3. Both El and E2 reactions are possible with 3° alkyl halides. Which elimination mechanism would be favored by the base NaOH? Show the curved arrow mechanism leading to both regioisomers. Draw the energy diagram for this reaction and include the transition state structure leading to each of the possible products. Indicate which one would be favored and use the energy diagram to explain your reasoning. How would you favor the other regioisomer?

3. Both El and E2 reactions are possible with 3° alkyl halides. Which elimination mechanism would be favored by the base NaOH? Show the curved arrow mechanism leading to both regioisomers. Draw the energy diagram for this reaction and include the transition state structure leading to each of the possible products. Indicate which one would be favored and use the energy diagram to explain your reasoning. How would you favor the other regioisomer?

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter14: Elimination

Section: Chapter Questions

Problem 36E

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Similar questions

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Given that an E2 reaction proceeds with anti periplanar stereochemistry, draw the products of each elimination. The alkyl halides in (a) and (b) are diastereomers of each other. How are the products of these two reactions related? Recall from Section 3.2A that C6H5 −is a phenyl group, a benzene ring bonded to another group.
1. would you expect the relative rate of SE2 reactions to be faster or slower if a molecule of chlorine is used instead of bromine? Explain your reasoning? 2. why is the first step in an electrophilic aromatic bromination so much more endothermic than the first step in an electrophilic addition of alkene?
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