Aminoacetonitrile

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| verifiedrevid = 443385327

| ImageFileL1 = Aminoacetonitrile.svg

| ImageFileL1_Ref = {{Chemboximage|correct|??}}

| ImageNameL1 = Skeletal formula of aminoacetonitrile with an implicit carbon shown

| ImageFileR1 = Aminoacetonitril.svg

| ImageFileR1_Ref = {{Chemboximage|correct|??}}

| ImageNameR1 = Stereo, skeletal formula of aminoacetonitrile with all implicit carbons shown, and all explicit hydrogens added

| ImageFileL2 = Aminoacetonitrile-3D-balls.png

| ImageFileL2_Ref = {{Chemboximage|correct|??}}

| ImageNameL2 = Ball and stick model of aminoacetonitrile

| ImageFileR2 = Aminoacetonitrile-3D-spacefill.png

| ImageFileR2_Ref = {{Chemboximage|correct|??}}

| ImageNameR2 = Spacefill model of aminoacetonitrile

| PIN = Aminoacetonitrile{{cite book |author=International Union of Pure and Applied Chemistry |date=2014 |title=Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013 |publisher=The Royal Society of Chemistry |pages=902−903 |doi=10.1039/9781849733069 |isbn=978-0-85404-182-4}}

| OtherNames = {{ubl|Glycinonitrile|2-Aminoacetonitrile}}

|Section1={{Chembox Identifiers

| CASNo = 540-61-4

| CASNo_Ref = {{cascite|correct|??}}

| PubChem = 10901

| ChemSpiderID = 10439

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| UNII = 3739OQ10IJ

| UNII_Ref = {{fdacite|correct|FDA}}

| EINECS = 208-751-8

| MeSHName = Aminoacetonitrile

| RTECS = AL7750000

| SMILES = NCC#N

| StdInChI = 1S/C2H4N2/c3-1-2-4/h1,3H2

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = DFNYGALUNNFWKJ-UHFFFAOYSA-N

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

}}

|Section2={{Chembox Properties

| Formula = {{chem2|NH2CH2CN}}

| C=2 | H=4 | N=2

| Appearance = Colourless liquid

| BoilingPtC = 15

| BoilingPt_notes = at 15 mm/Hg

| pKa = 5.34 (conjugate acid; H₂O){{cite book | editor= Haynes, William M. | year = 2016 | title = CRC Handbook of Chemistry and Physics | edition = 97th | publisher = CRC Press | isbn = 978-1498754286 | pages=5–88 | title-link = CRC Handbook of Chemistry and Physics }}

}}

|Section3={{Chembox Hazards

| GHSPictograms = {{GHS exclamation mark}} {{GHS health hazard}}

| GHSSignalWord = WARNING

| HPhrases = {{H-phrases|302|312|332|351}}

| PPhrases = {{P-phrases|280}}

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|Section4={{Chembox Related

| OtherFunction_label = alkanenitriles

| OtherFunction = {{Unbulleted list|Acetonitrile|Cyanogen|Aminopropionitrile}}

| OtherCompounds = DBNPA

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Aminoacetonitrile is the organic compound with the formula {{chem2|H2N\sCH2\sC\tN}}. 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⁻.{{cite journal|title=2-Aminoacetonitrile

|last1=Tauber|first1=Johannes|last2=Opatz|first2=Till|journal=E-EROS Encyclopedia of Reagents for Organic Synthesis|pages=1–4|year=2015|doi=10.1002/047084289X.rn01752|isbn=9780470842898}}