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4-Pyridinethiol

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Identification
Molecular formula
C5H5NS
CAS number
142-65-4
IUPAC name
pyridine-4-thiol
State
State

At room temperature, 4-Pyridinethiol is a solid.

Melting point (Celsius)
67.00
Melting point (Kelvin)
340.15
Boiling point (Celsius)
136.00
Boiling point (Kelvin)
409.15
General information
Molecular weight
111.17g/mol
Molar mass
111.1670g/mol
Density
1.2210g/cm3
Appearence

4-Pyridinethiol appears as a colorless to light yellow crystalline solid. It has a characteristic odor and is soluble in water and organic solvents. Its appearance can change color upon exposure to air due to oxidation.

Comment on solubility

Solubility of Pyridine-4-thiol

Pyridine-4-thiol, with the chemical formula C5H5NS, exhibits notable solubility characteristics essential for its applications in various fields. This compound is characterized by its polar nature due to the presence of both a thiol (–SH) and a pyridinic (C5H4N) structure, which significantly influences its solubility in different solvents.

Solubility Profile

  • Water Solubility: Pyridine-4-thiol is moderately soluble in water, owing to its polar thiol group that can engage in hydrogen bonding with water molecules.
  • Organic Solvents: It is more soluble in a variety of organic solvents, including alcohols and ethers, making it suitable for use in organic synthesis.
  • pH Dependence: The solubility can also be affected by pH; in more alkaline conditions, the deprotonation of the thiol group enhances solubility in aqueous solutions.

In summary, the solubility of pyridine-4-thiol is a combination of its functional groups and the surrounding solvent environment. As aptly put, *“The chemistry of solubility reflects the balance between intermolecular forces, indicating that solubility issues require careful consideration of chemical structures.”* This compound serves as an interesting example in the study of solubility, highlighting how molecular interactions govern the behavior of compounds in different media.

Interesting facts

Interesting Facts About Pyridine-4-thiol

Pyridine-4-thiol, also known as 4-mercaptopyridine, is a fascinating compound with several intriguing characteristics. This heterocyclic organic compound contains a sulfur atom within its molecular structure, which significantly influences its chemical behavior.

Chemical Structure and Characteristics

One of the remarkable aspects of pyridine-4-thiol includes:

  • Functional Group: The presence of a thiol (-SH) group makes pyridine-4-thiol a potent nucleophile, which allows it to engage in various chemical reactions.
  • Heterocyclic Nature: Being part of the pyridine family, its aromatic properties contribute to its stability and reactivity, making pyridine-4-thiol a versatile compound in synthetic organic chemistry.

Applications in Industry and Research

Pyridine-4-thiol has various applications, including:

  • Synthesis of Organosulfur Compounds: Its thiol group enables the synthesis of a wide range of organosulfur compounds, which are useful in agrochemicals and pharmaceuticals.
  • Ligand Formation: It can act as a ligand in coordination chemistry, forming complexes with transition metals, which are essential for catalytic processes.
  • Research Applications: Its unique properties make it a compound of interest in biological studies, particularly in investigating enzyme active sites and mechanisms.

Health and Safety Considerations

While pyridine-4-thiol has useful applications, it is crucial for researchers to handle it with care:

  • Harmful Effects: Exposure can lead to irritation of the skin and eyes.
  • Safe Handling: Use protective equipment and follow safety protocols to minimize any health risks associated with its use.

In conclusion, pyridine-4-thiol is more than just a simple thiol compound; it plays a crucial role in various areas of chemistry and industry. Its unique properties and versatility make it an interesting subject of study for chemists and researchers alike.