Trimethylsulfoxonium iodide, 98+%, Thermo Scientific Chemicals

Description

Trimethylsulfoxonium iodide reacts with sodium hydride to prepare dimethyloxosulfonium methylide, which is used as a methylene-transfer reagent in synthetic chemistry. It is used to prepare ylide, which reacts with carbonyl compounds to get epoxides. Further, it reacts with alfa,beta-unsaturated esters to get cyclopropyl esters.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Trimethylsulfoxonium iodide reacts with sodium hydride to prepare dimethyloxosulfonium methylide, which is used as a methylene-transfer reagent in synthetic chemistry. It is used to prepare ylide, which reacts with carbonyl compounds to get epoxides. Further, it reacts with alfa,beta-unsaturated esters to get cyclopropyl esters.

Solubility
Soluble in water.

Notes
Incompatible with strong oxidizing agents and strong bases. Light sensitive.

Specifications

Chemical Identifiers

• CAS: 1774-47-6
• Molecular Formula: C3H9IOS
• Molecular Weight (g/mol): 220.07
• MDL Number: MFCD00011899
• InChI Key: BPLKQGGAXWRFOE-UHFFFAOYSA-M
• Synonym: trimethylsulfoxonium iodide, trimethylsulphoxonium iodide, trimethyloxosulfonium iodide, sulfoxonium, trimethyl-, iodide, trimethyloxosulphonium iodide, trimethyl sulphoxonium ioidie, s,s,s-trimethylsulfoxonium iodide, trimethylsulfoxoniumiodide, sulfonium, trimethyl-, iodide, oxide, sulfoxonium, trimethyl-, iodide 1:1
• PubChem CID: 74498
• IUPAC Name: trimethyl(oxo)-λ⁶-sulfanylium iodide
• SMILES: [I-].C[S+](C)(C)=O

• Melting Point: ∼170°C (decomposition)
• Quantity: 25 g
• Beilstein: 3595854
• Sensitivity: Light sensitive
• Solubility Information: Soluble in water.
• Formula Weight: 220.07
• Percent Purity: ≥98%
• Chemical Name or Material: Trimethylsulfoxonium iodide

Safety and Handling

Signal Word

• Warning

Hazard Category

• LONG-TERM AQUATIC HAZARD Chronic 2
• ACUTE AQUATIC Acute 1

Hazard Statement

• H411-Toxic to aquatic life with long lasting effects.
• H400-Very toxic to aquatic life.

Precautionary Statement

• P273-Avoid release to the environment.
• P391-Collect spillage.
• P501b-Dispose of contents/container in accordance with local/regional/national/international regulations.

RUO – Research Use Only