Acidity & Basicity (Exercises)

ACIDITY & BASICITY Page # 11
Exercise - I ACIDITY OR ACIDIC STRENGTH

Q.1 Write the correct order of acidic strength of Sol.
following compounds:
(i) (a) HF (b) HCl (c) HBr
(d) HI
Sol.
COOH COOH
(iii) (a) | (b) CH2
COOH COOH
(ii) (a) CH4 (b) NH3 (c) H2O CH2 COOH
(d) HF
Sol. (c) |
CH2 COOH
Sol.
(iii) (a) CH3CH2OH (b) CH 3 CH O H

|
CH 3 Q.3 Write correct order of acidic strength of following
compounds:
CH3
O
(c) CH3COH (i) (a)
ClCH2COH
CH3 O
Sol. (b) ClCH2COH
Cl
Cl O
(iv) (a) FCH2CH2OH (c) ClCCOH
(b) NO2CH2CH2OH
(c) BrCH2CH2OH Cl

Sol.
(d) NH CH CH O H
3 2 2
Sol.
O
Q.2 Write the correct order of acidic strength of
following compounds: (ii) (a) CH 3CH2CHCOH
F
(i) (a) CH3COOH (b) CH3CH2OH
O
(c) C6H5OH (d) C6H5SO3H
Sol. (b) CH 3CHCH2COH
F
O
(c) CH2CH2CH 2COH

(ii) (a) (b) F
COOH COOH
Sol.
(c)
COOH
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Page # 12 ACIDITY & BASICITY
O OH OH
||
(iii) (a) NO CH C O H
2 2 (iii) (a) (b)
O
(b) ||
F CH2 C O H OH OH
O
|| (c) (d)
(c) Ph CH2 C O H
O Sol.
||
(d) CH3 CH2 C O H
Sol.
Q.5 Write correct order of acidic strength of following

compounds:
Q.4 Write correct order of acidic strength of following OH OH

O
compounds:
N
(i) (a) O (b)
O
OH OH N
O
(i) (a) (b) OH OH
NO2 Cl (c) (d)
OH
N
O O
Sol.
(c)
CH3
Sol.
OH
OH O
N
OH (ii) (a) (b) O
OH
Cl NO2
(ii) (a) (b)
OH OH
Cl
NO2 NO2 NO2
OH
(c) (d)
(c)
NO2 NO2
Sol.
Cl
Sol.
Q.6 Write correct order of acidic strength of following O

compounds:
COH
O O NO2
(c)
COH COH
CH3 Sol.
(i) (a) (b)
Sol.
Q.7 Select the strongest acid in each of the following

sets :
COOH COOH OH OH
Cl Br
(ii) (a) (b)
(i) (a) (b)
Sol.
CH3 NO2
OH OH
(c) (d)
O
O
COH
COH Cl NH2
(iii) (a) (b) Sol.
OMe OMe
O
COH
OH OH
OMe
(c)
(ii) (a) (b)

Sol.
NO2 F
OH OH
(c) (d)
O
O CH3
COH
COH Sol.
(iv) (a) (b)
N NO2
O O
Q.10 Which one of the following phenols will show

highest acidity?
OH OH
OMe CH3 H3C OH
OH
(iii) (a) (b) (A) (B) O2N
OMe CH3 CH3
NO2
OH OH
CH3
(c) (d) H3C OH
OH
(C) (D)
OMe H3C NO2 H3C
NO2
Sol.
Sol.
Q.8 Arrange the given phenols in their decreasing order

of acidity:
Q.11 Which of the following is weakest acid?
(I) C6H5OH (II) F OH
COOH COOH
(III) Cl OH (IV) O2N OH
(A) (B)
Select the correct answer from the given code: OH
(A) IV > III > I > II (B) IV > II > III > I
(C) IV > III > II > I (D) IV > I > III > II COOH COOH
Sol.
(C) (D) OH
OH
Sol.
Q.9 Which one of the following is the most acidic?
(A) (B)
Q.12 The correct pKa order of the follwoing acids is :
(C) (D) CH2=CHCH3 HO OH O HO OH
Sol.
O O O O O O
(I) (II) (III)
(A) I > II > III (B) III > II > I

(C) III > I > II (D) I > III > II
Sol. Sol.
Q.13 Arrange pH of the given compounds in decreasing Q.16 Say which pka belong to which functional group
order: in case of following amino acids :
(1) Phenol (2) Ethyl alcohol COOH
(3) Formic acid (4) Benzoic acid (i) cysteine : HS 1.8, 8.3 & 10.8
(A) 1 > 2 > 3 > 4 (B) 2 > 1 > 4 > 3 NH2
(C)3 > 2 > 4 > 1 (D) 4 > 3 > 1 > 2
Sol.
Sol.
COOH
Q.14 Arrange acidity of given compounds in decreasing (ii) glutamic acid : HO2C
order:
(I) CH3NHCH2CH2OH NH2
(II) CH3NHCH2CH2CH2OH : 2.19, 4.25, 9.67
Sol.
(III) (CH3 )3N CH2 CH2 OH
(A) III > I > II (B) III > II > I
(C) I > II > III (D) II > I > III
Sol.
Q.17 Record the following sets of compounds according

to increasing pKa ( = log Ka)
OH OH
(a) , , cyclohexane carboxylic acid.
Q.15 Consider the following compound

Sol.
O OH
OH
(A) (B)
COOH
O OH
OH
NO2 (b) 1-butyne, 1-butene, butane
O2N
O Sol.
(C) CH3CCOOH (D)
NO2
Which of the above compounds reacts with

NaHCO3 giving CO2
(c) Propanoic acid, 3-bromopropanoic acid, 2-

OH OH
nitropropanoic acid
Sol.
(c) or
O=CCH3 CH3
Sol.
(d) Phenol,o-nitrophenol, o-cresol

Sol.
SH OH
(b) or
(e) Hexylamine, aniline, methylamine Sol.

Sol.
Q.20 Which of the following would you predict to be

the stronger acid ?
Q.18 Explain which is a stronger acid.
(a) CH3CH3 BrCH2NO2 O

COOH O
O O (a) or N C OH
(b) CH3CCH3 & CH3CCH2CN O
(c) CH3 CHO CH3 NO2 Sol.

Sol.
(b) CH3 CH2 CH2 OH or CH3 CH = CH OH

Q.19 Explain which is a weaker acid. Sol.
OH OH
(a) or
O=CCH3 (c) CH3 CH = CH CH2 OH or CH3 CH = CH OH

Sol.
Sol.
Exercise - II BASICITY OR BASIC STRENGTH

Sol.
Q.1 Write increasing order of basic strength of
following:
(i) (a) F (b) Cl
(c) Br (d) I
NH2 NH2
Sol.
(ii) (a) (b) (c)
NH
Sol.
(ii) (a) CH3 (b) NH2
(c) OH (d) F
Sol.
N N
(iii) (a) (b)

(iii) (a) RNH2 (b) PhNH2 O2N Me
(c) RCNH2
O N
Sol. (c)
F
Sol.
(iv) (a) NH3 (b) MeNH2

(c) Me2NH (d) Me3N (Gas phase)
Sol.
NH2
NH2
(v) (a) NH3 (b) MeNH2
(iv) (a) (b)
(c) Me2NH (d) Me3N (in H2O)
Sol. NH3 Cl
NH2 NH2
Q.2 Write increasing order of basic strength of (c) (d)

following:
CH3 H
O
Sol.
(i) (a) (b) (c)
NH NH N
Me

following: NH2
Me Me
(i) (a) CH3CH2 N H2 (b) CH3 CH = N H
(v) (a)
(c) CH3 C N
N
Sol. O O
NH2
..
(ii) (a) CH3CNH 2 (b) CH3 CH2 NH (b)
2 Me Me
O N
.. .. O O
(c) CH3CNH 2 (d) NH2CNH2
NH
.. NH
.. Sol.
Sol.

following:
(iii) (a) (b)
N
N
NH2 NH2
H
NH2
(i) (a) (b)
(c)
NO2 CN
Sol.
NH2 NH2
(c) (d)
O NH2
OMe
NH C CH3 NH2
Sol.
(iv) (a) (b)
NHCH2CH3
(c)
NH2
NH2 H
Sol.
C H H
(ii) (a (b)
H C H
H
NMe2
NH2 NMe2
(v) (a) (b)
(c) OMe OMe

C
H H Me Me
H N
OMe
Sol. (c)
Sol.
NH2
NH2
(iii) (a) (b)
NO2 NO2 Q.5 Select the strongest base in following compound

:
NH2
NO2 (i) (a) (b)
(c)
N
N
Sol. H
O S
(c) (d)
N N
H H
Sol.
NH2 NH2 H
C H
(iv) (a) (b)
H
NH2 NH2
(c)
(ii) (a) (b)
NH
Sol.
(c) (d) N
N
H
Sol.
(ii) (a) NH2 (b) CH2 NH2
NH2 C NH2
(c) (d)
NO2 O
Sol.
N
(iii) (a) (b)
N N
H H
(iii) (a) HO (b) NH3 (c) H2O
Sol.
(c) (d)
N N
CH3 H
Sol. Q.7 Basicity order in following compound is :
CH3 CH3
O
Nb
H H2 N C CH2 CH2 NH C CH3
+ c
N Li NH
N
a
(iv) (a) (b)
N
CH3 d
CH3
H Me
(A) b > d > a > c (B) a > b > d > c
N N (C) a > b > c > d (D) a > c > b > d
(c) (d) Sol.
Sol.
Q.8 Consider the following bases:

(I) o-nitroaniline (II) m-nitroaniline
(III) p-nitroaniline
Q.6 Arrange the following compound in decreasing The decreasing order of basicity is:
order of their basicity. (A) II > III > I (B) II > I > III
(i) (a) H2C = CHNa (b) CH3CH2Na (C) I > II >III (D) I > III > II
(c) CH3CH2ONa (d) HC CNa Sol.
Sol.
Q.9 Consider the basicity of the following aromatic (d) C6H5N(CH3)2 or 2,6-dimethyl-N-N-dimethylaniline
amines: Sol.
(I) aniline (II) p-nitroaniline
(III) p-methoxyaniline (IV) p-methylaniline
The correct order of decreasing basicity is:
(A) III > IV > I > II (B) III > IV > II > I
(C) I > II > III > IV (D) IV > III > II > I
(e) m-nitroaniline or p-nitroaniline
Sol.
Sol.
Q.10 Which one of the following is least basic in

character? Q.12 From the following pair, select the stronger base:
(a) p-methoxy aniline or p-cyanoaniline
Sol.
(A) N (B) N NH
H
(b) pyridine or pyrrole

(C) N (D) N
Sol.
H H
Sol.
(c) CH3CN or CH3CH2NH2

Sol.
Q.11 In each of the following pair of compounds, which
is more basic in aqueous solution? Give an
explanation for your choice:
(a) CH3NH2 or CF3NH2
Sol.
Q.13 Choose the member of each of the following pairs
of compunds that is likely to be the weaker base.
(a) H2O or H3O (b) H2S, HS, S2
NH
(c) Cl, SH (d) F, OH, NH2, CH 3
(e) HF, H2O, NH3 (f) OH, SH, SeH
(b) CH3CONH2 or H2N NH2 Sol.
Sol.
Q.14 Explain which compound is the weaker base.

(c) n-PrNH2 or CH3CN
NH2 NH2
Sol.
(a) or
NO2
Sol.
NH2
CH3
(b) CH2 = CH CH = CH CH2 or CH2 = CH CH2
(iii) (iv)
Sol.
Sol.
O O O O

(c) O CCO H or H OCCOH Q.16 Arrange the basic strength of the following
Sol. compounds.
(a) OH CH3COO Cl
(i) (ii) (iii)
Sol.
OH OH
CH2 CF3
(d) or
(b) CH C CH2 = CH CH3CH2

Q.15 Rank the following amines in increasing basic (i) (ii) (iii)
nature. Sol.
NH2 NH2
(a)
CH3
(i) (ii) (c) (i) CH2 = CHCH2NH2

NH2 NH2 (ii) CH3CH2CH2NH2
NO2 (iii) CH C CH2NH2
Sol.
(iii) (iv)
Sol.
Q.17 Arrange the basic strength of the following

compounds.
NH2 NHC6H5 NH2

NH2 NH2
(a)
CH3
(b)
CH3 (i) (ii) (iii)
(i) (ii) Sol.
H
H N
N N
(b)
NH2
NH2 NH2
Cl Sol.
(b)
Cl Cl
(i) (ii) (iii)
Sol.
H H H
N N N N
(c)
Sol.
NH2 NH2 NH2

(c)
H3C O2N
(i) (ii) (iii)
Sol. 5 5
4
4 6
Q.20 N N N NH
1 3
1 3
2 2
Pyrimidine Imidazole
Q.18 Arrange the following compounds in order of 7 6
increasing basicity. N 5 N
1
8
(a) CH3NH2, CH3 NH 3 , CH3NH 9N 4
2
N
3
(b) CH3O, CH3NH, CH3 CH2 H
Purine
(c) C H
3CH = CH, CH3CH2 CH2 , CH3CC Among the following which statement(s) is/are
Sol. ture:
(A) Both N of pyrimidine are of same basic strength
(B) In imidazole protonation takes places on N3.
(C) Purine has 3 basic N.
(D) Pyrimidine imidazole and purine all are aromatic
Q.19 Rank the amines in each set in order of increasing Sol.
basicity.
H
NH2 NH2 N
(a)
Sol.
Answers
Exercise-I
Q.1 (i) d > c > b > a (ii) d > c > b > a (iii) a > b > c (iv) d > b > a > c
Q.2 (i) d > a > c> b (ii) c > b > a (iii) a > b > c
Q.3 (i) c > b > a (ii) a > b > c (iii) a > b > c > d
Q.4 (i) a > b > c (ii) a > b > c (iii) d > b > c > a
Q.5 (i) c > a > b > d (ii) d > c > a > b
Q.6 (i) b > a (ii) b > a (iii) c > b > a (iv) c > a > b
Q.7 (i) b (ii) a (iii) b Q.8 C Q.9 B Q.10 C
Q.11 B Q.12 B Q.13 B Q.14 A
Q.15 A, B, C, D
COOH HO2C COOH

1.8 4.25 2.19
Q.16 (i) cysteine : HS
8.3 (ii) glutamic acid :
NH2 NH2
10.8 9.67
Q.17 (a) 3 < 2 < 1; (b) 1 < 2 < 3; (c) 3 < 2 < 1; (d) 2 < 1 < 3; (e) 2 < 3 < 1
Q.18 (a) 2; (b) 2; (c) 2 Q.19 (a) 2; (b) 2; (c) 2 Q.20 (a) 2; (b) 2; (c) 2
Exercise-II
Q.1 (i) a > b > c > d (ii) a > b > c> d (iii) a > b > c (iv) a < b < c < d
(v) c > b> d> a
Q.2 (i) a < b < c (ii) c > a > b (iii) b > c > a (iv) c > d > b > a
Q.3 (i) a > b > c (ii) d > c > b > a (iii) b > c > a (iv) c > b > a (v) b > a
Q.4 (i) d > c > b > a (ii) c > b > a (iii) b > a > c (iv) a > b > c (v) c > a > b
Q.5 (i) d (ii) b (iii) a (iv) a Q.6 (i) b > a > d > c (ii) b > a > c > d (iii) a > b > c
Q.7 B Q.8 A Q.9 A Q.10 A
Q.11 (a) i, (b) ii, (c) i, (d) ii, (e) i Q.12 (a) i, (b) i, (c) ii
Q.13 (a) 2; (b) 1; (c) 1; (d) 1; (e) 1; (f) 3 Q.14 (a) 2; (b) 1; (c) 2; (d) 2
Q.15 (a) 3 < 2 < 1 < 4; (b) 1 < 2 < 3 < 4 Q.16 (a) 1 > 2 > 3; (b) 1 < 2 < 3; (c) 3 < 1 < 2
Q.17 (a) 2 < 1 < 3; (b) 1 < 2 < 3; (c) 2 > 1 > 3 Q.18 (a) 2 < 1 < 3; (b) 1 < 2 < 3; (c) 3 < 1 < 2
Q.19 (a) 2 > 1> 3, (b) 1 > 2 > 3, (c) 1 > 3 > 2, Q.20 A, B, C, D

Acidity &amp; Basicity (Exercises)

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ACIDITY & BASICITY Page # 11

Exercise - I ACIDITY OR ACIDIC STRENGTH

(iii) (a) CH3CH2OH (b) CH 3 CH O H

(c) CH2CH2CH 2COH

Q.5 Write correct order of acidic strength of following

Q.4 Write correct order of acidic strength of following OH OH

NO2 Cl (c) (d)

Q.6 Write correct order of acidic strength of following O

Q.7 Select the strongest acid in each of the following

(iii) (a) (b) Sol.

(ii) (a) (b)

(iv) (a) (b)

Q.10 Which one of the following phenols will show

Q.8 Arrange the given phenols in their decreasing order

Q.9 Which one of the following is the most acidic?

(C) (D) CH2=CHCH3 HO OH O HO OH

(A) I > II > III (B) III > II > I

Q.17 Record the following sets of compounds according

(a) , , cyclohexane carboxylic acid.

Q.15 Consider the following compound

Which of the above compounds reacts with

(c) Propanoic acid, 3-bromopropanoic acid, 2-

(d) Phenol,o-nitrophenol, o-cresol

(e) Hexylamine, aniline, methylamine Sol.

Q.20 Which of the following would you predict to be

(a) CH3CH3 BrCH2NO2 O

(c) CH3 CHO CH3 NO2 Sol.

(b) CH3 CH2 CH2 OH or CH3 CH = CH OH

O=CCH3 (c) CH3 CH = CH CH2 OH or CH3 CH = CH OH

Exercise - II BASICITY OR BASIC STRENGTH

(iii) (a) (b)

(iv) (a) NH3 (b) MeNH2

Q.2 Write increasing order of basic strength of (c) (d)

Q.3 Write increasing order of basic strength of

Q.4 Write increasing order of basic strength of

(v) (a) (b)

(c) OMe OMe

(iii) (a) (b)

NO2 NO2 Q.5 Select the strongest base in following compound

Q.8 Consider the following bases:

Q.10 Which one of the following is least basic in

(b) pyridine or pyrrole

(c) CH3CN or CH3CH2NH2

Q.14 Explain which compound is the weaker base.

(b) CH C CH2 = CH CH3CH2

(i) (ii) (c) (i) CH2 = CHCH2NH2

Q.17 Arrange the basic strength of the following

NH2 NHC6H5 NH2

NH2 NH2 NH2

Q.5 (i) c > a > b > d (ii) d > c > a > b

Q.7 (i) b (ii) a (iii) b Q.8 C Q.9 B Q.10 C

Q.11 B Q.12 B Q.13 B Q.14 A

COOH HO2C COOH

Q.7 B Q.8 A Q.9 A Q.10 A

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