34898-75-4Relevant academic research and scientific papers
Dioxirane formation in ozonolysis of E- and Z-1,2-dimethoxy-1,2-diphenylethene
Kopecky, Karl R.,Xie, Yu,Molina, Jose
, p. 272 - 274 (2007/10/02)
Addition of ozone to E- and Z-1,2-dimethoxy-1,2-diphenylethene, E- or Z-1, in inert solvents results in formation of ca 1 mole of methyl benzoate, ca 0.5 and ca 0.1 mole of the corresponding oxiranes 2 and dioxetanes 3, respectively, and 0.03 mole of 3,6-dimethoxy-3,6-diphenyl-1,2,4,5-tetroxane 4 at -20 deg C.Product distributions vary with starting material, initial concentration, extent of reaction, and temperature.At -70 deg C ca 0.3 mole of trans-2 and 0.2 mole of cis- and trans-4 are formed from E-1.Addition of E- or Z-1 to solutions of excess ozone results in formation of up to 0.7 mole of (methoxy)phenyldioxirane 5, which is a strong, stereospecific epoxidizing agent.
