tert-Butyl methyl ether on heating with HI gives a mixture of

Options

A. tert-butyl alcohol and methyl iodide
B. tert-butyl iodide and methanol
C. isobutylene and methyl iodide
D. isobutylenne and methanol.

Answer

To solve the problem of what tert-butyl methyl ether produces when heated with HI, we can break down the reaction step by step.

### Step-by-Step Solution:

1. **Identify the Reactants**:
- The reactant is tert-butyl methyl ether (C4H9OCH3) and it is being heated with hydroiodic acid (HI).

2. **Protonation of Ether**:
- When tert-butyl methyl ether is heated with HI, the ether oxygen atom gets protonated by the hydrogen ion (H+) from HI. This makes the ether more reactive.

3. **Formation of Carbocation**:
- After protonation, the bond between the oxygen and the carbon atom of the tert-butyl group becomes weaker. The iodide ion (I-) from HI can now attack the carbon atom. Since the tert-butyl group is tertiary, it will form a tertiary carbocation (C4H9+).

4. **Nucleophilic Attack**:
- The iodide ion (I-) will attack the tertiary carbocation. This is because the tertiary carbocation is more stable and favors an SN1 mechanism, where the nucleophile attacks after the carbocation formation.

5. **Products Formation**:
- The attack of I- on the tertiary carbocation leads to the formation of tert-butyl iodide (C4H9I) and methanol (CH3OH) as the other product.

### Final Products:
- The final products of the reaction are tert-butyl iodide and methanol.

### Conclusion:
- Therefore, when tert-butyl methyl ether is heated with HI, it gives a mixture of tert-butyl iodide and methanol.