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Tetracyanoethylene

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Identification
Molecular formula
C6N4
CAS number
670-54-2
IUPAC name
ethene-1,1,2,2-tetracarbonitrile
State
State

At room temperature, tetracyanoethylene is a solid. It is typically available in crystal form and is handled as a solid powder or crystal in most laboratory settings.

Melting point (Celsius)
199.00
Melting point (Kelvin)
472.15
Boiling point (Celsius)
220.00
Boiling point (Kelvin)
493.15
General information
Molecular weight
152.15g/mol
Molar mass
152.1530g/mol
Density
1.4080g/cm3
Appearence

Tetracyanoethylene is a colorless crystalline solid. It is known for its high electron affinity and is used as an electron acceptor in various chemical reactions.

Comment on solubility

Solubility of Ethene-1,1,2,2-tetracarbonitrile

Ethene-1,1,2,2-tetracarbonitrile, with its complex structure, demonstrates specific solubility characteristics that are noteworthy. This compound is known for its strong electronic interactions due to the presence of multiple -C≡N (nitrile) groups, which significantly influence its behavior in different solvents.

Generally, the solubility of ethene-1,1,2,2-tetracarbonitrile can be summarized as follows:

  • Polar Solvents: This compound has good solubility in polar solvents, such as water and ethanol, primarily because of the ability of the nitrile groups to participate in hydrogen bonding.
  • Non-Polar Solvents: Conversely, it exhibits limited solubility in non-polar solvents like hexane due to the lack of interactions, which are vital for dissolving polar substances.
  • Temperature Dependency: The solubility of ethene-1,1,2,2-tetracarbonitrile can increase with temperature, which often assists in breaking intermolecular interactions, allowing for better solvation.

When considering the use of ethene-1,1,2,2-tetracarbonitrile in various applications, including chemical synthesis and material science, it's essential to understand these solubility behaviors to ensure optimal compatibility with solvents and reaction conditions.

Interesting facts

Interesting Facts about Ethene-1,1,2,2-tetracarbonitrile

Ethene-1,1,2,2-tetracarbonitrile is a fascinating compound in the realm of organic chemistry, primarily due to its unique structural properties and potential applications. Below are some insightful details about this compound:

  • Structure and Bonding: The distinctive aspect of Ethene-1,1,2,2-tetracarbonitrile lies in its tetra-substituted ethylene core, where four carbon atoms are connected to cyano groups (-C≡N). This arrangement leads to interesting electronic properties.
  • Reactivity: The presence of multiple cyano groups makes this compound a highly reactive species, which can participate in various reactions including nucleophilic additions and polymerization processes.
  • Applications: Ethene-1,1,2,2-tetracarbonitrile has shown potential in areas such as organic synthesis, materials science, and as a precursor to other valuable chemical compounds. Its derivatives can be explored for use in advanced materials.
  • Potential in Research: Researchers are interested in this compound for investigations into its optical properties and interactions with light, which can pave the way for novel applications in photonics.
  • Environmental Impact: As with many nitrile compounds, the environmental impact and degradation pathways of Ethene-1,1,2,2-tetracarbonitrile are critical aspects to consider, particularly in understanding its safety and potential toxicity.

In summary, Ethene-1,1,2,2-tetracarbonitrile serves as an intriguing subject in organic and materials chemistry. Its unique structure, reactivity, and potential applications make it a compound of considerable interest in ongoing scientific research.

Synonyms
TETRACYANOETHYLENE
Tetracyanoethene
Ethylenetetracarbonitrile
1,1,2,2-ethenetetracarbonitrile
eth-1-ene-1,1,2,2-tetracarbonitrile
CCRIS 2643
Percyanoethylene
delta(sup 2,2')-Bimalononitrile
EINECS 211-578-0
UNII-C592309ECU
DTXSID7049425
Ethylene, tetracyano-
AI3-28756
C592309ECU
1,1,2,2-Ethylenetetracarbonitrile
NSC-24833
Ethylene tetra carbonitrile
TETRACYANOETHYLENE [MI]
DTXCID6029385
Ethene, tetracyano
TCNE cpd
delta2,2'Bimalononitrile
1,1,2,2Tetracyanoethene
1,1,2,2Tetracyanoethylene
1,1,2,2Ethenetetracarbonitrile
delta(sup 2,2')Bimalononitrile
inchi=1/c6n4/c7-1-5(2-8)6(3-9)4-1
nldyacghtupaqu-uhfffaoysa-n
un3439
670-54-2
TCNE
Ethenetetracarbonitrile
ethene-1,1,2,2-tetracarbonitrile
Ethene, tetracyano-
Tetrakyanethylen
1,1,2,2-Tetracyanoethene
1,1,2,2-Tetracyanoethylene
NSC 24833
.delta.2,2'-Bimalononitrile
NSC24833
Tetrakyanethylen [Czech]
delta2,2'-Bimalononitrile
MFCD00001850
2,3-dicyano-but-2-enedinitrile
Ethene tetracarbonitrile
Tetracyanoethylene, 98%
ghl.PD_Mitscher_leg0.947
(NC)2CC(CN)2
CHEMBL3188794
STR01337
Tox21_202940
BBL027360
ethylene-1,1,2,2-tetracarbonitrile
STL371968
1,1,2,2-Ethylenetetracarbonitrile #
AKOS000119978
FT34519
NCGC00260486-01
CAS-670-54-2
DB-054985
Tetracyanoethylene (purified by sublimation)
NS00036089
T0077
T3264
EN300-19653
D87657
A835618
Q413864