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Question
Among the following ethers, which one will produce methyl alcohol on treatment with hot HI?
Among the following ethers, which one will produce methyl alcohol on treatment with hot HI?
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Solution
The correct option is B
Ethers can be reactive under drastic reaction conditions (high temperature, high concentration) due to the cleavage of the C-O bond.
When alkyl part of ether has a tertiary group, the reaction goes by SN1 reaction.
In first step, protonation of ether group occurs and then the positive charge shift to the tertiary carbocation due to its high stability. Then, the I− will attack the carbocation to form alkyl iodide.
Since, option (b) compound has a tertiary alkyl part and a methyl part. So, the product will be tert-butyliodide and methanol.
Ethers can be reactive under drastic reaction conditions (high temperature, high concentration) due to the cleavage of the C-O bond.
When alkyl part of ether has a tertiary group, the reaction goes by SN1 reaction.
In first step, protonation of ether group occurs and then the positive charge shift to the tertiary carbocation due to its high stability. Then, the I− will attack the carbocation to form alkyl iodide.
Since, option (b) compound has a tertiary alkyl part and a methyl part. So, the product will be tert-butyliodide and methanol.
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