1 When epoxides react, they undergo ring-opening by a cleavage of the C-O bond. Why is it easier to break a C-O bond of an epoxide compared to breaking a C-O bond of other ethers? A. A more stable carbocation is formed when an epoxide ring-opens. B. Breaking the epoxide C-O bond relieves the strain of a three-member ring. C. Epoxide ring opening conforms to a faster E2 mechanism. D. Mechanistically, the epoxide carbon always becomes protonated, enhancing it's ring opening reactivity.

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
icon
Related questions
Question
1 When epoxides react, they undergo ring-opening by a
cleavage of the C-O bond. Why is it
easier to break a C-O bond of an epoxide compared to
breaking a C-O bond of other ethers?
A. A more stable carbocation is formed when an epoxide
ring-opens.
B. Breaking the epoxide C-O bond relieves the strain of a
three-member ring.
C. Epoxide ring opening conforms to a faster E2
mechanism.
D. Mechanistically, the epoxide carbon always becomes
protonated, enhancing it's ring
opening reactivity.
Transcribed Image Text:1 When epoxides react, they undergo ring-opening by a cleavage of the C-O bond. Why is it easier to break a C-O bond of an epoxide compared to breaking a C-O bond of other ethers? A. A more stable carbocation is formed when an epoxide ring-opens. B. Breaking the epoxide C-O bond relieves the strain of a three-member ring. C. Epoxide ring opening conforms to a faster E2 mechanism. D. Mechanistically, the epoxide carbon always becomes protonated, enhancing it's ring opening reactivity.
Expert Solution
Step 1

Chemistry homework question answer, step 1, image 1

steps

Step by step

Solved in 2 steps with 2 images

Blurred answer
Knowledge Booster
Selection Rules for Pericyclic Reactions
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
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY