Concept explainers
(a)
Interpretation:
For the given substrate, when
Concept introduction:
As the number of alkyl groups on the carbon bonded to the leaving group increases, the rate of E1 reaction increases. Each additional alkyl group, which is electron donating, stabilizes the carbocation intermediate produced and thus helps the leaving group leave. The
Answer to Problem 9.69P
The major E1 product for the given reaction is shown below:
Explanation of Solution
Elimination usually takes place so as to produce the most stable, i.e., highly alkyl substituted, alkene.
The possible E1 products are obtained by eliminating the leaving group and a proton on carbon adjacent to the one bonded to the leaving group. Here the
The first and second alkene product is highly substituted than the third alkene product. Therefore, the first and second alkene products are more stable. The base in this reaction is OH, which is not bulky, so the first and second products are the major products.
From the stability of the product formed, the major E1 product is drawn.
(b)
Interpretation:
For the given substrate, when
Concept introduction:
As the number of alkyl groups on the carbon bonded to the leaving group increases, the rate of E1 reaction increases. Each additional alkyl group, which is electron donating, stabilizes the carbocation intermediate produced and thus helps the leaving group leave. The
Answer to Problem 9.69P
The major E1 product for the given reaction is shown below:
Explanation of Solution
Elimination usually takes place so as to produce the most stable, i.e., highly alkyl substituted, alkene.
The possible E1 products are obtained by eliminating the leaving group and a proton on carbon adjacent to the one bonded to the leaving group. Here the
From the stability of the product formed, the major E1 product is drawn.
(c)
Interpretation:
For the given substrate, when
Concept introduction:
As the number of alkyl groups on the carbon bonded to the leaving group increases, the rate of E1 reaction increases. Each additional alkyl group, which is electron donating, stabilizes the carbocation intermediate produced and thus helps the leaving group leave. The
Answer to Problem 9.69P
The major E1 product for the given reaction is shown below:
Explanation of Solution
Elimination usually takes place so as to produce the most stable, i.e., highly alkyl substituted, alkene.
The possible E1 products are obtained by eliminating the leaving group and a proton on carbon adjacent to the one bonded to the leaving group. Here the
From the stability of the product formed, the major E1 product is drawn.
(d)
Interpretation:
For the given substrate, when
Concept introduction:
As the number of alkyl groups on the carbon bonded to the leaving group increases, the rate of E1 reaction increases. Each additional alkyl group, which is electron donating, stabilizes the carbocation intermediate produced and thus helps the leaving group leave. The
Answer to Problem 9.69P
The major E1 product for the given reaction is shown below:
Explanation of Solution
Elimination usually takes place so as to produce the most stable that means highly alkyl substituted alkene.
The possible E1 products are obtained by eliminating the leaving group and a proton on the carbon adjacent to the one bonded to the leaving group. Here the
The first alkene product is highly substituted than the second alkene product. Therefore, the first alkene product is more stable. The base in this reaction is OH, which is not bulky, so the first and second products are the major products.
From the stability of the product formed, the major E1 product is drawn.
(e)
Interpretation:
For the given substrate, when
Concept introduction:
As the number of alkyl groups on the carbon bonded to the leaving group increases, the rate of E1 reaction increases. Each additional alkyl group, which is electron donating, stabilizes the carbocation intermediate produced and thus helps the leaving group leave. The
Answer to Problem 9.69P
The major E1 product for the given reaction is shown below:
Explanation of Solution
Elimination usually takes place so as to produce the most stable that means highly alkyl substituted alkene.
The possible E1 products are obtained by eliminating the leaving group and a proton on the carbon adjacent to the one bonded to the leaving group. Here the
From the stability of the product formed, the major E1 product is drawn.
Want to see more full solutions like this?
Chapter 9 Solutions
Organic Chemistry: Principles and Mechanisms (Second Edition)
- Draw the products of these reactions clearly showing stereochemistry in each case if necessary. If the product is formed as a racemic mixture, clearly draw one stereoisomer with dash/wedge bonds and write “+en”. Circle whether each reaction occurs by an SN1 or SN2 pathway.arrow_forwarddraw products, indicate major product, and indicate whether Sn1 Sn2 E1 or E2arrow_forwardDraw all possible E2 products.arrow_forward
- Determine if the conditions in each reaction below will favor an SN2 or an E2 mechanism as the major pathway. Then draw the major product that results.arrow_forwardOne of these molecules reacts faster via an E2 reaction. Draw the products from each E2 reaction. Draw one or more chair conformations to clearly demonstrate why one product forms from this reaction. :Br: od HOaM malandboM :Br:arrow_forwardDraw major elimination product and identify if it's E1 or E2arrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning