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The industrial preparation of phenol from cumene occurs in two steps.
Cumene (isopropylbenzene) undergoes aerial oxidation, in which oxygen attacks the benzylic carbon to form a hydroperoxide intermediate:
$$\mathrm{C_6H_5CH(CH_3)_2 \xrightarrow[\text{air}]{O_2} C_6H_5C(CH_3)_2OOH}$$
The intermediate formed is cumene hydroperoxide.
On treatment with dilute acid, cumene hydroperoxide undergoes cleavage to give phenol and acetone:
$$\mathrm{C_6H_5C(CH_3)_2OOH \xrightarrow{H^+} C_6H_5OH + (CH_3)_2CO}$$
Among the given structures:
• Option A represents phenyl acetate.
• Option B represents isopropyl phenyl ether.
• Option C represents cumene (starting material).
• Option D represents cumene hydroperoxide, containing the characteristic $$-OOH$$ group.
Hence, the intermediate formed during the oxidation of cumene is
$$\boxed{\text{Cumene hydroperoxide}}$$
Therefore, the correct answer is $$\boxed{\text{Option D}}$$.
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