In the industrial production of phenol via Dow's process, chlorobenzene is fused with to yield a phe — Alcohols Phenols and Ethers Chemistry Question
Question
In the industrial production of phenol via Dow's process, chlorobenzene is fused with $NaOH$ to yield a phenoxide intermediate. What are the specific extreme conditions required to force this nucleophilic aromatic substitution?
Answer: C
💡 Solution & Explanation
Due to the partial double bond character of the $C-Cl$ bond in chlorobenzene (arising from resonance), it is highly resistant to standard nucleophilic substitution. Dow's process requires extreme conditions: heating with $NaOH$ at approximately $623\text{ K}$ ($350^\circ\text{C}$) under $300\text{ atm}$ pressure to form sodium phenoxide, which is subsequently acidified.
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