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2,5-bis(4-chloro-3-nitrophenyl)-1,3,4-oxadiazole

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Identification
Molecular formula
C14H7Cl2N5O5
CAS number
63750-75-8
IUPAC name
2,5-bis(4-chloro-3-nitro-phenyl)-1,3,4-oxadiazole
State
State

At room temperature, 2,5-bis(4-chloro-3-nitrophenyl)-1,3,4-oxadiazole is in a solid state. Its crystalline nature and relatively high melting point make it suitable for applications requiring stable, solid compounds.

Melting point (Celsius)
284.00
Melting point (Kelvin)
557.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
388.14g/mol
Molar mass
388.6500g/mol
Density
1.5800g/cm3
Appearence

2,5-bis(4-chloro-3-nitrophenyl)-1,3,4-oxadiazole is typically a crystalline solid. Its appearance is characterized by a yellow to orange color due to the presence of the nitro groups, which often impart distinct coloration to aromatic compounds. The compound is a solid at room temperature and can exist in well-defined crystal structures.

Comment on solubility

Solubility of 2,5-bis(4-chloro-3-nitro-phenyl)-1,3,4-oxadiazole

The compound 2,5-bis(4-chloro-3-nitro-phenyl)-1,3,4-oxadiazole is characterized by its intricate structure and potential applications in various fields, yet its solubility presents some challenges. Generally, this compound is known to exhibit limited solubility in water due to the following factors:

  • Hydrophobic Phenyl Rings: The presence of multiple phenyl groups contributes significantly to its hydrophobic nature, making it less likely to dissolve in polar solvents like water.
  • Electron-withdrawing Groups: The 4-chloro and 3-nitro substituents tend to increase electron deficiency, affecting the interaction with solvent molecules.
  • Crytalline Structure: The molecular arrangement may favor tight packing, which can hinder the breaking of intermolecular forces required for dissolution.

When exploring suitable solvents for this compound, it is essential to consider:

  1. Organic Solvents: It is more likely to dissolve in organic solvents such as dimethyl sulfoxide (DMSO), dimethylformamide (DMF), or chloroform.
  2. Temperature Variability: Increasing temperature may enhance solubility in organic mediums.

In summary, to enhance the solubility of 2,5-bis(4-chloro-3-nitro-phenyl)-1,3,4-oxadiazole, it is crucial to explore non-polar and moderately polar organic solvents, keeping in mind the compound's unique structural and electronic characteristics. Understanding these properties will assist in determining optimal conditions for its use in various applications.

Interesting facts

Interesting Facts about 2,5-bis(4-chloro-3-nitro-phenyl)-1,3,4-oxadiazole

2,5-bis(4-chloro-3-nitro-phenyl)-1,3,4-oxadiazole is a fascinating compound that has garnered the attention of chemists and material scientists alike due to its unique structural features and potential applications.

Chemical Structure and Properties

This compound is characterized by its dioxadiazole core, which contributes significantly to its chemical reactivity. The presence of two 4-chloro-3-nitrophenyl groups enhances its electronic properties, making it a compelling candidate for various applications.

Potential Applications

The unique characteristics of this compound open up a range of potential applications, including:

  • Fluorescent Materials: Its distinct structure may allow for various photophysical properties, making it useful in the development of fluorescent probes.
  • Pharmaceutical Chemistry: The nitro groups introduce good pharmacological profiles, which might lead to discoveries of new therapeutic agents.
  • Material Science: Its stability and electronic properties could be harnessed in organic electronics, such as in the manufacture of light-emitting diodes (LEDs).

Environmental Impact and Safety

While exploring new compounds like 2,5-bis(4-chloro-3-nitro-phenyl)-1,3,4-oxadiazole, it's essential to consider the environmental impact of halogenated derivatives. The chlorine atoms may lead to concerns regarding toxicity and persistence in the environment.

In Summary

Overall, the versatility of 2,5-bis(4-chloro-3-nitro-phenyl)-1,3,4-oxadiazole makes it a subject of ongoing research, highlighting its potential utility across multiple fields of science and industry. As one researcher put it, "Innovation often lies at the intersection of unexpected compounds and practical applications."

Synonyms
2,5-Bis(4-chloro-3-nitrophenyl)-1,3,4-oxadiazole
25423-74-9
NSC 176077
BRN 1045951
1,3,4-OXADIAZOLE, 2,5-BIS(4-CHLORO-3-NITROPHENYL)-
DTXSID10180084
2,5-bis{4-chloro-3-nitrophenyl}-1,3,4-oxadiazole
RefChem:216898
DTXCID20102575
NSC176077
CBMicro_020029
CCG-8024
STK755608
AKOS005615860
NSC-176077
BIM-0020024.P001
DS-002766
ST4030022
AG-205/09950026
1,3,4-OXADIAZOLE,2,5-BIS(4-CHLORO-3-NITROPHENYL)-