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2,2,5,5-tetramethylimidazole-4-thiol

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Identification
Molecular formula
C7H12N2S
CAS number
20449-65-4
IUPAC name
2,2,5,5-tetramethyl-1H-imidazole-4-thiol
State
State
At room temperature, 2,2,5,5-tetramethylimidazole-4-thiol is a solid. It is usually handled in its crystalline form and remains stable under normal conditions.
Melting point (Celsius)
102.50
Melting point (Kelvin)
375.65
Boiling point (Celsius)
271.00
Boiling point (Kelvin)
544.15
General information
Molecular weight
158.25g/mol
Molar mass
158.2770g/mol
Density
1.0920g/cm3
Appearence

2,2,5,5-Tetramethylimidazole-4-thiol appears as a pale yellow or off-white crystalline solid. Its solid state is typically characterized by fine, powdery crystals.

Comment on solubility

Solubility of 2,2,5,5-tetramethyl-1H-imidazole-4-thiol

The solubility of 2,2,5,5-tetramethyl-1H-imidazole-4-thiol is an intriguing aspect of this compound, particularly due to its unique structure. This thiol compound features several methyl groups that significantly influence its solubility characteristics. Here's a closer look:

  • Tendency to dissolve in polar solvents: Due to the presence of the thiol (-SH) group, this compound demonstrates a degree of solubility in polar solvents, particularly in water.
  • Interaction with solvents: Its ability to engage in hydrogen bonding with polar molecules enhances its solubility profile.
  • Limited solubility in non-polar solvents: The heavily branched alkyl chains contribute to a hydrophobic character, thus limiting solubility in non-polar environments.

In practical terms, the solubility of this compound can be summarized as:

  1. **Moderate in water** due to polarity.
  2. **Lower in organic solvents** like hexane or benzene.

In essence, the interplay between its polar thiol functional group and hydrophobic alkyl branches creates a complex solubility profile that may be beneficial in various chemical applications.

Interesting facts

Interesting Facts About 2,2,5,5-Tetramethyl-1H-Imidazole-4-thiol

2,2,5,5-Tetramethyl-1H-imidazole-4-thiol is a fascinating compound that plays a significant role in various fields of chemistry and biochemistry. Here are some key points that make this compound particularly interesting:

  • Thiol Group: The presence of the thiol (–SH) group is noteworthy as thiols are known for their strong reducing properties and ability to form disulfide bonds, which are critical in biological systems.
  • Biological Importance: This compound can be involved in redox reactions in biological systems, impacting protein folding and stabilization.
  • Stability Features: The bulky tetramethyl groups provide the compound with steric hindrance, enhancing its stability and making it a unique candidate for various applications, particularly in catalysis.
  • Symmetry: The symmetrical nature of the imidazole ring contributes to its unique physical and chemical properties, allowing for diverse interactions in different chemical reactions.
  • Applications: Due to its properties, 2,2,5,5-tetramethyl-1H-imidazole-4-thiol finds uses in organic synthesis and as a specialized reagent in chemical research.

In the words of pioneering chemists, "The beauty of chemistry lies in understanding compounds that bridge the world of theory and practical applications." This compound exemplifies that beauty, serving as a bridge in various scientific disciplines.

As we explore further, it's intriguing to think about how compounds like 2,2,5,5-tetramethyl-1H-imidazole-4-thiol can lead to advancements in fields such as pharmaceuticals, materials science, and beyond. Its multifaceted nature truly makes it a compound worth studying!