Organic Chemistry · Chapter 5: Alcohols

Question

Treatment of phenols with ____ produces compounds called quinones.

Answer

Treatment of phenols with oxidizing agents produces compounds called quinones.
Treatment of phenols with oxidizing agents produces compounds called quinones .
Note ↓: Phenol is a very weak acid and the position of equilibrium lies well to the left. Phenol can lose a hydrogen ion because the phenoxide ion formed is stabilised to some extent. The negative charge on the oxygen atom, resulting from loss of hydrogen, is delocalised around the ring. The more stable the ion is, the more likely it is to form.
Figure ↓: Phenols have pKa values that range from 8 to 10. Even though they are less acidic than carboxylic acids (pKa = 3–5), they are stronger than alkanols (pKa = 16–18). The reason is resonance: The negative charge in the conjugate base, called the phenoxide ion, is stabilized by delocalization into the ring. Phenols are acidic because the corresponding anions are resonance stabilized.

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