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Tetracyanoethylene (TCNE)

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Identification
Molecular formula
C8H2N4
CAS number
670-54-2
IUPAC name
2-[[3-(2,2-dicyanovinyl)phenyl]methylene]propanedinitrile
State
State

At room temperature, tetracyanoethylene is a solid. It is typically handled as a crystalline powder.

Melting point (Celsius)
200.00
Melting point (Kelvin)
473.15
Boiling point (Celsius)
250.00
Boiling point (Kelvin)
523.15
General information
Molecular weight
128.12g/mol
Molar mass
128.1020g/mol
Density
1.3320g/cm3
Appearence

Tetracyanoethylene (TCNE) is a yellow-orange crystalline solid. It is known for its intense color and is commonly used in organic chemistry as a strong electron acceptor due to its electron-withdrawing cyano groups.

Comment on solubility

Solubility of 2-[[3-(2,2-dicyanovinyl)phenyl]methylene]propanedinitrile

The solubility of 2-[[3-(2,2-dicyanovinyl)phenyl]methylene]propanedinitrile can be influenced by various factors due to its complex structure. Here are some important considerations:

  • Polarity: As a compound containing nitrile groups, it can exhibit polar characteristics, potentially affecting its solubility in different solvents.
  • Solvent Type: Generally, it may be more soluble in polar aprotic solvents such as dimethyl sulfoxide (DMSO) or acetonitrile, rather than in nonpolar solvents.
  • Temp dependence: Solubility is also subject to temperature variations, where an increase in temperature often leads to increased solubility in many organic compounds.

To summarize, while the solubility of 2-[[3-(2,2-dicyanovinyl)phenyl]methylene]propanedinitrile is not thoroughly documented, one could deduce that it may show enhanced solubility characteristics in polar solvents due to its polar functional groups. Experimentation is key to accurately determining its solubility profile.

Interesting facts

Interesting Facts about 2-[[3-(2,2-dicyanovinyl)phenyl]methylene]propanedinitrile

2-[[3-(2,2-dicyanovinyl)phenyl]methylene]propanedinitrile is a fascinating compound with various intriguing attributes that capture the interest of chemists and students alike.

Key Features

  • Versatile Functional Group: This compound contains a combination of nitrile groups, known for their reactivity and ability to form multiple types of bonds, making it a valuable building block in organic synthesis.
  • Electronics and Material Science: The presence of the dicyanovinyl group imparts significant electronic properties, positioning this compound as a potential candidate for applications in organic electronics and photonic devices.
  • Colorimetric Applications: The structure of this compound suggests that it may have potential uses in colorimetric sensing due to the ability of nitriles to interact with various analytes.
  • Potential Biological Activity: Some derivatives of compounds with similar structures have exhibited interesting biological activities, raising questions about this specific structure's potential in medicinal chemistry.

In summary, the richness of 2-[[3-(2,2-dicyanovinyl)phenyl]methylene]propanedinitrile lies not only in its complex structure but also in its potential versatility in various scientific fields. As "the pursuit of knowledge never ends," this compound opens doors to a wealth of research and application possibilities.

Synonyms
17239-70-2
MALONONITRILE, (m-PHENYLENEDIMETHYLIDYNE)DI-
m-Xylylidene malononitrile
NSC 94275
(m-Phenylenedimethylidyne)dimalononitrile
NSC94275
2-[[3-(2,2-dicyanoethenyl)phenyl]methylidene]propanedinitrile
SCHEMBL5865768
DTXSID30169275
NSC-94275