NURTURE COURSE
ACIDIC STRENGTH & BASIC STRENGTH
Acidic Strength & Basic Strength
ALLEN
ACIDIC STRENGTH & BASIC STRENGTH
EXERCISE # I
1.
Write correct order of acidic strength of following compounds :
O
O
||
||
(i) (a) NO 2 - CH 2 - C - O - H
(b) F - CH 2 - C - O - H
O
O
||
||
(c) Ph - CH 2 - C - O - H
(d) CH 3 - CH 2 - C - O - H
O
O
||
||
(ii) (a) CH 3 - CH 2 - CH - C - O - H
(b) CH 3 - CH - CH 2 - C - O - H
|
|
F
F
O
||
(c) CH 2 - CH 2 - CH 2 - C - O - H
|
F
O
||
(iii) (a) Cl - CH 2 - C - O - H
O
||
(b) Cl - CH - C - O - H
|
Cl
Cl O
| ||
(c) Cl - C - C - O - H
|
Cl
(b) CH 3 - CH - O - H
|
CH 3
(iv) (a) CH3–CH2–O–H
CH3
(c) CH3–C–O–H
CH3
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(v) (a)
E
COOH
(b)
COOH
(c)
COOH
COOH
(vi) (a) |
COOH
(b) CH2
(vii) (a) H–F
(b) H–Cl
(c) H–Br
(d) H–I
(viii) (a) CH4
(b) NH3
(c) H2O
(d) H–F
COOH
COOH
(ix)(a) F–CH2–CH2–O–H
(b) NO2–CH2–CH2–O–H
(c) Br–CH2–CH2–O–H
(x) (a) CH3COOH
CH 2 - COOH
(c) |
CH 2 - COOH
(b) CH3CH2OH
Å
(d) NH3 - CH2 - CH2 - O - H
(c) C6H5OH
(d) C6H5SO3H
1
JEE-Chemistry
2.
ALLEN
Explain which is a stronger acid.
O
||
(a) CH3CH3 or BrCH2NO2 (b) CH 3 - C - CH 3
or
O
||
CH 3 - C - CH 2CN
(d)
or
OH
or
(c)
O=C–CH 3
3.
Which of the following would you predict to be the stronger acid ?
(a) Benzoic acid or para-nitrobenzoic acid
(b) CH3–CH2–CH2–OH or CH3–CH = CH – OH
(c) CH3 – CH = CH – CH2 – OH or CH3 – CH = CH – OH
4.
Arrange the given phenol & its derivative in their decreasing order of acidity :
(I) C6H5–OH
(II) F
OH
(III) Cl
OH (IV) O2N
OH
Select the correct answer from the given code:
(A) IV > III > I > II
(B)
8.
(C)
(D) CH2=CH–CH3
(C)
(D)
Which of the following is weakest acid?
(A)
7.
(D) IV > I > III > II
Which one of the following is the most acidic?
(A)
6.
(C) IV > III > II > I
(B)
Arrange pH of the given compounds in decreasing order:
(1) Phenol
(2) Ethyl alcohol
(3) Formic acid
(4) Benzoic acid
(A) 1 > 2 > 3 > 4
(B) 2 > 1 > 4 > 3
(C) 3 > 2 > 4 > 1
(D) 4 > 3 > 1 > 2
Arrange acidity of given compounds in decreasing order:
(I) CH3–NH–CH2–CH2–OH
(II) CH3–NH–CH2–CH2–CH2–OH
Å
(III) (CH 3 )3 N - CH 2 - CH 2 - OH
(A) III > I > II
2
(B) III > II > I
(C) I > II > III
(D) II > I > III
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5.
(B) IV > II > III > I
E
Acidic Strength & Basic Strength
ALLEN
9.
Consider the following compound
O
||
CH 3CCOOH
I
II
III
Which of the above compounds reacts with NaHCO3 giving CO2
(A) I, II and III
10.
(B) I and III
(C) II and III
Say which pka belong to which functional group in case of following amino acids :
(i) cysteine :
1.8, 8.3 & 10.8
(ii) glutamic acid :
11.
(D) I and II
: 2.19, 4.25, 9.67
Record the following sets of compounds according to increasing pKa ( = – log Ka)
(a)
,
, cyclohexane carboxylic acid.
(b) 1-butyne, 1-butene, butane
(c) Propanoic acid, 3-bromopropanoic acid, 2-nitropropanoic acid
(d) Phenol,o-nitrophenol, o-cresol
(e) Hexylamine, aniline, methylamine
12.
Write correct order of acidic strength of following compounds:
O–H
NO2
(b)
(i) (a)
NO2
(c)
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E
O–H
O–H
(ii) (a)
NO2
NO2
(c)
Cl
O–H
N
O
CH3
O–H
O–H
O
NO2
O–H
(b)
NO2
(iii)(a)
(d)
NO2
NO2
\
O–H
O–H
O–H
(b)
N
O
O
(c)
O–H
(d)
O
N
O
3
JEE-Chemistry
ALLEN
O–H
O–H
O–H
(iv) (a)
(b)
Cl
(v) (a)
(c)
(d)
O–H
O–H
O–H
O–H
(b)
(c)
Cl
Cl
O
C–O–H
O
C–O–H
(vi)(a)
O
C–O–H
(vii)
CH3
(b)
(a)
O
C–O–H
(b)
(c)
NO2
N
O
O
Select the strongest acid in each of the following sets :
OH
OH
(b)
(i) (a)
OH
OH
(c)
(d)
CH3
NO2
Cl
NH2
OH
OH
OH
OH
(ii) (a)
(b)
(c)
NO2
OH
(d)
CH3
F
OH
OMe
(iii)(a)
OH
OH
(b)
(c)
(d)
OMe
OMe
OH
OH
(iv)(a)
(b)
NO2
4
NO2
OH
NO2
(c)
NO2
OH
NO2
(d)
NO2
NO2
NO2
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13.
O
C–O–H
NO2
E
Acidic Strength & Basic Strength
ALLEN
14.
15.
16.
The strongest acid is :
(A)HF
(B) CH3CO2H
(C) HF + SbF5
The weakest acid (does not show acidic character) is :
(A)HC º CH
(B) CH2 = CH2
(C) Me3CH
Which of the following is most acidic :
(A)
(B)
(D) Ph3CH
COOH
COOH
COOH
(D) H2S
(C)
COOH
(D)
CH3
NO2
17.
CH3
Paragraph for Question 17 to 18
The most important condition for resonance to occur is that the involved atoms in resonating structure
must be coplanar or nearly coplanar for maximum delocalisation. If this condition does not fulfil,
involved orbitals cannot be parallel to each other and as a consequence delocalisation cannot occcur.
Bulky groups present on adjacent atoms inhibit the planarity of atoms involved in resonance. This
phenomenon is known as steric inhibition of resonance. Steric inhibition of resonance has profound
effect on
(1) Physical properties
(2) Acidity and basicity
(3) Reactivity of organic compounds
Arrange the following in the decreasing order of basicity :
CH3–N– CH3
NH2
(I)
(II)
NH2
NH2
(III)
(IV)
NO2
NO2
18.
(A) I > II > III > IV
(B) IV > III > II > I (C) II > I > IV > III (D) I > IV > III > II
Which of the following is most acidic :
(B)
(A)
COOH
COOH
COOH
(C)
COOH
(D)
CH3
CH3
19.
How many following compounds are more acidic than water ?
node06\B0AH-AI\Kota\JEE(Advanced)\Nurture\Chem\Sheet\Acidic Strength & Basic Strength\Eng.p65
(a)
E
CH3
SO3H
(b) HCl
(c) CH3 – C º CH
(d)
(g)
(h)
CO 2H
OH
(e)
(f)
OH
NO2
(i) NaOH
20.
Select correct order regarding acidic strength of given compounds :
(1) o-methylbenzoic acid
(2) m-methylbenzoic acid
(3) p-methylbenzoic acid
(4) benzoic acid
(A)1 > 2 > 3 > 4
(B) 4 > 3 > 2 > 1
(C) 1 > 4 > 2 > 3
(D) 3 > 2 > 4 > 1
5
JEE-Chemistry
ALLEN
EXERCISE # II
1.
Write decreasing order of basic strength of following :
–
–
–
(b) NH2
(i) (a) CH3
–
–
–
(c) OH
(d) F
–
(d) I
–
(ii) (a) F
(b) Cl
(c) Br
(iii) (a) NH3
(b) MeNH2
(c) Me2NH
(d) Me3N
(iv) (a) NH3
(b) MeNH2
(c) Me2NH
(d) Me3N (Gas phase)
(v) (a) R–NH2
(b) Ph–NH2
(c) R - C - NH 2
||
O
(b)
(c)
(in H2O)
O
(vi) (a)
NH
NH
N
Me
NH2
NH2
(vii)(a)
(b)
(c)
NH
N
(b)
O2N
(c)
NH2
(ix) (a)
NH2
NH2
(b)
Å
NH3
2.
F
Me
(c)
H
Write decreasing order of basic strength of following :
··
··
(i) (a) CH3–CH2– N H 2 (b) CH3–CH= NH
· ·
(ii) (a) CH 3 - C - NH 2
||
O
6
(d)
CH 3
Cl
NH2
··
··
(c) CH3–Cº N
· ·
(b) CH3–CH2– NH 2 (c) CH 3 - C - N H 2
||
NH
··
· ·
· ·
(d) NH 2- C - N H 2
||
N
H
··
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(viii) (a)
N
N
E
Acidic Strength & Basic Strength
ALLEN
NH2
(iii) (a)
(b)
(c)
N
H
N
NH2
NH2
(iv) (a)
(b)
(d)
CN
OMe
NH2
NH2
NH2
(b)
(c)
O
NH2
NO2
NO2
NO2
Me
NH2
(c)
NO2
(v) (a)
(vi) (a)
NH2
NH2
N
NH2
Me
(b)
Me
O
O
Me
N
O
O
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NH–C–CH3
E
NH–CH2–CH3
NH2
(vii)(a)
(b)
(c)
(viii) (a)
(b)
(c)
(d)
(ix) (a)
(b)
(c)
(d)
7
JEE-Chemistry
3.
ALLEN
Select the strongest base in following compound :
S
O
(i) (a)
(b)
N
(c)
(d)
N
N
N
H
H
H
NH2
(ii) (a)
(b)
NH
(c)
(d)
N
N
H
N
(iii) (a)
(b)
(c)
N
N
N
N
H
H
CH3
Et
Ph
H
Me
N
N
N
+
N¯Li
(iv) (a)
(b)
(c)
(d)
Arrange the following compound in decreasing order of their basicity.
(i) (a) H2C = CHNa
(b) CH3CH2Na
NH2
(ii) (a)
(c) CH3CH2ONa
NH2
CH2 – NH2 (c)
(b)
(d) HC º CNa
(d)
NO2
(iii) (a) HO¯
5.
(b) NH3
C – NH2
O
(c) H2O
(d) HSO4¯
(C) I > II > III
(D) III > I > II
Correct decreasing order of basic strength -
NH2
NH2
N
N
N
H
(I)
NMe2
H–N
N
H–N
(II)
(III)
Of following compound (A) III > II > I
8
(B) II > I > III
node06\B0AH-AI\Kota\JEE(Advanced)\Nurture\Chem\Sheet\Acidic Strength & Basic Strength\Eng.p65
4.
(d)
E
Acidic Strength & Basic Strength
ALLEN
6.
Consider the following bases:
(I) o-nitroaniline
(II) m-nitroaniline
(III) p-nitroaniline
The decreasing order of basicity is:
(A) II > III > I
7.
(B) II > I > III
(C) I > II >III
(D) I > III > II
Consider the basicity of the following aromatic amines:
(I) aniline
(II) p-nitroaniline
(III) p-methoxyaniline (IV) p-methylaniline
The correct order of decreasing basicity is:
(A) III > IV > I > II
8.
(C) I > II > III > IV
(D) IV > III > II > I
Which one of the following is least basic in character?
(A)
9.
(B) III > IV > II > I
(B)
(C)
(D)
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
(b) CH3CONH2 or H2N
NH2
(c) CH3CH2CH2NH2 or CH3CN
(d) C6H5N(CH3)2 or 2,6-dimethyl-N-N-dimethylaniline
10.
Choose the member of each of the following pairs of compunds that is likely to be the weaker base.
(a) H2O or H3O+
(b) Cl¯, SH¯
(c) F¯, OH¯, NH¯,
2 CH¯
3
(d) HF, H2O, NH3
(e) OH¯, SH¯, SeH¯
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11.
E
Explain which compound is the weaker base.
(a)
(b) CH2 = CH – CH = CH – CH2– or CH2 = CH – CH2–
or
COO¯
(c) |
COOH
or
COOH
|
COOH
(d)
or
9
JEE-Chemistry
12.
ALLEN
Arrange the basic strength of the following compounds.
(a) OH¯
CH3COO¯
(i)
Cl¯
(ii)
(b) CH º C¯
(iii)
CH2 = CH¯
(i)
CH3CH 2¯
(ii)
(iii)
(c) CH2 = CHCH2NH2 CH3 CH2 CH2 NH 2
CH º C – CH2NH2
(i)
(ii)
(iii)
(i)
(ii)
(iii)
(d)
Arrange the following compounds in order of increasing basicity.
(a) CH3NH2, CH3 NH 3Å , CH3NH¯
14.
Which of the following is most basic :
N
N
N
(A)
15.
N
N
(B)
(C)
N
N
(D)
N
Basicity order of N in following compound is :
O
CH3
H2N– C– CH 2
c
Nb
N
CH3 d
(A) b > d > a > c
10
(b) CH3O¯, CH3NH¯, CH3CH¯2
CH3
CH2 – NH – C– CH 3
NH
a
CH3
(B) a > b > d > c
(C) a > b > c > d
(D) a > c > b > d
node06\B0AH-AI\Kota\JEE(Advanced)\Nurture\Chem\Sheet\Acidic Strength & Basic Strength\Eng.p65
13.
E
Acidic Strength & Basic Strength
ALLEN
16.
The conjugate base of serotonin (used as tranquilisers) is given as follows :
O
CH2–CH2–NH2
–
••
N
H
How many basic groups present in following compound ?
17.
The structure of saccharin is given as follows :
O
C
NH [Provided N is the donor atom in all cases]
S
O
O
How many following compounds are more basic than saccharin ?
O
C
(i) CH3– C – NH2
(ii) H2N– C – NH 2
NH
CH2–NH2
(vi)
O
(iv)
N–H
C
O
N
node06\B0AH-AI\Kota\JEE(Advanced)\Nurture\Chem\Sheet\Acidic Strength & Basic Strength\Eng.p65
(v)
NH
(iii) CH3 – C – NH2
E
11
JEE-Chemistry
ALLEN
EXERCISE # III
1.
In given reaction Gas liberated is/are
O
C
O–H
14
NaHCO3
SO3H
(B) SO3 & 14CO2
(A) CO2 & SO3
2.
(D) SO2 only
Arrange marked atom in decreasing order of acidic strength
2
H
O
1
3
H
N–H
(A) 1 > 2 > 3
3.
(C) 14CO2 only
Column - I
(B) 3 > 2 > 1
(C) 2 > 1 > 3
(D) 2 > 3 > 1
Column-I
OH
(A)
(P) React with NaOH
OH
(B)
(Q) React with NaHCO3
OH
(C)
(R) React with NaH
OH
NO2
(D)
(S) React with Na
NO2
(T) React with NaNH2
12
node06\B0AH-AI\Kota\JEE(Advanced)\Nurture\Chem\Sheet\Acidic Strength & Basic Strength\Eng.p65
NO2
E
Acidic Strength & Basic Strength
ALLEN
4.
Compound which can give effevescences with NaHCO3
OH
COOH
(i)
O
(Salicylic acid)
OH
(ii)
(Squaric acid)
O
SO3H
(iii)
OH
OH
O2N
(Benzene sulphonic acid)
NO2
(iv)
(Picric acid)
NO2
OH
(v) Ph–CH=CH–COOH (cinnamic acid)
(vi)
OH
CH2–OH
OH
(vii)
(viii)
OH
NO2
(ix)
(x)
NO2
5.
NO2
Statement-1 : For the given two compounds-I is more acidic than compounds-II.
H3C
NO2
CH3 H3C
CN
CH3
OH
(II)
OH
(I)
and
Statement-2 : Due to presence of –CH3 group at ortho positions to –NO2 ; the plane of –NO2
deviates, w.r.t plane of ring.
(A) Statement-1 is True, Statement-2 is True ; Statement-2 is a correct explanation for Statement-1.
(B) Statement-1 is True, Statement-2 is True ; Statement-2 is NOT a correct explanation for Statement-1.
(C) Statement-1 is True, Statement-2 is False.
node06\B0AH-AI\Kota\JEE(Advanced)\Nurture\Chem\Sheet\Acidic Strength & Basic Strength\Eng.p65
(D) Statement-1 is False, Statement-2 is True.
E
6.
Statement 1 :
O
N
(I)
O
is more basic than
N
H
(II)
O
and
Statement 2 : Lone pair electrons on nitrogen in compound (I) does not participate in resonance.
(A) Statement-1 is True, Statement-2 is True ; Statement-2 is a correct explanation for Statement-1.
(B) Statement-1 is True, Statement-2 is True ; Statement-2 is NOT a correct explanation for Statement-1.
(C) Statement-1 is True, Statement-2 is False.
(D) Statement-1 is False, Statement-2 is True.
13
JEE-Chemistry
7.
ALLEN
Match Column-I with Column-II.
Column - I (Facts)
(A) Guanidine H2N–C–NH2 is example
Column - II (Reasons)
(P) Resonance stabilisation of conjugate acid
of strong base NH
of strong base.
(B) Carbanion stability CCl3 > CF3
(Q) Due to s-character of central atoms
(C) Alkyne is more acidic than alkene
(R) Due to d-orbital resonance
(D) Acidity :
(S) Due to formation of aromatic anion
<
(T) Stability of conjugate base due to more
number of identical resonating structure
8.
Match Column-I with Column-II.
Column - I (Compounds)
Column - II (pKa)
(A) HO
F
(P) 7.15
(B) HO
Cl
(Q) 10.14
(C) HO
NO2
(R) 9.98
(D) HO
CH3
(S) 9.38
(T) pKa is more than phenol
(Comprehension) (Q.9 to Q.11)
Observe the following feasible reactions :
(i)
ONa
COONa
+
OH
+
NO 2
OH
NO 2
ONa
NO2
+ NaHCO3 ¾®
(ii)
NO 2
14
+ H2CO3
NO 2
ONa
(iii)
NO2
OH
+ H2CO3 ¾®
+ NaHCO3
node06\B0AH-AI\Kota\JEE(Advanced)\Nurture\Chem\Sheet\Acidic Strength & Basic Strength\Eng.p65
COOH
E
Acidic Strength & Basic Strength
ALLEN
Answer the following question :
9.
Which of the following is the correct order of acidic strength.
OH
COOH
(A)
OH
NO2
>
> H2CO3 >
OH
COOH
(B)
>
NO 2
>
> H2CO3
NO 2
OH
COOH
(C)
OH
NO2
OH
NO2
> H2CO3 >
>
(D) None
NO 2
10.
Which of the following compound does not react with NaHCO3
OH
OH
(B)
(A)
(C)
COONa
+ NaHCO3 ¾®
(A)
NH2
NHNa
OH
(C)
+ H2O + CO2
ONa
+ NaHCO3 ¾®
COONa
(D)
+ H2O + CO2
+ NaHCO3 ¾®
(B)
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NO2
Identify the feasible reactions
COOH
E
COOH
(D)
NO 2
NO2
CH3
11.
OH
¾®
NO2
COO¯
COOH
COOH
+
+ H2O + CO2
+
NO2
15
JEE-Chemistry
12.
ALLEN
Identify the non-feasible reaction
••
ˆˆ† CH3—C º C + NH3
(A) CH3–C º CH + NH2¯ ‡ˆˆ
ˆˆ† CH3CH2ONa + H2
(B) CH3CH2—OH + NaH ‡ˆˆ
ˆˆ† CH3ONa + H2O
(C) CH3—OH + NaOH ‡ˆˆ
ˆˆ† HCºCNa + H2O
(D) HCºCH + NaOH ‡ˆˆ
13.
Select the number of compounds in which deprotonation gives aromatic anion :
O
(A)
HN
NH
HO–CH2 O
H
(B) HO
O
O
Barbituric acid
O
O
O
(C)
(D)
N
|
H
OH
HO
Ascorbic acid
(Vitamin-C)
O
Paragraph for Questions 14 and 15
Aqueous
Layer
Organic Layer
OH
Aqueous
NaHCO3
COOH
Organic
Layer
Aqueous Layer
Identify salt 'A' ?
–
+
(A)
+
COO Na
(B)
+
– Na
(C)
(D) All of these
Identify compound 'C' ?
(A)
OH
COOH
OH
(B)
(C)
(D)
COOH
16
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–
O Na
15.
(Compound - C)
(Salt - A)
Mixture of
3-compounds
in hexane
14.
(Salt - B)
Aqueous
NaOH
E
Acidic Strength & Basic Strength
ALLEN
EXERCISE # IV (JEE-MAIN)
1.
[AIEEE-2002]
Picric acid is COOH
(1)
OH
COOH
(2)
NO 2
(3)
NO2
COOH
NO2
(4)
NH 2
OH
NO2
2.
(1) NH3
3.
[AIEEE-2002]
Which of the following speices acts both as bronsted acid & base –
(2) OH¯
(3) HSO Q4
(4) 1 and 3 both
The correct order of increasing basic nature for the bases NH3, CH2NH2 and (CH3)2NH is[AIEEE-2003]
4.
(1) CH3NH2 < NH3 < (CH3)2NH
(2) (CH3)2NH < NH3 < CH3NH2
(3) NH3 < CH3NH2 < (CH3)2NH
(4) CH3NH2 < (CH3)2NH < NH
[AIEEE-2004]
Consider the acidity of the carboxylic acids(i) PhCOOH
(ii) o–NO2C6H4COOH
(iii) p-NO2C6H4COOH
(iv) m-NO2C6H4COOH
which of the following is the correct order of acidity-
5.
(1) i > ii > iii > iv
(2) ii > iv > iii > i
(3) ii > iv > i > iii
(4) ii > iii > iv > i
[AIEEE-2004]
Which of the following is the strongest base (1)
NH2
(2)
NHCH3
(3)
NH2
(4)
CH2NH2
CH3
node06\B0AH-AI\Kota\JEE(Advanced)\Nurture\Chem\Sheet\Acidic Strength & Basic Strength\Eng.p65
6.
E
7.
8.
(1) CH3CH2COOH
(2) (CH3)2CHCOOH
(3) HCOOH
(4) CH3COOH
[AIEEE-2005]
Amongest the following the most basic compound is(1) p-nitro aniline
(2) Acetanilide
(3) Aniline
(4) Benzylamine
[AIEEE-2005]
What is the conjugate base of OH¯?
(1) H2O
9.
[AIEEE-2005]
Among the following acids which has the lowest pk a value-
(2) O2
(3) O2–
Among the following acids which has the lowest pKa value?
(1) HCOOH
(2) CH3COOH
(3) CH3CH2COOH
(4) (CH3)2CH–COOH
(4) O¯
[AIEEE-2005]
17
JEE-Chemistry
11.
12.
13.
14.
[AIEEE-2006]
The correct order of increasing acid strength of the compounds is
(a) CH3CO2H
(b) MeOCH2CO2H
(c) CF3CO2H
(d)
(1) d < a < c < b
(2) d < a < b < c
(3) a < d < c < b
(4) b < d < a < c
Me
Me
CO2 H
[AIEEE-2007]
Which one of the following is the strongest base in aqueous solution ?
(1) Trimethylamine
(2) Aniline
(3) Dimethylamine
(4) Methylamine
The correct order of increasing basicity of the given conjugate base (R=CH3) is :- [AIEEE-2010]
(1) RCOO < HC º C < NH 2 < R
(2) RCOO < HC º C < R < NH 2
(3) R < HC º C < RCOO < NH 2
(4) RCOO < NH 2 < HC º C < R
[AIEEE-2011]
The strongest acid amongst the following compounds is ?
(1) CH3CH2CH(Cl)CO2H
(2) ClCH2CH2CH2COOH
(3) CH3COOH
(4) HCOOH
The correct order of acid strength of the following compounds :A. Phenol
B. p-Cresol
C. m-Nitrophenol
D. p- Nitrophenol
[AIEEE-2011]
is :-
15.
(1) C > B > A > D
(2) D > C > A > B
(3) B > D > A > C
(4) A > B > D > C
[JEE(Main)-2012]
In the following compounds :
(I)
N
H
(II)
N
(III)
O
N
(IV)
H
N
H
the order of basicity is as follows :
16.
17.
18
(1) IV > III > II > I
(2) II > III > I > IV
(3) I > III > II > IV
(4) III > I > II > IV
The most basic compound among the following is :(1) Acetanilide
(2) Benzylamine
(3) p-Nitro aniline
(4) Aniline
The order of basicity of amines in gaseous state is :(1) 3° > 2° > NH3 > 1°
(2) 1° > 2° > 3° > NH3
(3) NH3 > 1° > 2°> 3°
(4) 3° > 2° > 1° > NH3
[JEE(Main)-2012]
[JEE(Main)-2013]
node06\B0AH-AI\Kota\JEE(Advanced)\Nurture\Chem\Sheet\Acidic Strength & Basic Strength\Eng.p65
10.
ALLEN
E
Acidic Strength & Basic Strength
ALLEN
18.
OH
OH
;
Cl
(I)
19.
OH
;
OH
;
CH3
(II)
NO2
(III)
OCH3
(IV)
(1) II > IV > I > III
(2) I > II > III > IV
(3) III > I > II > IV
(4) IV > III > I > II
[JEE(Main)-2014]
The conjugate base of hydrazoic acid is :(1) HN3¯
20.
[JEE(Main)-2013]
Arrange the following compounds in order of decreasing acidity :
(2) N¯3
(3) N¯2
(4) N–3
Which one of the following compounds will not be soluble in sodium bicarbonate ?
[JEE(Main)-2014]
21.
(1) Benzene sulphonic acid
(2) Benzoic acid
(3) o-Nitrophenol
(4) 2, 4, 6 - Trinitrophenol
Considering the basic strength of amines in aqueous solution, which one has the smallest pKb value ?
[JEE(Main)-2014]
(1) (CH3)3N
22.
23.
node06\B0AH-AI\Kota\JEE(Advanced)\Nurture\Chem\Sheet\Acidic Strength & Basic Strength\Eng.p65
E
(3) (CH3)2NH
(4) CH3NH2
Among the following oxoacids, the correct decreasing order of acid strength is : [JEE(Main)-2014]
(1) HClO4 > HClO3 > HClO2 > HOCl
(2) HClO2 > HClO4 > HClO3 > HOCl
(3) HOCl > HClO2 > HClO3 > HClO4
(4) HClO4 > HOCl > HClO2 > HClO3
Among the following compounds, the increasing order of their basic strength is:(I)
24.
(2) C6H5NH2
(II)
(III)
(1) (II) < (I) < (III) < (IV)
(2) (I) < (II) < (IV) < (III)
(3) (II) < (I) < (IV) < (III)
(4) (I) < (II) < (III) < (IV)
(IV)
[JEE(Main)-On-Line 2017]
[JEE(Main)-2018]
The increasing order of basicity of the following compounds is :
(a)
(b)
(1) (b) < (a) < (c) < (d)
(3) (d) < (b) < (a) < (c)
(c)
(d)
(2) (b) < (a) < (d) < (c)
(4) (a) < (b) < (c) < (d)
19
JEE-Chemistry
ALLEN
EXERCISE # V (J-ADVANCED)
OH
OH
I
CH3
II
OH
OH
NO2
2.
3.
4.
NH2
(CH3)2NH
CH3CH2NH2
,
(A) 2 > 1 > 3 > 4
20
NO 2
IV
O
NH
1
6.
III
The order of acidity is (A) III>IV>I>II
(B) I>IV>III>II
(C) II>I>III>IV
(D) IV>III>I>II
Although phenoxide ion has more number of resonating structures than benzoate ion, benzoic acid is
a stronger acid than phenol. Why ?
[IIT-JEE-1997]
Amongst the following, the most basic compound is [IIT-JEE-2000]
(A) C6H5NH2
(B) p–NO2–C6H4NH2 (C) m–NO2–C6H4NH2 (D) C6H5CH2NH2
The correct order of basicities of the following compounds is :
[IIT-JEE-2001]
CH3–C
5.
[IIT-JEE-1996]
In the following compounds
2
,
3
CH3CNH 2
,
4
(B) 1 > 3 > 2 > 4 (C) 3 > 1 > 2 > 4
(D) 1 > 2 > 3 > 4
Statement-I : p-Hydroxybenzoic acid has a lower boiling point that o-hydroxybenzoic acid.
Because
Statement-II : o-Hydroxybenzoic acid has intramolecular hydrogen bonding. [IIT-JEE-2003]
(A) Statement-I is True, Statement-II is True ; Statement-II is a correct explanation for Statement-I
(B) Statement-I is True, Statement-II is True; Statement-II is NOT a correct explanation for Statement-I
(C) Statement-I is True, Statement-II is False.
(D) Statement-I is False, Statement-II is True.
Match Ka values with suitable acid :
[IIT-JEE-2003]
Ka
Acid
(A) 3.3 × 10–5
(p)
(B) 4.2 × 10–5
(q) Me—
—COOH
(C) 6.3 × 10–5
(r)
—COOH
(D) 6.4 × 10–5
(s) MeO—
—COOH
(E) 30.6 × 10–5
(t)
—COOH
—COOH
Cl—
O2N—
node06\B0AH-AI\Kota\JEE(Advanced)\Nurture\Chem\Sheet\Acidic Strength & Basic Strength\Eng.p65
1.
E
Acidic Strength & Basic Strength
ALLEN
7.
[IIT-JEE-2004]
(a) Which of the following is more acidic and why ?
Å
Å
NH3
NH3
(I)
F
(II)
HOOC
OH
8.
2Moles NaNH
2®
¾¾¾¾¾¾¾
A. The product (A) will be :
O2N
[IIT-JEE-2007]
CH
OH
HOOC
1
O1
OOC
OH
(B) O2N
(A) O2N
CH
C1
O1
1
OH
HOOC
OOC
OH
OH
(D) O2N
(C) O2N
C1
CH
O1
O1
node06\B0AH-AI\Kota\JEE(Advanced)\Nurture\Chem\Sheet\Acidic Strength & Basic Strength\Eng.p65
9.
E
10.
[IIT-JEE-2009]
The correct acidity order of the following is :
OH
OH
(I)
(II)
Cl
COOH
COOH
(III)
(IV)
CH3
(A) (III) > (IV) > (II) > (I)
(B) (IV) > (III) > (I) > (II)
(C) (III) > (II) > (I) > (IV)
(D) (II) > (III) > (IV) > (I)
Amongst the following, the total number of compounds soluble in aquesous NaOH is:
[IIT-JEE-2010]
CH3
H3 C
OCH2CH3
COOH
NO2
OH
N
CH2OH
OH
CH2CH3
CH2CH3
COOH
N
H3 C
CH3
21
JEE-Chemistry
11.
12.
ALLEN
(A) p-nitrophenol
(B) p-hydroxybenzoic acid
(C) o-hydroxybenzoic acid
(D) p-toluic acid
[IIT-JEE-2012]
The carboxyl functional group (–COOH) is present in (A) picric acid
13.
[IIT-JEE-2011]
Among the following compounds, the most acidic is
(B) barbituric acid
(C) ascorbic acid
(D) aspirin
Identify the binary mixtures (s) that can be separated into the individual compounds, by differential
[IIT-JEE-2012]
extraction, as shown in the given scheme -
NaOH(aq)
Binary mixture containing
Compund 1 and compound 2
14.
NaHCO3(aq)
Compound 1
+
Compound 2
Compound 1
+
Compound 2
(A) C6H5OH and C6H5COOH
(B) C6H5COOH and C6H5CH2OH
(C) C6H5CH2OH and C6H5OH
(D) C6H5CH2OH and C6H5CH2COOH
The compound that does NOT liberate CO2, on treatment with aqueous sodium bicarbonate solution,
[JEE-ADVANCED-2013]
is (A) Benzoic acid
15.
(B) Benzenesulphonic acid
(C) Salicylic acid
(D) Carbolic acid (phenol)
Hydrogen bonding plays a central role in the following phenomena
[JEE-ADVANCED-2014]
(A) Ice floats in water
(B) Higher Lewis basicity of primary amines than tertiary amines in aqueous solutions
(D) Dimerisation of acetic acid in benzene
16.
[JEE-ADVANCED-2017]
The order of basicity among the following compounds is
NH
NH2
H3C
I
22
NH 2
N
NH
HN
N
NH
H2N
II
III
(A) II > I > IV > III
(B) IV > II > III > I
(C) I > IV > III > II
(D) IV > I > II > III
IV
node06\B0AH-AI\Kota\JEE(Advanced)\Nurture\Chem\Sheet\Acidic Strength & Basic Strength\Eng.p65
(C) Formic acid is more acidic than acetic acid
E
Acidic Strength & Basic Strength
ALLEN
ANSWER KEY
EXERCISE # I
1.
(i)
a > b > c > d,
(ii)
a>b>c,
(v) c > b > a,
(vi) a > b > c
(ix) d > b > a > c,
(x)
(iii) c > b > a,
(iv) a > b > c,
(vii) d > c > b > a ,
(viii)d > c > b > a,
d > a > c> b
2.
(a) 2 ; (b) 2 ; (c) 1 ; (d) 1
3.
(a) 2 ; (b) 2 ; (c) 2 4.
(C)
6.
(B)
8.
(A)
(A)
10.
(i) cysteine :
11.
(a) 3 < 2 < 1 ; (b) 1 < 2 < 3 ; (c) 3 < 2 < 1 ; (d) 2 < 1 < 3 ; (e) 2 < 3 < 1
12.
(i)
7.
d > c > a > b,
(v) a > b > c,
(B)
9.
5.
(B)
(ii) glutamic acid :
(ii) a > b > c,
(iii) c > a > b > d,
(vi) b > a
(vii) c > a > b
(iv) d > b > c > a,
13.
(i) b , (ii) a, (iii) b , (iv) b
14.
(C)
15. (C)
17.
(C)
19.
(4)
20 (C)
18. (B)
16. (B)
EXERCISE # II
1.
2.
(i)
a > b> c> d,
(ii) a > b > c > d,
(iii) c > b> d> a ,
(v) a > b > c,
(vi) c > b > a
(vii) c > a > b,
(viii) b > c > a, (ix) c > d > b > a
(i)
(ii) d > c > b > a,
(iii) b > c > a,
(iv) d > c > b > a,
(vi) b > a,
(vii) c > b > a,
(viii) d > a > b > c
a > b > c,
(v) b > a > c,
(iv) d > c > b > a
node06\B0AH-AI\Kota\JEE(Advanced)\Nurture\Chem\Sheet\Acidic Strength & Basic Strength\Eng.p65
(ix) d > c > b > a
E
3.
(i)
d, (ii) b, (iii) a, (iv) a
4.
(i)
b > a > d > c,
5.
(A)
9.
(a) i , (b) ii , (c) i , (d) ii
11.
(a) 2; (b) 1;(c) 2; (d) 2 12. (a) 1 > 2 > 3 ; (b) 1 < 2 < 3 ; (c) 3 < 1 < 2 ; (d) 2 < 1 < 3
13.
(a) 2 < 1 < 3 ; (b) 1 < 2 < 3
16.
3, 3 basic groups are NH 2 ; –NH–;O —
(ii) b > a > c > d,
(iii) a > b > c > d
6. (A)
7. (A)
8. (A)
10. (a) 2 ; (b) 1 ; (c) 1 ; (d) 1 ; (e) 3
••
14. (C)
17.
15. (B)
(6)
23
JEE-Chemistry
ALLEN
EXERCISE # III
1.
(C)
2.
(C)
3.
(A) – R, S, T ; (B) – P, R, S, T ; (C) – P, Q, R, S, T ; (D) – P, Q, R, S, T
4.
(i) , (ii) (iii) (iv), (v) (ix)
7.
5. (D)
6.
(A)
(A) – P,T ; (B) – R; (C) – Q ; (D) – S, T
8.
(A) – R ; (B) – S; (C) – P ; (D) – Q, T
9.
(A)
10. (A)
11.
(A, D)
13.
(A, B, C, D)
14. (B)
15.
(C)
12. (D)
EXERCISE # IV (JEE-MAIN)
1.
(3)
2.
(4)
3.
(3)
4.
(4)
5.
(4)
6.
(3)
7.
(4)
8.
(3)
9.
(1)
10. (2)
11.
(3)
12. (1)
13.
(1)
14. (2)
15. (3)
16.
(2)
17. (4)
18.
(3)
19. (2)
20. (3)
21.
(3)
22. (1)
23.
(3)
24. (2)
EXERCISE # V (J-ADVANCED)
1.
(D)
2.
Benzoate has equivalent resonating structures
3.
(D)
4.
(B)
6.
A-(s) ; B-(q) ; C-(p) ; D-(r) ; E-(t)
7.
(II is most acidic)
8.
11.
15.
(D)
(C)
9.
(A)
10. (4)
(C)
12. (D)
13.
(B, D)
14. (D)
(A, B, D)
16. (D)
node06\B0AH-AI\Kota\JEE(Advanced)\Nurture\Chem\Sheet\Acidic Strength & Basic Strength\Eng.p65
5.
24
E