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

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Identification
Molecular formula
C8H3Cl2F3N2
CAS number
67914-60-7
IUPAC name
5,6-dichloro-2-(trifluoromethyl)-1H-benzimidazole
State
State

This compound is typically a solid at room temperature. It exists in a crystalline form and maintains stability under standard laboratory conditions.

Melting point (Celsius)
143.00
Melting point (Kelvin)
416.15
Boiling point (Celsius)
357.80
Boiling point (Kelvin)
630.95
General information
Molecular weight
266.00g/mol
Molar mass
265.9980g/mol
Density
1.6600g/cm3
Appearence

5,6-Dichloro-2-(trifluoromethyl)-1H-benzimidazole appears as a crystalline solid with a white to off-white color. The structure often indicates it to be a fine powder or small crystals depending on the purity and preparation method.

Comment on solubility

Solubility of 5,6-Dichloro-2-(trifluoromethyl)-1H-benzimidazole

The solubility of 5,6-dichloro-2-(trifluoromethyl)-1H-benzimidazole is a subject of interest due to the unique properties imparted by its structural components. This compound typically exhibits low solubility in water, which can be attributed to its large hydrophobic regions and the presence of halogen atoms that enhance molecular interactions through van der Waals forces rather than hydrogen bonding.

Factors influencing its solubility include:

  • Molecular structure: The bulky trifluoromethyl and dichloro groups contribute to a significant steric hindrance, limiting interaction with polar solvents.
  • Polarity: The compound possesses limited polar functional groups, which further decreases its ability to dissolve in polar solvents like water.
  • Solvent choice: Organic solvents such as dimethyl sulfoxide (DMSO) and acetone tend to better solvate such compounds compared to water.

In summary, while 5,6-dichloro-2-(trifluoromethyl)-1H-benzimidazole demonstrates low water solubility, it is more soluble in non-polar organic solvents. Understanding its solubility characteristics is essential for applications in pharmaceutical formulations and material sciences.

Interesting facts

Interesting Facts about 5,6-Dichloro-2-(trifluoromethyl)-1H-benzimidazole

The compound 5,6-dichloro-2-(trifluoromethyl)-1H-benzimidazole is a fascinating molecular entity with a variety of applications, particularly in the field of pharmaceuticals and agrochemicals. Its unique structure provides a rich platform for interaction due to the presence of halogen atoms which play a significant role in enhancing the compound's biological activity. Here are some captivating highlights:

  • Pharmaceutical Relevance: This compound is often explored for its potential as an antifungal and antiviral agent, demonstrating the importance of substituted benzimidazoles in medicinal chemistry.
  • Agricultural Applications: Its ability to inhibit fungal growth also makes it valuable in the agricultural sector, contributing to effective fungicide formulations.
  • Environmentally Friendly: Compounds like this one are designed to minimize environmental impact while maximizing effectiveness, aligning with the increasing demand for sustainable chemical solutions.
  • Research and Development: Ongoing studies focus on optimizing its properties, ranging from selectivity to toxicity, paving the way for the next generation of effective agents.

Structure-Activity Relationship

The structural features of 5,6-dichloro-2-(trifluoromethyl)-1H-benzimidazole enhance its lipophilicity and electronic characteristics. The trifluoromethyl group notably increases the compound's biological activity by improving the interaction with biological membranes, which is critical for its effectiveness.

Conclusion

In summary, 5,6-dichloro-2-(trifluoromethyl)-1H-benzimidazole represents a compound that bridges several fields, from pharmaceuticals to agrochemicals. Its intriguing properties and versatile applications make it a noteworthy subject of study in contemporary chemistry.

Synonyms
2338-25-2
5,6-Dichloro-2-(trifluoromethyl)-1H-benzimidazole
1H-Benzimidazole, 5,6-dichloro-2-(trifluoromethyl)-
5,6-Dichloro-2-(trifluoromethyl)-1H-benzo[d]imidazole
NC 2983
5,6-Dichloro-2-trifluoromethylbenzimidazole
5,6-dichloro-2-(trifluoromethyl)-1H-1,3-benzodiazole
Benzimidazole, 5,6-dichloro-2-(trifluoromethyl)-
BRN 0616085
C8H3Cl2F3N2
MFCD01658509
CHEMBL56234
SCHEMBL5987289
DTXSID10177934
AKOS016352795
AS-9417
NS00073917
5,6-dichloro-2-(trifluoromethyl) benzimidazole
5,6-Dichloro-2-(trifluoromethyl)-1H-benzimidazole #