Thiosulfonate

Thiosulfonates are organosulfur compounds with the formula RSO2SR'. Thiosulfonate esters are produced by oxidation of disulfides or the nucleophilic attack of thiolates on organosulfonyl halides.[1]

Not to be confused with Sulfonyl group.

Alkali metal thiosulfonates are the conjugate base of thiosulfuric acid. They are prepared by the reaction of organosulfonyl chlorides with sources of sulfide.[1][2]

Oxidation with mCPBA gives disulfones.[1]

See also
  • Bunte salts are related organosulfur compounds with the formula RSSO3−
  • Thiosulfinate a structurally analogous functional group in a lower oxidation state, with the formula RSS(O)R

References
  1. Zefirov, Nikolai S.; Zyk, Nikolai V.; Beloglazkina, Elena K.; Kutateladze, Andrei G. (1993). "Thiosulfonates: Synthesis, Reactions and Practical Applications". Sulfur Reports. 14: 223–240. doi:10.1080/01961779308055018.
  2. R. B. Woodward; I. J. Pachter; Monte L. Scheinbaum (1974). "Trimethylene Dithiotosylate And Ethylene Dithiotosylate". Org. Synth. 54: 33. doi:10.15227/orgsyn.054.0033.


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