Trithiapentalene

Trithiapentalene
Names
Preferred IUPAC name
4-[1,2]Dithiolo[1,5-b][1,2]dithiole
Other names
1,6,6aλ4-Trithiapentalene, 6a-Thiothiophthene, 6a-Thiathiophthene
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C5H4S3/c1-3-6-8-5(1)2-4-7-8/h1-4H
    Key: JUEJPBZMWHMMPS-UHFFFAOYSA-N
  • C1=CSS2=C1C=CS2
Properties
C5H4S3
Molar mass 160.27 g·mol−1
Appearance Orange–red solid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Trithiapentalene is an organic bicyclic molecule containing two sulfur heterocycles. Its 10-π aromatic structure is similar to naphthalene. There has been a literature dispute about whether the connectivity among the three sulfur atoms is a case of rapid tautomerization between two valence tautomers or a 3-center 4-electron bond.

The reactions have been little studied. It forms a dinickel complex upon reaction with bis(allyl)nickel.