107417
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:
Molecular Weight:
132.12
EC Number:
212-777-5
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
1756131
MDL number:
Assay:
97%
InChI key
BNHGNFYPZNDLAF-UHFFFAOYSA-N
InChI
1S/C6H4N4/c7-2-1-6(10)5(3-8)4-9/h1,10H2
SMILES string
N\C(CC#N)=C(\C#N)C#N
assay
97%
mp
171-173 °C (lit.)
functional group
amine, nitrile
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.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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An improved and facile synthesis of 2-amino-1, 1, 3-tricyanopropene.
Mittelbach M.
Monatshefte fur Chemie / Chemical Monthly, 116(5), 689-691 (1985)
Synthesis, characterization and optical properties of merocyanines derived from malononitrile dimer.
Alias S, et al.
Tetrahedron Letters, 48(37), 6539-6542 (2007)
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