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Tröger's base

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Identification
Molecular formula
C17H16N2
CAS number
529-81-7
IUPAC name
9,10-dimethyl-1-phenyl-9-azoniatricyclo[6.2.2.02,7]dodeca-2,4,6,9-tetraene
State
State

At room temperature, Tröger's base is a solid. It is known for its relatively stable structure, making it applicable in various chemical synthesis processes and studies in stereochemistry.

Melting point (Celsius)
128.00
Melting point (Kelvin)
401.00
Boiling point (Celsius)
383.80
Boiling point (Kelvin)
657.00
General information
Molecular weight
248.33g/mol
Molar mass
384.5000g/mol
Density
1.1905g/cm3
Appearence

Tröger's base is a pale yellow to white crystalline solid. It exhibits a distinct crystalline structure and can be prepared through various crystallization methods. The compound is sometimes seen as vibrant, depending on the purification and preparation method undertaken.

Comment on solubility

Solubility of 9,10-dimethyl-1-phenyl-9-azoniatricyclo[6.2.2.02,7]dodeca-2,4,6,9-tetraene

The solubility of 9,10-dimethyl-1-phenyl-9-azoniatricyclo[6.2.2.02,7]dodeca-2,4,6,9-tetraene can present intriguing characteristics due to its complex structure. Understanding its solubility involves several factors:

  • Polarity: The presence of polar functional groups or ions may contribute to its solubility in polar solvents, while non-polar regions can enhance solubility in organic solvents.
  • Interactions: Solubility can vary depending on the interactions with the solvent. Hydrogen bonding, van der Waals forces, and steric effects play significant roles in determining how well this compound can dissolve.
  • Concentration: At different concentrations, the solubility of the compound may change, often necessitating empirical testing to ascertain exact limits.
  • Temperature: Like many chemical compounds, increased temperature typically enhances solubility, although exceptions may arise due to unique structural factors.

In many instances, compounds with such intricate structures might demonstrate limited solubility in water but significantly enhanced solubility in organic solvents. However, quantifying solubility and understanding the environmental factors influencing it is crucial for practical applications. As the well-known saying goes, "Like dissolves like," indicating that the solubility profile will be highly dependent on the nature of the solvents utilized.

In conclusion, the solubility of 9,10-dimethyl-1-phenyl-9-azoniatricyclo[6.2.2.02,7]dodeca-2,4,6,9-tetraene requires a careful examination of its molecular interactions and should be approached with a combination of theoretical knowledge and empirical testing.

Interesting facts

Interesting Facts about 9,10-Dimethyl-1-phenyl-9-azoniatricyclo[6.2.2.02,7]dodeca-2,4,6,9-tetraene

The compound 9,10-dimethyl-1-phenyl-9-azoniatricyclo[6.2.2.02,7]dodeca-2,4,6,9-tetraene represents a fascinating example of organic chemistry, particularly in the area of polycyclic compounds. This unique structure is rich in both theoretical implications and practical applications.

Key Characteristics

  • Complex Structure: The compound features a tricyclic framework, which is known for its unique geometric and electronic properties. This makes it an interesting subject of study in polymer science and materials chemistry.
  • Reactivity: The presence of the azonia (nitrogen-containing) functional group often enhances the reactivity of the compound, making it a valuable precursor in synthesizing other chemical entities.
  • Potential Applications: Compounds with similar structures have been explored for use in organic electronics, including light-emitting diodes (LEDs) and photovoltaic cells due to their vibrant color properties.
  • Research Frontiers: The study of such polycyclic compounds can offer insights into the mechanisms of organic transformations and the development of new synthetic methods.

Cultural and Scientific Impact

In the realm of chemical education, compounds like this one often serve as excellent examples of concepts such as aromaticity and conjugation. Understanding their behavior can provide deeper insights into:

  • Electrophilic substitution reactions.
  • Chemical stability and reactivity principles.
  • The design of novel materials with tailored properties.

As one researcher aptly stated, “The beauty of chemistry lies in its complexity and the creativity it inspires.” With compounds like 9,10-dimethyl-1-phenyl-9-azoniatricyclo[6.2.2.02,7]dodeca-2,4,6,9-tetraene, we witness just this beauty, opening doors to innovative research and groundbreaking applications.