The pKa for 2-hydroxybenzoic acid (i.e. salicylic acid, used in pain relief and a precursor for aspirin) is 2.98, while the pKa for 3-hydroxybenzoic acid (found in castoreum, a scent- marking substance secreted by beavers) is 4.08. What does this difference in pKa tell us about the relative acidities of these two compounds?, Why is there such a significant difference? OH OH 2-hydroxybenzoic acid (pKa-2.98) OH OH 3-hydroxybenzoic acid (pK₁= 4.08)

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
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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The pka for 2-hydroxybenzoic acid (i.e. salicylic acid, used in pain relief and a precursor
for aspirin) is 2.98, while the pKa for 3-hydroxybenzoic acid (found in castoreum, a scent-
marking substance secreted by beavers) is 4.08. What does this difference in pK₂ tell us
about the relative acidities of these two compounds?, Why is there such a significant
difference?
OH
OH
2-hydroxybenzoic acid (pKa = 2.98)
OH
OH
3-hydroxybenzoic acid (pKa 4.08)
Transcribed Image Text:The pka for 2-hydroxybenzoic acid (i.e. salicylic acid, used in pain relief and a precursor for aspirin) is 2.98, while the pKa for 3-hydroxybenzoic acid (found in castoreum, a scent- marking substance secreted by beavers) is 4.08. What does this difference in pK₂ tell us about the relative acidities of these two compounds?, Why is there such a significant difference? OH OH 2-hydroxybenzoic acid (pKa = 2.98) OH OH 3-hydroxybenzoic acid (pKa 4.08)
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