Jones M., Fleming S.A. Organic Chemistry
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Compound
a
pK
a
Compound
a
pK
a
NCCH
2
CN
HOOH
11
10.6
10
10
10
11.6
15
13
HF
HOSO
2
OH
HCl
HBr
H
I
4.8
3.2
2.9
2.7
–2 to –3
–3
–8
–9
–10
CH
3
SH
PhOH
HH
OCH
3
H
O
O
HH
HH
CH
3
COOH
ClCH
2
COOH
FCH
2
COOH
H
3
O
ROH
2
–1.7
HNO
3
–1.3
H
H
OCH
2
CH
3
CH
3
CH
2
O
O
O
a
In cases of ambiguity, the underlined hydrogen is the one lost. For amino acids, see Table 23.1, pp. 1176–1177.
H
2
S
7.0
9
O O
15.5
15.5
H
2
O
15.7
CH
3
OH
(CH
3
)
2
CH
O
H
pK
a
Values for Commonly Encountered Structural Types (continued)
H
3
C
NH
2
+
H
HCN
9.4
9.2
NH
4
+