A) Draw the skeletal structure of the carbocation intermediate that leads to the major organic...

Question:

A) Draw the skeletal structure of the carbocation intermediate that leads to the major organic product of dehydration of 2-ethylcyclopentanol.

B) Draw the major organic product of the dehydration of 2,2,3-trimethylheptan-4-ol.

Dehydration of alcohols to give alkenes.

Alcohols get dehydrated by acids to gives alkenes. This is a case of a reaction mediated via carbocation intermediate. Skeletal rearrangements often occur before the final product is formed. Such rearrangements are called Carbocationic rearrangements or 1,2-hydride shifts and 1 ,2-methyl shifts.

Answer and Explanation:

A) A 1,2-hydride shift occurs when such a shift can convert a secondary carbocation to a tertiary one which is more stable. A similar methyl shift can...

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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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