1,3-Dithietane

1,3-Dithietane
1,3-dithietane.png
Names
Preferred IUPAC name
1,3-Dithietane
Systematic IUPAC name
1,3-Dithiacyclobutane
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C2H4S2/c1-3-2-4-1/h1-2H2 checkY
    Key: ITXACGPMGJCSKF-UHFFFAOYSA-N checkY
  • InChI=1/C2H4S2/c1-3-2-4-1/h1-2H2
    Key: ITXACGPMGJCSKF-UHFFFAOYAY
  • C1SCS1
  • S1CSC1
Properties
C2H4S2
Molar mass 92.18 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

1,3-Dithietane is a dithietane. It is a colorless, crystalline, unpleasant-smelling solid. It was first prepared in 1976 by the reaction of bis(chloromethyl) sulfoxide with sodium sulfide to give 1,3-dithietane 1-oxide, followed by THF-borane reduction.[1][2]

Synthesis of 1,3-dithietane


Examples of compounds baring this functional group include the antibiotic Cefotetan and the pesticide Fosthietan.

References[]

  1. ^ Block, E; Corey, ER; Penn, RE; Renken, TL; Sherwin, PF (1976). "1,3-Dithietane". J. Am. Chem. Soc. 98 (18): 5715–5717. doi:10.1021/ja00434a061.
  2. ^ Block, E; Corey, ER; Penn, RE; Renken, TL; Sherwin, PF; Bock, H; Hirabayashi, T; Mohmand, S; Solouki, B (1982). "Synthesis and Thermal Decomposition of 1,3-Dithietane and its S-Oxides". J. Am. Chem. Soc. 104 (11): 3119–3130. doi:10.1021/ja00375a030.