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Norbornene

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Identification
Molecular formula
C7H10
CAS number
498-66-8
IUPAC name
bicyclo[2.2.1]hept-2-ene
State
State

Norbornene is generally a liquid at room temperature due to its low melting point, though it can solidify when cooled.

Melting point (Celsius)
-99.00
Melting point (Kelvin)
174.15
Boiling point (Celsius)
96.80
Boiling point (Kelvin)
369.95
General information
Molecular weight
92.14g/mol
Molar mass
92.1430g/mol
Density
0.9125g/cm3
Appearence

Norbornene appears as a colorless to light yellow liquid or solid (depending on temperature), with a camphor-like odor. It is typically sold and handled as a liquid at room temperature due to its relatively low melting point.

Comment on solubility

Solubility of Bicyclo[2.2.1]hept-2-ene

Bicyclo[2.2.1]hept-2-ene exhibits unique solubility characteristics primarily due to its structure. Here are key points regarding its solubility:

  • Insolubility in Water: This compound is largely insoluble in water due to the lack of polar functional groups that could interact favorably with water molecules.
  • Solubility in Organic Solvents: It demonstrates good solubility in various organic solvents, including:
    • Hexane
    • Benzene
    • Ethyl Acetate
  • Structure-Effect Relationship: The bicyclic structure contributes to its nonpolar characteristics, hence its preference for nonpolar solvents.
  • Temperature Influence: As with many hydrocarbons, solubility may increase with temperature, improving its interaction in organic solutions.

In summary, the solubility profile of bicyclo[2.2.1]hept-2-ene highlights its polar-nonpolar compatibility, making it unsuitable for aqueous solutions but favorable in organic environments.

Interesting facts

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

Bicyclo[2.2.1]hept-2-ene is a fascinating compound that captures the attention of chemists due to its unique structure and properties. Here are some noteworthy points about this intriguing bicyclic alkene:

  • Bicyclic Structure: The compound features a bicyclic arrangement that includes two fused rings, which contributes to its distinctive chemical behavior.
  • Conjugated Double Bond: The presence of a double bond in its molecular structure allows for interesting stereochemistry and potential reactivity in various chemical reactions.
  • Significance in Organic Synthesis: Bicyclo[2.2.1]hept-2-ene serves as a valuable intermediate in the synthesis of more complex organic molecules, making it a compound of interest in synthetic organic chemistry.
  • Application in Materials Science: The unique structural properties of this compound open doors for potential applications in developing advanced materials, such as polymers with enhanced mechanical properties.
  • Historical Context: The study of bicyclic compounds like bicyclo[2.2.1]hept-2-ene has been pivotal in the evolution of structural theory in organic chemistry, demonstrating how molecular architecture influences reactivity.

As chemists continue to explore the potential of bicyclic compounds, bicyclo[2.2.1]hept-2-ene remains a significant example that embodies the excitement of discovering new chemical pathways and applications. This compound exemplifies the beauty of the interplay between structure and function in organic chemistry.

Synonyms
Norbornene
498-66-8
Norbornylene
2-NORBORNENE
Norcamphene
2-Norbornylene
NSC 120425
WLN: L55 A CUTJ
bicyclo[2,2,1]-2-heptene
bicyclo [2.2.1] hept-2-ene
NSC22453
NSC120425
AKOS009157173
HY-W013021
DB-071057
N0166
NS00007988
EN300-54688
E78935
Q420176