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Tröger's base

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Identification
Molecular formula
C17H17N
CAS number
529-81-7
IUPAC name
5-azatetracyclo[6.6.2.04,16.011,15]hexadeca-1(14),2,4,6,8(16),9,11(15),12-octaene
State
State

Tröger's base is typically solid at room temperature.

Melting point (Celsius)
203.00
Melting point (Kelvin)
476.15
Boiling point (Celsius)
400.00
Boiling point (Kelvin)
673.15
General information
Molecular weight
246.34g/mol
Molar mass
246.3600g/mol
Density
1.2610g/cm3
Appearence

Tröger's base typically appears as white to off-white powder or crystalline solid. It may also appear colorless in some cases. The compound is known for its chiral properties resulting from the unique molecular bridge structure.

Comment on solubility

Solubility of 5-azatetracyclo[6.6.2.04,16.011,15]hexadeca-1(14),2,4,6,8(16),9,11(15),12-octaene

The solubility of 5-azatetracyclo[6.6.2.04,16.011,15]hexadeca-1(14),2,4,6,8(16),9,11(15),12-octaene is an intriguing topic due to its structural complexity. Understanding the solubility properties of such a compound can be categorized into several key aspects:

  • Polarity: The solubility predominantly depends on the polarity of the molecular structure. 5-azatetracyclo compounds typically exhibit distinct polar groups which can enhance solubility in polar solvents.
  • Solvent Compatibility: It shows varying degrees of compatibility with different solvents. For example:
    • Highly soluble in polar solvents like ethanol and dimethyl sulfoxide (DMSO).
    • Poorly soluble in non-polar solvents such as hexane and toluene.
  • Temperature Influence: The solubility increases with temperature for many organic compounds. Thus, examining the solubility at different temperatures may yield considerable insights.

In conclusion, while detailed experimental data specific to 5-azatetracyclo[6.6.2.04,16.011,15]hexadeca-1(14),2,4,6,8(16),9,11(15),12-octaene might be limited, understanding the general principles of solubility, including the roles of polarity, solvent choice, and temperature, provides a framework for predicting its behavior in various chemical environments. It is worth noting that, as with many complex organic compounds, specific solubility properties should always be confirmed through empirical testing.

Interesting facts

Exploring 5-Azatetracyclo[6.6.2.04,16.011,15]hexadeca-1(14),2,4,6,8(16),9,11(15),12-octaene

5-Azatetracyclo[6.6.2.04,16.011,15]hexadeca-1(14),2,4,6,8(16),9,11(15),12-octaene is a fascinating organic compound with a complex polycyclic structure. Being part of a class of compounds known as polycyclic systems, this molecule exhibits unique properties and has implications in various fields of organic chemistry and materials science. Here are some interesting aspects of this compound:

  • Structural Versatility: The compound showcases a unique bicyclic and tetracyclic framework that provides a rich platform for chemical reactivity. The arrangement of its rings creates strain that can be exploited in chemical reactions.
  • Potential Applications: Compounds like this have been investigated for their potential use in pharmaceuticals and organic materials. Their unique electronic structures can lead to novel properties that are intriguing for drug discovery.
  • Research Interest: Due to its complex stereochemistry, the synthesis and study of 5-azatetracyclo compounds remain an active area of research. As noted by chemists, “The beauty of synthesis lies in the challenges presented by such complex structures.”
  • Link to Natural Products: The structural features might resemble certain natural molecules, indicating possible biological relevance or inspiration for new synthetic methodologies.
  • Analytical Challenges: Analyzing compounds with intricate structures often requires advanced spectroscopic techniques such as NMR and mass spectrometry, making it a stimulating subject for chemists.

In summary, 5-azatetracyclo[6.6.2.04,16.011,15]hexadeca-1(14),2,4,6,8(16),9,11(15),12-octaene exemplifies the sophistication of organic chemistry, demonstrating how complexity in structure can lead to vast possibilities in applications and research. Its study not only enhances our understanding of chemical bonding and structure but also contributes to the advancement of materials with special properties.

Synonyms
1-Azapyrene
Zapyrene
naphtho[2,1,8-def]quinoline
NAPHTHO(2,1,8-DEF)QUINOLINE
313-80-4
GGC731XM13
CCRIS 1257
BRN 1309567
UNII-GGC731XM13
Azapyrene
SCHEMBL443832
DTXSID80185223
QHADMMAFBAZFTE-UHFFFAOYSA-N
Q27279095