A 1o, symmetrical epoxide undergoes a ring-opening addition reaction when treated with ammonia (NH3). Mechanistically, what is the first step? Assume base/neutral conditions. Question 9Answer A. The C-C bond of the epoxide ring breaks. B. NH3 nucleophilically attacks the epoxide carbon, breaking the C-O bond. C. NH3 attaches to the epoxide oxygen. D. The epoxide oxygen is protonated by NH3 .

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter8: Haloalkanes, Halogenation, And Radical Reactions
Section: Chapter Questions
Problem 8.28P
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A 1o, symmetrical epoxide undergoes a ring-opening addition reaction when treated with ammonia (NH3). Mechanistically, what is the first step? Assume base/neutral conditions. Question 9Answer A. The C-C bond of the epoxide ring breaks. B. NH3 nucleophilically attacks the epoxide carbon, breaking the C-O bond. C. NH3 attaches to the epoxide oxygen. D. The epoxide oxygen is protonated by NH3 .
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