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Question

Assertion :Tert-butyl methyl ether on treatment with HI at 100oC gives a mixture of methyl iodide and tert-butyl alcohol. Reason: This reaction occur via SN2 mechanism.

A
Both Assertion and Reason are correct and Reason is the correct explanation for Assertion
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B
Both Assertion and Reason are correct but Reason is not the correct explanation for Assertion
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C
Assertion is correct but Reason is incorrect
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D
Both Assertion and Reason are incorrect
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Solution

The correct option is D Both Assertion and Reason are incorrect
Tert-butyl methyl ether on treatment with HI 100oC gives a mixture of methyl alcohol and tert-butyl iodide. As tert butyl is a bulky group nuclephile gets hindered and SN2 reaction cannot take place.

As the stable tertiary carbocation formed so the SN1 mechanism takes place and gives tertiary butyl iodide..

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