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

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Identification
Molecular formula
C14H8N4O5
CAS number
1225-52-5
IUPAC name
2,5-bis(4-nitrophenyl)-1,3,4-oxadiazole
State
State

At room temperature, 2,5-bis(4-nitrophenyl)-1,3,4-oxadiazole is a solid. Its solid state and relatively high melting point are typical of aromatic compounds with multiple ring structures.

Melting point (Celsius)
288.00
Melting point (Kelvin)
561.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
273.15
General information
Molecular weight
292.24g/mol
Molar mass
292.2300g/mol
Density
1.4700g/cm3
Appearence

2,5-bis(4-nitrophenyl)-1,3,4-oxadiazole is generally found as a crystalline solid. It can appear as pale yellow crystals, which is characteristic of many aromatic compounds bearing nitro groups.

Comment on solubility

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

The compound 2,5-bis(4-nitrophenyl)-1,3,4-oxadiazole, known for its intriguing chemical structure, presents notable characteristics regarding its solubility. Understanding its solubility aids in determining its applicability in various fields, including material science and pharmaceuticals.

In general, the solubility of this compound can be categorized as follows:

  • Polar Solvents: It tends to have low solubility in polar solvents like water due to an insufficient balance of hydrophilic interactions.
  • Non-Polar Solvents: It demonstrates higher solubility in non-polar organic solvents such as toluene, chloroform, and ether, attributed to its hydrophobic nature.
  • Temperature Influence: The solubility usually increases with temperature, suggesting that heat can enhance the dissolution process.

As with many compounds, it is essential to consider the following factors that influence solubility:

  1. Molecular Structure: The presence of nitro groups can influence intermolecular interactions, affecting solubility.
  2. Interactions with Solvent: The compatibility of the compound with the solvent's polarity plays a crucial role.
  3. Crystal Lattice Energy: Strong attractive forces in the solid-state may hinder solubility.

In summary, 2,5-bis(4-nitrophenyl)-1,3,4-oxadiazole exhibits selective solubility that underscores the importance of solvent choice and environmental conditions in practical applications.

Interesting facts

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

The compound 2,5-bis(4-nitrophenyl)-1,3,4-oxadiazole is a fascinating example of the oxadiazole family, which is known for its diverse applications in materials science and organic electronics. This particular compound showcases a variety of interesting characteristics:

  • Versatile Applications: Due to its strong electron-withdrawing nitro groups, this compound has been investigated for its potential as a dye, luminescent material, or even in drug development.
  • High Thermal Stability: The oxadiazole ring significantly contributes to the thermal stability of the compound, making it suitable for applications in high-temperature environments.
  • Fluorescence Properties: The presence of the para-nitrophenyl substituents can enhance the fluorescent characteristics, enabling its use in optoelectronic devices.
  • Synthetic Interest: The synthesis of this molecule often involves straightforward methods using readily available starting materials, making it a favorite among researchers exploring new oxadiazole derivatives.

Researchers have noted that compounds like this are not merely of academic interest, but can pave the way for advancements in perovskite solar cells, organic LEDs, and even photonic applications. As a chemist, understanding the structure-activity relationship of such compounds is crucial, illustrated vividly in the case of 2,5-bis(4-nitrophenyl)-1,3,4-oxadiazole where each nitro group plays a significant role in determining the compound's electronic properties.

In summary, 2,5-bis(4-nitrophenyl)-1,3,4-oxadiazole stands as a shining example of how organic compounds can bridge the gap between fundamental chemistry and practical applications, leading to innovations in various scientific fields.

Synonyms
2,5-Bis(4-nitrophenyl)-1,3,4-oxadiazole
2,5-BIS-(4-NITRO-PHENYL)-(1,3,4)OXADIAZOLE
678-069-7
1044-49-1
bis(4-nitrophenyl)-1,3,4-oxadiazole
1,3,4-OXADIAZOLE, 2,5-BIS(p-NITROPHENYL)-
2,5-Bis(p-nitrophenyl)-1,3,4-oxadiazole
BRN 0329614
CBDivE_001517
0-27-00-00592 (Beilstein Handbook Reference)
?2,5-BIS(4-NITROPHENYL)-1,3,4-OXADIAZOLE
SCHEMBL9720227
DTXSID90146461
STK391579
AKOS000731243
AS-64326
DB-040543
B2162
CS-0325375
E85469