Chemistry Reference
In-Depth Information
Table 4.5
p
K
a
values of CH-CO, CH-CN, and CH-NO
2
acids
Acid
Table 4.6
(
continued
)
Conjugate base
p
K
a
H
3
O
H
2
O
−
1.7
CH
3
CO
2
CH
2
CH
3
CO
2
CH
3
24
−
2.2
PhCONH
2
CH
3
COCH
3
CH
3
COCH
2
19
OH
CH
3
CH
=
O
CH
2
CH
=
O
17
Ph
C
13
CH
3
O
2
C
CH
3
O
2
C
NH
2
CH
2
C
H
CH
3
O
2
C
CH
3
O
2
C
CH
3
OH
2
CH
3
OH
−
2.2
CH
3
COCH
2
CO
2
CH
3
CH
3
COCHCO
2
CH
3
11
CH
3
CH
2
OH
2
CH
3
CH
2
OH
−
2.4
CH
3
COCH
2
COCH
3
CH
3
COCHCOCH
3
9
(
CH
3
)
3
C-OH
2
(CH
3
)
3
C-OH
−
3.8
H
3
C-C
≡
N
H
2
C-C
≡
N
25
−
3.8
H
3
C
H
3
C
CH
3
NO
2
CH
2
NO
2
10
O H
O
H
3
C
H
3
C
Table 4.6
p
K
a
values of N
+
,O
+
,andS
+
acids
−
6.1
O
Acid
Conjugate base
p
K
a
OH
H
3
CC
OH
H
3
CC
OH
13.6
H
2
N
H
2
N
C NH
C NH
2
H
2
N
H
2
N
−
6.5
OH
O
H
3
CC
OCH
3
H
3
CC
OCH
3
CH
3
NH
3
CH
3
NH
2
10.6
(
CH
3
)
2
NH
2
(CH
3
)
2
NH
10.7
Ph-OH
2
Ph-OH
−
6.7
(
CH
3
)
3
NH
(CH
3
)
3
N
9.8
PhCH
=
OH
PhCH
=
O
−
7
NH
4
NH
3
9.2
(CH
3
)
2
C
=
OH
(CH
3
)
2
C
=
O
−
7.2
5.2
CH
3
CH
=
OH
CH
3
CH
=
O
N
H
N
−
8
−
5.4
H
3
C
H
3
C
S H
S
Ph-NH
(
CH
3
)
2
Ph-N(CH
3
)
2
5.1
H
3
C
H
3
C
Ph-NH
3
Ph-NH
2
4.6
CH
3
SH
2
CH
3
SH
−
6.8
Ph
2
NH
2
Ph
2
NH
0.8
H
3
C-C
≡
NH
H
3
C-C
≡
N
−
10
according to its functional group, and we hope that
this will also emphasize similarities and differences
in related structures. It also means that you may find
some examples turning up in more than one table.
As we consider different aspects of chemical reac-
tivity in subsequent chapters, we shall see how p
K
a
CH
3
CONH
2
−
1.4
OH
H
3
CC
NH
2
(
continues
)
