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In the reaction (CH(3))(3)C-O-CH(2)CH(...

In the reaction
`(CH_(3))_(3)C-O-CH_(2)CH_(3)+underset((1"mole"))(HI)overset(heat)(rarr)` the products formed is (are)

A

`(CH_(3))_(3)COH and CH_(3)CH_(2)l`

B

`(CH_(3))_(3)Cl and CH_(3)CH_(2)I`

C

`(CH_(3))_(3)CI and CH_(3)CH_(2)OH`

D

`(CH_(3))_(3)C-underset(H)underset(|)overset(+)(O)-CH_(2)CH_(2)CH_(3)I^(-)`

Text Solution

Verified by Experts

The correct Answer is:
D

When the substrate is an ethyl `t-`alkyl ether, the products are `t-RI` and `EtOH`. This can be esplained by an `S_(N)1` mechanism, the carbocation produced being the tertiary carbocation since this type is more stable than a primary or secondary carbocation.
`(CH_(3))_(3)C-O-CH_(2)CH_(3)overset(HI)(rarr)(CH_(3))_(3)Cl+CH_(3)CH_(2)OH`
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