Skip to main content

N,N-Diethyl-p-phenylenediamine

ADVERTISEMENT
Identification
Molecular formula
C12H20N2
CAS number
93-05-0
IUPAC name
N4,N4-diethyl-N1,N1-dimethyl-benzene-1,4-diamine
State
State

At room temperature, N,N-Diethyl-p-phenylenediamine exists in a solid state when pure, characterized by a colorless to pale yellow appearance. It's hygroscopic and may be available in different commercial forms.

Melting point (Celsius)
45.00
Melting point (Kelvin)
318.15
Boiling point (Celsius)
262.50
Boiling point (Kelvin)
535.60
General information
Molecular weight
178.27g/mol
Molar mass
178.2650g/mol
Density
0.8660g/cm3
Appearence

N,N-Diethyl-p-phenylenediamine appears as a colorless to pale yellow liquid or solid, depending on the specific physical state and formulation conditions. It often comes in solid form at room temperature, with some commercial forms available as liquids. Over time, exposure to air and impurities can lead to a coloration change, turning it brown.

Comment on solubility

Solubility of N4,N4-diethyl-N1,N1-dimethyl-benzene-1,4-diamine

The solubility of N4,N4-diethyl-N1,N1-dimethyl-benzene-1,4-diamine in various solvents can be quite intriguing due to its complex molecular structure.

Key Considerations for Solubility:

  • Polarity: The molecule contains both non-polar and polar characteristics, influencing its interaction with solvents. It tends to be more soluble in organic solvents.
  • Hydrogen Bonding: The amine groups present in the compound enable hydrogen bonding, which can enhance solubility in polar solvents like alcohols.
  • Chain Length: The diethyl and dimethyl substitutions contribute to steric hindrance, potentially affecting its ability to dissolve in water.

It is often observed that:

  • Non-polar solvents (like hexane) may not effectively dissolve this compound due to its polar functional groups.
  • Polar protic solvents (like methanol) can enhance solubility due to hydrogen bonding capabilities.
  • Water might have limited solubility due to the substantial hydrophobic character of the ethyl groups.

In conclusion, the solubility characteristics of N4,N4-diethyl-N1,N1-dimethyl-benzene-1,4-diamine can vary significantly based on the solvent choice and environmental conditions.

Interesting facts

Exploring N4,N4-diethyl-N1,N1-dimethyl-benzene-1,4-diamine

N4,N4-diethyl-N1,N1-dimethyl-benzene-1,4-diamine, commonly referred to as a functionalized aromatic amine, is a fascinating compound that finds utility in a variety of applications. Its structure is characterized by the presence of ethyl and methyl substitutions on a benzene ring, making it an interesting subject of study in both synthetic and application-oriented chemistry.

Key Features and Applications

  • Synthetic Versatility: This compound can act as a precursor for the synthesis of other organic molecules, allowing chemists to explore various reaction pathways.
  • Intermediary Role: N4,N4-diethyl-N1,N1-dimethyl-benzene-1,4-diamine serves as an important intermediate in the production of dyes and pigments, particularly azo dyes.
  • Study of Reaction Mechanisms: Its unique structure provides insights into electrophilic aromatic substitution reactions, helping students and scientists understand fundamental principles of organic chemistry.

Furthermore, this compound serves as a model compound for investigating the properties of amines in various chemical environments. It encourages discussions around topics such as:

  • Structure-Activity Relationships: How changes in molecular structure impact reactivity and product formation.
  • Environmental Chemistry: The behavior of aromatic amines in environmental contexts, including their stability and degradation pathways.

In summary, N4,N4-diethyl-N1,N1-dimethyl-benzene-1,4-diamine is not just a compound of interest due to its structural complexity, but also a valuable tool for chemists. Whether used in laboratories for synthesis or in discussions of chemical theory, it vividly illustrates the interplay between structure and function in chemical compounds. The next time you encounter this aromatic amine, consider the vast potential it holds for exploration and innovation in chemistry!

Synonyms
5775-53-1
p-PHENYLENEDIAMINE, N,N-DIETHYL-N',N'-DIMETHYL-
BRN 2720091
DTXSID20206446
3-13-00-00113 (Beilstein Handbook Reference)
DTXCID20128937
ojfznbiupjrijm-uhfffaoysa-n
N,N-Dimethyl-N',N'-diethyl phenylenediamine
N,N-Diethyl-N',N'-dimethyl-1,4-benzenediamine
SCHEMBL1874999