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Home/Practice questions/Chemistry
ChemistryOrganic: Alcohols, Phenols and Ethers

When an ether is protonated by a strong acid such as concentrated HI,…

When an ether is protonated by a strong acid such as concentrated HI, what is the ion formed called?

Answer & explanation+

Correct answer: option 1

The correct answer is Option (1) → Oxonium ion

The oxygen atom of an ether uses one lone pair to accept a proton from HI. The ion formed has a positively charged oxygen carrying three groups, an oxonium ion; for ethoxyethane:

    \( \displaystyle \ce{C2H5-O-C2H5 + HI -> (C2H5)2OH^+ + I^-} \)

NCERT (2026-27 edition):
7.6.3 Chemical Reactions – “The reaction of an ether with concentrated HI starts with protonation of ether molecule.”

“Iodide is a good nucleophile. It attacks the least substituted carbon of the oxonium ion formed in step 1 and displaces an alcohol molecule by SN2 mechanism.”

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