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Acridine Orange

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Identification
Molecular formula
C17H19N3
CAS number
65-61-2
IUPAC name
9-[4-(dimethylamino)phenyl]-N6,N6-dimethyl-acridine-3,6-diamine
State
State

Acridine Orange is typically a solid at room temperature. In its solid state, it often appears as a powder and must be handled carefully due to its dye properties. When dissolved in solution, it is used in various biochemical applications where its fluorescence can be utilized.

Melting point (Celsius)
269.00
Melting point (Kelvin)
542.15
Boiling point (Celsius)
430.00
Boiling point (Kelvin)
703.15
General information
Molecular weight
301.39g/mol
Molar mass
301.3870g/mol
Density
1.0643g/cm3
Appearence

Acridine Orange appears as an orange or brown powder in its base form. When dissolved in liquid, it can appear as a yellow-green solution under neutral and alkaline conditions. Under acidic conditions, the solution appears red. This compound is known for its ability to fluoresce, which makes it valuable as a fluorescence dye in biological staining.

Comment on solubility

Solubility of 9-[4-(dimethylamino)phenyl]-N6,N6-dimethyl-acridine-3,6-diamine

The solubility characteristics of 9-[4-(dimethylamino)phenyl]-N6,N6-dimethyl-acridine-3,6-diamine are intriguing due to its unique structure. This compound tends to exhibit specific solubility behaviors predominantly influenced by the functional groups present in its molecular framework.

Key Points about Solubility:

  • Polarity: The presence of dimethylamino groups suggests a certain degree of polarity, which may enhance solubility in polar solvents.
  • Hydrogen Bonding: The amine functional groups can engage in hydrogen bonding, potentially increasing solubility in protic solvents.
  • Solvent Compatibility: This compound is likely soluble in organic solvents such as methanol and dichloromethane but may have limited solubility in nonpolar solvents.
  • pH Sensitivity: Adjustments in pH can significantly affect the ionization of the amino groups, altering solubility dynamics.

In summary, while 9-[4-(dimethylamino)phenyl]-N6,N6-dimethyl-acridine-3,6-diamine demonstrates a versatile solubility profile, it remains essential to consider the specific solvent interactions and environmental conditions when predicting its solubility.

Interesting facts

Exploring 9-[4-(dimethylamino)phenyl]-N6,N6-dimethyl-acridine-3,6-diamine

This compound, known for its fascinating structural characteristics, is part of a family of chemical substances that serve pivotal roles in various fields, particularly in organic chemistry and pharmaceuticals. Here are some intriguing aspects of this compound:

  • Structural Complexity: The compound features an acridine core, which is a tricyclic structure known for its *planarity* and *rigidity*. This structure contributes to its *optical and electronic properties*, making it interesting for further investigations.
  • Biological Significance: With its ability to intercalate into DNA, this compound may demonstrate potential as an *anticancer agent*, serving as a basis for medicinal chemistry research aimed at developing new therapeutic strategies.
  • Fluorescent Properties: Compounds containing dimethylamino groups often exhibit *fluorescence*, which can be utilized in *bioimaging* and various diagnostic applications. Researchers are keen on studying these properties to enhance sensitivity in detection methods.
  • Research Applications: The compound is a subject of interest in studies related to *molecular probes* due to its unique emission characteristics. It is being explored for its potential in *sensor technology*, providing crucial insights into chemical environments.
  • Synthetic Versatility: The preparation of this compound illustrates the beauty of organic synthesis, showcasing a *variety of synthetic routes* that can lead to the development of modified structures with enhanced functionalities.

In summary, 9-[4-(dimethylamino)phenyl]-N6,N6-dimethyl-acridine-3,6-diamine stands out in chemistry for its *multi-faceted roles* in both synthetic and applied chemistry, offering opportunities for groundbreaking research with practical implications.