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- W2073023908 abstract "The relative rates of nucleophilic substitution (SN2) of alkyl halides by aromatic thiolates ArS– and aryldisulphide ions ArS2– have been studied in dimethylacetamide by UV–visible spectrophotometry for Ar = 4-nitrophenyl (1), 2-nitrophenyl (2), and 8-quinolyl (3). Rate constants are relative to the rate constants for benzenethiolate ions (4), studied as reference. With Ar =(1), the reaction rate for disulphide ions is ten times higher than that for monosulphide ions stabilized by the elevated delocalization of their charge. With Ar =(2) and (3), the reactivity of disulphide ions is higher than that of the corresponding thiolates. Our study is consistent with the uncomplicated introduction of a disulphide bond into various substrates from aryldisulphide ions stabilized in aprotic dipolar media." @default.
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- W2073023908 date "1990-01-01" @default.
- W2073023908 modified "2023-09-25" @default.
- W2073023908 title "Relative nucleophilicities of aryldisulphide and thiolate ions in dimethylacetamide estimated from their reaction rates with alkyl halides" @default.
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- W2073023908 doi "https://doi.org/10.1039/p29900001421" @default.
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