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107417

Sigma-Aldrich

2-Amino-1,1,3-propenetricarbonitrile

97%

Synonym(s):

2-Amino-1,1-3-tricyanopropene, Malononitrile dimer

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About This Item

Linear Formula:
(NC)2C=C(NH2)CH2CN
CAS Number:
868-54-2
Molecular Weight:
132.12
Beilstein/REAXYS Number:
1756131
EC Number:
212-777-5
MDL number:
MFCD00001851
UNSPSC Code:
12352100
PubChem Substance ID:
24846768

assay

97%

mp

171-173 °C (lit.)

functional group

amine

SMILES string

N\C(CC#N)=C(\C#N)C#N

InChI

1S/C6H4N4/c7-2-1-6(10)5(3-8)4-9/h1,10H2

InChI key

BNHGNFYPZNDLAF-UHFFFAOYSA-N

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Biochem/physiol Actions

2-Amino-1,1,3-propenetricarbonitrile is a key intermediate in synthesis of various heterocyclic compounds. 2-Amino-1,1-3-tricyanopropene undergoes condensation reaction with aromatic nitroso compounds to form useful coloring agents. 2-Amino-1,1-3-tricyanopropene reacts with 1,3-dithiole-derived polyenals to form push–pull systems with (Z)-geometry around the newly formed carbon-carbon double bond.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Synthesis, characterization and optical properties of merocyanines derived from malononitrile dimer.
Alias S, et al.
Tetrahedron Letters, 48(37), 6539-6542 (2007)
An improved and facile synthesis of 2-amino-1, 1, 3-tricyanopropene.
Mittelbach M.
Monatshefte fur Chemie / Chemical Monthly, 116(5), 689-691 (1985)

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