Dehydration of alcohols is the reverse reaction of the hydration of an alkene. Typical reaction conditions include heating thealcohol in the presence of a strong acid, which will produce an alkene product.In this tutorial we will explore1. the dehydration of secondary and tertiary alcohols2. when mixture of products are expected and how to determine the major product3. when rearrangements are expected and how to determine the major product4. the dehydration of primary alcoholsSecondary alcohols can also undergo elimination using the E1 mechanism. Since tertiary carbocations are more stable thansecondary carbocations, you will need to watch out for the possibility of carbocation rearrangements. If a more stablecarbocation can be formed by a hydride or alkyl shift, this will occur before the beta hydrogen abstraction to give the alkene.+Draw the carbocation rearrangement product of the secondarycarbocation shown.

Rearrangement happens to make the carbocation more stable. It can happen via alkyl shift or ring…

Dehydration of alcohols is the reverse reaction of the hydration of an alkene. Typical reaction conditions include heating the alcohol in the presence of a strong acid, which will produce an alkene product. In this tutorial we will explore 1. the dehydration of secondary and tertiary alcohols 2. when mixture of products are expected and how to determine the major product 3. when rearrangements are expected and how to determine the major product 4. the dehydration of primary alcohols 20 Secondary alcohols can also undergo elimination using the E1 mechanism. Since tertiary carbocations are more stable than secondary carbocations, you will need to watch out for the possibility of carbocation rearrangements. If a more stable carbocation can be formed by a hydride or alkyl shift, this will occur before the beta hydrogen abstraction to give the alkene. Draw the carbocation rearrangement product of the secondary carbocation shown.

Dehydration of alcohols is the reverse reaction of the hydration of an alkene. Typical reaction conditions include heating the alcohol in the presence of a strong acid, which will produce an alkene product. In this tutorial we will explore 1. the dehydration of secondary and tertiary alcohols 2. when mixture of products are expected and how to determine the major product 3. when rearrangements are expected and how to determine the major product 4. the dehydration of primary alcohols 20 Secondary alcohols can also undergo elimination using the E1 mechanism. Since tertiary carbocations are more stable than secondary carbocations, you will need to watch out for the possibility of carbocation rearrangements. If a more stable carbocation can be formed by a hydride or alkyl shift, this will occur before the beta hydrogen abstraction to give the alkene. Draw the carbocation rearrangement product of the secondary carbocation shown.

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter10: Alcohols

Section: Chapter Questions

Problem 10.52P: Alcohols are important for organic synthesis, especially in situations involving alkenes. The...

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