Draw the form of the alkyne that will predominate at equilibrium. CH3CH₂CH₂C=CH+ NaHCO3—?+ Conjugate acid of the base

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
Chapter21: Benzene And The Concept Of Aromaticity
Section: Chapter Questions
Problem 21.32P
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Draw the form of the alkyne that will predominate at equilibrium.
CH3CH₂CH₂C=CH+ NaHCO3—?+
Conjugate acid of
the base
Acid
pka
Acid
pka
CH3 CH3
51 H₂O
NH3
38
CH3NH3 +
H₂
35
H₂CO3
HC=CH
+NH4
25
CH3 CH₂OH 15.9 H3O+
15.7
10.64
10.33
9.24
-1.74
Transcribed Image Text:Draw the form of the alkyne that will predominate at equilibrium. CH3CH₂CH₂C=CH+ NaHCO3—?+ Conjugate acid of the base Acid pka Acid pka CH3 CH3 51 H₂O NH3 38 CH3NH3 + H₂ 35 H₂CO3 HC=CH +NH4 25 CH3 CH₂OH 15.9 H3O+ 15.7 10.64 10.33 9.24 -1.74
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