Thermo Scientific Chemicals

Trimethylsulfoxonium iodide, 98+%, Thermo Scientific Chemicals

Catalog number: A14589.22
100 g, Each
Thermo Scientific Chemicals

Trimethylsulfoxonium iodide, 98+%, Thermo Scientific Chemicals

Catalog number: A14589.22
100 g, Each
Quantity
Catalog number: A14589.22
also known as A14589-22
Price (USD)
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Chemical Identifiers

CAS
1774-47-6
IUPAC Name
trimethyl(oxo)-λ⁶-sulfanylium iodide
Molecular Formula
C3H9IOS
InChI Key
BPLKQGGAXWRFOE-UHFFFAOYSA-M
SMILES
[I-].C[S+](C)(C)=O
Assay (Titration ex Iodide)
≥98.0 to ≤102.0%
Identification (FTIR)
Conforms
Appearance (Color)
White to yellow
Form
Crystals or crystalline powder

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.
RUO – Research Use Only

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