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Advanced Organic Chemistry


Self-Assignment – Day-2

Topic Covered :

Chemistry : The Strengths of Acids and Bases

CHEMISTRY

Questions with Single Correct options: 2. (i) Among a few acids that can give
1. The correct order of acidic strength of the following intramolecular hydrogen bonding for their
compounds is conjugate base formed, which increases the
stability of the conjugate base, pick the acids
that gives chelation

(p) (q)

(r) (s)

(1) p and q only


(2) p, q and s only
(3) s only
(1) (ii) > (iii) > (i) (2) (ii) > (i) > (iii) (4) p and s only
(3) (i) > (ii) > (iii) (4) (ii) > (i) = (iii)

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(ii) Write the correct order of acidic strength for
the above acids p, q, r, s
(4)
(1) q > p > r > s
(2) q > p > s > r
5. Which of the following compounds (p – u) will form
(3) s > q > p > r
hydrogen bonds between its molecules?
(4) r > q > p > s
COOH NH
3. If tartaric acid exists in optically active and inactive (p) (q)
forms, then the acidic order of their carboxylic acid
(r) N OH
order will be: (s) O

Br F
(t) (u)
(1) p, q, r, s
(2) p, q, s
(3) p, q, s, u
(4) r, t, u

(1) x > p > y > q (2) x > y > p > q

(3) p > x > q > y (4) p > x > y > q


6. A chemist aims to prepare .
4. The correct order of acidic nature of

Among which of the following ways can he/she

compared with is proceed to prepare the above compound easily?

(1)

(1)

(2)

(2)
(3)

(3)
(4)

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7. The correct order of acidic nature of the following O

compounds is (t) CH3 C CH2 NO 2

OH OH OH OH
(1) p > q > s > r > t (2) p > q > s > t > r
(3) p > t > s > r > q (4) p > t > q > s > r
COCH 3 CH3 10. The correct order of basic strength is
COCH 3
(p) (q) (r) (s) H

OH I N NH III

OCH3 O N O
(t)
H II
(1) r > p > q > t > s (2) r > q > p > s > t
(1) II > III > I (2) I > II > III
(3) r > q > t > p > s (4) q > r > t > p > s
(3) I > III > II (4) III > I > II
8. The compound that consists of most acidic
11. The correct order of basicity of the molecules is
hydrogen is
O

N N N N
CH
H H
(1) (2) H
(p) (q) (r) (s)

(1) r > s > p > q (2) s > r > q > p

CH3 (3) r > s > q > p (4) s > r > p > q


12. The correct decreasing order of base strength of
CH
(3) (4)
the following compounds is

9. Among the compounds that are having active (1)


methylene group, the correct order of acidic nature
of the compounds is (2)
NO2
(p) CH2
NO2 (3)
CN
(q) CH2
CN (4)
O
13. Among the following pairs, select the more basic
C CH 3
(r) CH2 compound.
COOEt NH2 NH 2
O
C CH 3 (p) (x) (y)
(s) CH2
C CH 3
CN NO2
O

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(q)
(1) (p) x (q) x
(2) (p) x (q) y
(1) (p) y (q) y (2) (p) y (q) x (3) (p) y (q) x
(3) (p) x (q )y (4) (p) x (q) x (4) (p) y (q) y
14. The correct order of basicities of the following 17. Which is more nucleophilic than the other of the
compounds is following compounds?
NH2 NH2 NH2 NH2 (p) (x)R 2N (y)R  O 
OCH 3
(q) (x)RS  (y)Cl
OCH3
(r) (x)RS  (y)R  O 
OCH3
(i) (ii) (iii) (iv) (s) (x)R  OH (y) R  SH
(1) (ii) > (iv) > (i) > (iii)  
(t) (x) OH (y)O O  H
(2) (iv) > (ii) > (i) > (iii)
(u) (x)NH3 (y)H2N  NH2
(3) (iv) > (ii) > (iii) > (i)
(4) (iv) > (i) > (ii) > (iii) (1) (p)x (q)y (r)y (s)y (t)x (u)y

15. The correct order of basic nature of the (2) (p)x (q)x (r)x (s)y (t)y (u)y
compounds is (3) (p)y (q)y (r)y (s)x (t)x (u)x
N (4) (p)x (q)x (r)y (s)y (t)y (u)y
N
N OH OH OH OH
N N N
Pyridazine Pyrimidine Pyrazine OH
(p) (q) (r) 18.
OH
(1) p > q > r (2) r > p > q OH
(i) Phenol (ii) Catechol (iii) Resorcinol (iv) Quinol
(3) p > r > q (4) q > p > r
The correct order of acidic nature of the above
16. Among the pair of reactions given below, select
compounds is
the reaction that is more reactive than the other.
H 3C – I  (1) (iii) > (ii) > (iv) > (i)
(p) (x) Et3N Et3 N CH 3I
(2) (iii) > (ii) > (i) > (iv)
CH 3I
(y) (3) (ii) > (iii) > (iv) > (i)
N N

CH3
I (4) (iii) > (i) > (ii) > (iv)
19. The correct order of acidic nature of methoxy
(q)
phenols is

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N
NH
N–H N – CH3
N NH
H
(i) (ii) (iii) (iv)

(1) (iv) > (i) > (ii) > (iii) (2) (ii) > (iv) > (i) > (iii)

(1) (iii) > (ii) > (iv) > (i) (2) (iii) > (ii) > (i) > (iv) (3) (i) > (ii) > (iv) > (iii) (4) (iv) > (i) > (iii) > (ii)

(3) (ii) > (iii) > (iv) > (i) (4) (iii) > (i) > (ii) > (iv) 23. Write the correct order of acidic nature of the
following compounds.
20. The correct order of acidic nature of the following
OH OH OH
compounds is
O
OH OH OH OH OH

HO
O NO COOH
Kojic acid
(p) (q) (r) (s)
OH OCH 3 CH3
(i) (ii) (iii) (iv) (1) r > p > s > q (2) p > r > s > q
(3) s > r > q > p (4) s > r > p > q
(1) (ii) > (i) > (iv) > (iii) (2) (ii) > (i) > (iv) > (iii)
24. Which of the following molecules is most acidic?
(3) (i) > (ii) > (iii) > (iv) (4) (i) > (ii) > (iv) > (iii)
21. The correct order of acidic nature of the following (1) (2)
compounds is
OH OH OH OH
(3) (4)

25. Which of the following is the strongest acid?

Cl Br F (1) (2)
(i) (ii) (iii) (iv)
O
(1) (ii) > (iii) > (iv) > (i) (2) (ii) > (iii) > (iv) = (i) (3) (4)
(3) (iii) > (ii) > (iv) > (i) (4) (iii) > (ii) > (i) > (iv)
22. Arrange the following compounds in decreasing
order of basic strength.



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