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Among the following ethers, which one wi...

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

A

`CH_(3)-CH_(2)-underset(CH_(3))underset(|)(CH)-O-CH_(3)`

B

`CH_(3)-overset(CH_(3))overset(|)underset(CH_(3))underset(|)(C)-O-CH_(3)`

C

`CH_(3)-underset(CH_(3))underset(|)(CH)-CH_(2)-O-CH_(3)`

D

`CH_(3)-CH_(2)-CH_(2)-CH_(2)-O-CH_(3)`

Text Solution

Verified by Experts

The correct Answer is:
B

The ether, which give more stable carbocaiton, gives `CH_(3)OH` as one of product with concentrated `HI`. The order of stability of carbocations is `3^(@) gt 2^(@) gt 1^(@)`.
`CH_(3)-overset(CH_(3))overset(|)underset(CH_(3))underset(|)(C)-O-CH_(3)overset(HI)underset(S_(N)I)rarr underset("more stable "3^(@)" carbocation")(CH_(3)-overset(CH_(3))overset(|)underset(CH_(3))underset(|)(C^(+)))overset(HI)rarrCH_(3)-overset(CH_(3))overset(|)underset(CH_(3))underset(|)(C^(+))-I`
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