Ethyne (HC‚CH) has a pKa value of 25, water has a pKa value of 15.7, and ammonia (NH3) has a pKa value of 36. Draw the equation, showing equilibrium arrows that indicate whether reactants or products are favored, for the acid–base reaction of ethyne with a. HO- . b. -NH2. c. Which would be a better base to use if you wanted to remove a proton from ethyne, HO- or -NH2?

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
Chapter4: Acids And Bases
Section: Chapter Questions
Problem 4.32P: For each equation, label the Lewis acid and the Lewis base. In addition, show all unshared pairs of...
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Ethyne (HC‚CH) has a pKa value of 25, water has a pKa value of 15.7, and ammonia (NH3) has a pKa value of 36. Draw the equation, showing equilibrium arrows that indicate whether reactants or products are favored, for the acid–base reaction of ethyne with a. HO- . b. -NH2. c. Which would be a better base to use if you wanted to remove a proton from ethyne, HO- or -NH2?

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