Skip to main content

4,4'-Methylenedianiline

ADVERTISEMENT
Identification
Molecular formula
C13H16N2
CAS number
101-77-9
IUPAC name
4-[1-(4-aminophenyl)-3-(dimethylamino)propyl]aniline
State
State

4,4'-Methylenedianiline is typically a solid at room temperature. It is stable but can polymerize upon standing. Precautions need to be taken as it can be hazardous.

Melting point (Celsius)
90.00
Melting point (Kelvin)
363.15
Boiling point (Celsius)
398.00
Boiling point (Kelvin)
671.15
General information
Molecular weight
198.28g/mol
Molar mass
198.2780g/mol
Density
1.1950g/cm3
Appearence

4,4'-Methylenedianiline typically appears as a pale yellow to tan solid with a slightly amine-like odor. It is often found in a crystalline form and can also be observed in chunks or powder. Exposure to air might lead to darkening due to oxidation.

Comment on solubility

Solubility of 4-[1-(4-aminophenyl)-3-(dimethylamino)propyl]aniline

The solubility of the compound 4-[1-(4-aminophenyl)-3-(dimethylamino)propyl]aniline can be influenced by various factors:

  • Polarity: This compound contains both an amino group and an aromatic structure, which can affect its ability to dissolve in various solvents. Generally, compounds with polar functional groups are more soluble in polar solvents, such as water.
  • Hydrogen bonding: The presence of amine and phenyl groups allows for potential hydrogen bond formation, enhancing solubility in polar solvents.
  • Temperature: Solubility can vary with temperature; many compounds become more soluble when heated, so the conditions under which you are testing solubility are important.
  • pH level: The ionization of the amine groups may be affected by the pH of the solution, particularly for a compound such as this with amino functionality.

In general, expect the solubility to be moderate in water and higher in organic solvents such as ethanol or acetone due to the compound's structure. This behavior emphasizes the importance of considering both the chemical structure and the environmental conditions when evaluating solubility.

As stated, "Understanding the solubility of a compound is crucial for its applications in various fields, including pharmaceuticals and materials science." Thus, thorough solubility testing is recommended to ascertain its behavior under different conditions.

Interesting facts

Interesting Facts about 4-[1-(4-aminophenyl)-3-(dimethylamino)propyl]aniline

This compound, a derivative of aniline, boasts a unique structure that contributes to its intriguing properties and applications in various fields.

Key Characteristics

  • Amine Functionality: The presence of amino groups enhances its ability to participate in chemical reactions, making it a useful intermediate in organic synthesis.
  • Dimethylamino Group: This functional group not only affects the compound’s electron-donating nature but also contributes to its potential as a dyeing agent, as it enhances the color properties.
  • Pharmaceutical Relevance: Compounds like this one often find applications in medicinal chemistry, where they may act as precursors to important drug compounds.

Versatile Uses

  • The compound is explored for its roles in synthetic organic chemistry, particularly in developing new synthetic pathways.
  • It serves as an important building block in creating complex organic molecules, potentially leading to new pharmaceuticals.
  • In the field of materials science, it may contribute to the development of advanced materials with specific optical properties.

Scientific Significance

As a member of the aniline family, this compound also offers insights into aromatic amines and their behavior in chemical reactions. The combination of a propyl chain and an aromatic ring system allows scientists to study the effects of sterics and electronics in reactivity and stability.

To quote one prominent chemist, “Each compound is a story waiting to unfold.” 4-[1-(4-aminophenyl)-3-(dimethylamino)propyl]aniline certainly has a rich narrative tied to its structure, reactivity, and potential applications.

In summary, the compound is a versatile organic molecule that provides a platform for extensive scientific inquiry and application, underscoring the intricate connection between structure and function in chemistry.

Synonyms
TK 474
22083-70-1
ANILINE, 4,4'-(3-DIMETHYLAMINOPROPYLIDENE)DI-
BRN 3098365
4,4'-(3-Dimethylaminopropylidene)dianiline
DTXSID70176584
RefChem:319596
DTXCID0099075
AKOS032962537