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Disperse Orange 11

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Identification
Molecular formula
C9H4ClN5O2
CAS number
82-28-0
IUPAC name
2-(2-chloro-4-nitro-phenyl)azopropanedinitrile
State
State

At room temperature, this compound is typically in a solid state. It is predominantly used in industrial applications such as textile dyeing.

Melting point (Celsius)
178.00
Melting point (Kelvin)
451.15
Boiling point (Celsius)
483.00
Boiling point (Kelvin)
756.15
General information
Molecular weight
269.64g/mol
Molar mass
269.6350g/mol
Density
1.4100g/cm3
Appearence

The compound appears as an orange solid, commonly used as a dye. Its vibrant color is a distinct feature, making it easily recognizable.

Comment on solubility

Solubility of 2-(2-chloro-4-nitro-phenyl)azopropanedinitrile

The solubility of 2-(2-chloro-4-nitro-phenyl)azopropanedinitrile can be evaluated based on its chemical structure and functional groups present. This compound contains both aromatic and nitrile groups, which influence its solubility in various solvents.

Key Factors Affecting Solubility:

  • Aromatic Character: The presence of the aromatic ring tends to decrease solubility in polar solvents, as aromatic compounds often exhibit hydrophobic properties.
  • Nitrile Group: The nitrile (–C≡N) group is polar, which can enhance solubility in polar solvents such as water and alcohols.
  • Substituents: The addition of chlorine and nitro substituents can affect the overall polarity, impacting solubility further.

In general, one might find that:

  • It is less soluble in non-polar solvents such as hexane or chloroform.
  • It may exhibit some solubility in polar aprotic solvents like dimethyl sulfoxide (DMSO) or acetonitrile due to the nitrile group's polar nature.

Ultimately, understanding the solubility of this compound requires consideration of the solvent's characteristics and how they interact with both the aromatic part and the nitrile functional group of the molecule.

Interesting facts

Interesting Facts about 2-(2-chloro-4-nitro-phenyl)azopropanedinitrile

This compound, known for its intricate structure and unique properties, is a member of the azo compounds family. Azo compounds are characterized by the presence of a nitrogen-nitrogen double bond (N=N), which imparts distinctive reactivity and chromatic properties to the molecules.

Here are some intriguing aspects of 2-(2-chloro-4-nitro-phenyl)azopropanedinitrile:

  • Synthetic Applications: This compound serves as a valuable intermediate in organic synthesis, especially in the manufacture of dyes and pigments due to the presence of both chlorinated and nitro functional groups.
  • Biological Activity: Compounds containing nitro groups often exhibit biological activity. Research into the potential pharmaceutical uses of this compound can be illuminating, exploring roles in anti-cancer or antibiotic properties.
  • Environmental Considerations: Due to the presence of chlorine and nitro groups, there may be environmental implications related to its degradation and toxicity which warrants further investigation.
  • Color Property: The azo double bond can lead to vibrant color properties, making it interesting in applications requiring colored agents in various materials.

As noted by chemists, "the functionality of azo compounds leads to a profound impact not only in industrial applications but also in scientific research." The unique characteristics of 2-(2-chloro-4-nitro-phenyl)azopropanedinitrile underscore its potential and challenges in both environmental chemistry and material science.

Overall, the synthesis and assessment of this compound may open pathways to new discoveries in both organic chemistry and practical applications.

Synonyms
((2-Chloro-4-nitrophenyl)azo)malononitrile
3780-93-6
F 2232
BRN 0665720
2-Chlor-4-nitro-phenyl-azo-malonitril [German]
MALONONITRILE, ((2-CHLORO-4-NITROPHENYL)AZO)-
2-Chlor-4-nitro-phenyl-azo-malonitril