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General Organic Chemistry II: Acids and Bases
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Feasibility of acid-base reactions
JEE Advanced level
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Difficulty 3 of 3
g2126
Use the following data:
p
K
a
of
H
X
2
CO
X
3
6.4, benzoic acid 4.20, phenol 10.0, ethanol 15.9,
H
X
2
O
15.7,
NH
X
3
38. Which statements are correct?
A
Benzoic acid reacts with aqueous
NaHCO
X
3
with
lo
g
K
>
0
, liberating
CO
X
2
.
B
Phenol dissolves completely in aqueous
NaHCO
X
3
as sodium phenoxide.
C
Ethanol is converted essentially completely into sodium ethoxide by
NaNH
X
2
.
D
Phenol is converted essentially completely into sodium phenoxide by aqueous
NaOH
(
lo
g
K
=
5.7
).
Answer: A, C, D
A:
lo
g
K
=
6.4
−
4.20
=
2.2
>
0
, true. B:
lo
g
K
=
6.4
−
10.0
=
−
3.6
, so phenol does not dissolve in bicarbonate; false. C:
lo
g
K
=
38
−
15.9
=
22.1
, essentially complete; true. D:
lo
g
K
=
15.7
−
10.0
=
5.7
; true.
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