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

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.