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Sigma-Aldrich

2-Amino-4,5-imidazoledicarbonitrile

97%

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Empirical Formula (Hill Notation):
C5H3N5
CAS Number:
40953-34-2
Molecular Weight:
133.11
EC Number:
255-163-2
MDL number:
MFCD00129982
UNSPSC Code:
12352005
PubChem Substance ID:
24863461
NACRES:
NA.22

Quality Level

100

Assay

97%

form

solid

mp

270 °C (dec.) (lit.)

SMILES string

Nc1nc(C#N)c([nH]1)C#N

InChI

1S/C5H3N5/c6-1-3-4(2-7)10-5(8)9-3/h(H3,8,9,10)

InChI key

MLOXIXGLIZLPDP-UHFFFAOYSA-N

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General description

2-Amino-4,5-imidazoledicarbonitrile (AIDCN) is an organic compound having low conductivity, good film formability and stability. It is reported to form a unprecedented 3-D metal-organic framework (MOF) of silver(I). The junction characteristics of the AIDCN on p-type silicon substrate has been studied.

Application

2-Amino-4,5-imidazoledicarbonitrile may be used in the fabrication of an organic electrical bistable device comprising of a thin metal layer embedded within the organic material. It may be used to fabricate the devices with the nominal layer structure of organic/metal-nanocluster/organic interposed between two electrodes by a vacuum evaporation method.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Rafał Lewczuk et al.
Molecules (Basel, Switzerland), 25(2) (2020-01-17)
A high-nitrogen compound, 2,2'-azobis(1H-imidazole-4,5-dicarbonitrile) (TCAD), was synthesized from commercially available 2-amino-1H-imidazole-4,5-dicarbonitrile. It was characterized with infrared and nuclear magnetic resonance spectroscopy. Its structure was determined by single crystal X-ray diffraction. The crystal of TCAD tetrahydrate is monoclinic, with space group
Organic electrical bistable devices and rewritable memory cells.
Ma LP, et al.
Applied Physics Letters, 80(16), 2997-2999 (2002)
Huan Yang et al.
Chemical communications (Cambridge, England), 49(28), 2909-2911 (2013-03-02)
An unprecedented 3-D SHG-active metal-organic framework (MOF) of silver(I), Ag-Amidn (1) (HAmidn: 2-amino-4,5-imidazoledicarbonitrile), has been successfully prepared by employing the new single ligand. The cooperative coordination of the imidazole and carbonitrile N atoms leads to the chiral triple helices accounting
Experimental study on thickness-related electrical characteristics in organic/metal-nanocluster/organic systems.
Pyo S, et al.
Journal of Applied Physics, 98(5), 054303-054303 (2005)
Fabrication and electrical characterization of Schottky diode based on 2-amino-4, 5-imidazoledicarbonitrile (AIDCN).
Gupta RK, et al.
Physica E: Low-Dimensional Systems and Nanostructures, 41(10), 1832-1834 (2009)
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