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Predict the major product(s) of the following reaction sequence. ر این میان میں 1 OH Me C Me CH Me O IV 11 с Me O III and IV OI and II O III I 1) HC CNa Me 2) H₂O CH Me OH III OH IV Me H ??? Me CH Me CH 111 C Me OH

Predict the major product(s) of the following reaction sequence. ر این میان میں 1 OH Me C Me CH Me O IV 11 с Me O III and IV OI and II O III I 1) HC CNa Me 2) H₂O CH Me OH III OH IV Me H ??? Me CH Me CH 111 C Me OH

Chemistry
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...
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Predict the major product(s) of the following reaction sequence. 1) HCECNa Me 2) H₂O Me OH CH ||| OH phoph Me Me Me OH C Me CH OI O II Me O III and IV I and II ||| IV Solution Me ??? CH CH IV C Me Me OH The reaction shows a ring-opening of an epoxide with a strong nucleophile. In the first step, there is a nucleophilic attack (SN2) by the acetylide ion to any of the epoxide's two carbons since they are equally substituted, causing the ring to open. The second step is the protonation of the anionic oxygen by H₂O. The nucleophilic attack happens through a back-side attack to where the epoxide oxygen is bonded. Hence, the alkyne is bonded with a dash bond, and the alcohol's oxygen is bonded with a wedge bond. This corresponds to the formation of Product II.
Transcribed Image Text:Predict the major product(s) of the following reaction sequence. 1) HCECNa Me 2) H₂O Me OH CH ||| OH phoph Me Me Me OH C Me CH OI O II Me O III and IV I and II ||| IV Solution Me ??? CH CH IV C Me Me OH The reaction shows a ring-opening of an epoxide with a strong nucleophile. In the first step, there is a nucleophilic attack (SN2) by the acetylide ion to any of the epoxide's two carbons since they are equally substituted, causing the ring to open. The second step is the protonation of the anionic oxygen by H₂O. The nucleophilic attack happens through a back-side attack to where the epoxide oxygen is bonded. Hence, the alkyne is bonded with a dash bond, and the alcohol's oxygen is bonded with a wedge bond. This corresponds to the formation of Product II.
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