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Acriflavine

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Identification
Molecular formula
C17H14N2O2
CAS number
8048-52-0
IUPAC name
N-(5-acetamido-9H-fluoren-2-yl)acetamide
State
State

At room temperature, N-(5-acetamido-9H-fluoren-2-yl)acetamide is a solid.

Melting point (Celsius)
268.00
Melting point (Kelvin)
541.00
Boiling point (Celsius)
485.00
Boiling point (Kelvin)
758.00
General information
Molecular weight
438.49g/mol
Molar mass
438.4930g/mol
Density
1.4750g/cm3
Appearence

N-(5-acetamido-9H-fluoren-2-yl)acetamide typically appears as a yellow to orange crystalline powder. The compound is deeply colored, owing to its polycyclic structure, and is commonly used in dyes or biological staining.

Comment on solubility

Solubility of N-(5-acetamido-9H-fluoren-2-yl)acetamide

N-(5-acetamido-9H-fluoren-2-yl)acetamide, with its complex structure, demonstrates unique solubility characteristics influenced by polarity and hydrogen bonding interactions. It is generally known to be:

  • Moderately soluble in polar solvents: This compound can dissolve in polar solvents like water and methanol, primarily due to its amide groups which can form hydrogen bonds with the solvent molecules.
  • Less soluble in non-polar solvents: The presence of the fluorenyl group contributes significant hydrophobic character, making it challenging to solubilize in non-polar organic solvents such as hexane or toluene.
  • Temperature dependent: As with many organic compounds, solubility can increase with temperature, allowing for better dissolution in warmer conditions.

In summary, the solubility profile of N-(5-acetamido-9H-fluoren-2-yl)acetamide showcases the delicate balance between its hydrophilic and hydrophobic properties. This nuanced solubility can be harnessed in various applications by selecting appropriate solvents, thereby enhancing its utility in chemical synthesis and formulation.

Interesting facts

Interesting Facts About N-(5-acetamido-9H-fluoren-2-yl)acetamide

N-(5-acetamido-9H-fluoren-2-yl)acetamide, a fascinating compound in organic chemistry, serves as an excellent example of how modifications to aromatic structures can lead to diverse chemical properties and potential applications. Here are some noteworthy aspects:

  • Structural Intrigue: The compound features a fluorenyl skeleton, which is an intriguing polycyclic aromatic hydrocarbon known for its stability and unique electronic properties. The presence of the acetamido groups enhances its potential for further derivatization.
  • Biological Relevance: Compounds like this one are of significant interest in medicinal chemistry. Substituted acetamides are often studied for their biological activities, which may include anti-cancer, anti-inflammatory, or anti-viral properties.
  • Versatile Functionalization: The acetamido groups present in the structure offer multiple points for further chemical modification, allowing chemists to tailor the compound for specific applications, such as drug design or materials science.
  • Fluorescent Properties: Fluorene derivatives are known for their fluorescence, which can be utilized in optoelectronic applications, including OLEDs (Organic Light Emitting Diodes) and sensors.
  • Research Applications: This compound may find its way into research settings, particularly in studies related to organic synthesis, material science, and biological evaluation due to its unique characteristics.

In summary, N-(5-acetamido-9H-fluoren-2-yl)acetamide represents an exciting avenue for exploration within the fields of organic chemistry and materials science. Its potential applications, coupled with the intriguing nature of its structure, make it a compound to watch in future research.

Synonyms
22750-65-8
2,5-Fluorenylenebisacetamide
2,5-Bis(acetylamino)fluorene
ACETAMIDE, N,N'-FLUOREN-2,5-YLENEBIS-
N,N'-Fluoren-2,5-ylenebisacetamide
Acetamide, N,N'-9H-fluorene-2,5-diylbis-
62LQ52STR2
NSC-12281
ACETAMIDENNFLUOREN25YLENEBIS
NSC 12281
BRN 3389894
NSC12281
UNII-62LQ52STR2
4-13-00-00449 (Beilstein Handbook Reference)
CHEMBL82590
SCHEMBL2964564
DTXSID10177297
Acetamide,N-fluoren-2,5-ylenebis-
Acetamide,N'-9H-fluorene-2,5-diylbis-
N,N'-9H-Fluorene-2,5-diylbis[acetamide]