Solvolysis of 2-(trifluoromethyl)-2-propyl trifluoromethanesulfonate. Solvent, salt, and. beta.-deuterium isotope effects. Substituent effect of a strongly deactivating …
MP Jansen, KM Koshy, NN Mangru…
Index: Jansen, Michael P.; Koshy, Kalavelil M.; Mangru, Nevindra N.; Tidwell, Thomas T. Journal of the American Chemical Society, 1981 , vol. 103, # 13 p. 3863 - 3867
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Citation Number: 20
Abstract
Abstract: Solvolysis rates of 2-(trifluoromethyl)-2-propyl trifluoromethanesulfonate (2c) in a variety of solvents did not show a correlation with rates for 2-adamantyl tosylate in the same solvents. The effect of added salts on the rates of 2c and 2-propyl tosylate in 80% EtOH was very similar, with significant rate increases for nucleophilic/basic salts. Methyl CD, isotope effects on the rate of 2c in three solvents showed average values k (d0)/k (d3)= 1.78 and k ...
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