Question

Among the following ethers, which one will produce methyl
alcohol on treatment with hot concentrated HI?
[2013]
(a) CH₃ - CH₂ - CH- O - CH₃
|
CH₃

CH₃
|
(b) CH₃ - C - O - CH₃
|
CH₃
(c) CH₃ - CH - CH₂ - O - CH₃
|
CH₃
(d) CH₃ – CH₂ – CH₂ – CH₂ – O – CH₃

Answer 1

Answer:

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Answer 2

Option B is the right answer.

Explanation:

• The reaction of an ether with hydrogen iodide reacts via the protonation and carbocation formation.

• Here the Proton of hydrogen iodide attacks the oxygen lone pair and forms an intermediate.

• This intermediate is released by formation of carbocation.

• Now the stability of carbocation varies as 3°>2°>1°.

• So the 3° carbocation is formed in the case of option B.

• The reaction process is attached below.

• This gives methyl alcohol and isobutyliodide.

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