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.
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.
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter14: Elimination
Section: Chapter Questions
Problem 11E
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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.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fad73da9a-e618-42ab-aac6-b042492f4e56%2F17814c7c-3efc-4087-a010-62424c76feb8%2F76nfyaw_processed.jpeg&w=3840&q=75)
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.
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