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Azobenzene

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Identification
Molecular formula
C12H8Cl2N2
CAS number
495-49-8
IUPAC name
bis(2-chlorophenyl)diazene
State
State

At room temperature, bis(2-chlorophenyl)diazene, or Azobenzene, is typically in a solid state. It is stable under normal conditions but may undergo photoisomerization when exposed to light, which can lead to changes in its physical properties.

Melting point (Celsius)
144.00
Melting point (Kelvin)
417.15
Boiling point (Celsius)
379.00
Boiling point (Kelvin)
652.15
General information
Molecular weight
246.11g/mol
Molar mass
246.1300g/mol
Density
1.3820g/cm3
Appearence

Bis(2-chlorophenyl)diazene, also known as Azobenzene, is an orange to red colored crystalline solid. It can appear as shiny flakes or as a powder, depending on its preparation. It is known for its vivid color and ability to absorb light, making it commonly used in dyes and as a model compound in studies of photoisomerization.

Comment on solubility

Solubility of bis(2-chlorophenyl)diazene

The solubility of bis(2-chlorophenyl)diazene, with the chemical formula C12H10Cl2N2, is generally characterized by its limited solubility in water but reasonable solubility in organic solvents. This phenomenon can be attributed to several factors:

  • Molecular Structure: The presence of the bulky 2-chlorophenyl groups contributes to steric hindrance, which may affect its interaction with polar solvents.
  • Polarity: Bis(2-chlorophenyl)diazene is nonpolar due to its hydrocarbon-based framework, making it less soluble in polar solvents like water.
  • Solvent Compatibility: It demonstrates better solubility in organic solvents such as chloroform, ethanol, or acetone, which can effectively dissolve nonpolar compounds.

In summary, while bis(2-chlorophenyl)diazene is not soluble in water, it showcases a significant affinity for various organic solvents. As with many chemical compounds, understanding the context of solubility is crucial in applications like synthesis and analysis. As the saying goes, "like dissolves like," which perfectly encapsulates the essential concept of solubility in the realm of chemistry.

Interesting facts

Interesting Facts about bis(2-chlorophenyl)diazene

bis(2-chlorophenyl)diazene, a fascinating compound, has garnered interest in various fields of chemistry due to its unique properties and applications. Here are some noteworthy points:

  • Dual Functionality: This compound is recognized for its capability to act as both a dye and an intermediate in chemical synthesis, thereby making it extremely versatile in organic chemistry.
  • Chromophore Characteristics: The presence of the chlorophenyl groups implies an interesting chromophore system that can lead to significant light absorption, making it useful in photochemistry applications.
  • Stability Concerns: While diazenes can be quite stable under certain conditions, they may decompose or react readily when exposed to light or heat, which is a crucial aspect to consider in handling and storage.
  • Research Focus: Scientists are particularly intrigued by its behavior in various chemical reactions, including photochemical transformations and its ability to participate in complexation with metals.
  • Environmental Impact: Understanding the stability and degradation of this compound in the environment is critical, especially since halogenated compounds can exhibit different environmental behaviors compared to their non-halogenated counterparts.

In conclusion, bis(2-chlorophenyl)diazene is not merely a chemical entity but a notable player in the world of organic chemistry and material science. Its diverse properties and applications make it an exciting subject for further investigation and utilization in both academic and industrial settings.

Synonyms
EINECS 230-837-9
Diazene, 1,2-bis(2-chlorophenyl)-
Diazene, bis(2-chlorophenyl)-
7334-33-0
bis(2-chlorophenyl)diazene
2,2'-DICHLOROAZOBENZENE
(E)-1,2-Bis(2-chlorophenyl)diazene
1,2-Bis(2-chlorophenyl)diazene
(E)-bis(2-chlorophenyl)diazene
Diazene,1,2-bis(2-chlorophenyl)-
49795-06-4
(Z)-2,2'-Dichloroazobenzene
63213-02-5
SCHEMBL861925
SCHEMBL8964884
DTXSID4064630
FIQUJBRQBIUISO-FOCLMDBBSA-N
FIQUJBRQBIUISO-UHFFFAOYSA-N
MFCD00448759
AKOS001600792
(E)-1,2-Bis(2-chlorophenyl)diazene #
DB-300151
NS00037501