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Palatine Orange

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Identification
Molecular formula
C17H14N2O5S
CAS number
1936-15-8
IUPAC name
4-hydroxy-3-(2-methoxyphenyl)azo-naphthalene-1-sulfonic acid
State
State

At room temperature, this compound exists as a solid. It forms bright orange or red crystals which are stable under normal conditions.

Melting point (Celsius)
285.00
Melting point (Kelvin)
558.00
Boiling point (Celsius)
300.00
Boiling point (Kelvin)
573.00
General information
Molecular weight
351.37g/mol
Molar mass
351.3500g/mol
Density
1.5600g/cm3
Appearence

The compound typically appears as an orange to reddish crystalline powder. It is noticeable for its vibrant hue, which is utilized in dye applications. It is slightly soluble in water, providing an orange solution when dissolved.

Comment on solubility

Solubility of 4-hydroxy-3-(2-methoxyphenyl)azo-naphthalene-1-sulfonic acid

4-hydroxy-3-(2-methoxyphenyl)azo-naphthalene-1-sulfonic acid, also commonly referred to as a type of azo dye, exhibits notable solubility characteristics that are influenced by its molecular structure. Here are some key points regarding its solubility:

  • Water Solubility: This compound is generally soluble in water due to the presence of the sulfonic acid group, which enhances its ability to interact with water molecules.
  • Organic Solvents: It may also dissolve in various organic solvents, although the extent can vary. Solvents like ethanol and dimethyl sulfoxide (DMSO) are often effective.
  • Temperature Dependence: The solubility of azo compounds can sometimes increase with temperature, making them more readily dissolvable in heated solvents.
  • pH Sensitivity: The solubility can be affected by the pH of the solution. In acidic conditions, the solubility is usually higher due to protonation effects.

In conclusion, the unique structure of 4-hydroxy-3-(2-methoxyphenyl)azo-naphthalene-1-sulfonic acid – with its sulfonic acid group and complex aromatic system – contributes to its solubility in water and various organic solvents. This solubility profile is essential for its use in applications such as dyeing processes and biological assays, where solubility plays a crucial role in the compound's behavior and effectiveness.

Interesting facts

Interesting Facts about 4-Hydroxy-3-(2-Methoxyphenyl)azo-naphthalene-1-sulfonic Acid

4-Hydroxy-3-(2-methoxyphenyl)azo-naphthalene-1-sulfonic acid, often referred to in the realm of organic chemistry by its more manageable name, serves as a fascinating subject for investigation. Here are some intriguing facts about this compound:

  • Versatile Applications: This compound is primarily known for its use in the dye industry, where it acts as an effective dye intermediate. Its azo group contributes significantly to coloration, making it valuable in producing textiles and pigments.
  • Acidic Properties: As a sulfonic acid, it exhibits unique acidic properties that enable it to participate in various chemical reactions, ranging from acid-base reactions to complexation with metals.
  • Structure and Stability: The compound’s structure, characterized by the azo linkage (-N=N-), provides a striking stability that is crucial for its performance as a dye, making it less susceptible to fading upon exposure to light.
  • Color Variations: The degree of substitution on the naphthalene ring influences the absorption spectrum, allowing for a wide range of color outputs that are essential in developing vibrant dyes.
  • Research Significance: Beyond industrial applications, this compound is of interest in academic research. Its properties can be studied for insights into reaction mechanisms and the development of new materials.
  • Environmental Considerations: The production and disposal of azo compounds have raised environmental concerns. Scientists are actively researching the degradation pathways of such compounds to mitigate their ecological footprint.

In summary, 4-hydroxy-3-(2-methoxyphenyl)azo-naphthalene-1-sulfonic acid is not only a fascinating compound in terms of its chemical structure and applications but also offers valuable insights into environmental chemistry and material science. As noted by a prominent chemist, "The study of dyes reveals the intricate relationship between chemistry and the world around us."

Synonyms
4-hydroxy-3-[(2-methoxyphenyl)diazenyl]naphthalene-1-sulfonic acid
Acid red 4 free acid
XXR35M8AGD
SCHEMBL110002
acid red 4 (free acid form)
CHEBI:87098
DTXSID50863627
Q27159368
1-Naphthalenesulfonic acid, 4-hydroxy-3-[2-(2-methoxyphenyl)diazenyl]-
4-Hydroxy-3-[2-(2-methoxyphenyl)diazenyl]-1-naphthalenesulfonic acid
22036-97-1