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submitted on 17.08.2020 and posted on 19.08.2020by Robert Wethman, Joseph Derosa, Van Tran, Taeho Kang, Omar Apolinar, Anuji Abraham, Roman Kleinmans, Steven Wisniewski, John Coombs, Keary Engle
The decomposition of primary sodium alkoxide salts under ambient storage conditions and the effects of this phenomenon on commonly employed transition-metal-catalyzed cross-coupling reactions are described. By utilizing NMR, IR, and Raman spectroscopy, along with a modified Karl Fischer analysis, the main inorganic degradants were characterized, and CO2 in the air was found to be a critical reactant within the decomposition process. The effects of storage conditions on decomposition were evaluated, and the preliminary experiments to understand the kinetics of this process were performed.