Divinyl sulfide

Divinyl sulfide
Names
Other names
vinyl sulfide, DVS
Identifiers
3D model (JSmol)
UNII
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

Divinyl sulfide is the organosulfur compound with the formula S(CH=CH2)2. It is a colorless liquid with a faint odor. 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.[1]

Divinylsulfide was first prepared in 1920 by the reaction of sulfur mustard with sodium ethoxide:[1]

(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.[2]

References

  1. 1 2 Boris A. Trofimov, S. V. Amosova (1984). "Divinyl Sulfide: Synthesis, Properties, and Applications". Sulfur Reports. 3: 323–393. doi:10.1080/01961778408082463.
  2. Nina A. Nedolya, Boris A. Trofimov (1994). "Sulfur-containing vinyl ethers". Sulfur Reports. 15: 237–316. doi:10.1080/01961779408048961.
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