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

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Identification
Molecular formula
C8H4BrF3N2
CAS number
124670-02-2
IUPAC name
6-bromo-2-(trifluoromethyl)-1H-benzimidazole
State
State

At room temperature, 6-Bromo-2-(trifluoromethyl)-1H-benzimidazole is in a solid state.

Melting point (Celsius)
154.00
Melting point (Kelvin)
427.15
Boiling point (Celsius)
315.20
Boiling point (Kelvin)
588.35
General information
Molecular weight
279.03g/mol
Molar mass
279.0160g/mol
Density
1.8320g/cm3
Appearence

6-Bromo-2-(trifluoromethyl)-1H-benzimidazole is a white to off-white crystalline solid. It does not have a significant odor and is typically used in its solid form.

Comment on solubility

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

The solubility of 6-bromo-2-(trifluoromethyl)-1H-benzimidazole can be quite intriguing due to its structural characteristics.

  • Polarity: The presence of the trifluoromethyl group significantly influences polarity. The fluorine atoms contribute to a higher electronegativity, resulting in a polar molecule, which can enhance its solubility in polar solvents.
  • Solvent Compatibility: This compound tends to dissolve well in organic solvents such as:
    • DMSO (Dimethyl sulfoxide)
    • DMF (Dimethylformamide)
    • Acetone
  • Water Solubility: However, its solubility in water is likely to be limited due to the hydrophobic nature of the benzimidazole ring and the bulky trifluoromethyl group.

This compound's solubility profile is an excellent example of how functional groups influence interactions with various solvents. As a general note, compounds with high fluorine content tend to exhibit unique solubility behaviors, often leading to increased stability and varied applications in chemical synthesis.

Interesting facts

Interesting Facts about 6-Bromo-2-(Trifluoromethyl)-1H-Benzimidazole

6-Bromo-2-(trifluoromethyl)-1H-benzimidazole, a fascinating chemical compound, belongs to the family of benzimidazoles, which are known for their diverse biological properties. Here are some intriguing points about this compound:

  • Biological Significance: Compounds of the benzimidazole family, including 6-bromo-2-(trifluoromethyl)-1H-benzimidazole, frequently exhibit a variety of biological activities, such as antimicrobial, antiviral, and anti-inflammatory properties.
  • Pharmaceutical Applications: This specific compound has garnered interest in pharmaceutical research for its potential role in drug development, particularly for targeting various diseases.
  • Role of Fluorine: The presence of the trifluoromethyl group makes this compound highly lipophilic, which can enhance membrane permeability and improve pharmacokinetic properties, making it quite valuable in medicinal chemistry.
  • Research Interest: As scientists continue to explore its potential, studies have shown that derivatives of benzimidazole exhibit strong interactions with biological targets, leading to innovative therapeutic approaches.
  • Investigation of Synthesis: The synthesis of this compound is of great interest in the field of organic chemistry, as it offers insights into the development of new synthetic methodologies involving halogenation and trifluoromethylation.

In summary, 6-bromo-2-(trifluoromethyl)-1H-benzimidazole is not just another compound; it's a piece of the puzzle in understanding the vast landscape of chemical interactions and biological efficacy. As research progresses, who knows what new applications might be uncovered?

Synonyms
6-Bromo-2-trifluoromethyl-1H-benzoimidazole
6-bromo-2-(trifluoromethyl)-1H-benzimidazole
692-244-5
3671-60-1
5-Bromo-2-(trifluoromethyl)-1H-benzimidazole
5-bromo-2-(trifluoromethyl)-1H-benzo[d]imidazole
BENZIMIDAZOLE, 5-BROMO-2-(TRIFLUOROMETHYL)-
1H-BENZIMIDAZOLE, 6-BROMO-2-(TRIFLUOROMETHYL)-
5-Bromo-2-(trifluoromethyl)benzimidazole
MFCD00460102
6-bromo-2-(trifluoromethyl)-1H-1,3-benzodiazole
CHEMBL228199
SCHEMBL1284461
SCHEMBL16042060
DTXSID80190170
2-CF3-5-BROMOBENZIMIDAZOLE
AKOS014051600
AKOS015834702
AS-5251
CS-10348
TS-03484
DB-253351
CS-0078987
D74000
6-bromo-2-(trifluoromethyl)-1H-benzo[d]imidazole