Kinetics and mechanism for the formation of three-, four-, and five-membered oxygen-containing heterocycles in the reaction of olefin epoxides with ?-, ?-, and ?-hydroxyalkyl sulfides

Exchange reaction of oxiranes with β-hydroxyalkyl sulfides, selenides,-amines, and-phosphines

“…In this system, a dynamic equilibrium is also established, K e" = 0.33, i.e., 1/K e" = Kr = 3.03, which is consistent with the value given above. 3 The time it takes to react to equilibrium decreases from 8--10 h at 140 ~ to 2 h at 180~ For an exchange reaction, this time depends substantially on the structure of the starting compounds. Under comparable conditions (150~ chlorobenzene as the solvent, oxirane and sulfide concentrations 2_0--3.0 and 2.0--3.0 tool L -I, respectively), equilibrium in the reaction of glycidyl phenyl ether with (]3-hydroxyethyl) (n-octyl) sulfide is attained in -50 rain.…”