Among the following ethers, which one will produce methyl alcohol on treatment with hot concentrated HI?

Question

Among the following ethers, which one will produce methyl alcohol on treatment with hot concentrated HI? (A) CH3-CH2-CH(.CH3.)-O-CH3 (B) ( CH 3)3 C - O - CH 3 (C) ( CH 3)2 CH - CH 2- O - CH 3 (D) CH3-CH2-CH2-CH2-O-CH3

Tardigrade Admin · Accepted Answer

<img class="img-fluid question-image" alt="Solution" src="https://cdn.tardigrade.in/q/nta/c-udvnbh0ygqft.png" /> 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.

Q. Among the following ethers, which one will produce methyl alcohol on treatment with hot concentrated HI?

$C H_{3} - C H_{2} - C H (C H_{3}) - O - C H_{3}$

$(C H_{3})_{3} C - O - C H_{3}$

$(C H_{3})_{2} C H - C H_{2} - O - C H_{3}$

$C H_{3} - C H_{2} - C H_{2} - C H_{2} - O - C H_{3}$

Q. Among the following ethers, which one will produce methyl alcohol on treatment with hot concentrated HI?

CH3​−CH2​−CH(CH3​)−O−CH3​

(CH3​)3​C−O−CH3​

(CH3​)2​CH−CH2​−O−CH3​

CH3​−CH2​−CH2​−CH2​−O−CH3​

$C H_{3} - C H_{2} - C H (C H_{3}) - O - C H_{3}$

$(C H_{3})_{3} C - O - C H_{3}$

$(C H_{3})_{2} C H - C H_{2} - O - C H_{3}$

$C H_{3} - C H_{2} - C H_{2} - C H_{2} - O - C H_{3}$