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Is irreversible and, in anaerobic environments, will disproportionate to yield more stable sulfur species from HS− to SO42−.ĭecomposition products were dependent on concentrations of molecular oxygen. In strongly basic media, decomposition of the dioxides to yield sulfoxylate (SO22−, HSO2−) Radical formation in these decompositions was confirmed by electron The highly reducing sulfur species in one-electron steps, thus opening up a cascade of possibly genotoxic reactive oxygen species,Ĭommencing with the superoxide anion radical. In aerobic conditions, molecular oxygen is a sufficient and efficient oxidant that can oxidize, at diffusion-controlled limits, Sulfur moiety leaving groups are highly unstable, reducing, and rapidly oxidized to S(IV) as hydrogen sulfite in the presence of Solvents through a nucleophilic attack on the positively disposed carbon center, followed by cleavage of the C−S bond. All three areĬharacterized by long and weak C−S bonds that are easily cleaved in polar Negative charge delocalized over the two oxygen atoms. Three were stable in acidic media and existed as zwitterions with the positiveĬharge spread out on the 4-electron 3-center N−C−N skeleton and the Respect to their decompositions and hydrolyses in basic aqueous media. School of Chemistry and Physics, University of KwaZulu-Natal, Westville Campus, Durban 4014, South AfricaĪBSTRACT: Dioxides of methylthiourea (methylaminoiminomethanesulfinic acid, MAIMSA) and dimethylthiourea (dimethylaminoiminomethanesulfinic acid, DMAIMSA) were synthesized and, together with thioureaĭioxide (aminoiminomethanesulfinic acid, AIMSA), were studied with Simoyi*,†,‡ĭepartment of Chemistry, Portland State University, Portland, Oregon 97207-0751, United States Kayode Morakinyo,† Adenike Otoikhian,† Tinashe Ruwona,† and Reuben H. Aslabban,† Risikat Ajibola Adigun,† William DeBenedetti,† Wilbes Mbiya,† Morgen Mhike,†

Substituted Thiourea Oxoacids: Decompositions and Hydrolyses of Detailed Mechanistic Studies into the Reactivities of Thiourea and