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CH(3)OC(2)H(5) and (CH(3))(3)COCH(3) are...

`CH_(3)OC_(2)H_(5)` and `(CH_(3))_(3)COCH_(3)` are treated with hydroiodic acid. The fragments after reaction obtained are

A

`CH_(3)I+C_(2)H_(5)OH,(CH_(3))_(3)C-I+CH_(3)OH`

B

`CH_(3)OH+C_(2)H_(5)I,(CH_(3))_(3)C-I+CH_(3)OH`

C

`CH_(3)OH+C_(2)H_(5)I,(CH_(3))_(3)C-OH+CH_(3)I`

D

`CH_(3)I+C_(2)H_(5)OH,CH_(3)I+(CH_(3))_(3)C-OH.`

Text Solution

Verified by Experts

The correct Answer is:
A

In `CH_(3)OC_(2)H_(5)`. Attack of `I^(-)` ion occurs at `CH_(3)` group giving `CH_(3)I and C_(2)H_(5)OH.` However, in `(CH_(3))_(3)COCH_(3),` the reaction proceeds by `S_(N^(1))` mechanism and `I^(-)` ion attack more stble `(CH_(3))_(3)C^(+)` ion giving `(CH_(3))_(3)CI and CH_(3)OH`. For more details , consult section 12.
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