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4-Aminodiphenylamine

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Identification
Molecular formula
C12H12N2
CAS number
101-54-2
IUPAC name
2-(4-aminophenyl)aniline
State
State

At room temperature, 4-Aminodiphenylamine is a solid compound.

Melting point (Celsius)
132.00
Melting point (Kelvin)
405.15
Boiling point (Celsius)
377.00
Boiling point (Kelvin)
650.15
General information
Molecular weight
184.24g/mol
Molar mass
184.2420g/mol
Density
1.1641g/cm3
Appearence

4-Aminodiphenylamine appears as a white to slightly yellow crystalline powder. The appearance might slightly vary depending on the purity and form of the compound.

Comment on solubility

Solubility of 2-(4-aminophenyl)aniline

When considering the solubility of 2-(4-aminophenyl)aniline, it is essential to recognize how various factors influence its behavior in different solvents. This compound exhibits a moderate solubility in both polar and non-polar solvents, primarily due to the presence of the amino group which can engage in hydrogen bonding.

Key Factors Influencing Solubility:

  • Polarity of the Solvent: 2-(4-aminophenyl)aniline tends to dissolve well in polar solvents such as water, due to its amine functionality which interacts with water molecules.
  • Temperature: Increasing the temperature usually enhances solubility for most solids, including this compound.
  • pH Levels: The presence of varying pH can impact the ionization of the amino group, which can further influence solubility in aqueous solutions.
  • Structure of the Compound: The aromatic structure contributes to solubility characteristics in organic solvents, making it less soluble in fully non-polar environments.

In summary, while 2-(4-aminophenyl)aniline is relatively soluble in certain solvents, its solubility can be substantially influenced by the aforementioned factors. As a general rule, it is most soluble in polar solvents, exhibiting moderate capabilities under specific conditions. Understanding these nuances helps in effectively utilizing 2-(4-aminophenyl)aniline in various chemical processes and applications.

Interesting facts

Interesting Facts About 2-(4-Aminophenyl)aniline

2-(4-Aminophenyl)aniline, commonly referred to as o-aminodiphenylamine, is an intriguing compound with diverse applications and notable properties. Below are some interesting insights into this chemical:

  • Structural Significance: This compound features a biphenyl structure, which consists of two aromatic rings connected by an amino group. The positioning of the amino group is vital as it affects the compound’s chemical reactivity and biological interactions.
  • Applications in Industry: 2-(4-Aminophenyl)aniline is utilized in the production of rubber antioxidants. These are essential for improving the longevity and performance of rubber products by preventing degradation due to heat and oxidation.
  • Colorimetric Uses: The compound has applications in dye chemistry, where its electronic properties can be harnessed to create colorants for textiles and other materials.
  • Biological Implications: Research has shown that compounds with similar structures may exhibit anticancer properties. Ongoing studies are investigating the potential of o-aminodiphenylamine in medical applications, showcasing its relevance beyond industrial use.

As a student or scientist, understanding the properties and implications of compounds like 2-(4-Aminophenyl)aniline can open pathways to innovations in material science and biochemistry. Its role in protecting and enhancing materials, as well as its potential in pharmaceuticals, makes it a compound worth exploring further!

Synonyms
2,4'-Diphenyldiamine
2,4'-BIPHENYLDIAMINE
o,p'-Dianiline
2,4'-Diaminodiphenyl
o,p'-Bianiline
o,p'-Diaminobiphenyl
ortho,para'-Bianiline
HSDB 2869
ortho,para'-Diaminobiphenyl
(1,1'-Biphenyl)-2,4'-diamine
2,4'-Diaminobifenyl
2,4'-Diaminobifenyl [Czech]
2,4'-Diamino-1,1'-biphenyl
UNII-AS5YLT4951
BRN 2090325
AS5YLT4951
DIPHENYLDIAMINE, 2,4'-
DTXSID20197709
4-13-00-00360 (Beilstein Handbook Reference)
2,4'-BIPHENYLDIAMINE [MI]
2,4'-BIPHENYLDIAMINE [HSDB]
2,4'-DIPHENYLDIAMINE [IARC]
[1,1'-Biphenyl]-2,4'-diamine
2,4'-DIPHENYLDIAMINE (IARC)
o,p'Bianiline
o,p'Dianiline
o,p'Diaminobiphenyl
ortho,para'Bianiline
2,4'Diaminobifenyl
2,4'Biphenyldiamine
2,4'Diaminobiphenyl
2,4'Diaminodiphenyl
ortho,para'Diaminobiphenyl
2,4'Diamino1,1'biphenyl
(1,1'Biphenyl)2,4'diamine
DTXCID30120200
Diphenyline
2,4'-Diaminobiphenyl
492-17-1
Difenylin
2-(4-aminophenyl)aniline
Diphenylin
SCHEMBL599657
CHEBI:82459
RDMFEHLCCOQUMH-UHFFFAOYSA-N
C19411
Q27155956