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Dimethyl ether when heated with exces HI...

Dimethyl ether when heated with exces HI gives :

A

`CH_(3) I and CH_(3) OH`

B

`CH_(3) I and H_(2) O`

C

`C_(2) H_(6) +CH_(3) I and CH_(3) OH`

D

`CH_(3) I and HCHO`

Text Solution

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The correct Answer is:
To solve the question "Dimethyl ether when heated with excess HI gives:", we will follow these steps: ### Step 1: Identify the Reactants Dimethyl ether has the chemical formula \( CH_3OCH_3 \). When heated with excess hydroiodic acid (HI), we need to analyze the reaction that occurs. **Hint:** Recognize the structure of dimethyl ether and the components of hydroiodic acid. ### Step 2: Write the Reaction When dimethyl ether reacts with excess HI, it undergoes cleavage. The reaction can be represented as follows: \[ CH_3OCH_3 + HI \rightarrow CH_3I + CH_3OH \] **Hint:** Understand that HI provides iodine and protons, facilitating the breakdown of the ether. ### Step 3: Mechanism of the Reaction 1. The oxygen atom in dimethyl ether has lone pairs that can interact with the proton (H+) from HI. 2. This leads to the formation of a protonated ether (an oxonium ion). 3. The bond between the oxygen and one of the methyl groups breaks, resulting in the formation of methanol (CH3OH) and a methyl carbocation (CH3+). 4. The iodide ion (I-) from HI then attacks the carbocation, forming methyl iodide (CH3I). **Hint:** Focus on the role of the lone pairs on oxygen and the formation of carbocations. ### Step 4: By-products Formation Since we have excess HI, the methanol produced can further react with another molecule of HI: \[ CH_3OH + HI \rightarrow CH_3I + H_2O \] **Hint:** Consider that excess HI can lead to further reactions with the by-products formed. ### Step 5: Final Products The overall reaction can be summarized as: \[ 2 CH_3OCH_3 + 4 HI \rightarrow 2 CH_3I + 2 H_2O \] Thus, when dimethyl ether is heated with excess HI, the primary products are methyl iodide (CH3I) and water (H2O). **Final Answer:** Dimethyl ether when heated with excess HI gives methyl iodide (CH3I) and water (H2O). ### Summary of Steps: 1. Identify reactants (dimethyl ether and HI). 2. Write the reaction equation. 3. Explain the reaction mechanism. 4. Consider the formation of by-products. 5. Conclude with the final products.
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Knowledge Check

  • Diethyl ether when refluxed with excess of HI gives two molecules of ul((i)) . Ethers can be most commonly prepared by reaction of ul ((ii)) and ((III)) . The method is called ((IV)) (i),(ii) , (iii) and (IV) respectively are

    A
    ethyl iodide, sodium alkoxide, alkyl halide, Williamson's synothesis
    B
    ethanol, alcohol, alkyl halide , substitution
    C
    methyl iodide Grignards's reagent, alky halide. Williamson's synthesis
    D
    ethyl iodide, phenol ehtyl iodide, esterification
  • Diethyl ether on heating with excess of HI yields

    A
    `C_(2)H_(5)OH`
    B
    `C_(2)H_(5)I`
    C
    `C_(2)H_(4)`
    D
    `C_(2)H_(6)`
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