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In the reaction CH(3)overset(CH(3))ove...

In the reaction
`CH_(3)overset(CH_(3))overset(|)(C )H-CH_(2)-O-CH_(2)CH_(3)+HIoverset(Heated)(rarr)`
Which of the following compounds will be formed?

A

`CH_(3)-overset(CH_(3))overset("| ")"CH"-CH_(2)I+CH_(3)CH_(2)OH`

B

`CH_(3)-underset(CH_(3))underset("| ")"CH"-CH_(3)+CH_(3)CH_(2)OH`

C

`CH_(3)-underset(CH_(3))underset("| ")"CH"-CH_(2)OH+CH_(3)-CH_(3)`

D

`CH_(3)-overset(CH_(3))overset("| ")"CH"-CH_(2)OH+CH_(3)CH_(2)I`

Text Solution

Verified by Experts

The correct Answer is:
D
When conc. HI or HBr react with mixed ether, the halogen atom attaches to the smaller alkyl group due to steric effect.
`CH_(3)-overset(CH_(3))overset("| ")"CH"-CH_(2)-O-CH_(2)-CH_(3)+HI overset(Delta)rarr CH_(3)-overset(CH_(3))overset("| ")"CH"-CH_(2)OH+CH_(3)CH_(2)I`
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