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General Organic Chemistry II: Acids and Bases
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Acidic strength of organic compounds and pKa comparisons
JEE Advanced level
Single correct option
Difficulty 3 of 3
g2043
Which of the following gives the correct increasing order of acidic strength in water?
A
C
X
2
H
X
5
OH
<
C
X
6
H
X
5
OH
<
CH
X
3
COOH
<
p
-
O
X
2
N
−
C
X
6
H
X
4
−
OH
<
2,4,6-trinitrophenol
B
C
X
2
H
X
5
OH
<
C
X
6
H
X
5
OH
<
p
-
O
X
2
N
−
C
X
6
H
X
4
−
OH
<
2,4,6-trinitrophenol
<
CH
X
3
COOH
C
C
X
2
H
X
5
OH
<
C
X
6
H
X
5
OH
<
p
-
O
X
2
N
−
C
X
6
H
X
4
−
OH
<
CH
X
3
COOH
<
2,4,6-trinitrophenol
D
C
X
6
H
X
5
OH
<
C
X
2
H
X
5
OH
<
p
-
O
X
2
N
−
C
X
6
H
X
4
−
OH
<
CH
X
3
COOH
<
2,4,6-trinitrophenol
Answer: C
pKa values: ethanol 15.9, phenol 10.0, 4-nitrophenol 7.15, acetic acid 4.76, 2,4,6-trinitrophenol 0.4. Acid strength increases as pKa falls, which gives ethanol < phenol < 4-nitrophenol < acetic acid < picric acid.
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