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Arecoline

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Identification
Molecular formula
C8H13NO2
CAS number
3615-41-6
IUPAC name
[(7S)-7-(2-methylbut-2-enoyloxy)-3,4,5,6,7,8-hexahydropyrrolizin-4-ium-1-yl]methyl 2,3-dihydroxy-2-[(1S)-1-methoxyethyl]-3-methyl-butanoate;chloride
State
State

At room temperature, the compound is in a liquid state. It may often be encountered in solution form due to its hygroscopic nature.

Melting point (Celsius)
-40.00
Melting point (Kelvin)
233.15
Boiling point (Celsius)
209.00
Boiling point (Kelvin)
482.15
General information
Molecular weight
155.21g/mol
Molar mass
155.2050g/mol
Density
1.1124g/cm3
Appearence

The compound appears as a colorless to pale yellow liquid. It is hygroscopic, meaning it can absorb moisture from the air. Its clarity can vary depending on its purity and the presence of any impurities.

Comment on solubility

Solubility of [(7S)-7-(2-methylbut-2-enoyloxy)-3,4,5,6,7,8-hexahydropyrrolizin-4-ium-1-yl]methyl 2,3-dihydroxy-2-[(1S)-1-methoxyethyl]-3-methyl-butanoate;
chloride

The solubility of this complex compound can be quite nuanced, influenced by multiple factors including pH, temperature, and solvent polarity.

Key Factors Affecting Solubility:

  • Polarity: The presence of numerous functional groups such as hydroxyl (-OH) and methoxy (-OCH3) influences the hydrophilicity of the molecule, likely enhancing its solubility in polar solvents.
  • pH Dependency: As an ionic compound due to its quaternary ammonium structure, solubility may vary significantly with changes in pH.
  • Temperature: Generally, an increase in temperature can enhance solubility, particularly for organic compounds.

According to some studies, compounds similar in structure exhibit solubility in water and organic solvents, though the specifics of this compound's solubility might require rigorous experimental evaluation. As stated, “solubility is a melody of molecular interactions,” highlighting that the interplay between ionic and non-ionic characteristics takes center stage in determining how well this compound dissolves in a given medium.

In conclusion, while this compound is anticipated to exhibit moderate solubility in polar solvents, laboratory testing remains essential for precise quantification and understanding the nuances of its solubility behavior.

Interesting facts

Interesting Facts about [(7S)-7-(2-methylbut-2-enoyloxy)-3,4,5,6,7,8-hexahydropyrrolizin-4-ium-1-yl]methyl 2,3-dihydroxy-2-[(1S)-1-methoxyethyl]-3-methyl-butanoate;chloride

This complex compound, with its intricate name, represents a fascinating area of study in chemical science, particularly in the field of organic chemistry and medicinal applications. Here are some captivating insights:

  • Structural Diversity: This compound showcases an intricate structure that includes a hexahydropyrrolizin moiety and various functional groups, contributing to its unique properties and potential biological activities.
  • Functional Applications: Compounds like this are often investigated for their pharmaceutical potential. The specific methyl and hydroxyl groups suggest possible interactions with biological targets, which could lead to applications in drug development.
  • Natural Product Inspiration: Many complex organic compounds are inspired by natural products. This compound may share similarities with metabolites found in plants, reflecting nature's ability to synthesize complex structures.
  • Studying Stereochemistry: The compound has a designated stereocenter at the 7th position, making stereochemistry a significant aspect of its chemistry. This feature can drastically influence the compound's reactivity and interaction with biological systems.
  • Research Frontiers: Ongoing research into compounds like this explores their mechanisms of action, leading to broader insights in fields such as pharmacology, material science, and synthetic methodologies.

As a budding chemist or seasoned professional, delving into the nuances of such compounds can not only enhance your understanding of organic chemistry but also open doors to innovative applications that could shape the future of medicine and materials science.

In the words of a noted chemist, "The beauty of chemistry lies not just in the compounds we create, but in the stories they tell about the world around us."