147848-85-9Relevant articles and documents
Chemical Reactivity of Oxidation Products of the Dithiolanylidenemalonate Fungicide, Isoprothiolane
Ikeda, Yukari,Ishibashi, Fumito,Shiotsuki, Takahiro,Kuwano, Eiichi,Eto, Morifusa
, p. 288 - 293 (2007/10/02)
Diisopropyl dithiolanylidenemalonate (isoprothiolane) was oxidized with m-chloroperbenzoic acid to give a monosulfoxide, disulfoxide, and disulfone.The monosulfide was subjected to addition reactions with such nucleophiles as methanol, thiols, and amines at the thioacetal carbon to open the dithiolane ring, affording a thiosulfinate, sulfinate and disulfide.The presence of a small amount of sodium carbonate accelerated the reactions and, moreover, reformed isoprothiolane from the ring-opened addition products.The further oxidation products were transformed into dithianes by reacting with nucleophiles.Isoprothiolane monosulfoxide inhibited alcohol dehydrogenase, an SH enzyme.