Cocaine | Solubility of Things

Identification

Molecular formula

C₁₇H₂₁NO₄

CAS number

50-36-2

IUPAC name

methyl (1R,2R,5R)-3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate

State

Cocaine is typically found as a crystalline solid at room temperature. It is notably known for its use in various legal and illegal applications.

Melting point (Celsius)

98.00

Melting point (Kelvin)

371.15

Boiling point (Celsius)

187.00

Boiling point (Kelvin)

460.15

General information

Molecular weight

303.35g/mol

Molar mass

303.3530g/mol

Density

1.2160g/cm³

Appearence

Cocaine is a white, crystalline alkaloid that has a characteristic bitter taste. It is often encountered in the form of a white powder.

Comment on solubility

Solubility of Methyl (1R,2R,5R)-3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate

The solubility of methyl (1R,2R,5R)-3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate (C₁₇H₂₁NO₄) can be influenced by several factors:

Polarity: This compound exhibits a certain degree of polarity due to the presence of functional groups like the carboxylate and benzoyloxy moieties, which can lead to significant interactions with polar solvents like water.
Solvent Compatibility: It is more soluble in organic solvents such as ethanol or methanol due to its hydrophobic hydrocarbon regions that interact favorably with these solvents.
Concentration: At higher concentrations, the solubility may be affected by precipitation or intermolecular interactions, requiring careful consideration during formulation.
Temperature: As with many organic compounds, an increase in temperature often leads to increased solubility, allowing greater molecular motion and interaction with the solvent.

In summary, while methyl (1R,2R,5R)-3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate is likely to exhibit moderate solubility in polar solvents, its solubility in various solvents can vary significantly based on the aforementioned factors. Therefore, understanding the solvent characteristics is crucial for applications involving this compound.

Interesting facts

Interesting Facts about Methyl (1R,2R,5R)-3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate

This fascinating compound, known as methyl (1R,2R,5R)-3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate, belongs to a unique class of bicyclic compounds that contain both azabicyclic and carboxylate functionalities. Here are some intriguing aspects worth noting:

Structural Complexity: The structural arrangement of this compound showcases a bicyclic system, which poses interesting stereochemical challenges. The specific stereochemistry defined by the (1R,2R,5R) configuration is essential for determining the compound's reactivity and bioactivity.
Potential Applications: Compounds of this type have potential applications in drug discovery. Given the bicyclic framework, they may serve as scaffolds in the development of new pharmaceutical agents.
Plant Alkaloid Connection: The framework of the compound recalls some alkaloids derived from plants, which often exhibit significant biological activity, including analgesic and anti-inflammatory properties.
Research Opportunities: The complexity of this compound opens numerous avenues for research, especially in the fields of medicinal chemistry and organic synthesis. Researchers are often eager to explore the pharmacological properties that these intricate structures might possess.

In summary, the methyl (1R,2R,5R)-3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate is not just a compound of interest for its chemical properties, but also for its potential impact on medicinal chemistry and pharmacology. The synthesis of such compounds can provide insights into advanced chemical strategies and the quest for innovative pharmaceuticals.