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General Organic Chemistry II: Acids and Bases
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Basic strength of amines and heterocycles
JEE Advanced level
Single correct option
Difficulty 3 of 3
g2096
For
CH
X
3
CH
X
2
O
X
−
+
C
X
6
H
X
5
OH
CH
X
3
CH
X
2
OH
+
C
X
6
H
X
5
O
X
−
in water at 298 K (pKa: ethanol 15.9, phenol 10.0), the equilibrium constant is closest to
A
1.3
×
1
0
−
6
B
1.0
×
1
0
6
C
1.0
×
1
0
−
1
D
7.9
×
1
0
5
Answer: D
K
=
K
a
(
phenol
)
/
K
a
(
ethanol
)
=
1
0
−
10.0
/1
0
−
15.9
=
1
0
5.9
=
7.9
×
1
0
5
, so ethoxide deprotonates phenol almost completely.
Practice General Organic Chemistry II: Acids and Bases
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