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Tröger's base

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Identification
Molecular formula
C17H18N2O
CAS number
529-81-7
IUPAC name
(2R,17S,18S)-2,17,18-trimethyl-6,7-diazapentacyclo[11.7.0.02,10.04,8.014,18]icosa-4(8),5,9-trien-17-ol
State
State

At room temperature, Tröger's base is in a solid state. It is typically handled as a crystalline powder in laboratory settings.

Melting point (Celsius)
132.00
Melting point (Kelvin)
405.15
Boiling point (Celsius)
310.00
Boiling point (Kelvin)
583.15
General information
Molecular weight
267.35g/mol
Molar mass
267.3520g/mol
Density
1.3000g/cm3
Appearence

Tröger's base is a white to off-white crystalline solid. It typically appears as fine powder or crystalline blocks. It is stable under normal conditions but should be stored in a dry environment to avoid degradation.

Comment on solubility

Solubility of (2R,17S,18S)-2,17,18-trimethyl-6,7-diazapentacyclo[11.7.0.02,10.04,8.014,18]icosa-4(8),5,9-trien-17-ol

The solubility of the compound (2R,17S,18S)-2,17,18-trimethyl-6,7-diazapentacyclo[11.7.0.02,10.04,8.014,18]icosa-4(8),5,9-trien-17-ol can be influenced by various structural features and the presence of polar and non-polar functional groups.

This particular compound features a complex and multi-cyclic structure which often results in:

  • Low Water Solubility: Generally, compounds with extensive non-polar regions tend to have low solubility in water but may dissolve better in organic solvents.
  • Potential Solvation with Organic Solvents: Solvents such as ethanol, acetone, or dichloromethane may enhance solubility due to their ability to interact with organic functional groups.
  • pH Dependence: The solubility might also vary with pH alterations, especially if the compound can protonate under acidic or deprotonate under basic conditions.

In summary, predicting the solubility of this complex molecule necessitates a thorough understanding of its chemical nature. As a general guideline:

  1. If interacting with water, low solubility is expected.
  2. For organic solvents, moderate to good solubility is likely.
  3. Assessment in varying pH environments might provide additional insights into solubility behavior.

Understanding the solubility characteristics of this compound is crucial for applications in medicinal chemistry, where solubility can significantly influence biological availability and activity.

Interesting facts

Interesting Facts About (2R,17S,18S)-2,17,18-trimethyl-6,7-diazapentacyclo[11.7.0.02,10.04,8.014,18]icosa-4(8),5,9-trien-17-ol

The compound (2R,17S,18S)-2,17,18-trimethyl-6,7-diazapentacyclo[11.7.0.02,10.04,8.014,18]icosa-4(8),5,9-trien-17-ol is a fascinating member of the class of organic compounds known as polycyclic systems. This compound is notable for several reasons:

  • Complex Structure: Its intricate architecture features multiple fused rings, creating a rich landscape for chemical reactivity and interactions. The presence of diazine structures contributes to its unique properties.
  • Stereochemical Specificity: The designation of stereochemistry (2R,17S,18S) indicates that this compound has specific three-dimensional orientations that may significantly influence its biological activity and reactivity.
  • Potential Applications: Compounds like this often find applications in medicinal chemistry. Their structure suggests potential pharmacological properties that could be further explored in drug design and development.
  • Research Interest: Due to its complex nature, this compound represents a rich topic for research in synthetic organic chemistry, where chemists seek to explore novel synthetic routes to create such intricate frameworks.
  • Inspirational Example: It exemplifies the creativity and complexity in natural product synthesis, compelling chemists to continuously innovate in methodologies used to construct similar compounds.

As with many compounds in synthetic and medicinal chemistry, understanding the properties and behaviors of (2R,17S,18S)-2,17,18-trimethyl-6,7-diazapentacyclo[11.7.0.02,10.04,8.014,18]icosa-4(8),5,9-trien-17-ol could lead to breakthroughs in various scientific fields. Its journey from synthesis to application reflects the ongoing exploration of chemistry at the molecular level.