ONa Base Acid a. Draw the arrow-pushing mechanism for this reaction. b. Draw the products for the reaction and label them as "conjugate base" and "conjugate acid." Be sure to assign formal charges. c. Consider the base and conjugate base. Using your four tools, identify the weakest conjugate base and put a box around it. Which tool did you use to determine your answer? d. Using the pK, chart in you lecture notes, label the acid and conjugate acid with their pKa values. Which functional group is the stronger acid? e. Equilibrium moves away from the stronger acid (it wants to dissociate) and toward the more stable conjugate base (lower energy side). Based on your answers to the previous questions, which side of the reaction is favored by equilibrium, left or right? I-2

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter5: Resonance
Section: Chapter Questions
Problem 17E
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An acid-base reaction is shown below.
ONa
+
Base
Acid
a. Draw the arrow-pushing mechanism for this reaction.
b. Draw the products for the reaction and label them as "conjugate base" and "conjugate
acid." Be sure to assign formal charges.
c. Consider the base and conjugate base. Using your four tools, identify the weakest
conjugate base and put a box around it. Which tool did you use to determine your
answer?
d. Using the pKa chart in you lecture notes, label the acid and conjugate acid with their
pKa values. Which functional group is the stronger acid?
e. Equilibrium moves away from the stronger acid (it wants to dissociate) and toward
the more stable conjugate base (lower energy side). Based on your answers to the
previous questions, which side of the reaction is favored by equilibrium, left or right?
Transcribed Image Text:An acid-base reaction is shown below. ONa + Base Acid a. Draw the arrow-pushing mechanism for this reaction. b. Draw the products for the reaction and label them as "conjugate base" and "conjugate acid." Be sure to assign formal charges. c. Consider the base and conjugate base. Using your four tools, identify the weakest conjugate base and put a box around it. Which tool did you use to determine your answer? d. Using the pKa chart in you lecture notes, label the acid and conjugate acid with their pKa values. Which functional group is the stronger acid? e. Equilibrium moves away from the stronger acid (it wants to dissociate) and toward the more stable conjugate base (lower energy side). Based on your answers to the previous questions, which side of the reaction is favored by equilibrium, left or right?
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