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Chapter 13 Suggested solutions for Chapter 13 91 Problem 2 in the con of stability of the last in the of acid the to make esters made this OH o H Why is the one more stable then le other? If you were an ester with acid. which of the would you form and Purpose of the problem of of structure, particularly of Suggested solution positive charge on the lett-hand carion is over both orygen atoms the positive in the right-hand intermediate is localized as there no to be moved to the If it gives the more stable by protonation at oxygen but we can use other oxygen in the to show the delocalization. H o 0 Problem 3 we cerry out an ester exchange resction on a one molar solution RFOH as solvent with and let the reach will be the composition if the solvent alcohol in, 25M in Purpose of the problem at the estimation of equilibrium constants and assessment of their significance. solution esters are in equilibrium by the base-catalysed formation and decomposition of a intermediate. The details of the mechanisms are irrelevant to the equilibrium (as long as good mechanism). The two esters are about as stable as one another so the equilibrium will be close enough to 1. 0 + + OR² The equilibrium is K = 1