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Disperse Orange 3

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Identification
Molecular formula
C16H13N3
CAS number
6535-42-8
IUPAC name
4-(4-aminophenyl)azonaphthalen-1-amine
State
State

At room temperature, Disperse Orange 3 is in a solid state. It is typically encountered as a powder, which is appropriate for its use in textile dyeing applications.

Melting point (Celsius)
183.00
Melting point (Kelvin)
456.15
Boiling point (Celsius)
478.00
Boiling point (Kelvin)
751.15
General information
Molecular weight
252.29g/mol
Molar mass
252.2850g/mol
Density
1.4200g/cm3
Appearence

Disperse Orange 3 typically appears as an orange-red to dark orange crystalline powder. It's bright in appearance and often used as a dye, displaying its vivid color easily on fabrics and materials it is applied to.

Comment on solubility

Solubility of 4-(4-aminophenyl)azonaphthalen-1-amine

The solubility of 4-(4-aminophenyl)azonaphthalen-1-amine, also known as a dye intermediate, is quite intriguing due to its complex structure and functional groups.

Key considerations about its solubility include:

  • Polarity: The presence of amino groups typically enhances solubility in polar solvents such as water due to the ability to form hydrogen bonds. However, the overall hydrophobic character introduced by the naphthalene moieties can restrict solubility.
  • Solvent Type: This compound is more likely to dissolve in organic solvents like dimethyl sulfoxide (DMSO) or ethanol, where its larger aromatic structure can better interact with the solvent molecules.
  • pH Sensitivity: The solubility may vary with pH; in acidic conditions, the amino groups can become protonated, potentially increasing solubility in water by increasing charge and enhancing ionic interactions.

In summary, while 4-(4-aminophenyl)azonaphthalen-1-amine displays considerable potential for solubility in various solvents, the interplay of its functional groups and aromatic systems creates a multifaceted picture that is influenced by the surrounding environment. As with many organic compounds, the specific solubility parameters must be carefully considered in practical applications.

Interesting facts

Interesting Facts about 4-(4-Aminophenyl)azonaphthalen-1-amine

4-(4-Aminophenyl)azonaphthalen-1-amine, commonly referred to as a type of azo dye, is part of a diverse family of compounds known for their vivid colors and applications in various industries. Here are some engaging insights into this fascinating compound:

  • Azo Dyes: This compound falls under a category of synthetic dyes characterized by the presence of the azo functional group (–N=N–). Azo dyes are prominently used in textiles, inks, and food coloring due to their stability and vibrant hues.
  • Multifunctionality: Beyond coloring, azo compounds have utility in biological research as indicators and in biomedical applications due to their ability to bind with various biological molecules.
  • Synthesis: The synthesis of azo dyes typically involves a reaction between an aromatic amine and a diazonium salt. This pathway showcases fundamental organic reactions, illustrating principles like electrophilic substitution.
  • Environmental Impact: While azo dyes are celebrated for their colors, some, when metabolized, can break down into aromatic amines that might be carcinogenic. This has led to regulatory scrutiny and the development of safer alternatives in dye chemistry.
  • Applications: In addition to its role in textiles, this compound can find applications in analytical chemistry, especially as a reagent in dye-ligand assays for metals and as a colorimetric sensor.

As you explore the structure and properties of 4-(4-Aminophenyl)azonaphthalen-1-amine, consider its dual identity as both a vibrant dye and an object of scientific investigation. This compound not only exemplifies the creativity inherent in chemical synthesis but also underscores the environmental considerations necessary in modern chemical practices.

Synonyms
1-Naphthalenamine, 4-[(4-aminophenyl)azo]-
EINECS 227-966-8
1-Naphthalenamine, 4-((4-aminophenyl)azo)-
1-Naphthalenamine, 4-(2-(4-aminophenyl)diazenyl)-
1-Naphthalenamine, 4-[2-(4-aminophenyl)diazenyl]-
6054-48-4
C.I. Disperse Black 1
4-[(4-aminophenyl)diazenyl]naphthalen-1-amine
DISPERSE BLACK 1
KXR9S9P2HQ
DTXSID0064096
SCHEMBL10661556
SCHEMBL18872626
QDPSGELUBXFKSB-UHFFFAOYSA-N
4-((4-Aminophenyl)azo)naphthalen-1-amine
DB-268327
NS00021244
4-[2-(4-Aminophenyl)diazenyl]-1-naphthalenamine