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CH(3)OC(2)H(5) and (CH(3))(3)COCH(3) are...

`CH_(3)OC_(2)H_(5)` and `(CH_(3))_(3)COCH_(3)` are treated with hydroiodic acid. The fragments after reaction obtained are

A

`CH_(3)I+HOC_(2)H_(5), (CH_(3))_(3)C-I+HOCH_(3)`

B

`CH_(3)OH+C_(2)H_(5)I, (CH_(3))_(3)Cl+HOCH_(3)`

C

`CH_(3)OH+C_(2)H_(5), (CH_(3))_(3)C-OH+CH_(3)I`

D

`CH_(3)I+HOC_(2)H_(5), CH_(3)I+(CH_(3))_(3)-C-OH`.

Text Solution

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The correct Answer is:
To solve the problem, we need to analyze the reactions of the two ethers with hydroiodic acid (HI) and determine the fragments produced after the reaction. ### Step-by-Step Solution: 1. **Identify the Ethers**: - The first ether is **ethyl methyl ether**: \( CH_3OC_2H_5 \). - The second ether is **tert-butyl methyl ether**: \( (CH_3)_3COCH_3 \). 2. **Reaction of Ethyl Methyl Ether with HI**: - Ethyl methyl ether reacts with hydroiodic acid (HI). - The reaction proceeds via an **SN2 mechanism** because the ether has a primary (ethyl) and a methyl group. - The iodide ion (I⁻) will attack the less hindered methyl group (due to steric hindrance from the ethyl group). - The products formed are: - Methyl iodide (\( CH_3I \)) - Ethanol (\( C_2H_5OH \)) 3. **Reaction of Tert-Butyl Methyl Ether with HI**: - Tert-butyl methyl ether reacts with hydroiodic acid (HI). - This reaction proceeds via an **SN1 mechanism** because the ether contains a tertiary alkyl group (tert-butyl). - The ether bond breaks, forming a stable tertiary carbocation. - The iodide ion (I⁻) will then attack the carbocation. - The products formed are: - Tertiary butyl iodide (\( (CH_3)_3CI \)) - Methanol (\( CH_3OH \)) 4. **Summarizing the Fragments**: - From the first ether \( CH_3OC_2H_5 \), we get: - \( CH_3I \) (Methyl iodide) - \( C_2H_5OH \) (Ethanol) - From the second ether \( (CH_3)_3COCH_3 \), we get: - \( (CH_3)_3CI \) (Tertiary butyl iodide) - \( CH_3OH \) (Methanol) 5. **Final Answer**: - The fragments obtained after the reaction of \( CH_3OC_2H_5 \) and \( (CH_3)_3COCH_3 \) with hydroiodic acid are: - \( CH_3I \), \( C_2H_5OH \), \( (CH_3)_3CI \), and \( CH_3OH \).

To solve the problem, we need to analyze the reactions of the two ethers with hydroiodic acid (HI) and determine the fragments produced after the reaction. ### Step-by-Step Solution: 1. **Identify the Ethers**: - The first ether is **ethyl methyl ether**: \( CH_3OC_2H_5 \). - The second ether is **tert-butyl methyl ether**: \( (CH_3)_3COCH_3 \). ...
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