Trimethylsulfoxonium Iodide, identified by CAS number 1774-47-6, is a fascinating and highly useful organic compound within the realm of sulfur chemistry. As a sulfoxonium salt, it possesses unique reactivity that makes it indispensable in various synthetic pathways. Understanding its chemical properties and applications is key for chemists and formulators seeking advanced chemical building blocks.

Chemically, Trimethylsulfoxonium Iodide is characterized by the presence of a positively charged sulfur atom bonded to three methyl groups, with an iodide counterion. This structure confers a degree of water solubility, typically around 15 g/L at 20°C, though specific solubility can vary. Its physical form is usually a white to light yellow crystalline powder, and it is sensitive to light, necessitating appropriate storage conditions to maintain its integrity. A standard assay of ≥99% ensures high purity for demanding chemical reactions.

The most prominent application of Trimethylsulfoxonium Iodide is its role as a precursor to dimethylsulfoxonium methylide. This ylide is a potent nucleophile that readily reacts with carbonyl compounds, such as aldehydes and ketones, to yield epoxides. This transformation is a fundamental method for epoxide synthesis in organic chemistry, vital for creating complex molecules used in pharmaceuticals, agrochemicals, and materials science. For instance, it is a key intermediate in the synthesis of the antifungal drug Fluconazole.

Beyond epoxide formation, Trimethylsulfoxonium Iodide can also participate in other synthetically useful reactions, such as cyclopropanation of activated alkenes. Its stability under certain conditions, combined with its reactivity when activated, makes it a versatile reagent. Researchers looking to buy this chemical will often seek reliable suppliers who can guarantee consistent purity and provide necessary technical documentation.

The careful handling and storage of Trimethylsulfoxonium Iodide are important considerations. Keeping it in a tightly closed container, in a cool, dry, and well-ventilated area, away from incompatible substances like strong oxidizing agents and bases, will preserve its quality. Protecting it from light is also recommended. For those in need of this versatile chemical, sourcing from reputable manufacturers and suppliers ensures access to a high-quality reagent that drives innovation in chemical synthesis.