Trimethylsulfonium bromide CAS 3084-53-5

Trimethylsulfonium bromide?Quick Details

Chemical Name:?Trimethylsulfonium bromide

CAS No.:?3084-53-5

Molecular Fomula:?C3H9S.Br

Chemical Structure:

Molecular weight:?157.07

Trimethylsilylacetylene Typical Properties

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Product Description:
Trimethylsulfonium bromide is a white, crystalline solid and a quaternary sulfonium salt. It consists of a positively charged trimethylsulfonium cation ([ (CH3)3S ]+) and a bromide anion (Br-). This compound is a highly soluble ionic salt in water and polar organic solvents.

It is primarily valued in organic chemistry as a precursor for generating the dimethylsulfonium methylide (or similar ylides), which are powerful nucleophiles and versatile reagents for a variety of synthetic transformations. These ylides are particularly useful in cyclopropanation reactions, epoxidation of carbonyl compounds (the Corey-Chaykovsky reaction), and in ring expansion reactions.

Key Applications:

• Organic Synthesis:?Crucial precursor for the in situ generation of sulfonium ylides (e.g., dimethylsulfonium methylide), which are used as powerful reagents for:

  • Corey-Chaykovsky Reaction:?For the epoxidation of aldehydes and ketones, and the cyclopropanation of ??,??-unsaturated carbonyl compounds.

  • Cyclopropanation:?Formation of cyclopropane rings.

  • Synthesis of Heterocycles:?Involved in the formation of various three-membered heterocyclic rings.

• Methylating Agent:?Can act as a source of a methyl group in certain reactions, although less common than other methylating agents.

• Phase Transfer Catalyst (PTC) Component:?In some specific applications, quaternary ammonium salts are used as PTCs; sulfonium salts can sometimes serve similar roles or be used in conjunction.

• Research & Development:?Used extensively in academic and industrial laboratories for developing new synthetic methodologies and synthesizing complex organic molecules.

Trimethylsilylacetylene Packaging and Shipping?

25kg/bag

customized according to customer needs.

Trimethylsilylacetylene Storage

It should be stored in a clean, dry and cool place, preventing from sunlight, rain.