1,3-Dithietane Explained

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]}

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

Notes and References

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