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2-(2-nitrophenyl)azopropanedinitrile

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Identification
Molecular formula
C11H5N5O2
CAS number
4558-27-4
IUPAC name
2-(2-nitrophenyl)azopropanedinitrile
State
State

At room temperature, 2-(2-nitrophenyl)azopropanedinitrile is typically in a solid state. It is stable under standard conditions and should be handled with care as with other organic azo compounds, considering potential sensitivity to light and reducing agents.

Melting point (Celsius)
123.00
Melting point (Kelvin)
396.15
Boiling point (Celsius)
340.00
Boiling point (Kelvin)
613.15
General information
Molecular weight
214.17g/mol
Molar mass
214.1670g/mol
Density
1.3567g/cm3
Appearence

2-(2-nitrophenyl)azopropanedinitrile typically appears as a crystalline solid with a reddish-orange hue due to the azo group present within the molecular structure. The compound's appearance can be influenced by its packing and crystalline structure, which is often densely packed due to the presence of nitrile groups.

Comment on solubility

Solubility of 2-(2-nitrophenyl)azopropanedinitrile

Understanding the solubility of 2-(2-nitrophenyl)azopropanedinitrile can reveal much about its potential applications and behavior in different environments. In general, the solubility of a compound is influenced by several factors such as:

  • Polarity: The distribution of charge within the molecule affects its interaction with solvents.
  • Hydrogen bonding: The ability of the compound to form hydrogen bonds with water or other solvents can greatly enhance solubility.
  • Molecular size: Larger molecules often exhibit reduced solubility due to steric hindrance.
  • Temperature: Solubility can vary with temperature, often increasing with heat.

Specifically for 2-(2-nitrophenyl)azopropanedinitrile, its bulky azopropanedinitrile structure and the presence of a nitro group make it less likely to dissolve in polar solvents like water. However, it may show better solubility in organic solvents such as:

  • Acetone
  • Ethanol
  • Dimethyl sulfoxide (DMSO)

As a general rule, “like dissolves like”; thus, nonpolar solutes will prefer nonpolar solvents, and polar ones will tend toward polar solvents. Therefore, the expectation would be to observe limited solubility of 2-(2-nitrophenyl)azopropanedinitrile in water, while it may dissolve readily in organic mixtures.

Interesting facts

Interesting Facts about 2-(2-nitrophenyl)azopropanedinitrile

2-(2-nitrophenyl)azopropanedinitrile is a fascinating chemical compound, primarily noted for its unique structural and functional properties. This organic molecule is a part of the azo compound family, which are characterized by the presence of the azobenzene functional group (-N=N-). Here are some intriguing points about this compound:

  • Applications in Dyes: Compounds like 2-(2-nitrophenyl)azopropanedinitrile are often used in the production of dyes and pigments. Their vibrant color and stability make them suitable for textile and industrial applications.
  • Photochemical Behavior: Azo compounds are known for their ability to undergo reversible photoisomerization when exposed to light, switching between their trans and cis forms. This unique property opens up opportunities in the development of light-sensitive materials.
  • Biological Significance: Some azo compounds exhibit biological activity, particularly in pharmaceutical contexts. Studying compounds like 2-(2-nitrophenyl)azopropanedinitrile can lead to the discovery of novel therapeutic agents.
  • Environmental Concerns: The degradation of azo dyes in the environment can lead to the release of hazardous by-products. Understanding the degradation pathways of compounds like this one is crucial for developing environmentally friendly chemical processes.

The study of compounds such as 2-(2-nitrophenyl)azopropanedinitrile illustrates the intersection of organic chemistry with practical applications in materials science, environmental chemistry, and biochemistry. As chemists delve deeper into the properties and behaviors of such molecules, they unlock a plethora of potential uses in various industries:

  • Textile Industry
  • Pharmaceutical Sector
  • Environmental Monitoring
  • Material Sciences

As the famous chemist Linus Pauling once said, "The nature of the chemical bond is the most important fundamental concept in chemistry." Understanding compounds like 2-(2-nitrophenyl)azopropanedinitrile helps us appreciate the complexity and versatility of chemical bonds.

Synonyms
((o-Nitrophenyl)azo)malononitrile
6059-09-2
2-Nitro-phenyl-azo-malonitril [German]
MALONONITRILE, ((o-NITROPHENYL)AZO)-
2-Nitro-phenyl-azo-malonitril