Divinyl sulfide is the

organosulfur compound Organosulfur compounds are organic compounds that contain sulfur. They are often associated with foul odors, but many of the sweetest compounds known are organosulfur derivatives, e.g., saccharin. Nature abounds with organosulfur compounds—sulfu ...

with the formula S(CH=CH₂)₂. It is a colorless liquid with a faint odor. It is found in the oil of some species of ''

Allium ''Allium'' is a genus of monocotyledonous flowering plants that includes hundreds of species, including the cultivated onion, garlic, scallion, shallot, leek, and chives. The generic name ''Allium'' is the Latin word for garlic,Gledhill, Davi ...

''. It is notable as the product from

hydrogen sulfide Hydrogen sulfide is a chemical compound with the formula . It is a colorless chalcogen-hydride gas, and is poisonous, corrosive, and flammable, with trace amounts in ambient atmosphere having a characteristic foul odor of rotten eggs. The unde ...

and acetylene, a combination that arises when acetylene is generated by hydrolysis of technical-grade

calcium carbide Calcium carbide, also known as calcium acetylide, is a chemical compound with the chemical formula of Ca C2. Its main use industrially is in the production of acetylene and calcium cyanamide. The pure material is colorless, while pieces of tec ...

, which contains impurities of

calcium sulfide Calcium sulfide is the chemical compound with the formula Ca S. This white material crystallizes in cubes like rock salt. CaS has been studied as a component in a process that would recycle gypsum, a product of flue-gas desulfurization. Like m ...

. Divinylsulfide was first prepared in 1920 by the reaction of

sulfur mustard Mustard gas or sulfur mustard is a chemical compound belonging to a family of cytotoxic and blister agents known as mustard agents. The name ''mustard gas'' is technically incorrect: the substance, when dispersed, is often not actually a gas, b ...

with

sodium ethoxide Sodium ethoxide, also referred to as sodium ethylate, is the ionic, organic compound with the formula , or NaOEt (Et = ethane). It is a white solid, although impure samples appear yellow or brown. It dissolves in polar solvents such as ethanol. ...

: :(ClCH₂CH₂)₂S + 2 NaOEt → (CH₂=CH)₂S + 2 EtOH + 2 NaCl A variety of monovinyl sulfides are known, often arising from the reactions of thiols and acetylenes.

References

{{reflist Thioethers Vinyl compounds