Question: Phenol OH groups have an approximate pka of 10, while NaHCO3 (the conjugate acid of Na2CO3) has a pka of 10.3. This means the

Phenol OH groups have an approximate pka of 10, while NaHCO3 (the

Phenol OH groups have an approximate pka of 10, while NaHCO3 (the conjugate acid of Na2CO3) has a pka of 10.3. This means the phenol and it's conjugate base (phenoxide) should exist in equilibrium (1:1) in the basic solution; however, phenoxide is the major product of this reaction. What might account for this shift in equilibrium?

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