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The dehydration of 3,3-dimethyl-2-butanol yields three different products. Write equations to...

Question:

The dehydration of 3,3-dimethyl-2-butanol yields three different products. Write equations to show how carbocation rearrangements explain two of the products.

Carbocation Rearrangements

Acid catalyzed dehydration of alcohols pass through a carbocation intermediate. This intermediate can rearrange itself to attain greater thermodynamic stability. Such rearrangements can lead to unexpected alkenes as products.

Answer and Explanation:

Consider the case of dehydration of 3,3-dimethyl-2-butanol which yields three different products. This is shown below:-

The carbocation (I) is...

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Acid-Catalyzed Dehydration of Alcohols: Reaction & Mechanism
Acid-Catalyzed Dehydration of Alcohols: Reaction & Mechanism

from Organic Chemistry: Help & Review

Chapter 3 / Lesson 26
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