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4-Chloro-N-phenylaniline

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Identification
Molecular formula
C12H10ClN
CAS number
634-54-4
IUPAC name
4-chloro-N-phenyl-aniline
State
State
At room temperature, 4-Chloro-N-phenylaniline is typically found in a solid state.
Melting point (Celsius)
51.00
Melting point (Kelvin)
324.15
Boiling point (Celsius)
126.00
Boiling point (Kelvin)
399.15
General information
Molecular weight
203.66g/mol
Molar mass
203.6580g/mol
Density
1.2430g/cm3
Appearence

4-Chloro-N-phenylaniline is a crystalline solid that is typically off-white to yellowish in color. It can appear as powdery granules or crystalline flakes.

Comment on solubility

Solubility of 4-chloro-N-phenyl-aniline

4-chloro-N-phenyl-aniline, with the chemical formula C12H10ClN, presents interesting solubility characteristics. This compound is known to exhibit the following solubility behavior:

  • Solubility in Water: Generally, 4-chloro-N-phenyl-aniline has low solubility in water due to its hydrophobic aromatic structure.
  • Solubility in Organic Solvents: It is much more soluble in organic solvents such as ethanol, acetone, and chloroform. This behavior is attributed to the similar polarities of these solvents with the compound.
  • Influence of pH: The solubility may vary with changes in pH, especially because of the amine functional group, which can become protonated in acidic conditions, potentially increasing solubility in polarized solvents.

To summarize, 4-chloro-N-phenyl-aniline displays limited water solubility while being significantly more soluble in organic solvents. This solubility profile is crucial for its applications in synthetic chemistry and should be taken into account during formulation or reaction preparation.

Interesting facts

Interesting Facts About 4-Chloro-N-phenyl-aniline

4-Chloro-N-phenyl-aniline, commonly known in the field of organic chemistry, is a compound that possesses unique properties and applications. Here are some intriguing details about this compound:

  • Applications in Dyes: This compound plays a significant role in the synthesis of various azo dyes, which are widely used in textiles. Its vibrant colors and stability make it a favorite among dye manufacturers.
  • Role as an Intermediate: 4-Chloro-N-phenyl-aniline serves as an important intermediate in the production of other chemical compounds. It’s particularly notable in the development of agrochemicals and pharmaceuticals.
  • Reactivity and Mechanism: The presence of the chloro group (–Cl) at the para position enhances the reactivity of the amino group (–NH₂), making this compound a useful building block for further chemical reactions.
  • Health and Safety Considerations: As with many aromatic amines, 4-chloro-N-phenyl-aniline may pose health risks if not handled properly. It is important to use appropriate safety measures, as some derivatives of aromatic amines are known to be carcinogenic.
  • Historical Significance: The synthesis of amines has been a cornerstone of organic chemistry since the late 19th century, and compounds like 4-chloro-N-phenyl-aniline represent the continued exploration in this field, linking chemistry with both science and industry.

In summary, 4-chloro-N-phenyl-aniline is more than just a chemical entity; it’s a gateway to a multitude of chemical innovations and applications that impact various industries. The blend of chemistry and practical application reflects the dynamic nature of organic compounds in research and development.

Synonyms
4-chloro-N-phenylaniline
112-568-8
1205-71-6
4-Chlorodiphenylamine
[1,1'-Biphenyl]-2-amine,4'-chloro-
Benzenamine, 4-chloro-N-phenyl-
4-CHLORO-N-PHENYLBENZENAMINE
MFCD01027200
p-chlorophenylaniline
NSC231508
SCHEMBL1118626
DTXSID70152883
AKOS000281448
NSC 231508
NSC-231508
SB78450
BS-14559
SY126150
DB-412637
CS-0038965