T80489

Trimethylsulfonium iodide

98%

• Synonym(s): Trimethyl-λ[3]-sulfane hydroiodide, Trimethylsulphonium iodide
• Linear Formula: (CH₃)₃S(I)
• CAS Number: 2181-42-2
• Molecular Weight: 204.07
• Beilstein/REAXYS Number: 3555192
• EC Number: 218-555-4
• MDL number: MFCD00011632
• UNSPSC Code: 12352101
• PubChem Substance ID: 24900497
• NACRES: NA.22

Properties

• Quality Level: 200
• assay: 98%
• reaction suitability: reaction type: C-C Bond Formation
• mp: 215-220 °C (lit.)
• SMILES string: [I-].C[S+](C)C
• InChI: 1S/C3H9S.HI/c1-4(2)3;/h1-3H3;1H/q+1;/p-1
• InChI key: VFJYIHQDILEQNR-UHFFFAOYSA-M

Description

General description

Trimethylsulfonium iodide is commonly used as a methylating agent in organic synthesis.

Application

Treatment with strong base yields the dimethylsulfonium methylide which reacts in-situ with the carbonyl group of ketones to form epoxides or allylic alcohols.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves