Trimethylsulfonium iodide
Trimethylsulfonium iodide (CAS: 2181-42-2) is a sulfur-containing organic compound with a molecular weight of 204.07 g/mol. It serves as a key reagent in organic synthesis, particularly for C-C bond formation. Upon treatment with a strong base, it generates dimethylsulfonium methylide in situ, which is a valuable intermediate for the epoxidation of ketones and the synthesis of allylic alcohols.
Epoxide Synthesis
Trimethylsulfonium iodide, when reacted with a strong base, forms dimethylsulfonium methylide. This reactive ylide acts as a nucleophile for the epoxidation of carbonyl compounds, facilitating the formation of three-membered cyclic ethers (epoxides).
Allylic Alcohol Synthesis
The in situ generated dimethylsulfonium methylide from Trimethylsulfonium iodide can be employed in reactions to produce allylic alcohols. This application highlights its utility in constructing specific carbon skeletons within organic molecules.
Organic Building Block
As a sulfonium compound, Trimethylsulfonium iodide functions as a versatile building block in various chemical synthesis pathways, enabling the introduction of specific functional groups and carbon chain extensions.
| Molecular weight | 204.07 |
|---|---|
| Linear formula | (CH3)3S(I) |
| Assay | 98% |
| Application | Treatment with strong base yields the dimethylsulfonium methylide which reacts in-situ with the carbonyl group of ketones to form epoxides1 or allylic alcohols.2 |
| Melting point | 215-220 °C(lit.) |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is Trimethylsulfonium iodide used for?
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Trimethylsulfonium iodide is primarily used in organic synthesis for C-C bond formation, notably in the epoxidation of ketones and the synthesis of allylic alcohols via the generation of dimethylsulfonium methylide.
What are the CAS number and formula for Trimethylsulfonium iodide?
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The CAS number for Trimethylsulfonium iodide is 2181-42-2. Its linear formula is (CH3)3S(I).
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Trimethylsulfonium iodide with an assay of 98%. We do not represent this product as USP, BP, or EP grade.
How should Trimethylsulfonium iodide be handled safely?
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Trimethylsulfonium iodide is classified as a warning substance, causing skin irritation (H315), serious eye irritation (H319), and respiratory irritation (H335). Handle with appropriate personal protective equipment, including a dust mask type N95, eyeshields, and gloves. Ensure adequate ventilation.
Is Trimethylsulfonium iodide available for export?
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Yes, Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals like Trimethylsulfonium iodide.
How can I request a sample or quote for Trimethylsulfonium iodide?
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To request a sample or quote, please contact our sales team through the website or by phone, providing the product name and CAS number (2181-42-2).
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