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Azadirachtin A

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Identification
Molecular formula
C35H44O16
CAS number
11141-17-6
IUPAC name
(6R,7R)-4-ethylidene-7-hydroxy-6,7,14-trimethyl-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-ene-3,8,17-trione
State
State

At room temperature, Azadirachtin A is a solid. It is usually encountered as a powder or crystalline substance due to its natural extraction from neem seeds.

Melting point (Celsius)
157.00
Melting point (Kelvin)
430.15
Boiling point (Celsius)
337.50
Boiling point (Kelvin)
610.65
General information
Molecular weight
720.68g/mol
Molar mass
720.6790g/mol
Density
1.2300g/cm3
Appearence

Azadirachtin A is a white to light yellow solid that can be found in crystalline form. Its appearance can sometimes vary slightly depending on the degree of purity and the solvent used during crystallization.

Comment on solubility

Solubility of (6R,7R)-4-ethylidene-7-hydroxy-6,7,14-trimethyl-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-ene-3,8,17-trione

The solubility of the compound (6R,7R)-4-ethylidene-7-hydroxy-6,7,14-trimethyl-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-ene-3,8,17-trione can be quite complex due to its intricate chemical structure. Several factors influence its solubility:

  • Polarity: The presence of hydroxyl groups often enhances solubility in polar solvents such as water.
  • Stereochemistry: The specific stereochemistry (indicated by (6R,7R)) can affect how the compound interacts with solvent molecules.
  • Size and Shape: The larger bicyclic structure may limit solubility in non-polar solvents.
  • Functional Groups: The additional functional groups can increase hydrogen bonding possibilities, enhancing solubility in various solvents.

In general, one might expect that:

  1. The compound is likely to be more soluble in organic solvents than in water due to its bulky structure.
  2. The inclusion of ethylidene and hydroxyl groups suggests that solubility might still be reasonably good in some polar organic solvents.

It is essential to consider these factors when examining the solubility, as they collectively influence the behavior of the compound in various environments. In summary, "solubility is a reflection of the interactions between solute and solvent, significantly influenced by the chemical structure and composition of the compound."

Interesting facts

Interesting Facts about (6R,7R)-4-ethylidene-7-hydroxy-6,7,14-trimethyl-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-ene-3,8,17-trione

This complex organic compound is a fascinating example of structural chemistry and highlights the diversity of natural products. Here are some interesting facets of this compound:

  • Stereochemistry: The specific stereochemical configuration of this compound is noted with (6R,7R), indicating the presence of chiral centers in its structure. This chirality is crucial for its biological activity and interactions.
  • Natural Product Derivation: Compounds of this nature often resemble molecules found in nature, particularly in bioactive substances derived from plants and microorganisms.
  • Functional Groups: The presence of hydroxy (-OH) groups contributes to the compound's reactivity. Hydroxy groups are known to affect solubility and interaction with other biological molecules.
  • Bicyclic Framework: The bicyclo[9.5.1]heptadecane structure is intriguing due to its unique arrangement of carbon atoms. Bicyclic compounds are often associated with interesting properties in terms of stability and reactivity.
  • Potential Applications: As with many complex organic compounds, there may be unexplored medicinal properties. Compounds with similar structures have been studied for their potential in pharmaceuticals, illustrating how chemical intricacies can lead to significant breakthroughs.

In summary, the study of this compound not only provides insight into the complexities of organic chemistry but also serves as a testament to nature’s remarkable ability to create sophisticated molecular architectures. As a scientist or student, exploring such compounds can lead to a deeper understanding of chemical intricacies and their potential applications.