Show the complete mechanism of the acidification of disodium adipate and calculate pKeq for both protonation steps. Note: pKa1 = 4.0, pKa2 = 4.4 for adipic acid. A mechanism must show all nbe’s and show movement of e’s with curved arrows.

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
Chapter23: Amines
Section: Chapter Questions
Problem 23.68P: Show how the synthetic scheme developed in Problem 23.67 can be modified to synthesize this...
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Show the complete mechanism of the acidification of disodium adipate and calculate pKeq for both protonation steps. Note: pKa1 = 4.0, pKa2 = 4.4 for adipic acid. A mechanism must show all nbe’s and show movement of e’s with curved arrows.

cyclohexene
+
MnO47OH*
heat
+ MnO₂
COO™
COO
disodium adipate
HCI
COOH
COOH
adipic acid
(hexanedioic acid)
Transcribed Image Text:cyclohexene + MnO47OH* heat + MnO₂ COO™ COO disodium adipate HCI COOH COOH adipic acid (hexanedioic acid)
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