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2-(Dicyanomethylazo)benzoic acid

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Identification
Molecular formula
C11H6N4O2
CAS number
113824-73-8
IUPAC name
2-(dicyanomethylazo)benzoic acid
State
State

At room temperature, 2-(Dicyanomethylazo)benzoic acid is typically found in a solid state. It is a powdered substance that can exist in various hues depending on its specific crystalline structure and the degree of hydration.

Melting point (Celsius)
187.00
Melting point (Kelvin)
460.15
Boiling point (Celsius)
325.00
Boiling point (Kelvin)
598.15
General information
Molecular weight
229.19g/mol
Molar mass
229.1870g/mol
Density
1.3500g/cm3
Appearence

The compound typically appears as a crystalline solid. Its color can vary depending on the degree of purity but is often red to orange in appearance due to its azo group, which is known for bright pigmentation.

Comment on solubility

Solubility of 2-(dicyanomethylazo)benzoic acid

The solubility of 2-(dicyanomethylazo)benzoic acid can be quite complex due to its unique structure and functional groups. Here are some key points to consider:

  • Polar and Nonpolar Interactions: The molecule contains both polar (acidic group) and nonpolar characteristics. This dual nature often affects its solubility in different solvents.
  • Solvent Compatibility: It tends to be more soluble in polar solvents such as:
    • Water
    • Methanol
    • Dimethyl sulfoxide (DMSO)
  • Limited Solubility: In nonpolar solvents (e.g., hexane, benzene), the compound is likely to exhibit limited solubility due to a lack of strong interactions between the solute and the solvent.

As a general rule, the solubility of compounds such as 2-(dicyanomethylazo)benzoic acid is heavily influenced by:

  • Temperature: Increased temperature often enhances solubility.
  • pH Levels: As an acid, changes in pH can lead to protonation or deprotonation, thus affecting ionization and solubility.

In conclusion, the solubility of 2-(dicyanomethylazo)benzoic acid varies significantly with solvent choice and environmental conditions, making it a fascinating compound to study regarding solubility behavior.

Interesting facts

Interesting Facts about 2-(Dicyanomethylazo)benzoic Acid

2-(Dicyanomethylazo)benzoic acid is a fascinating compound that exhibits unique chemical properties and various applications. Here are some notable aspects of this intriguing chemical:

  • Azo Compounds: This compound belongs to the class of azo compounds, characterized by the presence of a nitrogen-nitrogen double bond (–N=N–). Azo compounds are widely known for their vibrant colors and are often used as dyes.
  • Color Properties: Due to the strong electron-withdrawing effects of the dicyanomethyl group, 2-(dicyanomethylazo)benzoic acid can be involved in various colorimetric reactions, making it an interesting candidate for applications in dye chemistry and photonics.
  • Applications: This compound finds applications in the fields of analytical chemistry and material science. It may be utilized as a reagent in organic synthesis and for developing colorimetric assays.
  • Research Potential: The unique electronic properties of this compound open avenues for research into new materials, such as sensors and organic semiconductors, due to its ability to absorb and emit light at different wavelengths.
  • pH Sensitivity: The acid nature of the benzoic acid moiety means that its behavior can change significantly in different pH conditions, allowing it to be used as a pH indicator in various applications.
  • Synthetic Route: The synthesis of 2-(dicyanomethylazo)benzoic acid involves various reaction conditions that highlight the complexity and significance of azo coupling reactions in organic chemistry.

This compound not only stands out for its structural characteristics but also plays an important role in the development of new materials and applications in scientific research.

Synonyms
o-((Dicyanomethyl)azo)benzoic acid
5466-15-9
Benzoic acid, 2-((dicyanomethyl)azo)-
BENZOIC ACID, o-((DICYANOMETHYL)AZO)-
JFD2WF5NN3
NSC-25808
NSC 25808
BRN 4747201
Phenyl-azo-malonitril-2-karbonsaeure [German]
NSC25808
Phenyl-azo-malonitril-2-karbonsaeure
NoName_1009
UNII-JFD2WF5NN3
DTXSID70901838