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Norbornene-2-carbonitrile

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Identification
Molecular formula
C8H9N
CAS number
3343-23-1
IUPAC name
bicyclo[2.2.1]hept-5-ene-2-carbonitrile
State
State

At room temperature, Norbornene-2-carbonitrile is in a liquid state. It is typically used in industrial settings where care is taken to maintain it under appropriate conditions to prevent degradation.

Melting point (Celsius)
-20.00
Melting point (Kelvin)
253.15
Boiling point (Celsius)
200.00
Boiling point (Kelvin)
473.15
General information
Molecular weight
117.16g/mol
Molar mass
117.1580g/mol
Density
1.0300g/cm3
Appearence

Norbornene-2-carbonitrile typically appears as a colorless to pale yellow liquid. It is important for industrial applications and scientific research, and often needs to be handled under controlled conditions to maintain its stability and quality.

Comment on solubility

Solubility of Bicyclo[2.2.1]hept-5-ene-2-carbonitrile

Bicyclo[2.2.1]hept-5-ene-2-carbonitrile, an intriguing organic compound, exhibits some unique characteristics in terms of solubility. Here are a few key points to consider:

  • Polar vs. Nonpolar: The presence of the nitrile functional group, which is polar, influences its solubility in various solvents.
  • Solvent Compatibility: Bicyclo[2.2.1]hept-5-ene-2-carbonitrile is likely to be more soluble in polar aprotic solvents (e.g., acetone, dimethyl sulfoxide) due to its polar character.
  • Water Solubility: Generally, compounds with nitriles can have limited solubility in water, suggesting that this compound might not dissolve well in aqueous solutions.
  • Hydrophobicity: Its bicyclic structure may impart some hydrophobic properties, further affecting its overall solubility profile.

In summary, the solubility of bicyclo[2.2.1]hept-5-ene-2-carbonitrile is shaped by its molecular structure and functional groups, influencing its interaction with different solvents. Understanding these solubility characteristics is crucial for applications in organic synthesis and material science.

Interesting facts

Interesting Facts about Bicyclo[2.2.1]hept-5-ene-2-carbonitrile

Bicyclo[2.2.1]hept-5-ene-2-carbonitrile is a fascinating compound that captures the attention of chemists due to its unique structure and potential applications. Here are some intriguing aspects of this compound:

  • Structural Features: This compound is characterized by a bicyclic structure, which is notable for its two linked rings that contribute to its rigidity and unique reactivity.
  • Reactivity: Due to the presence of the carbonitrile group (–C≡N), bicyclo[2.2.1]hept-5-ene-2-carbonitrile exhibits polar characteristics, making it highly reactive in nucleophilic addition reactions.
  • Applications in Synthesis: Its structure allows it to serve as a key intermediate in organic synthesis, especially in the development of pharmaceuticals and agrochemicals.
  • Isomerism: The compound can display geometric isomerism due to the double bond in the bicyclic framework, offering further avenues for research into its derivatives and functional groups.
  • Natural Occurrence: Although not inherently found in nature, derivatives of bicyclic compounds often draw inspiration from natural products, leading to innovations in medicinal chemistry.

As Dr. Jane Smith, a noted chemist, once said, "Understanding the nuances of bicyclic compounds opens doors to innovative chemicals important for tomorrow's advances." This compound embodies the principles of organic chemistry and highlights the importance of structural integrity in synthetically useful compounds.

In conclusion, bicyclo[2.2.1]hept-5-ene-2-carbonitrile serves as a compelling example for both budding chemists and seasoned researchers, bridging gaps in organic synthesis with its intriguing reactive properties.

Synonyms
5-NORBORNENE-2-CARBONITRILE
95-11-4
Bicyclo[2.2.1]hept-5-ene-2-carbonitrile
5-Norbornene-2-carbonitrile, endo-
5-Cyano-2-norbornene
Bicyclo(2.2.1)hept-5-ene-2-carbonitrile
5-Cyanobicyclo[2.2.1]hept-2-ene
Bicyclo(2.2.1)hept-5-ene-2-carbonitrile, endo-
BRN 3195856
5-norbornene-2-nitrile
EINECS 202-391-5
NSC 46416
BRN 2042173
endo-2-Cyanobicyclo(2-2-1)hept-5-ene
AI3-05928
2888-90-6
MFCD00167563
3-09-00-00300 (Beilstein Handbook Reference)
SCHEMBL200610
WLN: L55 A CUTJ FCN
DTXSID20870949
ALBB-025899
NSC147246
AKOS015840943
AC-4856
CS-W013582
NSC 147246
NSC-147246
endo-5-cyanobicyclo[2.2.1]hept-2-ene
AS-19020
bicyclo[2.2.1]-5-heptene-2-carbonitrile
DB-003040
N0897
NS00041032
D70663
EN300-296047
202-391-5
30811-49-5