Artemisinin | Solubility of Things

Identification

Molecular formula

C₁₅H₂₂O₅

CAS number

63968-64-9

IUPAC name

7-[6-(3-hydroperoxyoct-1-enyl)-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid

State

At room temperature, Artemisinin is a solid. It is often encountered as a crystalline powder and is stable under normal conditions of storage and handling.

Melting point (Celsius)

156.40

Melting point (Kelvin)

429.55

Boiling point (Celsius)

140.00

Boiling point (Kelvin)

413.15

General information

Molecular weight

282.33g/mol

Molar mass

282.3320g/mol

Density

1.2300g/cm³

Appearence

Artemisinin is a white crystalline compound. It is a sesquiterpene lactone containing a peroxide bridge, which is responsible for its pharmacological activity. The compound is slightly soluble in water but has better solubility in organic solvents.

Comment on solubility

Solubility of 7-[6-(3-hydroperoxyoct-1-enyl)-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid

The solubility of 7-[6-(3-hydroperoxyoct-1-enyl)-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid, with the chemical formula C₁₅H₂₂O₅, can vary significantly depending on several factors. This compound contains multiple functional groups that influence its solubility properties both in polar and nonpolar solvents.

Factors Affecting Solubility:

Polarity: The presence of hydroxyl (-OH) and carboxylic acid (-COOH) groups generally increases solubility in polar solvents like water.
Hydrophobic Chains: The long hydrocarbon chain may reduce solubility in polar solvents, promoting self-aggregation in nonpolar environments.
Hydrogen Bonding: Ability to form hydrogen bonds can significantly enhance solubility in suitable solvents.

Overall, it is likely that 7-[6-(3-hydroperoxyoct-1-enyl)-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid exhibits moderate solubility in polar solvents while showing lower solubility in nonpolar solvents. To summarize:

Solubility may be enhanced in polar solvents due to functional groups.
Hydrophobic characteristics could limit solubility in nonpolar solvents.
The overall solubility will be a balance between these conflicting influences.

In conclusion, understanding the solubility behavior of this compound will require careful consideration of its unique structural attributes and the context in which it is used.

Interesting facts

Interesting Facts about 7-[6-(3-Hydroperoxyoct-1-enyl)-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic Acid

This intriguing compound is the product of complex interactions in the realm of organic chemistry. Here are a few fascinating details that highlight its significance:

Structural Complexity: The compound features an intricate structure, including a bicyclic system, which contributes to its unique properties. The presence of a dioxabicyclo motif enhances its reactivity and functional diversity.
Hydroperoxide Group: The hydroperoxyl (-OOH) part of the compound plays a crucial role in its reactivity and potential applications in organic synthesis and medicinal chemistry.
Potential in Natural Products: Similar compounds have been explored for their roles in natural products, particularly their influence on flavor and fragrance profiles in plants. This suggests that it may have bioactive properties worth exploring.
Applications in Research: Compounds of this type may be valuable in the study of enzymatic reactions or as building blocks in the synthesis of more complex molecules. Their distinct functional groups can be leveraged in various synthetic pathways.

In essence, 7-[6-(3-hydroperoxyoct-1-enyl)-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid exemplifies the beauty and complexity of organic compounds, showcasing the intricate dance of atoms that characters the incredible world of chemistry. As quoted in the literature, "compounds like these unlock the door to understanding the molecular mechanisms in nature," underlining their importance in scientific advancement.