Desaurin

2,4-Dimethylidene-1,3-dithietane
Names
IUPAC name
2,4-dimethylidene-1,3-dithietane
Identifiers
3D model (JSmol)
  • parent: InChI=1S/C4H4S2/c1-3-5-4(2)6-3/h1-2H2
    Key: QWWVTCYHWDEKBZ-UHFFFAOYSA-N
  • parent: C=C1SC(=C)S1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Desaurins are a type of sulfur-containing heterocycle. The parent is 2,4-bismethylene-1,3-dithietane. They are derived from the base-promoted condensation of carbon disulfide with "active methylene" compounds:

2 Z2CH2 + 2 CS2 → Z2C=CS2C=CZ2 + 2 H2S

According to X-ray crystallography, the C4S2 core of desaurins is planar. With unsymmetrical substitution (at the ends of the methylene groups), they can exist as separable cis and trans isomers.