Dicarboxylic acids have two pKa's. For maleic acid (cis-2-butenedioic acid) these are pka¹ = 2.0, and pKå² = 6.3 For fumaric acid (trans-2-butenedioic acid) these are pK₂¹ = 3.0, and pk₂² = 4.5 Which factor best explains why the cis-isomer has a smaller pK₂¹ and a larger pK₂² than the trans-isomer? 2 a. Intramolecular dipole repulsion b. Intramolecular steric hindrance c. Selective solvation in water O d. Intramolecular hydrogen bonding
Dicarboxylic acids have two pKa's. For maleic acid (cis-2-butenedioic acid) these are pka¹ = 2.0, and pKå² = 6.3 For fumaric acid (trans-2-butenedioic acid) these are pK₂¹ = 3.0, and pk₂² = 4.5 Which factor best explains why the cis-isomer has a smaller pK₂¹ and a larger pK₂² than the trans-isomer? 2 a. Intramolecular dipole repulsion b. Intramolecular steric hindrance c. Selective solvation in water O d. Intramolecular hydrogen bonding
Chapter20: Carboxylic Acids And Nitriles
Section20.4: Substituent Effects On Acidity
Problem 7P: Dicarboxylic acids have two dissociation constants, one for the initial dissociation into a...
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