2-tert-butylbenzimidazole

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Identification

Molecular formula
C11H14N2
CAS Number
19004-57-4
IUPAC Name
2-tert-butyl-1H-benzimidazole
Molecular Weight
174.25g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.0500g/cm3
Synonyms
2-tert-Butylbenzimidazole
Interesting facts

Interesting Facts about 2-tert-butyl-1H-benzimidazole

2-tert-butyl-1H-benzimidazole is a fascinating compound that has captured the attention of researchers and chemists alike due to its unique structure and properties. This compound belongs to the class of benzimidazoles, which are known for their versatility and significance in various fields, particularly in pharmaceuticals and materials science.

Key Characteristics

  • Biological Importance: Benzimidazole derivatives, including 2-tert-butyl-1H-benzimidazole, have shown promising biological activities. They are often explored for their potential anti-cancer, anti-fungal, and anti-bacterial properties.
  • Pharmaceutical Applications: Many compounds in the benzimidazole family serve as key **active pharmaceutical ingredients** (APIs) in drugs designed to treat a range of conditions, from infections to gastrointestinal disorders.
  • Chemical Reactivity: The presence of the tert-butyl group enhances the compound's lipophilicity, which can influence its interaction with biological membranes and affect drug absorption and distribution.

Synthesis Insights

The synthesis of 2-tert-butyl-1H-benzimidazole can involve various methods, including:

  • Condensation reactions of ortho-phenylenediamine with tert-butyl isocyanate.
  • Cyclization reactions that effectively utilize both amine and aromatic components.

Conversion Possibilities

Moreover, this compound can serve as a precursor for the synthesis of more complex molecules. Its structural framework allows for:

  • Modification by substituents to create a library of benzimidazole derivatives.
  • Cross-coupling reactions that could lead to advanced materials in nanotechnology and electronics.

Conclusion

In summary, 2-tert-butyl-1H-benzimidazole is not only a compound of theoretical interest but also a key player in practical applications, especially in drug development and material science. The ongoing research in this area continues to unlock new potential, making it a promising compound worth exploring in depth.

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