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4,6-Dinitro-2-(trifluoromethyl)-1H-benzimidazole

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Identification
Molecular formula
C8H3F3N4O4
CAS number
64181-77-1
IUPAC name
4,6-dinitro-2-(trifluoromethyl)-1H-benzimidazole
State
State

At room temperature, 4,6-dinitro-2-(trifluoromethyl)-1H-benzimidazole is in a solid state, characterized by its crystalline yellow appearance.

Melting point (Celsius)
230.00
Melting point (Kelvin)
503.15
Boiling point (Celsius)
450.00
Boiling point (Kelvin)
723.15
General information
Molecular weight
279.17g/mol
Molar mass
279.1700g/mol
Density
1.7111g/cm3
Appearence

4,6-Dinitro-2-(trifluoromethyl)-1H-benzimidazole typically appears as a yellow crystalline powder. The presence of nitro groups contributes to its intense coloration.

Comment on solubility

Solubility of 4,6-Dinitro-2-(trifluoromethyl)-1H-benzimidazole

The solubility of 4,6-dinitro-2-(trifluoromethyl)-1H-benzimidazole in various solvents is an intriguing subject. This compound is characterized by its strong electron-withdrawing groups, which can significantly influence its solubility behavior. Here are some key points to consider:

  • Polar Solvents: The presence of nitro and trifluoromethyl groups often enhances solubility in polar solvents, such as dimethyl sulfoxide (DMSO) and dimethylformamide (DMF).
  • Non-Polar Solvents: Conversely, it may show limited solubility in non-polar solvents due to its polar character, making solvents like hexane less effective in dissolving this compound.
  • pH Dependency: The solubility can also be affected by the pH of the solution, especially in aqueous environments, where the ionization of nitrogen groups may play a role.
  • Temperature Effect: Generally, increasing the temperature may improve solubility, a common trend observed in many chemical compounds.

In summary, the solubility of 4,6-dinitro-2-(trifluoromethyl)-1H-benzimidazole is highly dependent on the solvent used, as well as external conditions such as temperature and pH. This complexity highlights the importance of careful solvent choice when working with this compound for research and application purposes.

Interesting facts

Interesting Facts about 4,6-Dinitro-2-(Trifluoromethyl)-1H-benzimidazole

4,6-Dinitro-2-(trifluoromethyl)-1H-benzimidazole is a fascinating compound that showcases the intersection of aromatic chemistry and nitro-substituted structures. Here are some captivating aspects of this compound:

  • Structural Complexity: This compound contains a benzimidazole core, a bicyclic structure consisting of a fused benzene and imidazole ring, which contributes to its unique chemical properties.
  • Nitro Groups: The presence of two nitro groups at positions 4 and 6 makes this compound not only interesting from a structural standpoint but also enhances its potential for various chemical reactivities, including electrophilic aromatic substitution.
  • Trifluoromethyl Influence: The trifluoromethyl group at the 2-position dramatically affects the electronic properties of the compound, making it more lipophilic and potentially improving its bioavailability in pharmaceutical applications.

From the perspective of its applications, 4,6-dinitro-2-(trifluoromethyl)-1H-benzimidazole demonstrates potential in the agricultural industry as a herbicide or fungicide due to its strong electron-withdrawing groups that can enhance interactions with biological targets.

Moreover, as a student or scientist, observing how different substituents influence the reactivity and properties of benzimidazole derivatives can be an enlightening experience. As noted in some texts, compounds with such tailored substituents can lead to “targeted therapy in medicinal chemistry,” emphasizing the strategic design of molecules for specific functions.

Finally, studying this compound can also shed light on the mechanisms of action of environmentally relevant chemicals and assist in the design of safer and more effective alternatives.

Synonyms
BENZIMIDAZOLE, 4,6-DINITRO-2-(TRIFLUOROMETHYL)-
BRN 0963835
4,6-Dinitro-2-(trifluoromethyl)benzimidazole
6609-38-7
DTXSID20216282
DTXCID20138773
ABJSFSLMGRVNBG-UHFFFAOYSA-N