hydrochloride With sodium nitrite In water at 55℃;
Stage #2: 1-(2-methylphenyl)-1H-indole With meso-tetraphenylporphyrin iron(III) chloride In dichloromethane; water at 20℃; for 2.16h; Inert atmosphere;
99%
2-aminoacetonitrile hydrochloride
6011-14-9

2-aminoacetonitrile hydrochloride

N-(p-tolyl)indole
167283-32-1

N-(p-tolyl)indole

2-(1-(p-tolyl)-1H-indol-3-yl)acetonitrile
1632196-77-0

2-(1-(p-tolyl)-1H-indol-3-yl)acetonitrile

Conditions
ConditionsYield
Stage #1: 2-aminoacetonitrile hydrochloride With sodium nitrite In water at 55℃;
Stage #2: N-(p-tolyl)indole With meso-tetraphenylporphyrin iron(III) chloride In dichloromethane; water at 20℃; for 2.16h; Inert atmosphere;
99%
2-aminoacetonitrile hydrochloride
6011-14-9

2-aminoacetonitrile hydrochloride

1-(3-methylphenyl)-1H-indole
210162-62-2

1-(3-methylphenyl)-1H-indole

2-(1-(3-methylphenyl)-1H-indol-3-yl)acetonitrile

2-(1-(3-methylphenyl)-1H-indol-3-yl)acetonitrile

Conditions
ConditionsYield
Stage #1: 2-aminoacetonitrile hydrochloride With sodium nitrite In water at 55℃;
Stage #2: 1-(3-methylphenyl)-1H-indole With meso-tetraphenylporphyrin iron(III) chloride In dichloromethane; water at 20℃; for 2.16h; Inert atmosphere;
99%
2-aminoacetonitrile hydrochloride
6011-14-9

2-aminoacetonitrile hydrochloride

2-Methylpropionic anhydride
97-72-3

2-Methylpropionic anhydride

N-(cyanomethyl)isobutyramide

N-(cyanomethyl)isobutyramide

Conditions
ConditionsYield
With pyridine at 20℃; for 12h;99%
2-Thiophenecarbonyl chloride
5271-67-0

2-Thiophenecarbonyl chloride

2-aminoacetonitrile hydrochloride
6011-14-9

2-aminoacetonitrile hydrochloride

N-(cyanomethyl)thiophe ne-2-carboxamide
349097-56-9

N-(cyanomethyl)thiophe ne-2-carboxamide

Conditions
ConditionsYield
With pyridine at 0℃; for 12h;99%
With pyridine at 0℃; for 12h;90%
2-aminoacetonitrile hydrochloride
6011-14-9

2-aminoacetonitrile hydrochloride

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

2-(4-chlorobenzylideneamino)acetonitrile
95730-58-8

2-(4-chlorobenzylideneamino)acetonitrile

Conditions
ConditionsYield
With sodium acetate In methanol at 20℃; for 2h;98%
Stage #1: 2-aminoacetonitrile hydrochloride With triethylamine In ethanol at 20℃; for 0.5h; Inert atmosphere;
Stage #2: 4-chlorobenzaldehyde In ethanol Inert atmosphere;
3-methoxyphenylboronic acid
10365-98-7

3-methoxyphenylboronic acid

2-aminoacetonitrile hydrochloride
6011-14-9

2-aminoacetonitrile hydrochloride

3-methoxyphenylacetonitrile
19924-43-7

3-methoxyphenylacetonitrile

Conditions
ConditionsYield
With sodium nitrite In water; toluene at 50℃; for 24h; Schlenk technique;98%
1-methyl-2-prop-2-enylsulfanylbenzene
24309-31-7

1-methyl-2-prop-2-enylsulfanylbenzene

2-aminoacetonitrile hydrochloride
6011-14-9

2-aminoacetonitrile hydrochloride

2-((2-methylphenyl)thio)pent-4-enenitrile

2-((2-methylphenyl)thio)pent-4-enenitrile

Conditions
ConditionsYield
With meso-tetraphenylporphyrin iron(III) chloride; sodium nitrite In dichloromethane; water at 20℃; for 15h; Inert atmosphere;98%
(S)-(α,α-dimethylallyl)-p-chlorothiophenol
1173006-79-5

(S)-(α,α-dimethylallyl)-p-chlorothiophenol

2-aminoacetonitrile hydrochloride
6011-14-9

2-aminoacetonitrile hydrochloride

2-((4-chlorophenyl)thio)-3,3-dimethylpent-4-enenitrile

2-((4-chlorophenyl)thio)-3,3-dimethylpent-4-enenitrile

Conditions
ConditionsYield
With meso-tetraphenylporphyrin iron(III) chloride; sodium nitrite In dichloromethane; water at 20℃; for 15h; Inert atmosphere;98%
4-methylphenyl prop-2'-ynyl sulfide
33597-89-6

4-methylphenyl prop-2'-ynyl sulfide

2-aminoacetonitrile hydrochloride
6011-14-9

2-aminoacetonitrile hydrochloride

2-((4-methylphenyl)thio)-4λ5-penta-3,4-dienenitrile

2-((4-methylphenyl)thio)-4λ5-penta-3,4-dienenitrile

Conditions
ConditionsYield
With meso-tetraphenylporphyrin iron(III) chloride; sodium nitrite In dichloromethane; water at 20℃; for 15h; Inert atmosphere;98%
N-Benzylaniline
758640-21-0

N-Benzylaniline

2-aminoacetonitrile hydrochloride
6011-14-9

2-aminoacetonitrile hydrochloride

2-(benzyl(phenyl)amino)acetonitrile
36271-19-9

2-(benzyl(phenyl)amino)acetonitrile

Conditions
ConditionsYield
Stage #1: 2-aminoacetonitrile hydrochloride With FeCl(tiprp); sodium nitrite In toluene at 55℃; Inert atmosphere; Flow reactor;
Stage #2: N-Benzylaniline In toluene at 20℃; for 1h; Catalytic behavior; Solvent; Inert atmosphere;
98%
2-aminoacetonitrile hydrochloride
6011-14-9

2-aminoacetonitrile hydrochloride

propionic acid anhydride
123-62-6

propionic acid anhydride

N-(cyanomethyl)propionamide
36801-37-3

N-(cyanomethyl)propionamide

Conditions
ConditionsYield
With pyridine at 20℃; for 12h;98%
2-aminoacetonitrile hydrochloride
6011-14-9

2-aminoacetonitrile hydrochloride

4-iodobenzoic acid chloride
1711-02-0

4-iodobenzoic acid chloride

N-(cyanomethyl)-4-iodobenzamide
177724-09-3

N-(cyanomethyl)-4-iodobenzamide

Conditions
ConditionsYield
With pyridine at 0℃; for 12h;98%
With pyridine at 0℃; for 12h;97%
2-aminoacetonitrile hydrochloride
6011-14-9

2-aminoacetonitrile hydrochloride

acetic anhydride
108-24-7

acetic anhydride

acetylaminoacetonitrile
4814-80-6

acetylaminoacetonitrile

Conditions
ConditionsYield
With triethylamine In dichloromethane; water at 5 - 20℃; for 3h;97.94%
With pyridine at 20℃; for 12h;70%
With pyridine for 48h; Ambient temperature;60%
2-aminoacetonitrile hydrochloride
6011-14-9

2-aminoacetonitrile hydrochloride

(2R)-2-(3-bromophenyl)-4-methylpentanoic acid
513246-79-2

(2R)-2-(3-bromophenyl)-4-methylpentanoic acid

(2R)-2-(3-bromophenyl)-N-(cyanomethyl)-4-methylpentanamide
513246-85-0

(2R)-2-(3-bromophenyl)-N-(cyanomethyl)-4-methylpentanamide

Conditions
ConditionsYield
Stage #1: (2R)-2-(3-bromophenyl)-4-methylpentanoic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃; for 0.5h;
Stage #2: 2-aminoacetonitrile hydrochloride With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 2.5h;
97.5%
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 20℃; for 18h;
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

2-aminoacetonitrile hydrochloride
6011-14-9

2-aminoacetonitrile hydrochloride

tert-butyl cyanomethylcarbamate
85363-04-8

tert-butyl cyanomethylcarbamate

Conditions
ConditionsYield
With triethylamine In dichloromethane; water at 20℃; for 15h; Cooling with ice;97.1%
With sodium hydroxide In 1,4-dioxane; water for 24h; Ambient temperature;96%
With triethylamine In dichloromethane for 16h; Ambient temperature;95%
2-hydroxy-5-methoxybenzaldehyde
672-13-9

2-hydroxy-5-methoxybenzaldehyde

2-aminoacetonitrile hydrochloride
6011-14-9

2-aminoacetonitrile hydrochloride

(2-hydroxy-5-methoxybenzylideneamino)acetonitrile
1279019-07-6

(2-hydroxy-5-methoxybenzylideneamino)acetonitrile

Conditions
ConditionsYield
With sodium acetate In methanol at 20℃; for 2h;97%
2-aminoacetonitrile hydrochloride
6011-14-9

2-aminoacetonitrile hydrochloride

salicylaldehyde
90-02-8

salicylaldehyde

(2-hydroxy-benzylideneamino)acetonitrile
122373-28-8

(2-hydroxy-benzylideneamino)acetonitrile

Conditions
ConditionsYield
With sodium acetate In methanol at 20℃; for 2h;97%
2-aminoacetonitrile hydrochloride
6011-14-9

2-aminoacetonitrile hydrochloride

5-chlorosalicyclaldehyde
635-93-8

5-chlorosalicyclaldehyde

(2-hydroxy-5-chlorobenzylideneamino)acetonitrile
1279019-02-1

(2-hydroxy-5-chlorobenzylideneamino)acetonitrile

Conditions
ConditionsYield
With sodium acetate In methanol at 20℃; for 2h;97%
2-aminoacetonitrile hydrochloride
6011-14-9

2-aminoacetonitrile hydrochloride

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

4-tert-butylbenzyl cyanide
3288-99-1

4-tert-butylbenzyl cyanide

Conditions
ConditionsYield
With sodium nitrite In water; toluene at 50℃; for 24h; Schlenk technique;97%
phenyl propargyl sulfide
5651-88-7

phenyl propargyl sulfide

2-aminoacetonitrile hydrochloride
6011-14-9

2-aminoacetonitrile hydrochloride

2-(phenylthio)-4λ5-penta-3,4-dienenitrile

2-(phenylthio)-4λ5-penta-3,4-dienenitrile

Conditions
ConditionsYield
With meso-tetraphenylporphyrin iron(III) chloride; sodium nitrite In dichloromethane; water at 20℃; for 15h; Inert atmosphere;97%

Aminoacetonitrile hydrochloride Chemical Properties

IUPAC Name: 2-aminoacetonitrile hydrochloride
The MF of GLYCINONITRILE HYDROCHLORIDE(6011-14-9): C2H5ClN2
The MW of GLYCINONITRILE HYDROCHLORIDE(6011-14-9): 92.53
EINECS: 227-865-9
mp: 172-174°C
Sensitive: Hygroscopic
Flash Point: 53.1 °C 
Enthalpy of Vaporization: 40.07 kJ/mol 
Boiling Point: 164.2 °C at 760 mmHg 
Vapour Pressure: 1.99 mmHg at 25°C 
Categories: Pharmaceutical Intermediates;straight chain compounds
Synonyms: AMINO ACETONITRILE HCL;AMINOACETONITRILE HYDROCHLORIDE;Glycinonitrile hydrochloride;alpha-aminoacetonitrilehydrochloride;aminoacetonitrilemonohydrochloride;amino-acetonitrilmonohydrochloride;glycinonitrile,monohydrochloride;2-AminoacetonitrileHydrochloride
The Structure of GLYCINONITRILE HYDROCHLORIDE(6011-14-9):

Aminoacetonitrile hydrochloride Uses

GLYCINONITRILE HYDROCHLORIDE(6011-14-9): is used as pharmaceutical intermediates, and organic synthetic materials.

Aminoacetonitrile hydrochloride Consensus Reports

Reported in EPA TSCA Inventory.

Aminoacetonitrile hydrochloride Safety Profile

An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx and HCl.
Risk Statements: 20/21/22
20/21/22:  Harmful by inhalation, in contact with skin and if swallowed 
Safety Statements: 22-36/37
22:  Do not breathe dust 
36/37:  Wear suitable protective clothing and gloves 
RIDADR: 3439
HazardClass: 6.1
PackingGroup: III

Aminoacetonitrile hydrochloride Specification

1. First Aid Measures
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Remove from exposure to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of soap and water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Eyes:
Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
2. Handling and Storage
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Store protected from moisture.
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
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