Thiosulfonate

Class of chemical compounds
Structure of thiosulfonate ester.

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]

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. ^ a b c 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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Functional groups
Hydrocarbons
(only C and H)
Only carbon,
hydrogen,
and oxygen
(only C, H and O)
R-O-R
carbonyl
carboxy
Only one
element,
not being
carbon,
hydrogen,
or oxygen
(one element,
not C, H or O)
Nitrogen
Phosphorus
Sulfur
Boron
Selenium
Tellurium
Halo
Other


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