Alcohols Phenols and EthershardMCQ MULTIPLE

The Dow process converts chlorobenzene to phenol. Which of the following statements justify the extrAlcohols Phenols and Ethers Chemistry Question

Question

The Dow process converts chlorobenzene to phenol. Which of the following statements justify the extreme reaction conditions required for this transformation?

Answer: A,B,C

💡 Solution & Explanation

The lone pairs on chlorine participate in resonance with the benzene ring, imparting partial double bond character to the $C-Cl$ bond, making it shorter and stronger. Furthermore, the $sp^2$ carbon is more electronegative, making the bond harder to break. Therefore, extreme conditions are necessary to force the normally unfavorable nucleophilic aromatic substitution.

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