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Azo-2-hydroxyaniline

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Identification
Molecular formula
C6H6N2O2
CAS number
2465-27-2
IUPAC name
4-diazenyl-N,N-dihydroxy-aniline
State
State

At room temperature, Azo-2-hydroxyaniline is a solid. The solid form is typically in the shape of a fine crystalline powder with a vibrant coloration, indicating its use in various dyeing applications.

Melting point (Celsius)
178.00
Melting point (Kelvin)
451.15
Boiling point (Celsius)
310.00
Boiling point (Kelvin)
583.15
General information
Molecular weight
152.15g/mol
Molar mass
152.1460g/mol
Density
1.3000g/cm3
Appearence

Azo-2-hydroxyaniline is known for its bright orange to red color. This compound can appear as a crystalline solid with considerable vibrancy due to the presence of the azo group (-N=N-) that is typically responsible for such colors in many azo dyes and pigments.

Comment on solubility

Solubility of 4-diazenyl-N,N-dihydroxy-aniline

The solubility characteristics of 4-diazenyl-N,N-dihydroxy-aniline (C12H12N4O2) can be quite intricate. As a compound featuring both diazenyl groups and hydroxy substitutions, the interactions influencing its solubility are multifaceted. Here are key considerations regarding its solubility:

  • Polarity: The presence of multiple hydroxyl groups generally increases polarity, possibly enhancing solubility in polar solvents such as water.
  • Hydrogen Bonding: The hydroxyl groups enable hydrogen bonding, which can facilitate dissolution in protic solvents while potentially limiting solubility in non-polar organic solvents.
  • pH Dependency: Changes in pH can affect the ionization of functional groups, which in turn can alter solubility—particularly as the compound may react differently in acidic or basic conditions.
  • Temperature Influence: Typically, increasing temperature can enhance solubility for many organic compounds, including amines and diazenyl compounds.

In summary, while 4-diazenyl-N,N-dihydroxy-aniline is likely to exhibit considerable solubility in polar solvents due to its functional groups, its solubility is subject to various external factors such as solvent type, temperature, and pH. Hence, one must conduct empirical testing to precisely determine the solubility under specific conditions.

Interesting facts

Interesting Facts about 4-Diazenyl-N,N-Dihydroxy-Aniline

4-Diazenyl-N,N-dihydroxy-aniline, a fascinating compound often associated with its vibrant color properties, offers various interesting attributes that appeal to both chemists and students alike:

  • Color Agents: This compound is frequently used as a synthetic dye, contributing to bright shades in various applications, such as textiles and paper. Its vivid color results from the diazenyl functional group, which plays a crucial role in absorbing light at specific wavelengths.
  • Reactivity: The presence of both dihydroxy and diazenyl groups makes this compound highly reactive, allowing for interesting chemical modifications. This reactivity opens the door for numerous synthetic pathways in organic chemistry.
  • Biological Importance: Compounds like 4-diazenyl-N,N-dihydroxy-aniline often hold potential in biological contexts. Some derivatives have been investigated for their anti-cancer properties, highlighting how a chemical investigation can lead to medical advancements.
  • Research Applications: This compound serves as an essential precursor in the synthesis of more complex molecules, making it a valuable subject for organic synthesis studies in educational environments. Its intriguing properties can lead to meaningful discussions in classes focused on organic chemistry.
  • Environmental Concerns: As with many synthetic dyes, the environmental impact and safety of 4-diazenyl-N,N-dihydroxy-aniline when released into ecosystems have raised considerations for chemists. Understanding the degradation pathways is vital in addressing potential environmental risks.

With its multifaceted applications and intriguing characteristics, 4-diazenyl-N,N-dihydroxy-aniline is undoubtedly a compound that provokes thought and inspires further exploration in the field of chemistry!