Problem

Phenol (shown below) has a pKa ≈ 10 a. Based on pKa data, is phenol a stronger...

Phenol (shown below) has a pKa ≈ 10

a. Based on pKa data, is phenol a stronger or weaker acid than an ordinary alcohol (e.g., CH3OH) or water?

b. Draw the conjugate base of phenol (called phenoxide) including all important resonance structures.

c. Construct an explanation for why phenol is a stronger acid than an ordinary alcohol. (You may want to consider first why phenoxide is lower in PE than methoxide (RO ) or hydroxide (HO).

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