Skip to main content

Trimethylsulfonium

ADVERTISEMENT
Identification
Molecular formula
C3H9S+
CAS number
75-79-6
IUPAC name
trimethylsulfonium
State
State
Trimethylsulfonium is typically encountered as a component of salts, such as trimethylsulfonium iodide or trimethylsulfonium bromide, and under ambient conditions these salts are crystalline solids.
Melting point (Celsius)
149.00
Melting point (Kelvin)
422.15
Boiling point (Celsius)
274.20
Boiling point (Kelvin)
547.35
General information
Molecular weight
76.18g/mol
Molar mass
76.1770g/mol
Density
1.1777g/cm3
Appearence

Trimethylsulfonium compounds are typically found in the form of colorless to pale-yellow salts. They may appear crystalline and have a hydrophilic nature, where they are usually well soluble in water owing to their ionic character.

Comment on solubility

Solubility of Trimethylsulfonium (C3H9S+)

Trimethylsulfonium is an interesting compound with notable solubility characteristics. This quaternary ammonium salt is known for its high solubility in polar solvents, primarily due to the presence of its positively charged sulfonium ion.

Key Factors Influencing Solubility:

  • Polarity: As a quaternary salt, trimethylsulfonium exhibits strong ionic characteristics, making it quite soluble in water and other polar solvents.
  • Hydrophilicity: The trimethyl groups contribute to its hydrophilic nature, allowing it to interact favorably with water molecules.
  • Temperature: Solubility can increase with temperature, as warmer conditions tend to enhance the kinetic energy of the molecules.

In polar solvents, the solvation of the trimethylsulfonium ion is facilitated, often leading to good dissolution properties. It's worth noting that although trimethylsulfonium is soluble in water, its solubility in non-polar solvents is very low, highlighting the importance of molecular interactions in determining solubility. Thus, when considering the applications of this compound, understanding its solubility profile will be crucial in contexts such as pharmaceutical formulations or biochemical studies.

Interesting facts

Interesting Facts about Trimethylsulfonium

Trimethylsulfonium, with its formula C3H9S+, is a fascinating quaternary ammonium compound that has garnered attention in the fields of organic and medicinal chemistry. Here are some intriguing aspects of this compound:

  • Structure and Stability: Trimethylsulfonium consists of a central sulfur atom bonded to three methyl groups, leading to a stable positively charged ion due to the nature of the quaternary ammonium structure.
  • Biological Relevance: This compound plays a role as an osmolyte, which helps organisms to maintain their cellular structure and function under varying environmental conditions. It often contributes to the adaptation of certain microorganisms to extreme habitats.
  • Chemical Reactivity: Trimethylsulfonium is known for its ability to act as a methylating agent in various chemical reactions, providing a means to transfer a methyl group to different substrates. This property is essential in synthetic organic chemistry.
  • Applications in Synthesis: The compound is utilized in the preparation of various other chemicals, including pharmaceuticals and agrochemicals, showcasing its versatility and importance in various industries.
  • Potential for Future Research: Ongoing studies are investigating the potential applications of trimethylsulfonium in drug delivery systems and its interaction with biological membranes, highlighting its relevance in modern medicinal chemistry.

In summary, trimethylsulfonium is more than just a simple quaternary ammonium compound; it is a vital player in both natural processes and synthetic applications. Its unique structure and properties continue to offer exciting avenues for scientific exploration.

Synonyms
Trimethylsulfonium
676-84-6
trimethylsulfanium
trimethyl sulfonium
Trimethylsulphonium chloride
UNII-8U5M0SJV65
8U5M0SJV65
AI3-62267
CHEBI:17434
CHEMBL25340
Sulfonium, trimethyl-
IODO-GLUTIONAL ION
trimethyl-Sulfonium bromide
Trimethyl-sulfonium; iodide
NCIOpen2_007959
TRIMETHYLSULFONIUM ION
TRIMETHYLSULFONIUM CATION
CHEMBL1237171
DTXSID50862857
BDBM50026468
NS00067087
NS00114885
C01008
InChI=1/C3H9S/c1-4(2)3/h1-3H3/q+
Q7842221