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Cocaine

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Identification
Molecular formula
C17H21NO4
CAS number
50-36-2
IUPAC name
methyl (2R,3S)-3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate
State
State

At room temperature, cocaine is typically found as a solid, often a crystalline powder.

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 appears as a colorless or white crystalline solid. It is often encountered as a powder, which can appear glossy or pearly under light.

Comment on solubility

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

The solubility characteristics of Methyl (2R,3S)-3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate, with the chemical formula C17H21NO4, are influenced by several factors due to its complex structure. Understanding solubility is essential, especially for applications in pharmaceuticals and organic chemistry. Here are some key points regarding its solubility:

  • Polar vs. Non-Polar Characteristics: The compound contains both polar and non-polar sections, which can lead to variability in solubility depending on the solvent used.
  • Aromatic Ring Influence: The presence of the benzoyloxy group adds hydrophobic character, suggesting limited solubility in water but higher solubility in organic solvents like ethanol or methanol.
  • Carboxylate Group: The carboxylate functional group can enhance solubility in water under certain conditions, especially when ionized.
  • Temperature Dependency: Solubility could increase with rising temperatures, a common characteristic for most organic compounds.

In conclusion, the solubility of this compound is likely to be moderate in polar solvents and significantly higher in non-polar conditions. As with many chemical compounds, understanding solubility is crucial for determining suitable applications and methods of synthesis.

Interesting facts

Interesting Facts About Methyl (2R,3S)-3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate

Methyl (2R,3S)-3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate is a fascinating compound with a rich structural complexity and a variety of potential applications in medicinal chemistry. It belongs to the class of bicyclic compounds, which are notable for their unique ring systems that can lead to interesting biological activities.

Key Features

  • Stereochemistry: The specificity in the 2R,3S configuration highlights the importance of chirality in biological systems. Chiral compounds often exhibit different interactions in biological pathways, leading to variability in efficacy and safety profiles.
  • Benzoyloxy Group: The presence of the benzoyloxy moiety enhances the compound's lipophilicity, potentially influencing its absorption and distribution in biological systems.
  • Biological Relevance: Compounds with similar structural features show promise in therapeutic areas, particularly as analgesics or in the treatment of neurological disorders. It is worthwhile to explore its interactions with receptors and enzymes.

In the words of renowned chemist Linus Pauling, "The best way to have a good idea is to have a lot of ideas." This sentiment is particularly relevant in the study of complex compounds like this one, where the interplay of various functional groups and stereochemistry can lead to a wealth of potential pathways for drug discovery.

Moreover, the azabicyclo structure adds an intriguing aspect to the compound's reactivity and stability. Understanding how such bicyclic systems interact with biological targets can pave the way for innovative medicinal developments.

Overall, the study of methyl (2R,3S)-3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate not only enhances our knowledge of chemical diversity but also serves as a stepping stone in the search for novel therapeutic agents.

Synonyms
50-36-2
SCHEMBL21932
CHEMBL19151
methyl (3S,4R)-3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-4-carboxylate
8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-(benzoyloxy)-8-methyl-, methyl ester, (2R,3S)-