The nucleophilic aromatic substitution () of chlorobenzene in Dow's process requires extremely harsh — Alcohols Phenols and Ethers Chemistry Question
Question
The nucleophilic aromatic substitution ($S_NAr$) of chlorobenzene in Dow's process requires extremely harsh conditions. Which highly unstable, reactive intermediate is formed during this elimination-addition pathway?
Answer: B
💡 Solution & Explanation
Dow's process proceeds via an elimination-addition mechanism. The strong base removes an ortho-proton and expels the chloride ion, forming a highly unstable benzyne intermediate (a benzene ring with a formal triple bond), which is then rapidly attacked by hydroxide.
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