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6-Chloro-2-(trifluoromethyl)-1H-benzimidazole

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Identification
Molecular formula
C8H4ClF3N2
CAS number
152628-02-9
IUPAC name
6-chloro-2-(trifluoromethyl)-1H-benzimidazole
State
State

At room temperature, 6-Chloro-2-(trifluoromethyl)-1H-benzimidazole is in a solid state. Its stability and non-volatile nature contribute to its persistence in this state at standard conditions of temperature and pressure.

Melting point (Celsius)
184.00
Melting point (Kelvin)
457.15
Boiling point (Celsius)
351.00
Boiling point (Kelvin)
624.15
General information
Molecular weight
234.58g/mol
Molar mass
234.5700g/mol
Density
1.6260g/cm3
Appearence

6-Chloro-2-(trifluoromethyl)-1H-benzimidazole typically appears as a white to off-white crystalline powder. Its solid form is well-defined due to its crystalline nature, which is common for many benzimidazole derivatives.

Comment on solubility

Solubility of 6-chloro-2-(trifluoromethyl)-1H-benzimidazole

The solubility of 6-chloro-2-(trifluoromethyl)-1H-benzimidazole is influenced by its unique structural characteristics. As an organic compound containing both halogens and aromatic rings, its solubility tends to reflect the following attributes:

  • Hydrophobic character: The presence of the trifluoromethyl group (\-CF3) often makes the compound less soluble in water, enhancing hydrophobic interactions.
  • Polarity: The chlorine substituent can introduce some polar characteristics, but the overall balance leans towards lower water solubility.
  • Solubility in organic solvents: Given its structure, it is more likely to be soluble in organic solvents such as dimethyl sulfoxide (DMSO), ethanol, and acetone, where its hydrophobic characteristics can be better accommodated.

In terms of practical applications, the solubility of 6-chloro-2-(trifluoromethyl)-1H-benzimidazole can affect its bioavailability and interaction with biological systems. Therefore, understanding its solubility in various solvents is crucial for its effective use in research and development.

Interesting facts

Interesting Facts About 6-Chloro-2-(trifluoromethyl)-1H-benzimidazole

6-Chloro-2-(trifluoromethyl)-1H-benzimidazole is a fascinating compound that showcases the intricate relationship between halogens and aromatic systems. This benzimidazole derivative possesses a unique structure, which classifies it among compounds with significant biological and medicinal applications.

Key Features:

  • Biological Activity: Many benzimidazoles are known for their pharmacological properties, including antifungal, antiparasitic, and anti-inflammatory effects. The presence of chlorine and trifluoromethyl groups often enhances the biological activity of the compound.
  • Fluorination Impact: The trifluoromethyl group is particularly noteworthy as it can increase metabolic stability and lipophilicity, allowing for better membrane permeability of potential drug candidates.
  • Synthetic Versatility: This compound can serve as a valuable intermediate in organic synthesis, facilitating the creation of other complex molecules through various reaction pathways.

In the words of renowned chemists, *"The introduction of halogens often shifts the physicochemical properties of compounds in unexpected ways."* This observation is particularly relevant when studying halogenated benzimidazoles, such as this compound.

Research and Applications:

  • Drug Development: Ongoing research into the anticancer properties of benzimidazole derivatives is promising, with compounds like this one being studied for their potential therapeutic effects.
  • Agricultural Chemistry: The antifungal properties of some benzimidazole derivatives have made them valuable in the agricultural sector, leading to developments in crop protection.

In summary, 6-chloro-2-(trifluoromethyl)-1H-benzimidazole serves as an excellent example of how small modifications in chemical structure can result in profound changes in the properties and potential applications of a compound. Its scientific significance continues to inspire chemists and researchers alike.

Synonyms
656-49-5
5-Chloro-2-(trifluoromethyl)benzimidazole
5-chloro-2-(trifluoromethyl)-1H-benzo[d]imidazole
6-Chloro-2-(trifluoromethyl)-1H-benzimidazole
5-Chloro-2-(trifluoromethyl)-1H-benzimidazole
BENZIMIDAZOLE, 5-CHLORO-2-(TRIFLUOROMETHYL)-
5-chloro-2-(trifluoromethyl)-1H-1,3-benzodiazole
MFCD00808236
ChemDiv3_000552
CHEMBL53788
SCHEMBL9866407
DTXSID80215857
HMS1474J02
ALBB-033334
STL445300
AKOS000283120
AKOS000511090
2-Trifluoromethyl-6-chlorobenzimidazole
CCG-105286
SDCCGSBI-0658235.P001
LS-12626
DB-054831
CS-0078986
F78085
6-Chloro-2-(trifluoromethyl)-1H-benzimidazole #
AE-848/01554043
AG-690/11557002
SR-01000400775
SR-01000400775-1
BRD-K96189811-001-01-8