CH₂ + Equilibrium Equation OH + + CH₂SH₂ NH₂ CH₂OH + CH3NH ΝΗ NH CH₂O CH₂ + H NH3 + O + CH, SH CH3NH₂ + NH₂ Left Equal Favored O O O O O O O Right Favored O O O O

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter22: Carbonyl Alpha-substitution Reactions
Section22.SE: Something Extra
Problem 37AP: Identify all the acidic hydrogens (pKa 25) in the following molecules:
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Use the information in the pK₂ table below to determine which side of the equilibrium is favored for each of the reactions in the second table.
acid
pK₂
acid
pk₁
H₂
NH₂
X
OH
NH3
NH
CH,SH₂
CH₂-
36
36
15.9
10.8
5.3
N +
NH₂
OH
+
CH₂OH +
CH,NH,
CH₂OH
CH₂-S -OH
O
OH
Š
CH₂SH₂
CH3NH
36
ΝΗ
19
15.7
9
Equilibrium Equation
-2
-7.2
NH
CH₂0
+ H
CH₂-
NH₂
-fo
+ CH, SH
+ CH,NH,
+
NH₂
Left
Equal
Favored
O
O
O
O
O
O
Right
Favored
O
O
O
O
O
Transcribed Image Text:Use the information in the pK₂ table below to determine which side of the equilibrium is favored for each of the reactions in the second table. acid pK₂ acid pk₁ H₂ NH₂ X OH NH3 NH CH,SH₂ CH₂- 36 36 15.9 10.8 5.3 N + NH₂ OH + CH₂OH + CH,NH, CH₂OH CH₂-S -OH O OH Š CH₂SH₂ CH3NH 36 ΝΗ 19 15.7 9 Equilibrium Equation -2 -7.2 NH CH₂0 + H CH₂- NH₂ -fo + CH, SH + CH,NH, + NH₂ Left Equal Favored O O O O O O Right Favored O O O O O
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