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4-(4-chlorophenyl)aniline

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Identification
Molecular formula
C12H10ClN
CAS number
106-47-8
IUPAC name
4-(4-chlorophenyl)aniline
State
State

At room temperature, 4-(4-Chlorophenyl)aniline is a solid. It remains stable when stored under the appropriate conditions, demonstrating standard physical properties for organic chlorinated aromatic amines.

Melting point (Celsius)
74.00
Melting point (Kelvin)
347.15
Boiling point (Celsius)
335.00
Boiling point (Kelvin)
608.15
General information
Molecular weight
203.67g/mol
Molar mass
203.6610g/mol
Density
1.2473g/cm3
Appearence

4-(4-Chlorophenyl)aniline appears as a slightly yellowish crystalline solid. It may be presented in a finely powdered form, commonly used in organic synthesis and as an intermediate in manufacturing dyes and other compounds.

Comment on solubility

Solubility of 4-(4-chlorophenyl)aniline

4-(4-chlorophenyl)aniline, also known as p-chloroaniline, displays a unique solubility profile that is influenced by its molecular structure. Understanding its solubility characteristics helps in various applications, particularly in chemical syntheses and formulations.

General Solubility Characteristics

Given the nature of 4-(4-chlorophenyl)aniline, its solubility can be summarized as follows:

  • Solvent Polarity: 4-(4-chlorophenyl)aniline is generally more soluble in organic solvents such as ethanol, acetone, and chloroform.
  • Water Solubility: This compound exhibits limited solubility in water due to its hydrophobic aromatic rings which hinder interaction with water molecules.
  • pH Dependency: The solubility can be affected by the pH of the solution; alkaline conditions can increase its solubility due to the ionization of the amine group.

Practical Implications

The solubility of 4-(4-chlorophenyl)aniline is crucial in various contexts:

  • In synthesis, understanding solubility helps in optimizing reaction conditions.
  • In pharmaceutical applications, solubility impacts the bioavailability of compounds.

As a result, the solubility of 4-(4-chlorophenyl)aniline is a critical factor to consider for chemists working with this compound. It serves as a reminder that solubility is not merely a physical property but a key determinant in the behavior of chemical substances in different environments.

Interesting facts

Interesting Facts about 4-(4-Chlorophenyl)aniline

4-(4-Chlorophenyl)aniline, also known as para-chloroaniline, is a fascinating compound that belongs to a larger family of aromatic amines. Here are some intriguing aspects of this compound:

  • Chemical Structure: This compound features a biphenyl structure where both phenyl groups are positioned para to each other. This unique arrangement can influence its physical and chemical properties.
  • Applications: 4-(4-Chlorophenyl)aniline is widely used in the synthesis of dyes and pigments. Its chlorinated phenyl group enhances the reactivity, making it a valuable intermediate in organic synthesis.
  • Biological Activity: Some studies have indicated that aromatic amines can exhibit various biological activities. They are also of interest in environmental chemistry due to their potential toxicity, making them subjects of research regarding their effects on human health and ecosystems.
  • Regulatory Concerns: Health agencies often evaluate compounds like 4-(4-Chlorophenyl)aniline due to potential carcinogenic effects associated with exposure to various aromatic amines. This emphasizes the importance of safety and regulation in chemical manufacturing.
  • Chemical Reactions: Due to the presence of both amino and chlorophenyl functional groups, this compound can participate in a variety of chemical reactions, such as electrophilic substitutions and nucleophilic attacks, leading to the formation of diverse organic products.

In summary, 4-(4-Chlorophenyl)aniline is more than just a chemical structure; it plays significant roles in industrial applications, poses health considerations, and offers multiple avenues for chemical research and exploration. Scientists continually unveil the complexities and applications of such compounds, contributing to advancements in material science and organic chemistry.

Synonyms
135-68-2
4-Amino-4'-chlorobiphenyl
4'-Chloro-[1,1'-biphenyl]-4-amine
4-Amino-4'-chloro-biphenyl
4-(4-chlorophenyl)aniline
4'-Chlorobiphenyl-4-ylamine
4'-chlorobiphenyl-4-amine
4-AMINO-4'-CHLORODIPHENYL
[1,1'-Biphenyl]-4-amine,4'-chloro-
4-Biphenylamine, 4'-chloro-
CCRIS 5144
p'-Chloro-p-phenylaniline
p-Amino-p'-chlorobiphenyl
(1,1'-Biphenyl)-4-amine, 4'-chloro-
[1,1'-Biphenyl]-4-amine, 4'-chloro-
EINECS 205-211-3
C8TZY038QB
MFCD00477989
BRN 2207825
NSC-95713
4-chloro-4'-aminobiphenyl
4'-Chloro-biphenyl-4-amine
DTXSID6036831
4-12-00-03269 (Beilstein Handbook Reference)
NSC 95713
4-AMINO-4'-CHLORODIPHENYL [MI]
4'-CHLORO(1,1'-BIPHENYL)-4-AMINE
4'-Chloro[1,1'-biphenyl]-4-amine
4'-CHLORO-BIPHENYL-4-YLAMINE HCL SALT
UNII-C8TZY038QB
NSC95713
4-amino-4' -chlorobiphenyl
SCHEMBL1501267
CHEMBL2046998
DTXCID4016831
STL299907
AKOS002679469
BS-2065
SB78100
4-Amino-4'-chlorobiphenyl, AldrichCPR
SY064439
DB-042307
CS-0204856
NS00024394
Q27275327
4 inverted exclamation mark -Chloro-[1,1 inverted exclamation mark -biphenyl]-4-amine