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
PubChem CID
UNII
  • InChI=1S/C4H6S/c1-3-5-4-2/h3-4H,1-2H2
    Key: UIYCHXAGWOYNNA-UHFFFAOYSA-N
SMILES
  • 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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