An amidation reagent is 0.17 M in HOBt and 0.017 M in DMAP. Given that the pKa of HOBt is 4.6 and the pKa of DMAP-H+ is 9.6, is the DMAP present in its protonated or deprotonated form? Explain your reasoning

Chemistry for Today: General, Organic, and Biochemistry
9th Edition
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Chapter20: Enzymes
Section: Chapter Questions
Problem 20.51E
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An amidation reagent is 0.17 M in HOBt and 0.017 M in DMAP. Given that the pKa of HOBt is 4.6 and the pKa of DMAP-H+ is 9.6, is the DMAP present in its protonated or deprotonated form? Explain your reasoning.

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