2-Aminoacetonitrile

Johannes Tauber

Johannes Tauber

Johannes Gutenberg-University, Mainz, Germany

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Till Opatz

Till Opatz

Johannes Gutenberg-University, Mainz, Germany

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First published: 01 April 2015

Abstract

rn01752sf.001

2-Aminoacetonitrile

[540-61-4] C2H4N2 (MW 56.07)

InChI = 1S/C2H4N2/c3-1-2-4/h1,3H2

InChIKey = DFNYGALUNNFWKJ-UHFFFAOYSA-N

Aminoacetonitrile hydrogensulfate

[151-63-3] C2H6N2O4S (MW 154.15)

InChI = 1S/C2H4N2.H2O4S/c3-1-2-4;1-5(2,3)4/h1,3H2;(H2,1,2,3,4)

InChIKey = GTGIXCPOLMWQTC-UHFFFAOYSA-N

Aminoacetonitrile hydrochloride

[6011-14-9] C2H5ClN2 (MW 92.53)

InChI = 1S/C2H4N2.ClH/c3-1-2-4;/h1,3H2;1H

InChIKey = XFKYKTBPRBZDFG-UHFFFAOYSA-N

(reagent used as building block)

Alternate Names: 1-cyanomethylamine, cyanoaminomethane, glycinonitrile, glycinenitrile, α-aminoacetonitrile.

Physical Data: bp 58 °C/15 mmHg,1d 0.956 g cm−3.

Solubility: very soluble in ethanol1 and water.

Form Supplied in: colorless to faint yellow-brown liquid; widely available.

Purification: distillation under reduced pressure. It boils at 58 °C/15 mmHg with partial decomposition.2 Aminoacetonitrile hydrogensulfate can be recrystallized from EtOH/Et2O (1:1).2 Aminoacetonitrile hydrochloride can be recrystallized from dry EtOH/Et2O (1:1) and then from dry EtOH.2

Handling, Storage, and Precautions: stable at normal temperatures and pressures, store at −20 °C. Harmful by inhalation, in contact with skin, and if swallowed. Limited evidence of carcinogenic effects.

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