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2-tert-butylbenzimidazole

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Identification
Molecular formula
C11H14N2
CAS number
19004-57-4
IUPAC name
2-tert-butyl-1H-benzimidazole
State
State

At room temperature, 2-tert-butylbenzimidazole is a solid. It is not very volatile and remains stable under standard laboratory conditions, making it convenient to handle.

Melting point (Celsius)
111.00
Melting point (Kelvin)
384.15
Boiling point (Celsius)
340.00
Boiling point (Kelvin)
613.15
General information
Molecular weight
174.25g/mol
Molar mass
174.2490g/mol
Density
1.0500g/cm3
Appearence

2-tert-butylbenzimidazole is typically a white to off-white crystalline solid. The compound's crystals may appear slightly yellowish depending on the purity and presence of impurities. It possesses a characteristic aromatic odor that is common to many aromatic heterocycles.

Comment on solubility

Solubility of 2-tert-butyl-1H-benzimidazole

2-tert-butyl-1H-benzimidazole is a compound that exhibits notable solubility characteristics depending on the solvent used. Here are some key points regarding its solubility:

  • Solvent Polarity: This compound demonstrates higher solubility in polar organic solvents such as methanol and dimethyl sulfoxide (DMSO) due to its ability to form intermolecular interactions with the polar solvent molecules.
  • Non-polar Solvents: Conversely, 2-tert-butyl-1H-benzimidazole is less soluble in non-polar solvents like hexane and cyclohexane. This is primarily because the compound’s structure does not favor interaction with non-polar solvents.
  • Temperature Influence: Its solubility can also be affected by temperature. Typically, an increase in temperature can enhance solubility in most solvents.
  • pH Sensitivity: In some cases, the solubility of 2-tert-butyl-1H-benzimidazole can be influenced by the pH of the solution, as it may exist in different ionic forms depending on the acidity or basicity of the environment.

In summary, the solubility of 2-tert-butyl-1H-benzimidazole can be described as polar-friendly, with pronounced solubility in polar solvents and limited solubility in non-polar environments. Understanding these characteristics is crucial for utilizing this compound effectively in various chemical applications.

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.

Synonyms
2-tert-Butylbenzimidazole
RefChem:483607
2-tert-butyl-1H-benzo[d]imidazole
24425-13-6
2-tert-Butyl-1H-benzimidazole
2-tert-butyl-1H-1,3-benzodiazole
BENZIMIDAZOLE, 2-tert-BUTYL-
1H-Benzimidazole, 2-(1,1-dimethylethyl)-
MFCD00051584
F93H6YZW5C
CHEMBL352690
NSC-34830
2-(tert-butyl)benzimidazole
NSC 34830
BRN 0133137
NSC34830
tert-butylbenzimidazole
2-t-butylbenzimidazole
2-t-butyl benzimidazole
Maybridge3_001133
UNII-F93H6YZW5C
5-23-07-00017 (Beilstein Handbook Reference)
MLS000569353
SCHEMBL846351
SCHEMBL7256882
SCHEMBL7257015
SCHEMBL30633367
DTXSID20179181
2-tert-Butyl-1H-benzimidazole #
HMS1434D11
HMS2313M15
BCP27057
ZAA42513
1H-Benzimidazole,1-dimethylethyl)-
BDBM50404913
SBB003800
STK324689
AKOS000269642
IDI1_012520
NCGC00246161-01
SMR000155038
DB-025931
CS-0235879
ST50214740
EN300-16421
G54542
AC-907/25014288
Z55692897