An aromatic ether is not cleaved by HI even a | vedclass

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(B) The cleavage of ethers by $HI$ involves the protonation of the ether oxygen followed by a nucleophilic attack by the iodide ion $(I^-)$.In diaryl

Vedclass · Accepted Answer

$C_6H_5OC_6H_5$

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(B) The cleavage of ethers by $HI$ involves the protonation of the ether oxygen followed by a nucleophilic attack by the iodide ion $(I^-)$.In diaryl ethers like $C_6H_5OC_6H_5$ (diphenyl ether),the lone pair of electrons on the oxygen atom is involved in resonance with both phenyl rings.This imparts a partial double bond character to the $C-O$ bonds,making them very strong and difficult to break.Additionally,the $sp^2$ hybridized carbon atoms of the phenyl rings are less susceptible to nucleophilic attack compared to $sp^3$ hybridized carbons.Therefore,$C_6H_5OC_6H_5$ is resistant to cleavage by $HI$ even at high temperatures.

An aromatic ether is not cleaved by $HI$ even at $525 \ K$. The compound is

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