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Sigma-Aldrich

2-Amino-4,5-imidazoledicarbonitrile

97%

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About This Item

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

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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Organic electrical bistable devices and rewritable memory cells.
Ma LP, et al.
Applied Physics Letters, 80(16), 2997-2999 (2002)
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)
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
Organic nonvolatile memory by controlling the dynamic copper-ion concentration within organic layer.
Ma L, et al.
Applied Physics Letters, 84(24), 4908-4910 (2004)
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
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