Episulfide

[1] A number of chemists in the early 1900s, including Staudinger and Pfenninger (1916), as well as Delepine (1920) studied episulfides.

[3] In 1934 Dachlauer and Jackel devised a general synthesis of episulfides from epoxides using alkali thiocyanates and thiourea.

Following the lead of Dachlauer and Jackel, contemporary routes to episulfides utilize a two-step method, converting an olefin to an epoxide followed by thiation using thiocyanate or thiourea.

[5] Common uses of episulfides in both academic and industrial settings most often involve their use as monomers in polymerization reactions.

Nucleophiles include hydrides, thiolates, alkoxides, amines, and carbanions.

General structure of an episulfide
Structure of a dithiirane. [ 7 ]