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C.I. Disperse Orange 3

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Identification
Molecular formula
C11H10N6O
CAS number
2734-12-3
IUPAC name
[1-[4-(dicyanomethylazo)phenyl]ethylideneamino]urea
State
State

At room temperature, C.I. Disperse Orange 3 is a solid. It is often handled as a powder for use in dyeing processes.

Melting point (Celsius)
188.00
Melting point (Kelvin)
461.15
Boiling point (Celsius)
335.40
Boiling point (Kelvin)
608.50
General information
Molecular weight
252.26g/mol
Molar mass
252.2600g/mol
Density
1.4152g/cm3
Appearence

The compound typically appears as an orange crystalline powder, making it notable as an azo dye. The vivid color is due to the extensive system of conjugated double bonds, which is characteristic of azo compounds.

Comment on solubility

Solubility of 1-[4-(dicyanomethylazo)phenyl]ethylideneamino]urea

The compound 1-[4-(dicyanomethylazo)phenyl]ethylideneamino]urea presents a unique case in terms of solubility due to its azo structure and the presence of various functional groups. Solubility can generally be influenced by several factors, including:

  • Polarity: Given the presence of amine and urea functionalities, the compound may exhibit polar characteristics, potentially enhancing its solubility in polar solvents such as water.
  • Hydrophobic Interactions: The dicyanomethylazo moiety may introduce significant hydrophobic characteristics, which could limit solubility in aqueous environments, favoring instead organic solvents.
  • Hydrogen Bonding: The urea functional group is known for its ability to form hydrogen bonds, which may facilitate solubility in polar solvents.

In practice, the solubility of 1-[4-(dicyanomethylazo)phenyl]ethylideneamino]urea can vary significantly depending on the solvent system:

  • In non-polar organic solvents, the compound might display limited solubility.
  • In polar solvents, solubility could be more favorable due to hydrogen bonding capabilities.

It's crucial to note that the solubility behavior can also be influenced by temperature and pH, which can alter the interactions between the compound and the solvent. As such, determining the optimal conditions for solubility requires careful consideration of these factors.

Interesting facts

Interesting Facts About 1-[4-(Dicyanomethylazo)phenyl]ethylideneamino]urea

1-[4-(Dicyanomethylazo)phenyl]ethylideneamino]urea is a fascinating compound that belongs to the category of azo compounds known for their vibrant colors and varied applications. Here are some interesting insights about this unique chemical:

  • Azo Compounds: This compound features an azo group (–N=N–) which contributes to the unique electronic and optical properties, making them widely used in dyes and pigments.
  • Versatile Applications: Azo compounds, including this one, are often employed in textile manufacturing, biological staining, and as organic semiconductors due to their ability to modify electron transport properties.
  • Structure-Activity Relationship: The specific structure of 1-[4-(Dicyanomethylazo)phenyl]ethylideneamino]urea suggests potential applications in medicinal chemistry. The presence of amino and cyano groups could influence its biological activity, making it a subject of interest in drug development.
  • Research Potential: Scientists are exploring the use of azo compounds in various fields such as photochemistry, where they respond to light, and materials science for their conductive properties.
  • Environmental Considerations: Some azo compounds can be toxic or carcinogenic, prompting researchers to develop safer alternatives or study their degradation pathways in the environment.

As a chemistry student or professional, delving into the structure and reactivity of such compounds can unveil new possibilities in multiple disciplines, from synthetic chemistry to biochemistry. This compound serves as a reminder of the rich diversity found in chemical structures and their potential impact on technology and health.