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

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Identification
Molecular formula
C8H3Cl2F3N2
CAS number
85594-37-2
IUPAC name
4,7-dichloro-2-(trifluoromethyl)-1H-benzimidazole
State
State

At room temperature, 4,7-dichloro-2-(trifluoromethyl)-1H-benzimidazole exists in a solid state, typically forming crystalline structures. This means it maintains a stable shape and volume, except at its melting point where it transitions to a liquid form.

Melting point (Celsius)
119.00
Melting point (Kelvin)
392.15
Boiling point (Celsius)
245.00
Boiling point (Kelvin)
518.15
General information
Molecular weight
258.01g/mol
Molar mass
258.0070g/mol
Density
1.6290g/cm3
Appearence

4,7-Dichloro-2-(trifluoromethyl)-1H-benzimidazole appears as a solid under room temperature conditions. It is typically in crystalline form and the color can vary from white to off-white. The presence of chloro and trifluoromethyl groups contributes to its unique structural characteristics.

Comment on solubility

Solubility of 4,7-Dichloro-2-(trifluoromethyl)-1H-benzimidazole

4,7-Dichloro-2-(trifluoromethyl)-1H-benzimidazole is notable for its solubility characteristics, which can be quite specific due to its molecular structure. Understanding the solubility of this compound is essential for its applications in various fields.

Key Points on Solubility:

  • Polar vs. Nonpolar Solvents: The presence of chlorine and trifluoromethyl groups hints at interactions with polar solvents, suggesting that it might be more soluble in polar aprotic solvents.
  • Water Solubility: Generally, benzimidazole derivatives tend to have low solubility in water due to their hydrophobic aromatic structures, potentially leading to limited solubility in this solvent.
  • Organic Solvents: It may show higher solubility in organic solvents such as dichloromethane, acetonitrile, or ethanol, enhancing its utility in organic synthesis.

In summary, while 4,7-dichloro-2-(trifluoromethyl)-1H-benzimidazole's solubility can vary widely with the medium, it generally leans towards solubility in non-aqueous solvents due to its relatively hydrophobic character. This aspect is crucial for researchers and scientists seeking to utilize this compound effectively in various chemical reactions.

Interesting facts

Interesting Facts about 4,7-Dichloro-2-(trifluoromethyl)-1H-benzimidazole

4,7-Dichloro-2-(trifluoromethyl)-1H-benzimidazole is a fascinating compound that belongs to the family of benzimidazoles, which are known for their diverse biological activities. Here are some noteworthy aspects of this compound:

  • Pharmacological Potential: Benzimidazole derivatives have been a subject of extensive research due to their potential as antimicrobial, antiviral, and anticancer agents. This specific compound has gained attention for its unique halogenated structure, which can enhance biological efficacy.
  • Halogen Chemistry: The presence of chlorine and trifluoromethyl groups is significant. These groups can influence the compound's reactivity and interactions with biological targets, often leading to increased lipophilicity and altered pharmacokinetics.
  • Synthetic Versatility: The synthesis of this compound often involves advanced synthetic techniques, allowing chemists to explore various pathways to achieve the desired substitution patterns. This makes it a great case study for students learning organic synthesis methodologies.
  • Environmental and Safety Considerations: Compounds containing halogens can pose environmental challenges due to their potential to persist and bioaccumulate. Understanding the environmental impact of such chemical constituents is crucial for modern chemists.
  • Structure-Activity Relationship (SAR): This compound serves as an excellent model for studying SAR in drug design, aiding researchers in predicting how modifications to the structure can influence biological activity and selectivity.

In summary, 4,7-dichloro-2-(trifluoromethyl)-1H-benzimidazole presents a rich landscape for exploration in both academic research and practical applications. Its intersection of organic chemistry and medicinal applications highlights the importance of structural nuances in compound functionality.

Synonyms
4228-89-1
BENZIMIDAZOLE, 4,7-DICHLORO-2-(TRIFLUOROMETHYL)-
4,7-Dichloro-2-(trifluoromethyl)-1H-benzo[d]imidazole
BRN 0960435
4,7-dichloro-2-(trifluoromethyl)-1H-benzimidazole
4,7-Dichloro-2-(trifluoromethyl)benzimidazole
SCHEMBL9868847
DTXSID00195107
QECRKWYIIQPMPA-UHFFFAOYSA-N