Trimethylsulfoxonium Iodide

• CAT Number: R058850
• CAS Number: 1774-47-6
• Molecular Formula: C₃H₉IOS
• Molecular Weight: 220.07
• Purity: ≥95%
• Synonyms: Trimethylsulfonium Iodide Oxide; Trimethylsulfoxonium Iodide; NSC 71213; S,S,S-Trimethylsulfoxonium iodide; Trimethyloxosulfonium Iodide; Trimethyloxosulphonium Iodide
• Storage: Store at -20C
• InChI: InChI=1S/C3H9OS.HI/c1-5(2,3)4;/h1-3H3;1H/q+1;/p-1
• InChIKey: BPLKQGGAXWRFOE-UHFFFAOYSA-M
• SMILES: C[S+](=O)(C)C.[I-]

Trimethylsulfoxonium iodide（Cat No.:R058850）is an organosulfur compound with the molecular formula C₃H₉IOS. It is a white to off-white crystalline solid, commonly used as a precursor to sulfur ylides in organic synthesis. When treated with a strong base like sodium hydride, it forms a sulfoxonium ylide, which acts as a nucleophile in epoxidation and cyclopropanation reactions. This reagent enables the synthesis of three-membered ring systems, such as epoxides, under mild and controlled conditions. Its stability, ease of handling, and reactivity make it a valuable tool in constructing complex molecular architectures.