The following figure shows four compounds, 5a-d, which could potentially react with hydroxide ions to give the molecule acetic acid. of CH3 5a OOH OH CI 5b HO, ? 5c 5d Using your knowledge of carbonyl chemistry, pKa and leaving groups, explain which of the compounds 5a-d will successfully react with hydroxide in the fashion shown. Of those that will react successfully, explain which reaction you expect to be the fastest, and which you expect to be the slowest. (e)
The following figure shows four compounds, 5a-d, which could potentially react with hydroxide ions to give the molecule acetic acid. of CH3 5a OOH OH CI 5b HO, ? 5c 5d Using your knowledge of carbonyl chemistry, pKa and leaving groups, explain which of the compounds 5a-d will successfully react with hydroxide in the fashion shown. Of those that will react successfully, explain which reaction you expect to be the fastest, and which you expect to be the slowest. (e)
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 9.27P
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Which compounds from 5a-d will react with hydroxide in the fashion shown. Which reaction will be the fastest and slowest? Explain using knowledge of carbonyl chemistry, pka and leaving groups.
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