tetracyanoethylene

Also known as tetracyanoethene, ethene-1,1,2,2-tetracarbonitrile, ethenetetracarbonitrile

Tetracyanoethylene (TCNE) is organic compound with the formula . It is a colorless solid, although samples are often off-white. It is an important member of the cyanocarbons.

Chemical data

Formula: C6N4
Molecular weight: 128.09 g/mol
IUPAC name: ethene-1,1,2,2-tetracarbonitrile
SMILES: C(#N)C(=C(C#N)C#N)C#N
InChIKey: NLDYACGHTUPAQU-UHFFFAOYSA-N
XLogP: -0.2
Polar surface area: 95.2 Å²
H-bond donors: 0
H-bond acceptors: 4
Formal charge: 0

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Wikidata facts

Subclass of: chemical compound
Mass: 128.012

Show 4 more facts

chemical formula: C₆N₄
canonical SMILES: C(#N)C(=C(C#N)C#N)C#N
melting point: 198.0
Commons category: Tetracyanoethylene

Sources (3)

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Encyclopedic overview

4 sections

Contents

Synthesis and reactions
Redox chemistry
Safety
References

Tetracyanoethylene (TCNE) is organic compound with the formula . It is a colorless solid, although samples are often off-white. It is an important member of the cyanocarbons.

==Synthesis and reactions== TCNE is prepared by brominating malononitrile in the presence of potassium bromide to give the KBr-complex, and dehalogenating with copper.

Excerpted from Wikipedia’s “tetracyanoethylene” article, available under the CC BY-SA 4.0 licence.