The rates of proton abstraction and carbanion protonation have been measured for the title compounds in methanolic dimethyl sulphoxide and, where possible, in aqueous dimethyl sulphoxide solutions. These data allow estimates of their pKa values in water to be made, and provide a revised value for the pKa of 4-nitrotoluene in dimethyl sulphoxide solution.
J. Lelievre, P. G. Farrell and F. Terrier, J. Chem. Soc., Perkin Trans. 2, 1986, 333 DOI: 10.1039/P29860000333
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