Pka Chart: Conjugate Acids & Conjugate Bases - Black And White Page 2

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3
4
conjugate acid
conjugate base
conjugate acid
conjugate base
O
15.7
water
O
O
O
O
O
H
H
H
1,3-diketones
9-13
(hydroxide)
16
primary alcohols
9.1
R
O
R
O
hydrogen cyanide
H
C
N
C
N
H
(cyanide)
(alkoxides)
H
N H
9.4
ammonium ions
tertiary alcohols
H
N
H
18
H
O
O
H
H
H
(tert-butoxide)
O
O
O
OH
ketones
18-21
10
phenols
R
R
(enolates)
O
O
-
-2
bicarbonate
HCO
CO
10.25
esters
25
R
3
3
R
O
O
(carbonate)
(ester enolates)
10.5
26
S
thiols
alkynes
R
C
C
H
C
C
S
R
H
R
(acetylide anions)
H
H
protonated
H
10.6
hydrogen
R
N
H
35
amines
H
H
N
(hydride)
one way only
R
H
H
H
H
N
cyclopentadiene
ammonia/amines
N
15
36
H
R
H
R
H
H
(amide bases)
(aromatic)
O
O
alkanes
amides
~60
15
R
NH
one way only
R
NH
H
MgBr
2
(Grignards/ organolithium reagents)

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