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Naphthol AS

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Identification
Molecular formula
C17H12N2O3
CAS number
92-77-3
IUPAC name
2-[(2-hydroxy-1-naphthyl)azo]benzoic acid
State
State

At room temperature, 2-[(2-hydroxy-1-naphthyl)azo]benzoic acid is typically found as a solid. It is quite stable under normal conditions, making it suitable for use in applications such as pigments and dyes.

Melting point (Celsius)
283.00
Melting point (Kelvin)
556.15
Boiling point (Celsius)
410.00
Boiling point (Kelvin)
683.15
General information
Molecular weight
293.29g/mol
Molar mass
293.2720g/mol
Density
1.4523g/cm3
Appearence

This compound appears as an orange to red solid powder. Its appearance can vary slightly depending on the specifics of the physical form, such as particle size and preparation method. It is used as a pigment and has a vibrant coloration.

Comment on solubility

Solubility of 2-[(2-hydroxy-1-naphthyl)azo]benzoic acid

The solubility of 2-[(2-hydroxy-1-naphthyl)azo]benzoic acid, a compound belonging to the azo dye family, can be quite intriguing and is influenced by various factors. Here are some key points regarding its solubility:

  • Polar vs Non-Polar Solubility: Azo compounds typically contain both polar and non-polar regions. This characteristic suggests that 2-[(2-hydroxy-1-naphthyl)azo]benzoic acid may exhibit moderate solubility in polar solvents such as water, especially at elevated temperatures.
  • pH Dependence: The solubility can also be affected by the pH of the solution. This compound, being a carboxylic acid, is likely to be more soluble in basic conditions due to deprotonation, forming a carboxylate ion that is more soluble in water.
  • Temperature Influence: As with many organic substances, solubility generally increases with temperature. Thus, warm solvents might facilitate the dissolution process.
  • Solvent Choice: Aside from water, this compound may also be soluble in organic solvents such as ethanol or dimethyl sulfoxide (DMSO), which can enhance its dissolution due to favorable interactions.

In summary, the solubility of 2-[(2-hydroxy-1-naphthyl)azo]benzoic acid is characterized by its:

  • Moderate solubility in water, influenced by temperature and pH;
  • Potential solubility in various organic solvents;
  • Overall complex interactions depending on the solvent environment.

Understanding these factors is crucial for its applications in dye chemistry and analytical sciences.

Interesting facts

Interesting Facts About 2-[(2-hydroxy-1-naphthyl)azo]benzoic Acid

2-[(2-hydroxy-1-naphthyl)azo]benzoic acid, commonly known as a type of azo dye, is a fascinating compound with multiple applications in various fields. Here are some intriguing aspects of this compound:

  • Dye Chemistry: As an azo compound, it features a characteristic azo group (N=N) which gives it vibrant colors. This property is extensively utilized in the dye industry for producing colored textiles and paper.
  • Analytical Applications: It serves as a reagent in several analytical chemistry methods, particularly in spectrophotometry, where it aids in the detection of metal ions.
  • Biological Relevance: Research has shown that azo compounds can have significant biological interactions, making some derivatives valuable in medicinal chemistry and as potential therapeutic agents.
  • Synthetic Versatility: Chemists can synthesize this compound using various methods, often incorporating it into more complex molecular structures which may enhance its properties or functionalities.
  • Color Stability: The stability of the colors produced by azo dyes, like 2-[(2-hydroxy-1-naphthyl)azo]benzoic acid, makes them suitable for long-lasting applications, although environmental concerns have led to examination of their safety.

This compound exemplifies the intersection of art and science, showcasing how chemical structures can give rise to beautiful dyes while also being significant in scientific research. As a chemistry student, understanding such compounds can open doors to numerous innovative applications across multiple disciplines.

Here’s a thought-provoking quote from a respected chemist: "In every color, we find a story of molecular interaction—an art painted by nature and science."
This illustrates the beauty found in the study of chemical compounds like 2-[(2-hydroxy-1-naphthyl)azo]benzoic acid.

Synonyms
SCHEMBL8195497
OMRMWDQPXBZWGS-VHEBQXMUSA-N
STL338361
2-(2-hydroxynaphthylazo)benzoic acid
AKOS022140069
o-(2-hydroxy-1-naphthylazo)benzoic acid
benzoic acid, 2(2-hydroxy-1-naphthylazo)-
NS00040732
2-[(E)-(2-hydroxy-1-naphthyl)diazenyl]benzoic acid
2-[(E)-(2-hydroxynaphthalen-1-yl)diazenyl]benzoic acid
benzoic acid, 2-[2-(2-hydroxy-1-naphthalenyl)diazenyl]-