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Michler's base

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Identification
Molecular formula
C14H15N
CAS number
3248-91-7
IUPAC name
N,N-dimethyl-4-phenyl-aniline
State
State

At room temperature, Michler's base is in a solid state. It is typically handled as a crystalline powder and is characterized by its stability under normal laboratory conditions, though it should be protected from prolonged exposure to air and light.

Melting point (Celsius)
78.00
Melting point (Kelvin)
351.15
Boiling point (Celsius)
383.50
Boiling point (Kelvin)
656.70
General information
Molecular weight
196.29g/mol
Molar mass
196.2860g/mol
Density
1.0760g/cm3
Appearence

Michler's base appears as an off-white to pale yellow crystalline solid. It can sometimes be found as colorless crystals when very pure. The compound tends to darken upon exposure to air and light due to oxidation processes.

Comment on solubility

Solubility of N,N-Dimethyl-4-phenyl-aniline

N,N-dimethyl-4-phenyl-aniline, known for its unique structure, presents interesting characteristics regarding its solubility. This compound is primarily classified as an organic amine with a phenyl group, influencing its interaction with solvents.

Key Solubility Characteristics:

  • Polar vs. Non-Polar: Due to its amine group, N,N-dimethyl-4-phenyl-aniline shows some polar characteristics; however, the large phenyl group introduces significant non-polar characteristics, leading to a tendency towards solubility in non-polar organic solvents.
  • Common Solvents: It is more soluble in organic solvents such as:
    • Aromatic hydrocarbons (e.g., toluene, xylene)
    • Chlorinated solvents (e.g., chloroform, dichloromethane)
  • Water Solubility: It has limited solubility in water, due to its hydrophobic nature primarily attributed to the phenyl group eclipsing the polar amine function.

As with many organic compounds, the solubility of N,N-dimethyl-4-phenyl-aniline can be affected by temperature and the presence of other solutes. In conclusion, while this compound exhibits specific solubility patterns, understanding its complete solubility profile is essential for applications in fields such as dyes, pharmaceuticals, and organic synthesis.

Interesting facts

Interesting Facts About N,N-Dimethyl-4-Phenyl-Aniline

N,N-Dimethyl-4-phenyl-aniline, often referred to as DM-4-PA, is an intriguing compound within the realm of synthetic organic chemistry. Its structure includes a phenyl group attached to an aniline, which imparts unique properties and applications. Here are some interesting facts:

  • Versatile Applications: Often utilized in the production of dyes and pigments, DM-4-PA plays a crucial role in industries ranging from textiles to plastics, enhancing color stability and vibrancy.
  • Electron Donor: The presence of the dimethylamino group in the molecule makes it an effective electron donor, triggering various chemical reactions that are essential in synthesizing more complex compounds.
  • Risk Factors: As with many chemical compounds, safety is paramount. N,N-Dimethyl-4-phenyl-aniline is considered hazardous, and proper handling protocols are necessary to mitigate risks associated with exposure.
  • Research Significance: Scientists are exploring the potential of DM-4-PA in organic photovoltaics, as its molecular structure may help improve the efficiency of solar energy conversion.
  • Colorimetric Properties: The ability of DM-4-PA to change color under certain conditions makes it a useful indicator in certain laboratories, showcasing the relationship between a chemical’s structure and its observable properties.

In summary, N,N-Dimethyl-4-phenyl-aniline stands as an important compound not only in the industry but also in academic research, where its diverse applications and unique characteristics are continually explored and leveraged.

Synonyms
4-(Dimethylamino)biphenyl
4-Biphenyldimethylamine
4-Dimethylaminobiphenyl
4-Phenyl-N,N-dimethylaniline
N,N-Dimethyl-4-aminobiphenyl
n,n-dimethylbiphenyl-4-amine
4-BIPHENYLAMINE, N,N-DIMETHYL-
UNII-PLP3X8PS7V
PLP3X8PS7V
NSC 58064
BRN 1865998
NSC-58064
DTXSID20150531
4-(N,N-DIMETHYL)BIPHENYL
4-12-00-03242 (Beilstein Handbook Reference)
4-(N,N-DIMETHYLAMINO)BIPHENYL
N,N-DIMETHYL(1,1'-BIPHENYL)-4-AMINE
N,N-Dimethyl[1,1'-biphenyl]-4-amine
DTXCID1073022
cycpxoqayqjebc-uhfffaoysa-n
1137-79-7
N,N-dimethyl-4-phenylaniline
N,N-DIMETHYL-4-BIPHENYLAMINE
[1,1'-Biphenyl]-4-amine, N,N-dimethyl-
N,N-Dimethyl-[1,1'-biphenyl]-4-amine
(1,1'-Biphenyl)-4-amine, N,N-dimethyl-
NSC58064
[1, N,N-dimethyl-
4-Biphenylamine,N-dimethyl-
Biphenyl-4-yl-dimethyl-amine
N,N-4(dimethylamino)biphenyl
CHEMBL83098
WLN: 1N1&R DR
SCHEMBL2778637
HS-4268
Q27286626