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Paclitaxel

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Identification
Molecular formula
C47H51NO14
CAS number
33069-62-4
IUPAC name
23,24-dihydroxy-5-methoxy-12,12-dimethyl-9-(2-methylprop-1-enyl)-10,11-dioxa-8,15,21-triazahexacyclo[12.10.1.02,7.08,25.015,23.017,21]pentacosa-2(7),3,5-triene-16,22-dione
State
State

Paclitaxel is a solid at room temperature.

Melting point (Celsius)
213.00
Melting point (Kelvin)
486.20
Boiling point (Celsius)
686.90
Boiling point (Kelvin)
960.10
General information
Molecular weight
853.91g/mol
Molar mass
853.9060g/mol
Density
1.7400g/cm3
Appearence

Paclitaxel, also known as Taxol, appears as a white powder. It is poorly soluble in water.

Comment on solubility

Solubility of 23,24-dihydroxy-5-methoxy-12,12-dimethyl-9-(2-methylprop-1-enyl)-10,11-dioxa-8,15,21-triazahexacyclo[12.10.1.02,7.08,25.015,23.017,21]pentacosa-2(7),3,5-triene-16,22-dione

The solubility of this complex compound, with the formula C47H51NO14, can be quite intricate due to its elaborate molecular structure. Understanding its solubility entails considering various factors:

  • Polarity: The presence of hydroxyl (-OH) groups suggests that this compound may exhibit some level of polarity, which can enhance its solubility in polar solvents such as water.
  • Functional Groups: The methoxy (-OCH3) groups and multiple oxo (C=O) functionalities can contribute to interactions with solvents, potentially increasing solubility in organic solvents like ethanol or methanol.
  • Molecular Weight: With a considerable molecular weight of 863.9 g/mol, solubility could be limited as larger molecules often have reduced solubility compared to smaller counterparts.
  • Structure Complexity: The tricyclic and polycyclic nature, along with various substituents, may introduce steric hindrance, affecting how the molecule interacts with the solvent molecules.

As a general insight, the solubility of this compound is likely to be variable depending not only on the solvent but also on temperature and the specific conditions under which it is evaluated. In essence, one may commonly find that:

  1. It is soluble in polar solvents due to the hydroxyl groups.
  2. It is likely to have reduced solubility in nonpolar solvents, given its larger hydrophobic portions.
  3. Its solubility can be further evaluated through experimental studies to ascertain precise values.

Therefore, a thorough investigation into the solubility characteristics in different mediums is essential for fully understanding this compound's behavior in solution.

Interesting facts

Interesting Facts About 23,24-Dihydroxy-5-methoxy-12,12-dimethyl-9-(2-methylprop-1-enyl)-10,11-dioxa-8,15,21-triazahexacyclo[12.10.1.02,7.08,25.015,23.017,21]pentacosa-2(7),3,5-triene-16,22-dione

This compound is a fascinating example of complex organic chemistry, showcasing the diverse structural possibilities within molecular architecture. Here are some engaging aspects to consider:

  • Structural Complexity: The intricate structure of this compound features multiple rings and functional groups, making it a true marvel of organic synthesis. Its tricyclic and tetracyclic formations are reminiscent of natural alkaloids, which often exhibit unique biological activities.
  • Biological Relevance: Compounds like this one are often studied in the context of their potential pharmacological properties. The presence of hydroxyl and methoxy groups can significantly influence biological interactions, potentially leading to new therapeutic agents.
  • Chemical Stability: With multiple functional groups, the compound's stability can be intriguing. Understanding how these groups interact with one another is essential in predicting reactivity and developing methods for its synthesis or degradation.
  • Synthesis Challenges: The synthesis of such a complex molecule is notably challenging and may involve numerous steps. Scientists often have to utilize advanced techniques and reagents, showcasing creativity and innovation in synthetic chemistry.
  • Analytical Techniques: To fully characterize this compound, chemists often employ a range of analytical techniques such as NMR, mass spectrometry, and IR spectroscopy. Each of these methods provides unique insights into the compound's structure and purity.

In conclusion, the study of this compound not only broadens the horizons of organic chemistry but also may illuminate paths toward understanding and developing new medicines. As chemists delve deeper into its properties and reactions, they uncover the hidden complexities that make this molecule a subject of continued research and fascination.