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Quinacridone

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Identification
Molecular formula
C20H12N2O2
CAS number
1047-16-1
IUPAC name
6-(4-chloro-3-quinolyl)-9-(6-oxooctyl)-3-sec-butyl-1,4,7,10-tetrazabicyclo[10.4.0]hexadecane-2,5,8,11-tetrone
State
State

At room temperature, quinacridone typically exists as a solid pigment, used frequently in the production of high-performance paints and inks. It remains stable under various environmental conditions, maintaining its color properties.

Melting point (Celsius)
475.00
Melting point (Kelvin)
748.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
226.68g/mol
Molar mass
226.6750g/mol
Density
1.4380g/cm3
Appearence

Quinacridone is a bright red pigment that can range in hue, commonly appearing as a vivid violet-red. When in its powdered form, it can appear as a fine, crystalline powder. This pigment is known for its excellent colorfastness and heat stability, making it suitable for high-quality inks, coatings, and artist paints.

Comment on solubility

Solubility of 6-(4-chloro-3-quinolyl)-9-(6-oxooctyl)-3-sec-butyl-1,4,7,10-tetrazabicyclo[10.4.0]hexadecane-2,5,8,11-tetrone

The solubility of the compound C20H12N2O2 can be influenced by various factors, including its molecular structure, polarity, and the presence of functional groups.

Factors Affecting Solubility:

  • Polarity: Compounds that are highly polar tend to dissolve well in polar solvents, such as water. Conversely, non-polar compounds are more soluble in non-polar solvents.
  • Functional Groups: The presence of groups such as hydroxyl (-OH) or carboxyl (-COOH) can enhance solubility in polar solvents due to hydrogen bonding.
  • Molecular Size: Larger molecules may have reduced solubility due to steric hindrance, which can inhibit interactions with solvent molecules.

For this particular compound, the presence of various functional groups suggests that solubility may be complex:

  • The quinoline and octyl esters might provide some polarity.
  • However, the larger bicyclic structure may limit overall solubility.

Ultimately, the solubility of C20H12N2O2 is expected to be moderate in organic solvents but may struggle to dissolve in water

Therefore, it is essential to test for solubility using specific solvents to draw comprehensive conclusions about its behavior in different chemical environments.

Interesting facts

Interesting Facts about 6-(4-chloro-3-quinolyl)-9-(6-oxooctyl)-3-sec-butyl-1,4,7,10-tetrazabicyclo[10.4.0]hexadecane-2,5,8,11-tetrone

This compound represents a fascinating intersection of organic chemistry and medicinal chemistry due to its complex structure and potential applications. Here are some intriguing aspects:

  • Diverse Structural Features: The compound incorporates both a quinoline moiety and a tetrazabicyclo structure, suggesting that it may possess unique substituent characteristics that could influence its biological activity.
  • Chlorinated Aromatics: The presence of a chloro group in the quinoline component may enhance the compound’s reactivity, potentially allowing for further derivatization that could lead to novel therapeutic agents.
  • Drug Design Implications: Due to the presence of multiple functional groups, this compound might serve as a lead structure in drug discovery, especially in the design of compounds targeting specific enzymes or receptors.
  • Biological Interest: Compounds like these are often investigated for their pharmacological potential, particularly in antimicrobial or anticancer properties, owing to the biological significance of the quinoline scaffold.
  • Cyclic Structures: The bicyclic nature of the tetrazabicyclo framework can contribute to the overall stability and lipophilicity of the compound, factors that are critical in drug development.
  • Multifunctionality: The ability of the compound to interact with multiple biological targets simultaneously could make it a candidate for multifunctional pharmacotherapy, particularly in complex diseases where single-target therapies are insufficient.

In summary, the compelling structure and potential of 6-(4-chloro-3-quinolyl)-9-(6-oxooctyl)-3-sec-butyl-1,4,7,10-tetrazabicyclo[10.4.0]hexadecane-2,5,8,11-tetrone, not only stimulate curiosity within the scientific community but also underscore the importance of exploring such compounds in the quest for innovative treatments.