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- W1539969861 abstract "S-Alkyl dithiocarbonates (xanthates) of alkanols containing strained σ bonds underwent rearrangement to S, S-dialkyl dithiocarbonates, catalyzed by phenolic compounds. The reaction followed first-order kinetics and the rates were affected by the acidity of the phenols. The rate contants are proportional to the square of the concentration of phenol.The modified intermediate neglect of differential overlap (MINDO/3) geometry optimization indicates that S, S-dialkyl dithiocarbonate is ca. 9 kcal/mol more stable than O, S-dialkyl xanthate. The thione-thiol rearrangement and sulfide formation reactions were analyzed by MO simulations. The experimental results can be well reproduced by the MINDO/3 method rather than the modified neglect of diatomic overlap (MNDO) method. Based on these data, the reaction mechanism is discussed." @default.
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- W1539969861 date "1992-01-01" @default.
- W1539969861 modified "2023-09-23" @default.
- W1539969861 title "Phenol-Catalyzed Thione-Thiol Rearrangement of Xanthates and Modified Intermediate Neglect of Differential Overlap(MINDO/3) Analysis of the Reaction Mechanism." @default.
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- W1539969861 doi "https://doi.org/10.1248/cpb.40.2654" @default.
- W1539969861 hasPublicationYear "1992" @default.
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