Divinyl sulfide

Divinyl sulfide is the organosulfur compound with the formula S(CH=CH2)2. A colorless liquid with a faint odor, it is found in some species of Allium.

Divinyl sulfide
Names
Preferred IUPAC name
(Ethenylsulfanyl)ethene
Other names
vinyl sulfide, DVS
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
UNII
  • InChI=1S/C4H6S/c1-3-5-4-2/h3-4H,1-2H2
    Key: UIYCHXAGWOYNNA-UHFFFAOYSA-N
  • C=CSC=C
Properties
C4H6S
Molar mass 86.15 g·mol−1
Appearance colorless liquid
Density 0.9098 g/cm3 (20 °C)
Melting point 20 °C (68 °F; 293 K)
Boiling point 84 °C (183 °F; 357 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

It is notable as the product from hydrogen sulfide and acetylene, a combination that arises when acetylene is generated by hydrolysis of technical-grade calcium carbide, which contains impurities of calcium sulfide.

Divinylsulfide was first prepared in 1920 by the reaction of bis(2-chloroethyl)sulfide with sodium ethoxide:

(ClCH2CH2)2S + 2 NaOEt → (CH2=CH)2S + 2 EtOH + 2 NaCl
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