Article · Wikipedia archive · Last revised Jul 8, 2026

1,2-Dithiole

In organosulfur chemistry, 1,2-dithioles are a type of heterocycles. The parent of this class of compounds is 1,2-dithiacyclopentene. The anticancer drug oltipraz is a dithiole. Trithiapentalene is an example of theoretical interest.The drug Oltipraz features a 1,2-dithiole ring.

Last revised
Jul 8, 2026
Read time
≈ 1 min
Length
183 w
Citations
3
Source
Wikipedia ↗
1,2-Dithiole
source ↗
Names
Preferred IUPAC name
3H-1,2-Dithiole
Other names
  • 1,2-Dithiacyclopentene
  • 1,2-Dithiole
  • 1,2-Dithiolene
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C3H4S2/c1-2-4-5-3-1/h1-2H,3H2
    Key: PCGDBWLKAYKBTN-UHFFFAOYSA-N
  • InChI=1/C3H4S2/c1-2-4-5-3-1/h1-2H,3H2
    Key: PCGDBWLKAYKBTN-UHFFFAOYAI
  • C1C=CSS1
Properties
C3H4S2
Molar mass 104.19 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

In organosulfur chemistry, 1,2-dithioles are a type of heterocycles. The parent of this class of compounds is 1,2-dithiacyclopentene. The anticancer drug oltipraz is a dithiole.1 Trithiapentalene is an example of theoretical interest.

The drug Oltipraz features a 1,2-dithiole ring. source ↗

Many 1,2-dithioles are 1,2-dithiol-3-thiones.23

See also

See also

References

References

  1. Ogurtsov, Vladimir A; Rakitin, Oleg A (2012). "Reactivity of 1,2-dithioles". Russian Chemical Reviews. 81 (7): 638. Bibcode:2012RuCRv..81..638O. doi:10.1070/RC2012v081n07ABEH004231. S2CID 97817545.
  2. Rašović, Aleksandar (2022). "1,2-Dithioles". Comprehensive Heterocyclic Chemistry IV. pp. 766–833. doi:10.1016/B978-0-12-818655-8.00137-2. ISBN 978-0-12-818656-5.
  3. Rolf Huisgen; J. Rapp (1997). "1,3-Dipolar Cycloadditions. 98. The Chemistry of Thiocarbonyl S-Sulfides". Tetrahedron. 53 (3): 942. doi:10.1016/S0040-4020(96)01068-X. The literature on 1,2-dithioles is mainly concentrated on 1,2-dithiolium cations and l,2-dithiole-3-thiones.