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Artemisinin

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Identification
Molecular formula
C15H22O5
CAS number
63968-64-9
IUPAC name
(1S,3R,7R,9R,10S)-1,9-dimethyl-4-methylene-6,13-dioxatricyclo[8.4.0.03,7]tetradecane-5,12-dione
State
State

At room temperature, artemisinin is a solid. It is typically in the form of a crystalline powder, which is stable under standard conditions of temperature and pressure.

Melting point (Celsius)
157.00
Melting point (Kelvin)
430.00
Boiling point (Celsius)
251.00
Boiling point (Kelvin)
524.00
General information
Molecular weight
282.33g/mol
Molar mass
282.3320g/mol
Density
1.3400g/cm3
Appearence

Artemisinin is a colorless crystal at room temperature. It typically appears as a solid crystalline powder. The compound lacks color and is often seen in the form of fine crystals or crystalline powder, having a slightly bitter taste.

Comment on solubility

Solubility of (1S,3R,7R,9R,10S)-1,9-dimethyl-4-methylene-6,13-dioxatricyclo[8.4.0.03,7]tetradecane-5,12-dione

The solubility of (1S,3R,7R,9R,10S)-1,9-dimethyl-4-methylene-6,13-dioxatricyclo[8.4.0.03,7]tetradecane-5,12-dione can be influenced by various factors such as its molecular structure and the presence of functional groups. Typically, the solubility characteristics of such compounds can be summarized as follows:

  • Polarity: The presence of dioxole groups in the compound may contribute to increased polarity, potentially enhancing solubility in polar solvents.
  • Hydrogen Bonding: The ability to form hydrogen bonds can lead to improved solubility in protic solvents.
  • Solvent Interactions: Solubility often varies between solvents, with compounds of this nature usually being more soluble in organic solvents rather than water.
  • Temperature Effects: Like many compounds, solubility can be temperature-dependent, with higher temperatures generally improving solubility in organic solvents.

In summary, while specifics on solubility might not be extensively documented for this structural configuration, the interactions stemming from its functional groups and molecular characteristics suggest that it would likely exhibit varying solubility profiles in different solvents. Observing solubility trends is essential for practical applications involving this compound.

Interesting facts

Interesting Facts about (1S,3R,7R,9R,10S)-1,9-dimethyl-4-methylene-6,13-dioxatricyclo[8.4.0.03,7]tetradecane-5,12-dione

This fascinating compound, belonging to a group of organic molecules known for their complex structures and rich chemical behavior, demonstrates the intriguing world of stereochemistry. Below are some compelling facts about this unique compound:

  • Stereochemical Diversity: The presence of specified stereochemistry (1S, 3R, 7R, 9R, 10S) indicates that this molecule has multiple chiral centers, making it a prime example for studying the effects of chirality on biological activity and reactions.
  • Cycloalkane Features: The naming indicates a tricyclic structure, showcasing the complexity that can arise in organic compounds. Such frameworks often lead to unique properties compared to their linear counterparts.
  • Dioxygen Functional Groups: With the presence of dioxo groups within its structure, this compound is likely to participate in redox reactions, lending it potential applications in organic synthesis and materials science.
  • Medicinal Chemistry Potential: Compounds with such structural properties are often explored for their biological activities. They may serve as lead compounds in drug discovery, offering structural motifs that bind selectively to biological targets.
  • Use in Organic Synthesis: The unique structural characteristics may facilitate _C–C_ bond formation reactions, making this compound a valuable intermediate in the synthesis of more complex molecules.

In summary, the intricate structure of (1S,3R,7R,9R,10S)-1,9-dimethyl-4-methylene-6,13-dioxatricyclo[8.4.0.03,7]tetradecane-5,12-dione not only highlights the beauty of organic chemistry but also points to its vast potential applications in various scientific fields. As Nobel laureate Richard R. Schrock once said, "Nature uses only the longest threads to weave her patterns; so each little piece of her fabric tests the quality of the fiber." In this case, every atom and bond contributes to the compound's properties and appreciation in science.

Synonyms
Floribundin
RefChem:1085401
(1S,3R,7R,9R,10S)-1,9-dimethyl-4-methylidene-6,13-dioxatricyclo(8.4.0.03,7)tetradecane-5,12-dione
Psilotropin
26305-91-9
NSC136719
NSC 136719
SCHEMBL29359310
NSC-136719
Furo(2',3':5,6)cyclohepta(1,2-c)pyran-2,7(3H,4H)-dione, octahydro-4a,9-dimethyl-3-methylene-, (3aR,4as,8as,9R,10aR)