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Question

Give the dehydration product(s) of:

A
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B
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C
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D
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Solution

The correct option is D
Let us start with protonating the OH group and the water molecule
departs, leaving behind a secondary carbocation. Before we step
to the rearrangement part, let us find out what products are formed:

It has two locales from where a proton could be abstracted. The
products formed are:

Now, the carbocation would rather rearrange into a more stable,
tertiary carbocation. The tertiary carbocation gives:


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