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Trimethylsulfoxonium iodide, 98+%, Thermo Scientific Chemicals

Catalog No. AAA1458914
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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.

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

Specifications

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

Hazard Category

H319

Hazard Statement

GHS H Statement
H315-H319-H335
Causes skin irritation.
Causes serious eye irritation.
May cause respiratory irritation.

Precautionary Statement

P264b-P280i-P305+P351+P338

EINECSNumber

217-204-2

RTECSNumber

WS3585000

TSCA

Yes

Recommended Storage

Ambient temperatures

RUO – Research Use Only

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