When propenal is treated with sodium acetylide, a product is formed whose IR spectrum exhibits a broad absorption between 3200 and 3600 cm¯1, but shows no absorption near 1700 cm-1. (a) Draw the structure of the product. (b) Argue whether the nucleophile adds reversibly or irreversibly to the carbonyl group. CH HC || CH2 1. HC=CNa ? 2. NH,CI
When propenal is treated with sodium acetylide, a product is formed whose IR spectrum exhibits a broad absorption between 3200 and 3600 cm¯1, but shows no absorption near 1700 cm-1. (a) Draw the structure of the product. (b) Argue whether the nucleophile adds reversibly or irreversibly to the carbonyl group. CH HC || CH2 1. HC=CNa ? 2. NH,CI
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
Chapter9: Nucleophilic Substitution And Β-elimination
Section: Chapter Questions
Problem 9.31P
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