36589-56-7Relevant academic research and scientific papers
ORGANIC SULFUR MECHANISM. 27. A REEXAMINATION OF THE REACTION OF THIIRANE 1,1-DIOXIDE WITH AQUEOUS HYDROXIDE
King, James Frederick,Hillhouse, John Henry,Khemani, Kishan Chand
, p. 1 - 5 (2007/10/02)
Reaction of thiirane 1,1-dioxide (1) with aqueous barium hydroxide gives chiefly barium ethansulfonate (3) together with some ethylene and barium sulfite, and only a small amount (5percent) of barium 2-hydroxyethanesulfinate (2), the material previously described by Hesse at al. as the major product of this reaction.Reaction of 1 with potassium hydroxide proceeds analogously except for the formation of barium 2-sulfinatoethanesulfonate (6) from reaction of potassium sulfite with unreacted 1.This revision, when taken with what is already known of the final step of the Ramberg-Baecklund reaction, provides a consistent picture of the reaction of thiirane 1,1-dioxides with hydroxide.For this reaction we suggest a common intermediate with a pentacoordinated sulfur for formation of both the sulfonate anion and the olefin, though an attempt to confirm the existence of such a species using H2(18)O was unsuccessful.
