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Disperse Orange 3

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Identification
Molecular formula
C13H8N4
CAS number
6535-42-8
IUPAC name
2-(1-naphthylazo)propanedinitrile
State
State

Solid at room temperature.

Melting point (Celsius)
168.00
Melting point (Kelvin)
441.15
Boiling point (Celsius)
370.00
Boiling point (Kelvin)
643.15
General information
Molecular weight
228.23g/mol
Molar mass
231.2300g/mol
Density
1.2100g/cm3
Appearence

The compound appears as an orange to reddish-brown crystalline powder.

Comment on solubility

Solubility of 2-(1-naphthylazo)propanedinitrile

Solubility is a crucial factor in determining how a compound behaves in various environments. For 2-(1-naphthylazo)propanedinitrile, its solubility characteristics can be considered based on its molecular structure and functional groups. Here are some key points to remember:

  • Polar vs Non-Polar: The presence of the nitrile functional groups (-C≡N) typically suggests a degree of polarity, which might enhance solubility in polar solvents.
  • Solvent Compatibility: This compound may be more soluble in organic solvents such as dimethyl sulfoxide (DMSO) and acetone, rather than in water, due to its overall hydrophobic naphthalene ring structure.
  • Influence of Temperature: Solubility can be affected by temperature; often, increasing the temperature enhances the solubility of organic compounds.
  • Concentration Effects: As with many azo compounds, the solubility can also change with concentration, potentially leading to interesting color changes, which are characteristic of azobenzene derivatives.

In conclusion, while 2-(1-naphthylazo)propanedinitrile may have limited solubility in water, it shows promising solubility behavior in organic solvents. Always remember that the detailed solubility profile can be best understood through empirical studies, making such compounds fascinating for research purposes.

Interesting facts

Interesting Facts about 2-(1-naphthylazo)propanedinitrile

2-(1-naphthylazo)propanedinitrile is an intriguing compound that belongs to the class of azo compounds, known for their vibrant colors and various applications in dyeing and chemistry. Here are some fascinating aspects of this compound:

  • Azo Chemistry: Azo compounds contain the functional group –N=N–, which is responsible for the bright colors they exhibit. This characteristic makes them valuable in the textile and food industries.
  • Biological Activity: Some azo compounds have been studied for their biological properties, including antimicrobial and antitumor activities. Understanding these functions can open pathways for medicinal chemistry and drug design.
  • Versatile Applications: Due to its structure, 2-(1-naphthylazo)propanedinitrile can be utilized in various fields, including:
    • Dye manufacturing
    • Pigment production
    • Research in organic synthesis
  • Chemical Synthesis: The synthesis of azo compounds, including this one, typically involves the diazotization of aromatic amines followed by coupling with activated double bonds. This process is a fundamental reaction in organic chemistry.
  • Cultural Significance: Azo dyes have played a significant role in the production of vibrant colors for textiles, making them a vital part of cultural expressions through history.

As chemists continue to explore the multifaceted nature of azo compounds like 2-(1-naphthylazo)propanedinitrile, the potential for new discoveries remains vast. The interplay between its chemical properties and potential applications serves as an exciting frontier in both industrial and academic research.

Synonyms
(1-Naphthylazo)malononitrile
6017-54-5
1-Naphthyl-azo-malonitril [German]
F 2243
1-Naphthyl-azo-malonitril
MALONONITRILE, (1-NAPHTHYLAZO)-