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Propose a mechanism for each of the following

Chapter 11, Problem 14P

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QUESTION:

Propose a mechanism for each of the following reactions:

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QUESTION:

Propose a mechanism for each of the following reactions:

ANSWER:

Solution 14P

Step 1 of 6

(a)

Dehydration of 2,2-dimethylcyclohexanol with sulfuric acid:

The hydroxyl group of 2,2-dimethylcyclohexanol abstracts proton from sulfuric acid to form hydronium ion derivative. Here, water molecule is a good leaving group so hydronium ion derivative loses water molecule to form secondary carbocation intermediate.

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