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Aniline Yellow

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Identification
Molecular formula
C13H13N3O
CAS number
60-09-3
IUPAC name
4-(4-methoxyphenyl)azoaniline
State
State
At room temperature, aniline yellow is found as a solid. The compound exists in the form of crystalline powder.
Melting point (Celsius)
127.00
Melting point (Kelvin)
400.15
Boiling point (Celsius)
464.00
Boiling point (Kelvin)
737.15
General information
Molecular weight
226.27g/mol
Molar mass
226.2730g/mol
Density
1.3404g/cm3
Appearence

Aniline yellow usually appears as a bright yellow solid. The vibrancy of its yellow color is due to the azo function group, which is known for its vivid chromatic properties. As with many azo compounds, it can also have an orange-yellow or light brown appearance depending on its degree of purity and particle size.

Comment on solubility

Solubility of 4-(4-methoxyphenyl)azoaniline

When discussing the solubility of 4-(4-methoxyphenyl)azoaniline, it is essential to consider several key factors that influence its behavior in various solvents. This compound, known for its azo group, exhibits unique solubility characteristics:

  • Polar vs. Nonpolar Solvents: Azo compounds generally demonstrate higher solubility in polar solvents due to their ability to engage in hydrogen bonding and dipole interactions.
  • Effect of the Methoxy Group: The presence of the methoxy (–OCH3) group can enhance the compound's solubility in organic solvents, as it provides additional polar character, allowing for better dispersion in certain environments.
  • Temperature Dependency: The solubility can significantly vary with temperature; generally, increased temperatures lead to higher solubility in both polar and nonpolar solvents.

It is crucial to note that while 4-(4-methoxyphenyl)azoaniline shows respectable solubility in specific environments, its overall solubility is moderate. The interaction of the methyl ether with the aromatic ring can lead to some steric hindrance, which might restrict solvation in some cases.

In summary, the solubility of 4-(4-methoxyphenyl)azoaniline is influenced by:

  1. Solvent polarity
  2. Temperature
  3. Structural aspects such as functional groups

Understanding these factors is vital for predicting its behavior in various chemical applications.

Interesting facts

Interesting Facts about 4-(4-Methoxyphenyl)azoaniline

4-(4-Methoxyphenyl)azoaniline is an intriguing compound, particularly due to its structural and functional properties. It belongs to the class of azo compounds, which are characterized by the presence of the azo group (–N=N–). Here are some fascinating aspects of this compound:

  • Colorant Potential: Azo compounds like 4-(4-Methoxyphenyl)azoaniline are often used as dyes and pigments due to their vibrant colors. They can create bright and lasting hues in textiles and other materials.
  • Applications in Research: This compound is utilized in various scientific studies, including the investigation of dye behaviors, photophysical properties, and their potential applications in organic electronics.
  • Environmental Impact: While azo dyes are broadly used, there are growing concerns about the environmental impact of certain azo compounds. Scientists are researching ways to degrade these compounds effectively to mitigate their environmental footprint.
  • Biological Activity: There is a wide interest in the biological activities of azo compounds, as certain derivatives display antimicrobial or anticancer properties, highlighting the potential medicinal applications of their structural variants.

The compound is not just a chemical entity; it tells a story of industrial innovation and environmental awareness. As researchers continue to explore the realms of organic chemistry, compounds like 4-(4-Methoxyphenyl)azoaniline provide valuable insights into both synthetic applications and environmental considerations.

Synonyms
2592-28-1
4-(2-(4-Methoxyphenyl)diazenyl)benzenamine
4-[2-(4-Methoxyphenyl)diazenyl]benzenamine
p-((p-Methoxyphenyl)azo)aniline
4-[(4-methoxyphenyl)diazenyl]aniline
Benzenamine, 4-[2-(4-methoxyphenyl)diazenyl]-
4-((4-Methoxyphenyl)diazenyl)aniline
BRN 0747702
ANILINE, p-((p-METHOXYPHENYL)AZO)-
starbld0048808
monomethoxy-4-aminoazobenzene
3-16-00-00363 (Beilstein Handbook Reference)
4-amino-4'-methoxyazobenzene
SCHEMBL7067347
SCHEMBL11153232
SCHEMBL14845759
ISTLPRFJQOIQMU-UHFFFAOYSA-N
DTXSID801038808