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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 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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