Skip to main content

3-Chloro-4'-nitroaniline

ADVERTISEMENT
Identification
Molecular formula
C12H9ClN2O2
CAS number
706-82-9
IUPAC name
3-chloro-N-(4-nitrophenyl)aniline
State
State

At room temperature, 3-Chloro-4'-nitroaniline is in a solid state, reflecting its aromatic and crystalline nature.

Melting point (Celsius)
157.00
Melting point (Kelvin)
430.15
Boiling point (Celsius)
314.30
Boiling point (Kelvin)
587.45
General information
Molecular weight
250.66g/mol
Molar mass
250.6560g/mol
Density
1.4640g/cm3
Appearence

3-Chloro-4'-nitroaniline appears as a yellow crystalline solid. The compound is characterized by its vibrant color, which is typical of many aromatic compounds containing nitro groups.

Comment on solubility

Solubility of 3-chloro-N-(4-nitrophenyl)aniline

3-chloro-N-(4-nitrophenyl)aniline, with the chemical formula C12H10ClN3O2, exhibits interesting solubility characteristics due to its unique structural composition. This compound is primarily known for its low solubility in water, which can be attributed to the following factors:

  • Hydrophobic Aromatic Rings: The presence of large aromatic rings tends to make the molecule less polar, reducing its interaction with water molecules.
  • Chloro Group: The chlorine atom can introduce some degree of hydrophobicity, further discouraging solvation in aqueous environments.
  • Functional Groups: The amine and nitro functional groups tend to have competing influences on solubility; while the amine can potentially increase solubility due to hydrogen bonding, the nitro group often acts to reduce it.

As a result, 3-chloro-N-(4-nitrophenyl)aniline is expected to be more soluble in organic solvents such as:

  1. Dimethyl sulfoxide (DMSO)
  2. Acetone
  3. Ethanol

In general, solubility in various solvents highlights the importance of both molecular structure and functional groups in determining the physicochemical properties of chemical compounds. Understanding these characteristics is essential for applications in fields such as pharmaceuticals and materials science.

Interesting facts

Interesting Facts about 3-Chloro-N-(4-nitrophenyl)aniline

3-Chloro-N-(4-nitrophenyl)aniline, also known as "CNA," is a compound that combines elements of organic chemistry with practical applications. Here are some fascinating aspects of this compound:

  • Application in Dyes: CNA plays a significant role in the dye manufacturing industry, particularly in the synthesis of azo dyes, which are known for their vivid colors and versatility.
  • Intermediate in Chemical Synthesis: This compound serves as a valuable intermediate for the preparation of various chemical species, contributing to the development of pharmaceuticals and agrochemicals.
  • Properties of Substitution: The presence of both a chlorine atom and a nitro group on the aromatic ring creates an interesting environment for further chemical reactions, allowing for diverse substitution patterns that can lead to different derivatives.
  • Toxicological Profile: Due to the nitro group in its structure, CNA can exhibit toxicity. Therefore, understanding its behavior and by-products during chemical reactions is critical for safety practices in laboratories and industrial applications.

As with many compounds in organic chemistry, studying 3-chloro-N-(4-nitrophenyl)aniline provides insight into the intricate relationships between molecular structure and functionality. It exemplifies how chemical properties can be harnessed for advancements in many fields, from textiles to pharmaceuticals.

In the words of a famous chemist, "Chemistry is the art of testing nature's responses to the arrangement of atoms." The exploration of compounds like CNA encourages continual experimentation and innovation within the chemical sciences.

Synonyms
3-CHLORO-N-(4-NITROPHENYL)BENZENAMINE
15979-85-8
3-chloro-N-(4-nitrophenyl)aniline
N-(3-CHLOROPHENYL)-4-NITROANILINE
SCHEMBL11334084
DTXSID70166728
AKOS000286158