CHEMISTRY
AIMED AT STUDENTS PREPARING FOR JEE EXAMINATION
ACIDIC STRENGTH & BASIC STRENGTH
Exercise I
1. Write correct order of acidic strength of following compounds:
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2. Explain which is a stronger acid:
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3. Which of the following would you predict to be the stronger acid?
(a) Benzoic acid or para-nitrobenzoic acid
(b) CH 3
− CH2 − CH2 − OH or CH 3
− CH = CH − OH
(c) CH 3
− CH = CH − CH2 − OH or CH 3
− CH = CH − OH .
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4. Arrange the given phenol in their decreasing order of acidity: (I).
C6 H5 − OH . Select the correct answer from the given code:
A. IVgtIIIgtIgtII
B. IVgtIIgtIIIgtI
C. IVgtIIIgtIIgtI
D. IVgtIgtIIIgtII
Answer: C
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5. Which one of the following is the most acidic?
A.
B.
C.
D. CH 2
= CH − CH3
Answer: B
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6. Which of the following is weakest acid?
A.
B.
C.
D.
Answer: B
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7. 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
Answer: B
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8. Arrange acididy of given compounds in decreasing order
(I). CH 3
− N − CH2 − OH
(II). CH 3
− N H − CH2 − CH2 − CH2 − OH
(III). (CH 3
3
) N − CH2 − CH2 − OH
A. IIIgtIgtII
B. IIIgtIIgtI
C. IgtIIgtIII
D. IIgtIgtIII
Answer: A
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9. Consider the followng compounds
Which of the above compounds reacts with N aH CO given CO .3 2
A. I,II and III
B. I and III
C. II and III
D. I and II
Answer:
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10. Say which pk a belong to which functional group in case of following
amino acids:
(i)
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11. Record the following sets of compounds according to increasing
pKa ( = − log Ka)
(a).
cyclohexane carboxylic acid
(A). 3 < 2 < 1
(B). 3 > 2 > 1
(C). 1 < 2 < 3
(D). 3 < 1 < 2
(b). 1-butyne, 1-butene, butane
(A). 3 < 2 < 1
(B). 3 < 2 < 1
(C). 1 < 3 < 2
(D). 3 < 2 > 1
(c). Propanoic acid, 3-bromopropanoic acid, 2-nitropropanoic acid
(A). 3lt2lt1
(B). 3gt2gt1
(C). 1lt2lt3
(D). 3lt1lt2
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12. Write correct order of acidic strength of following compounds:
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13. Select the strongest acid in each of the following sets,
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14. The strongest acid is:
A. HF
B. CH 3
CO2 H
C. H F + SbF5
D. H 2
S
Answer: C
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15. The weakest acid (does not show acidic character) is:
A. H C ≡ CH
B. CH 2
= CH2
C. M e 3
CH
D. P h 3
CH
Answer: C
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16. Which of the following is most acidic:
A.
B.
C.
D.
Answer: B
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17. The most important condition for resonanace to occur is that the
invovled 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 consequence
delocalisation cannot occur. Bulky groups present on adjacent atoms
inhibit the planarity of atoms involved in resonance. this pehnomenon is
known as steric inhibition of resonance. Steric inhibition of resonance has
profound effect on
Q. Arrange the following in the decreasing order of basicity:
A. IgtIIgtIIIgtIV
B. IVgtIIIgtIIgtI
C. IIgtIgtIVgtIII
D. IgtIVgtIIIgtII
Answer: C
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18. The most important condition for resonanace to occur is that the
invovled 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 consequence
delocalisation cannot occur. Bulky groups present on adjacent atoms
inhibit the planarity of atoms involved in resonance. this pehnomenon is
known as steric inhibition of resonance. Steric inhibition of resonance has
profound effect on
Q. Which of the following is most acidic:
A.
B.
C.
D.
Answer: B
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19. How many following compounds are more acidic that water?
(i) NaOH
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20. Select correct regarding acidic strength of given compounds: (1) o-
methylbenzoic acid (2) m-methylbenzoic acid (3). P-methylbenzoic acid (4)
benzoic acid.
A. 1gt2gt3gt4
B. 4gt3gt2gt1
C. 1gt4gt2gt3
D. 3gt2gt4gt1
Answer: C
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Exercise Ii
1. Write decreasing order of basic strength of following:
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2. Write decreasing order of basic strength of following:
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3. Select the strongest base in following compounds:
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4. Arrange the following compounds in decreasing order of their basicity?
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5. Correct decreasing order of basic strength:
Of following compound-
A. III > II > I
B. II > I > III
C. I > II > III
D. III > I > II
Answer: A
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6. Consider the following bases:
(I) o-nitroaniline
(II) m-nitroaniline
(III) p-nitroaniline
The decreasing order of basicity is:
A. II>III>I
B. II>I>III
C. I>II>III
D. I>III>II
Answer: A
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7. 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. IIIgtIVgtIgtII
B. IIIgtIVgtIIgtI
C. IgtIIgtIIIgtIV
D. IVgtIIIgtIIgtI
Answer: A
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8. Which one of the following is least basic in character?
A.
B.
C.
D.
Answer: A
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9. In each of the following pair of compounds,w hich is more basic in
aqueous solution?
Give an explanation for your choice:
(a). CH 3
N H2 or CF 3
N H2
(b). ltBrgt (c).
CH3 CH2 CH2 N H2 or CH 3 CN
(d). C 6 H5 N (CH3 )
2
or 2,6-dimethyl-N-N-dimethylaniline.
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10. Choose the member of each of the following pairs of compounds that
is likely to be the weaker base.
(a). H 2O or H 3O
+
(b). Cl −
, SH
−
(c) F −
, OH
−
, NH
−
3
, CH
−
(d) H F , H 2 O, N H3
(e) OH −
, SH
−
, SeH
−
.
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11. Explain which compound is the wekar base.
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12. Arrange the basic strength of the following compounds:
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13. Arrange the following compounds in order of increaing basicity.
(a). CH 3
N H2 , CH3 N H
3
⊕
, CH3 N H
−
(b) CH 3
O
−
, CH3 N H
−
, CH3 CH
−
2
.
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14. Which of the following si most basic:
A.
B.
C.
D.
Answer: C
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15. Basicity order of N in following compound is:
A. b > d > a > c
B. a > b > d > c
C. a > b > c > d
D. a > c > b > d
Answer: B
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16. The conjugate base of serotonin (used as tranquilisers) is given as
follows:
How many basic groups present in following compound?
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17. The structure of saccharin is given as follows:
How many following compounds are more basic than saccharin?
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Exercise Iii
1. In given reaction gas liberated is/are
A. CO 2
% SO3
B. SO 3
&.
14
CO2
C. . 14
CO2 only
D. SO only 2
Answer: C
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2. Arrange marked atom in decreasing order of acidic strength
A. 1>2>3
B. 3>2>1
C. 2>1>3
D. 2>3>1
Answer: C
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3.
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4. Compound which can give effevescences with N aH CO 3
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5. Statement-1: For the given two compounds-I is more acidic than
compounds-II
ltBrgt and
Statement-2: Due to presence of − CH3 group at ortho positions to
− N O2 the plane of − N O deviates, w.r.t plane of ring.
2
A. Statement-1 I 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, statement-2 is true.
Answer: D
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6. Statement-1:
And Statement-2: Lone pair electrons on nitrogen in compound (I) does
not participate in resonance.
A. Statement-1 I 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, statement-2 is true.
Answer: A
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7. Match column-I with column-II.
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8. Match Column-I with column-II
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9. Observe the following feasible reaction:
Q. Which of the following is the correct order of acidic strength:
A.
B.
C.
D. None
Answer: A
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10. Observe the following feasible reaction:
Q. Which of the following compound does not react with N aH CO .
3
A.
B.
C.
D.
Answer: A
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11. Observe the following feasible reaction:
Q. Identify the feasible reactions
A.
B.
C.
D.
Answer: A::D
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12. identify the non-feasible reaction.
⋅ ⋅
–––
A. CH 3
− C ≡ CH + N H
2
−
⇔ CH3 − C ≡ C + N H3
B. CH 3
CH2 − OH + N aH ⇔ CH3 CH2 ON a + H2
C. CH 3
− OH + N aOH ⇔ CH3 ON a + H2 O
D. H C ≡ CH + N aOH ⇔ CH ≡ CN a + H2 O
Answer: D
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13. Select the number of compounds in which deprotonation gives
aromatic anion:
A.
B.
C.
D.
Answer: A::B::C::D
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14.
Q. identify salt 'A'?
A.
B.
C.
D. All of these
Answer: B
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15.
Q. Identify compound 'C'?
A.
B.
C.
D.
Answer: C
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Exercise Iv
1. Picric acid is:
A.
B.
C.
D.
Answer: C
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2. Species acting as both Bronsted acid and base is:
A. N H 3
B. OH −
C. H SO Θ
D. 1 and 3 both
Answer: D
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3. The correct order of increasing basic nature of the bases
N H3 , CH2 N H2 and (CH3 ) N H
2
is-
A. CH 3
N H2 < N H3 (CH3 ) N H
2
B. (CH 3
) N H < N H3 < CH3 N H2
2
C. N H 3
< CH3 N H2 < (CH3 ) N H
2
D. CH 3
N H2 < (CH3 ) N H < N H
2
Answer: C
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4. Consider the acidity of the carboxylic acids:
(1) P hCOOH
(2) o − N O 2
C6 H4 COOH
(3) p − N O 2
C6 H4 COOH
(4) m − N O 2
C6 H4 COOH
Which of the following order is correct?
A. igtiigtiiigtiv
B. iigtivgtiiigti
C. iigtivgtigtiii
D. iigtiiigtivgti
Answer: D
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5. Which of the following is the strongest base:
A.
B.
C.
D.
Answer: D
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6. Among the following acids, which has the lowest pK value?
a
A. CH 3
CH2 COOH
B. (CH 3
) CH COOH
2
C. H COOH
D. CH 3
COOH
Answer: C
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7. Amongest the following the most basic compounds is-
A. p-nitro aniline
B. acetanilide
C. Aniline
D. Benzylamine
Answer: D
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8. What is the conjugate base of OH ?
−
A. H 2
O
B. O 2
C. O 2−
D. O −
Answer: C
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9. Among the following acids which has the lowest pK value-
a
A. H COOH
B. CH 3
COOH
C. CH 3
CH2 COOH
D. (CH 3
) CH − COOH
2
Answer: A
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10. The correct order of increasing acid strength of the compounds is
(a). CH 3
CO2 H
(b). M eOCH 2
CO2 H
(c) CF 3
CO2 H
(d)
A. d < a < c < b
B. d < a < b < c
C. a < d < c < b
D. b < d < a < c
Answer: B
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11. Which one of the following is the strongest base in aqueous solution?
A. Trimethylamine
B. Aniline
C. Dimethylamine
D. Methylamine.
Answer: C
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12. The correct order of increasing basicity of the given conjugate bases
(R = CH3 ) is
A. RCOO
¯
¯¯
<
¯
¯¯ ¯
¯¯
¯ ¯
¯
H C ≡ C < N H2 < R
¯
B. RCOO
¯
¯¯
<
¯
¯¯ ¯
¯¯ ¯
¯¯
¯
H C ≡ C < R < N H2
C. R
¯
¯¯
<
¯
¯¯ ¯
¯¯ ¯
¯¯
¯
H C ≡ C < RCOC < N H2
D. RCOO
¯
¯¯
<
¯
¯¯
¯ ¯
¯¯ ¯
¯
N H2 < H C ≡ C < R
¯
.
Answer: A
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13. The strongest acid amongst the following compounds is?
A. 1)CH 3
CH2 CH (Cl)CO2 H
B. 2)ClCH 2
CH2 CH2 COOH
C. 3) CH 3
COOH
D. 4) H COOH
Answer: A
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14. The correct order of acid strength of the following compounds
A. Phenol
B. p-Cresol
C. m-Nitrophenol ltBrgt D. p-Nitrophenol.
A. C > B > A > D
B. D > C > A > B
C. B > D > A > C
D. A > B > D > C
Answer: B
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15. In the following compounds:
the order of basicity is as follows:
A. IVgtIIIgtIIgtI
B. IIgtIIIgtIgtIV
C. IgtIIIgtIIgtIV
D. IIIgtIgtIIgtIV
Answer: C
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16. The most basic compound among the following is-
A. Acetanilide
B. Benzylamine
C. p-Nitro aniline
D. Aniline
Answer: B
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17. The order of basicity of amines in gaseous state is-
A. 3 ∘
> 2
∘
> N H3 > 1
∘
B. 1 ∘
> 2
∘
> 3
∘
> N H3
C. N H 3 > 1
∘
> 2
∘
> 3
∘
D. 3 ∘
> 2
∘
> 1
∘
> N H3 .
Answer: D
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18. Arrange the following c ompounds in order of decreasing acidity:
A. IIgtIVgtIgtIII
B. IgtIIgtIIIgtIV
C. IIIgtIgtIIgtIV
D. IVgtIIIgtIgtII
Answer: C
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19. The conjugate base of hydraozic acid is:
A. H N −
B. N3
−
C. N2
−
D. N −3
Answer: B
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20. Which among the following compounds will not give effervescence
with sodium bicarbonate ?
A. Benzene sulphonic acid
B. Benzoic acid
C. o-Nitrophenol
D. 2,4,6-Trinitrophenol
Answer: C
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21. Considerin the basic strength of amines in aqueous solution, which
one has the smallest pK value?
b
A. (CH 3
) N
3
B. C6
H5 N H2
C. (CH 3
) NH
2
D. CH 3
N H2
Answer: C
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22. Among the following oxoacids, the correct decreasing order of acid
strength is:
A. H ClO 4
> H ClO3 > H ClO2 > H OCl
B. H ClO 2
> H ClO4 > H ClO3 > H OCl
C. H OCl > H ClO2 > H ClO3 > H ClO4
D. H ClO 4
> H OCl > H ClO2 > H ClO3 .
Answer: A
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23. Among the following compounds, the increasing order of their basic
strength is-
A. II < I < III < IV
B. I < II < IV < III
C. II < I < IV < III
D. I < II < III < IV
Answer: C
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24. The increasing order of basicity of the following compounds is:
A. b < a < c < d
B. b < a < d < c
C. d < b < a < c
D. a < b < c < d
Answer: B
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25. The correct decreasing order for acid strength is-
A.
N O2 CH2 COOH > N CCH2 COOH > F CH2 COOH > CLCH2 CO
B.
F CH2 COOH > N CCH2 COOH > N O2 CH COOH > ClCH2 COO
C.
N O2 CH2 COOH > F CH2 COOH > CN CH2 COOH > ClCH2 COO
D.
CN CH2 COOH > O2 N CH2 COOH > F CH2 COOH > ClCH2 COO
Answer: A
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26. Arrange the following amines in the decreasing order of basicity:
A. IgtIIgtIII
B. IIIgtIIgtI
C. IgtIIIgtII
D. IIIgtIgtII
Answer: A::D
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27. The increasing basicity order of the following compounds is :
(A) CH 3
CH2 N H2
CH2 CH3
∣
(B) CH 3 CH2 NH
CH3
∣
(C ) H 3
C − N − CH3
CH3
∣
(D) P h − N − H
A. D < C < A < B
B. A < B < D < C
C. A < B < C < D
D. D < C < B < A
Answer: A
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28. The increasing order of the pKa values of the following compounds is:
A. D < A < C < B
B. B < C < D < A
C. C < B < A < D
D. B < C < A < D .
Answer: A::D
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29. In the following compound,
The favourable site/s for protonation is/are:
A. b,c and d
B. a
C. a and e
D. a and d
Answer: A
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30. The correct order for acid strength of compounds
CH ≡ CH , CH3 − C ≡ CH and CH2 = CH2 is as follows:
A. CH ≡ CH > CH2 = CH2 > CH3 − C ≡ CH
B. H C ≡ CH > CH3 − C ≡ CH > CH2 = CH2
C. CH 3
− C ≡ CH > CH2 = CH2 > H C ≡ CH
D. CH 3
− C ≡ CH > CH ≡ CH > CH2 = CH2 .
Answer: A::B
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Exercise V
1. In the following compounds
The order of acidity is-
A. IIIgtIVgtIgtII
B. IgtIVgtIIIgtII
C. IIgtIgtIIIgtIV
D. IVgtIIIgtIgtII
Answer: D
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2. Although phenoxide ion has more number of resonating structures
than benzoate ion, benzoic acid is a stronger acid than phenol. Why?
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3. Amongst the following, the most basic compound is-
A. C6
H5 N H2
B. p − N O 2
− C6 H4 N H2
C. m − N O 2
− C6 H4 N H2
D. C6
H5 CH2 N H2 .
Answer: D
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4. The correct order of basicities of the following compounds is
CH3 CH2 N H2
(2)
(CH3 ) N H CH3 CON H2
2
(4)
(3)
A. 2gt1gt3gt4
B. 1gt3gt2gt4
C. 3gt1gt2gt4
D. 1gt2gt3gt4
Answer: B
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5. Statement-I: p-Hydroxybenzoic acid has a lower boiling point that o-
hydroxybenzoic acid.
Because
Statement-II: o-Hydroxybenzoic acid has intramolecular hydrogen
bonding.
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 false.
Answer: D
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6. Match K values with suitable acid:
a
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7. Which of the following is more acidic and why?
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8.
The product A will be
A.
B.
C.
D.
Answer: C
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9. The correct order of acidic strength of the following is:
A. IIIgtIVgtIIgtI
B. IVgtIIIgtIgtII
C. IIIgtIIgtIgtIV
D. IIgtIIIgtIVgtI
Answer: A
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10. Amongst the following, the number of compounds soluble in aqueous
N aOH is
`?
,
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11. Among the following compounds, the most acidic is:
A. p-nitrophenol
B. p-hydroxybenzoic acid
C. o-hydroxybenzoic acid
D. p-toluic acid
Answer: C
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12. The carboxyl functional group ( − COOH ) is present in :
A. picric acid
B. barbituric acid
C. ascorbic acid
D. aspirin
Answer: D
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13. Identify the binary mixtrues (s) that can be separated nto the
individual compounds, by differential extraction, as shown in the given
scheme-
A. C6
H5 OH and C6 H5 COOH
B. C6
H5 COOH and C6 H5 CH2 OH
C. C6
H5 CH2 OH and C6 H5 OH
D. C6
H5 CH2 OH and C6 H5 CH2 COOH .
Answer: B::D
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14. The compound that does not liberate CO2 , on treatment with
aqueous sodium bicarbonate is
A. Benzoic acid
B. Benzenesulphonic acid
C. alicylic acid
D. Carbolic acid (phenol)
Answer: D
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15. Hydrogen bonding plays a central role in which of the following
phenomena?
A. Ice floats in water
B. Higher Lewis basiity of primary amines than tertiary amines in
aqueous solution
C. Formic acid is more acidc than acetic acid
D. Dimerisation of acetic acid in benzene
Answer: A::B::D
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16. The order of basicity among the following compounds is
A. IIgtIgtIVgtIII
B. IVgtIIgtIIIgtI
C. IgtIVgtIIIgtII
D. IVgtIgtIIgtIII
Answer: D
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