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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:
Molecular Weight:
132.12
Beilstein:
1756131
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

Assay

97%

mp

171-173 °C (lit.)

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

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PDSCL

Deleterious substance

JAN Code

107417-BULK:
107417-5G:4548173102306
107417-VAR:
107417-25G:


Certificates of Analysis (COA)

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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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