The selectivity of a chemical reaction is related to the effective utilization of raw materials as well as the cleanliness and economy of the process. Herein, it has been first proposed to synthesize tetraethyl thiuram disulfide (TETD) with sodium bicarbonate as the pH regulator with a reaction selectivity of ∼100%. The existence of a reaction intermediate, a sodium salt of diethyl dithiocarbamoylsulfenic acid (NaEtDTCS), has been proved by experiments and theoretical calculations. The results indicate that TETD can not only be generated from NaEtDTCS oxidized by HO directly, but also from the conjugation of NaEtDTC and NaEtDTCS generated in the first stage of oxidation meanwhile. Accordingly, an oxidation reaction pathway has been proposed. The reaction selectivity with NaHCO or CO as the pH regulator has been compared, and the selectivity control mechanism is discussed. At relatively higher pH values with NaHCO as the pH regulator, peroxidation could be almost avoided.
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| http://dx.doi.org/10.1021/acsomega.0c02707 | DOI Listing |
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