Question

Phenol on oxidation in air gives:
A. Quinone
B. Catechol
C. Resorcinol
D. o-cresol

Answer 1

Hint: Phenol is an aromatic compound having a hydroxyl group $\left( { - {\text{OH}}} \right)$ attached to the aromatic ring. The hydroxyl group is an electron-donating substituent. Oxidation of phenol in air means reaction of phenol with ${{\text{O}}_{\text{2}}}$.

Complete step by step answer:
Phenol is an aromatic compound having a hydroxyl group $\left( { - {\text{OH}}} \right)$ attached to the aromatic ring. The hydroxyl group is an electron-donating substituent. As an electron-donating substituent is attached, the nucleophilic character of the aromatic ring increases.
Thus, the oxidation of phenol in air is as follows:

During oxidation of phenol in air, quinone (1,4-benzoquinone) is produced.

So, the correct answer is Option A.

Additional Information:
Catechol is dihydroxybenzene. Oxidation of catechol in air also produces quinone (1,2-benzoquinone). The oxidation of catechol in air is as follows:

Note:
Quinones are oxidative derivatives of phenols. Quinones are not aromatic in nature as its bond lengths are different. The carbonyl $\left( {{\text{C}} = {\text{O}}} \right)$ bonds in quinone are always double bonds and the carbon-carbon bonds \[\left( {{\text{C}} - {\text{C}}} \right)\] next to the carbonyl bonds are always single bonds. Quinones are not aromatic but they are conjugated.
Phenol when stored in air turns pink in color. Because when stored in air phenol oxidized to quinone. The color of quinone is pink.