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Bicyclo[2.2.2]oct-2-ene-2-carbonitrile

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Identification
Molecular formula
C8H11N
CAS number
1605-67-6
IUPAC name
bicyclo[2.2.2]oct-2-ene-2-carbonitrile
State
State

This compound is a solid at room temperature, typically forming crystals or crystalline powder, illustrating its complex bicyclic structure.

Melting point (Celsius)
105.00
Melting point (Kelvin)
378.15
Boiling point (Celsius)
308.00
Boiling point (Kelvin)
581.15
General information
Molecular weight
121.18g/mol
Molar mass
131.1780g/mol
Density
1.0581g/cm3
Appearence

Bicyclo[2.2.2]oct-2-ene-2-carbonitrile typically appears as a crystalline solid. The structure is intricate due to the bicyclic framework, making it distinct in appearance when compared to aromatic or acyclic nitriles.

Comment on solubility

Solubility of Bicyclo[2.2.2]oct-2-ene-2-carbonitrile

Bicyclo[2.2.2]oct-2-ene-2-carbonitrile, with its unique bicyclic structure, presents interesting characteristics in terms of solubility. Here are some key points to consider:

  • Polar vs. Nonpolar: The presence of the nitrile (-C≡N) functional group can impart some polar characteristics to this otherwise nonpolar bicyclic compound, which influences its solubility.
  • Solvents: Bicyclo[2.2.2]oct-2-ene-2-carbonitrile may demonstrate solubility in a variety of organic solvents such as:
    • Acetone
    • Dichloromethane
    • Alcohols
  • Water Solubility: Due to its relatively hydrophobic nature, it is expected to have limited solubility in water.
  • Temperature Effects: The solubility can be affected by temperature changes, with higher temperatures typically leading to increased solubility in organic solvents.

In summary, while bicyclo[2.2.2]oct-2-ene-2-carbonitrile shows some solubility in polar organic solvents due to its nitrile group, its solubility in water remains low, emphasizing the importance of understanding the balance between polarity and the overall molecular structure when discussing solubility.

Interesting facts

Interesting Facts about Bicyclo[2.2.2]oct-2-ene-2-carbonitrile

Bicyclo[2.2.2]oct-2-ene-2-carbonitrile is a fascinating compound that attracts chemists due to its unique structure and potential applications. Here are some interesting facts:

  • Structural Marvel: This compound features a bicyclic structure that consists of three interconnected cyclobutane rings. This arrangement provides unique mechanical and thermal properties that can be harnessed in various applications.
  • Reactivity: The presence of the cyanide group in bicyclo[2.2.2]oct-2-ene-2-carbonitrile enhances its chemical reactivity, making it a good candidate for nucleophilic addition reactions. It opens up avenues for synthesizing more complex compounds.
  • Application in Organic Synthesis: Due to its structural rigidity and functional group versatility, this compound can serve as a useful intermediate in organic synthesis, enabling the construction of various pharmaceuticals and agrochemicals.
  • Cyclic Compounds: Bicyclic compounds in general are notable for their elevated strain energies, which can give rise to interesting physical and chemical behaviors, making them a subject of significant interest in both academic and industrial chemistry.
  • Research Potential: Bicyclo[2.2.2]oct-2-ene-2-carbonitrile's intriguing structure makes it a potential candidate for research in fields like materials science and nanotechnology, as researchers explore its properties and possible applications in new technologies.

In summary, bicyclo[2.2.2]oct-2-ene-2-carbonitrile is more than just a molecule; it represents a confluence of intriguing structural chemistry and potential applications that continue to inspire scientists and students alike. Its blend of reactivity, structural properties, and application potential make it an exciting area of study!

Synonyms
Bicyclo[2.2.2]oct-2-ene-2-carbonitrile
14948-74-4
BICYCLO(2.2.2)OCT-2-ENE-2-CARBONITRILE
2-Cyanatobicyclo(2.2.2)oct-2-ene
NSC 92998
BRN 3088557
T1070AAJ04
NSC-92998
UNII-T1070AAJ04
DTXSID30164280
2-Cyanatobicyclo[2.2.2]oct-2-ene
DTXCID4086771
NSC92998
NCIOpen2_001351
SCHEMBL2518530