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Tropacocaine

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Identification
Molecular formula
C19H25NO3
CAS number
1338-46-1
IUPAC name
2-(9-azabicyclo[3.3.1]nonan-9-yl)ethyl 2-cyclohexyl-2-hydroxy-2-phenyl-acetate
State
State

At room temperature, tropacocaine is typically found as a solid. Like many other amine-containing organic compounds, it is usually stable at ambient conditions and does not readily evaporate, representing its solid-state character.

Melting point (Celsius)
49.00
Melting point (Kelvin)
322.15
Boiling point (Celsius)
330.00
Boiling point (Kelvin)
603.15
General information
Molecular weight
329.41g/mol
Molar mass
329.4510g/mol
Density
1.1000g/cm3
Appearence

Tropacocaine is generally found as a white crystalline powder or crystals. It may also appear as a crystalline solid, which is a typical physical form for many organic compounds of this complexity.

Comment on solubility

Solubility Characteristics

The solubility of 2-(9-azabicyclo3.3.1nonan-9-yl)ethyl 2-cyclohexyl-2-hydroxy-2-phenyl-acetate is influenced by various factors due to its complex structure. Here are some key aspects to consider:

  • Polarity: This compound contains multiple functional groups that can interact with solvents. The presence of the hydroxy group suggests potential for hydrogen bonding, which can enhance solubility in polar solvents like water.
  • Hydrophobic Interactions: The cyclohexyl and phenyl groups introduce hydrophobic characteristics. This may limit the solubility in highly polar solvents but increase its affinity for non-polar organic solvents.
  • Solvent Compatibility: Complements solubility variations; it may dissolve well in organic solvents such as ethanol or methanol, while showing limited solubility in aqueous solutions.

As a rule of thumb, compounds with complex structures like this often exhibit divergent solubility behavior depending on the solvent used:

  • High solubility in polar aprotic solvents
  • Partial solubility in alcohols
  • Poor solubility in aqueous solutions

In conclusion, understanding the solubility of this compound requires attention to its unique structural characteristics and the solvents in question. As in most organic compounds, "like dissolves like", thus predicting its solubility in various environments is essential for practical applications.

Interesting facts

Exploring 2-(9-Azabicyclo[3.3.1]nonan-9-yl)ethyl 2-cyclohexyl-2-hydroxy-2-phenyl-acetate

This intriguing compound features several distinct functional groups and structural characteristics that make it a subject of interest in the field of organic chemistry. Below are some fascinating aspects of 2-(9-azabicyclo[3.3.1]nonan-9-yl)ethyl 2-cyclohexyl-2-hydroxy-2-phenyl-acetate:

  • Complex Structure: The presence of the 9-azabicyclo framework contributes to a highly intricate molecular architecture, which often leads to interesting stereochemical properties.
  • Biological Relevance: Due to its structural resemblance to neurotransmitters, compounds like this one can be evaluated for potential pharmacological effects, making them worthy of investigation in medicinal chemistry.
  • Functional Diversity: The integration of an acetate group, along with the hydroxy- and phenyl-substituents, indicates potential reactivity patterns. These functional groups provide sites for various chemical transformations that might be exploited in synthetic applications.
  • Research Applications: This compound could serve as a lead structure for drug development or as a reagent in synthetic organic chemistry, sparking interest among chemists looking for novel compounds.

In summary, 2-(9-azabicyclo[3.3.1]nonan-9-yl)ethyl 2-cyclohexyl-2-hydroxy-2-phenyl-acetate stands out due to its structural complexity and potential biological activity. As researchers continue to explore the vast landscape of organic compounds, this particular compound exemplifies the balance of structure and function that drives innovation in chemistry.

Synonyms
KSD 2317
6606-05-9
9-(2-Hydroxyethyl)-9-azabicyclo(3.3.1)nonane alpha-hydroxy-alpha-phenylcyclohexaneacetate
9-Azabicyclo(3.3.1)nonane, 9-(2-hydroxyethyl)-, alpha-hydroxy-alpha-phenylcyclohexaneacetate
N-(omega-Hydroxyethyl)-norgranatan alpha-hydroxy-alpha-phenylcyclohexylacetyl ester [German]
N-(omega-Hydroxyethyl)-norgranatan alpha-hydroxy-alpha-phenylcyclohexylacetyl ester
DTXSID20984535
2-(9-Azabicyclo[3.3.1]nonan-9-yl)ethyl cyclohexyl(hydroxy)phenylacetate