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Alcohols, Phenols and Ethers
Reactions of Ethers – Cleavage by HI
2 questions from 2 papers, each with its answer.
- questions
- 2
- papers
- 2
- years asked, 2017–2026
- 2 of 10
- of Alcohols, Phenols and Ethers
- 3.08%
Appears in
Concepts tested
- cleavage of anisole with HI
- SN1 cleavage of benzyl aryl ether
All Questions
2023 1 question
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Consider the following reaction
Identify products A and BThe ether cleaves by an SN1 path through a benzylic carbocation.
Reaction follows SN1 pathway involving Benzylic carbocation. [add image]
2020 1 question
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Anisole on cleavage with HI gives:$C_6H_5-O-CH_3 + HI \rightarrow C_6H_5OH + CH_3I$ The ether oxygen is protonated; $I^-$ attacks the methyl carbon ($S_N2$), because the aryl C–O bond has partial double bond character and phenyl cation formation is unfavourable. So the products are phenol and methyl iodide.