Abstract
The acid dissociation constants of some 3-substituted thiophen-2-carboxylic acids (I; X = OMe, Me, SMe, H, I, Br, SOMe, or SO2Me) in water, at 25 °, have been measured. The data obtained furnish a good linear free energy relationship of the Yukawa–Tsuno type (ρ+1.34, r+ 0.57, R 0.996) emphasizing the large difference, probably linked to the geometry of the five-membered ring, from the situation observed for ortho-substituted benzoic acids. A ρ2,3/ρ2,5 ratio higher than unity (1.37) has been observed.
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Schedule a callMore From: Journal of the Chemical Society, Perkin Transactions 2
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