Synthesis

Dimethyl Sulfide (DMS) has several applications as both a solvent (organometallic reactions) and a reagent (BH3-DMS adduct, trimethylsulfonium halide salts).

The dramatic effect of DMS in certain conjugate addition reactions was recently described by Jess Dambacher and Mikael Bergdahl of San Diego University (J.Org Chem. 70 (2), 580-589 (2005). They demonstrated that Gilman-type silylcuprates add in high yield to α,ß-unsaturated carbonyl compounds in high chemical yield and diastereomeric ratio of the products:

Related Resources

Exact-S® Product Sheet: Representative Specification, packaging options, and basic use.

Bulletin 200: Properties and Chemistry of Dimethyl Sulfide