1,3-Dithietane

1,3-Dithietane

Names
Preferred IUPAC name 1,3-Dithietane
Systematic IUPAC name 1,3-Dithiacyclobutane
Identifiers
CAS Number	287-53-6  Y
3D model (JSmol)	Interactive image
ChemSpider	119906  Y
PubChem CID	136129
UNII	XQ54M93UBZ
CompTox Dashboard (EPA)	DTXSID10182861
InChI InChI=1S/C2H4S2/c1-3-2-4-1/h1-2H2 Y Key: ITXACGPMGJCSKF-UHFFFAOYSA-N Y InChI=1/C2H4S2/c1-3-2-4-1/h1-2H2 Key: ITXACGPMGJCSKF-UHFFFAOYAY
SMILES C1SCS1
Properties
Chemical formula	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). N  verify  (what is  YN ?) 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 bearing this functional group include the antibiotic Cefotetan and the pesticide Fosthietan. Desaurins are a type of 1,3-dithietanes with alkylidene groups attached to the two carbon atoms.

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.