2. Furan and maleimide, shown below, react to produce and adduct via a Diels-Alder reaction. At 25°C the isomer produced is the endo product, however at 90°C the exo isomer predominates. Additional studies have shown that at 90°C the equilibrium between the endo and exo products favors the exo isomer. a) Draw each isomeric product, endo and exo. furan: O maleimide: b) Which isomer would you expect to usually form in this reaction? Why is that isomer usually preferred? N-H c) Is your answer to question 4(b) dependent on a kinetically or thermodynamically controlled reaction? d) Explain why the endo isomer predominates when the reaction takes place at 25°C and why the exo isomer at 90°C.

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter14: Elimination
Section: Chapter Questions
Problem 40CTQ
icon
Related questions
icon
Concept explainers
Question

Can u pls explain what endo and exo is and which one is dominant? And and what kinetically and thermodynamically controlled means thank u

2. Furan and maleimide, shown below, react to produce and adduct via a Diels-Alder reaction. At
25°C the isomer produced is the endo product, however at 90°C the exo isomer predominates.
Additional studies have shown that at 90°C the equilibrium between the endo and exo products
favors the exo isomer.
a) Draw each isomeric product, endo and exo.
furan:
maleimide:
b) Which isomer would you expect to usually form in this reaction? Why is that isomer
usually preferred?
N-H
c) Is your answer to question 4(b) dependent on a kinetically or thermodynamically controlled
reaction?
d) Explain why the endo isomer predominates when the reaction takes place at 25°C and why
the exo isomer at 90°C.
Transcribed Image Text:2. Furan and maleimide, shown below, react to produce and adduct via a Diels-Alder reaction. At 25°C the isomer produced is the endo product, however at 90°C the exo isomer predominates. Additional studies have shown that at 90°C the equilibrium between the endo and exo products favors the exo isomer. a) Draw each isomeric product, endo and exo. furan: maleimide: b) Which isomer would you expect to usually form in this reaction? Why is that isomer usually preferred? N-H c) Is your answer to question 4(b) dependent on a kinetically or thermodynamically controlled reaction? d) Explain why the endo isomer predominates when the reaction takes place at 25°C and why the exo isomer at 90°C.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps with 2 images

Blurred answer
Knowledge Booster
Ethers
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:
9780618974122
Author:
Andrei Straumanis
Publisher:
Cengage Learning