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Question: Answered & Verified by Expert
Among the following ethers, which one will produce methyl alcohol on treatment with hot concentrated HI?
ChemistryAlcohols Phenols and EthersNEET
Options:
  • A CH3-CH2-CH(CH3)-O-CH3
  • B (CH3)3C-O-CH3
  • C (CH3)2CH-CH2-O-CH3
  • D CH3-CH2-CH2-CH2-O-CH3
Solution:
1586 Upvotes Verified Answer
The correct answer is: (CH3)3C-O-CH3

In in this reaction a stable tertiary carbocation is possible so SN1 mechanism is used and I- in SN1 is taken with stable carbocation.
In rest other options SN2 mechanism will be used as stable carbocations are not possible hence I- goes with CH3 group to give CH3I and respective alcohols.

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