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4,6-Dichloro-5,7-dinitro-2-(trifluoromethyl)-1H-benzimidazole

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Identification
Molecular formula
C8H2Cl2F3N4O4
CAS number
/377913-32-3/
IUPAC name
4,6-dichloro-5,7-dinitro-2-(trifluoromethyl)-1H-benzimidazole
State
State

The compound is a solid at room temperature, exhibiting crystalline properties typical for many aromatic heterocyclic compounds, especially those substituted with chloro, nitro, and trifluoromethyl groups. Its stability and state are useful for various applications in chemical synthesis.

Melting point (Celsius)
160.00
Melting point (Kelvin)
433.15
Boiling point (Celsius)
300.00
Boiling point (Kelvin)
573.15
General information
Molecular weight
350.01g/mol
Molar mass
350.0120g/mol
Density
1.7550g/cm3
Appearence

The compound is typically a solid with a crystalline appearance. As with many nitro-substituted compounds, it can appear as a fine powder with an off-white to light yellow color. This appearance is consistent with other chlorinated and nitro-substituted aromatic compounds. The trifluoromethyl group may not visibly alter its color but contributes to its distinctive characteristics in other chemical properties.

Comment on solubility

Solubility of 4,6-Dichloro-5,7-Dinitro-2-(Trifluoromethyl)-1H-benzimidazole

The solubility of 4,6-dichloro-5,7-dinitro-2-(trifluoromethyl)-1H-benzimidazole can be described as relatively poor in water, which is typical for many compounds containing halogens and nitro groups. Such compounds often exhibit the following characteristics in terms of their solubility:

  • Polar vs. Non-Polar Interactions: The presence of multiple nitro and chloro groups increases the electron-withdrawing effects, leading to a less favorable interaction with polar solvents like water.
  • Influence of Trifluoromethyl Group: The -CF3 group introduces a significant steric hindrance and low polarity, further restricting the solubility in polar media.
  • Potential Solvents: This compound may dissolve better in organic solvents such as dimethyl sulfoxide (DMSO) or acetone, which can stabilize its unique molecular configuration.

As a result, it is crucial to consider the solubility when working with this compound in laboratory settings. A solubility profile that showcases the limitations in aqueous solutions makes any necessary experimental conversions or reactions a point of interest, as researchers must strategize to utilize suitable solvents effectively.

Interesting facts

Interesting Facts About 4,6-Dichloro-5,7-Dinitro-2-(Trifluoromethyl)-1H-Benzimidazole

4,6-Dichloro-5,7-dinitro-2-(trifluoromethyl)-1H-benzimidazole is a fascinating compound that showcases the intricate beauty of synthetic chemistry. Here are some intriguing aspects that underline its significance:

  • Biological Relevance: This compound falls under the category of benzimidazole derivatives, many of which are known for their pharmacological properties. The unique functional groups attached to the benzene ring may imbue it with properties beneficial for pharmaceutical applications.
  • Environmental Impact: Caution is warranted due to its chlorine and nitro groups, which can influence the compound's environmental behavior, particularly in terms of persistence and bioaccumulation. Scientists are actively researching how such compounds interact with ecological systems.
  • Reaction Versatility: The presence of multiple electronegative atoms allows this compound to engage in various chemical reactions. It may act as a potent electrophile or engage in nucleophilic substitutions, broadening its utility in chemical synthesis.
  • Fluorine's Role: The trifluoromethyl group attached to the compound significantly enhances its lipophilicity, making it an interesting subject for studies on membrane permeability and absorption in biological systems.
  • Research Applications: Synthetic chemists often explore benzimidazole derivatives in drug discovery. The unique combination of halogenation and nitration in 4,6-dichloro-5,7-dinitro-2-(trifluoromethyl)-1H-benzimidazole provides a rich field of study to develop new therapeutic agents.

In conclusion, the compound 4,6-dichloro-5,7-dinitro-2-(trifluoromethyl)-1H-benzimidazole is a prime example of how the complexity of chemical structures can lead to significant biological and environmental interactions. Its continued study could unveil new opportunities in multiple scientific disciplines.