T80500

Trimethylsulfoxonium iodide

98%

• Synonym(s): Iodotrimethyloxosulfur, S,S,S-Trimethylsulfoxonium iodide, Trimethyl(oxo)-λ6-sulfanylium iodide, Trimethyloxosulfonium iodide, Trimethyloxosulphonium iodide, Trimethylsulfoxonium iodide (7CI)
• Linear Formula: (CH₃)₃S(I)O
• CAS Number: 1774-47-6
• Molecular Weight: 220.07
• Beilstein: 3595854
• EC Number: 217-204-2
• MDL number: MFCD00011899
• UNSPSC Code: 12352100
• PubChem Substance ID: 24900499
• NACRES: NA.22

Properties

• Assay: 98%
• mp: 208-212 °C (dec.) (lit.)
• SMILES string: [I-].C[S+](C)(C)=O
• InChI: 1S/C3H9OS.HI/c1-5(2,3)4;/h1-3H3;1H/q+1;/p-1
• InChI key: BPLKQGGAXWRFOE-UHFFFAOYSA-M

Description

Application

Treatment with strong base yields the ylide which adds to the carbonyl group of ketones and aldehydes to give epoxides. Also adds preferentially to the double bond of α,β-unsaturated esters to give cyclopropyl esters.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves