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

Options

A. `CH_(3)-CH_(2)-CH_(2)-CH_(2)-O-CH_(3)`
B. `CH_(3)-CH_(2)-underset(CH_(3))underset(|)CH-O-CH_(3)`
C. `CH_(3)- overset(CH_(3))overset(|)underset(CH_(3))underset(|)C-O-CH_(3)`
D. `CH_(3) - underset(CH_(3))underset(|)CH-CH_(2) - O -CH_(2)`

Answer

C

Explanation

The ether which gives more stable carbocation gives `CH_(3)OH` as one of the product with hot concentrated HI. The order of stability of carbocation is `3^(@) gt 2^(@) gt 1^(@)`
Thus, `CH_(3) - overset(CH_(3)) overset(|)underset(CH_(3))underset(|)C-O CH_(3)` gives `CH_(3)OH` as one of the product.
The reaction proceeds as: