Aminoacetonitrile

Aminoacetonitrile is the organic compound with the formula H2N−CH2−C≡N. The compound is a colorless liquid. It is unstable at room temperature, owing to the incompatibility of the amine nucleophile and the nitrile electrophile. For this reason it is usually encountered as the chloride and bisulfate salts of the ammonium derivative, i.e., [NCCH2NH3]+Cl and [NCCH2NH3]+HSO4.

Aminoacetonitrile
Names
Preferred IUPAC name
Aminoacetonitrile
Other names
  • Glycinonitrile
  • 2-Aminoacetonitrile
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.007.957
EC Number
  • 208-751-8
MeSH Aminoacetonitrile
PubChem CID
RTECS number
  • AL7750000
UNII
  • InChI=1S/C2H4N2/c3-1-2-4/h1,3H2 Y
    Key: DFNYGALUNNFWKJ-UHFFFAOYSA-N Y
SMILES
  • NCC#N
Properties
NH2CH2CN
Molar mass 56.068 g·mol−1
Appearance Colourless liquid
Boiling point 15 °C (59 °F; 288 K) at 15 mm/Hg
Acidity (pKa) 5.34 (conjugate acid; H2O)
Hazards
GHS labelling:
Warning
H302, H312, H332, H351
P280
Related compounds
Related alkanenitriles
Related compounds
DBNPA
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
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