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Methy-tert-buty-ether on heating with H...

Methy`-`tert-buty`-ether` on heating with `HI` of one molar concentration gives

A

`CH_(3) I + (CH_(3))_(3) COH`

B

`CH_(3) OH + (CH_(3)) _(3) Cl`

C

`CH_(3) I + (CH_(3))_(3) CI`

D

None of the above

Text Solution

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The correct Answer is:
To solve the problem of what methyl tert-butyl ether gives when heated with HI of one molar concentration, we can follow these steps: ### Step-by-Step Solution: 1. **Identify the Structure of Methyl Tert-Butyl Ether**: - The structure of methyl tert-butyl ether can be represented as: \[ \text{CH}_3\text{-O-}\text{C}(\text{CH}_3)_3 \] - This means it has a methyl group (CH3) attached to an oxygen (O), which is then attached to a tert-butyl group (C(CH3)3). 2. **Reaction with HI**: - When methyl tert-butyl ether is heated with HI, the ether undergoes cleavage. HI is a strong acid and can protonate the ether oxygen. - The oxygen atom in the ether has lone pairs and can accept a proton (H+) from HI, leading to the formation of an oxonium ion: \[ \text{CH}_3\text{-O}^+\text{-C}(\text{CH}_3)_3 \] 3. **Formation of Carbocation**: - The protonated ether can then lead to the formation of a carbocation. The bond between the oxygen and the tert-butyl group will break, resulting in a tert-butyl carbocation and methanol: \[ \text{CH}_3\text{-OH} + \text{C}(\text{CH}_3)_3^+ \] 4. **Nucleophilic Attack by Iodide Ion**: - The iodide ion (I-) from HI can now attack the carbocation formed. This leads to the formation of tert-butyl iodide: \[ \text{C}(\text{CH}_3)_3\text{-I} \] 5. **Final Products**: - The final products of the reaction are: - Methanol (CH3OH) - Tert-butyl iodide (C(CH3)3I) ### Conclusion: When methyl tert-butyl ether is heated with 1 M HI, it produces methanol and tert-butyl iodide.
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Knowledge Check

  • 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)`
  • A hydrocarbon C_(8)H_(14) consumes only one mole of H_(2) on catalytic hydrogenation. The hydrocarbon when heated with hot and concentrated alkaline KMnO_(4) gives cyclohexanone and acetic acid (after acidification). The hydrocarbon is :

    A
    1-ethylcyclohexane
    B
    1, 2-dimethylcyclohexene
    C
    ethylidenecyclohexane
    D
    cyclohexylethene
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