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Question

In the reaction CH3CH3|CHCH2OCH2CH3+heatedHI..........

Which of the following compounds will be formed?


A

CH3CH3|CHCH2OH+CH3CH2I

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B

CH3CH3|CHCH2I+CH3CH2OH

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C

Nearly equal yields of the compounds in the above options.

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D

None of the above

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Solution

The correct option is A

CH3CH3|CHCH2OH+CH3CH2I


After the protonation, the nucleophile - Iominus - can attack either of the two carbons attached to the oxygen atom of the now-protonated oxonium ion. But SN2 like nucleophilic attack is much more feasible at the less-hindered carbon.


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