CHEMISTRY

CHAPTER : GENERAL ORGANIC CHEMISTRY

[TOPIC : AROMACITY CONCEPT]
DPP - 3
(OBJECTIVE : SINGLE CORRECT ANSWER TYPE)

1. How many  electrons are there in the following species ?

1) 2 2) 4 3) 6 4) 8
2. Which of the following molecules is expected to have the greatest resonance stabilization ?

1) 2) 3) 4)
3. Among the cyclic ions;

the aromatic character is shown by

1) P and S 2) Q and S 3) Q and R 4) P, Q, R and S
4. Which one of the following compounds is not aromatic ?

1) 2) 3) 4)
5. Which one of the following is the strongest aicd ?

1) 2) 3) 4)
6. Which of the following pairs are tautomers ?

1) 2)

3) 4)
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7. The keto isomer of the following compound is

1) 2) 3) 4)
8. Which of the following compounds will exhibit tautomerism ?

1) 2) 3) 4)
9. The barrier for rotation about indicated bonds will be maximum in which of these compounds?

1) X 2) Y 3) Z 4) Same in all
10. Find out stability order of following compounds :

1) Z > X > Y 2) Z > Y > X 3) Y > Z > X 4) X > Y > Z

11.

1) 2) 3) 4) None of these

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JR.INTER / CHAPTER : GENERAL ORGANIC CHEMISTRY DPP-3
12. Which of the following compounds have a dipole moment ?

1) 2) 3) 4)
13. Which of the following is the least stable ?

1) 2) 3) 4)
14. Among the following which is more reactive toward AgNO3 ?

1) 2) 3) 4)
15. Select the most stable structure among following :

1) 2) 3) 4)
16. Identify the compound which is not aromatic :

1) 2) 3) 4)
17. Find out anti aromatic compound among the following.

1) 2) 3) 4)
18. Choose the non-aromatic compound among the following :

1) 2) 3) 4)

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JR.INTER / CHAPTER : GENERAL ORGANIC CHEMISTRY DPP-3
19. Which of the following compounds are aromatic compounds ?

1) i, ii, iii, iv, v, vi, viii, x, xii 2) i, ii, iii, vi, viii, x, xi, xii
3) i, ii, iii, iv, v, vi, vii, x, xii 4) i, ii, iii, v, vii, viii, ix, x, xii
20.

1) 2) 3) 4)

21. Choose the following species that would be predicted to be aromatic according Huckel’s rule.

1) i 2) ii 3) iii 4) i and ii

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JR.INTER / CHAPTER : GENERAL ORGANIC CHEMISTRY DPP-3
22. In which of the following option correctly follow aromaticity ?

1) i, iii, iv, vii 2) iii, iv, vi, vii 3) i, iii, iv, vii 4) i, iv, vi, vii
23. Among the following compounds which nonaromatic ?

1) 2) 3) 4)
24. Which of the following is/are aromatic ?

1) 2) 3) 4)
25. From the compound show below, choose which is aromatic.

1) 2) 3) 4)
26. Compare carbon-carbon bond rotation across A, B and C.

1) A > B > C 2) A> C > B 3) B > A > C 4) B > C > A

27. Which of the following compound is most stable ?

1) 2)

3) 4)

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JR.INTER / CHAPTER : GENERAL ORGANIC CHEMISTRY DPP-3
28. Arrange the following alcohols in decreasing order of the ease of ionization under acidic conditions.

1) I > III > II 2) I > II > III 3) II > III > I 4) II > I > III
29. Which of the following is most polar ?

1) 2) 3) 4)

30.

1) 2) 3) 4) Mixture of (1) and (2)

31. Which statement is incorrect in respect of the given reaction ?

1) Product is aromatic 2) Product has high dipole moment

3) Product has less resonance energy 4) Product is soluble in polar solvent
32. Which compound posses highest dipole moment ?
1) Naphthalene 2) phenanthrene 3) Anthracene 4) Azulene
33. Dipole moments of given compound will be

1) (A) = 6.87 D, (B) = 4.11 D 2) (A) = 4.11 D, (B) = 6.87 D

3) (A) = 4.11 D, (B) = 4.11 D 4) (A) = 6.87 D, (B) = 6.87 D
34. Dipole moment of which ketone is maximum ?

1) 2) 3) 4)

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JR.INTER / CHAPTER : GENERAL ORGANIC CHEMISTRY DPP-3
35. Which has maximum dipole moment ?

1) 2) 3) 4)
36. In which pair second ion is more stable than first ?

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

(OBJECTIVE : MULTIPLE CORRECT ANSWER TYPE)

37. Dipole moment of which compound is not zero ?

1) 2) 3) 4)
38. Which of following compounds can exhibit free rotation ?

1) 2) 3) 4)
39. Tautomerism is exhibited by :

1) 2) 3) 4)
40. Which of the following compounds would exhibit aromatic properties ?

1) 2) 3) 4)
41. Which of the following ions will be aromatic in nature ?

1) 2) 3) 4)

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JR.INTER / CHAPTER : GENERAL ORGANIC CHEMISTRY DPP-3
42. Which of these statements are correct ?

1) Dipole moment of is greater than

2) Acetone behaves as electrophile as well as nucleophile

3) can show geometrical isomerism

4) RO  is better nucleophile than RS 
43. Which of the following compounds are not linear ?

1) 2) 3) 4)
44. In which of the following molecules both phenyl rings are coplanar ?

1) 2) 3) 4)
45. Which of the following compounds exhibit aromatic charater ?

1) 2) 3) 4)

(COMPREHENSION TYPE)
PASSAGE – 1 :
In an aromatic ring, a functional group with lone pair of electron exerts +M effect, some functional
groups like,  NO,  NC  CH  CH 2 etc, can function both as electron donating (+M) or electron
withdrawing (-M) or electron withdrawing (-M) groups. More extended conjugation provide more
stabilization.
46. The most stable carbocation is

1) 2)

3) 4)

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JR.INTER / CHAPTER : GENERAL ORGANIC CHEMISTRY DPP-3
47. The most stable resonating structure of compound is

1) 2)

3) 4)
48. The most stable resonating structure is

1) 2) 3) 4)
PASSAGE – 2 :
Type of anions in which delocalization of negative charge occur on more electronegative atom are
highly stabilized. If negative charge delocalization occur on same element then stability is decided
by number of resonating structure. Cyclic anions which are aromatic are highly stabilized but if
cyclic are antiaromatic, they are highly destabilize due to presence of unpaired electrons in
antibonding molecular orbital.
49. Which of the following anions is highly stabilized ?

1) 2) 3) 4)
50. Which of the following anions is most destabilized ?

1) 2) 3) 4)
51. Find out most stable anion among the following anions.

1) 2) 3) 4)

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JR.INTER / CHAPTER : GENERAL ORGANIC CHEMISTRY DPP-3
PASSAGE – 3 :
For a compound to be classified as aromatic, it must fulfill both of the following criteria.
(i) It must have an uninterrupted cyclic cloud of π electrons above and below the plane of the molecule
(often called a π cloud).
For the π cloud to be cyclic, the molecule must be cyclic.
For the π cloud to be uninterrupted, every atom in the ring must have a p orbital.
For the π cloud to form, each p orbital must be able to overlap with the p orbitals on either side of it.
Therefore, the molecule must be planar.
(ii) The π cloud must contain an odd number of pairs of π electrons.
Benzene is an aromatic compound because it is cyclic and planar, every carbon in the ring has a p
orbital and the π cloud contains three pairs of π electrons.
The German chemist Erich Huckel was the first to recognise that an aromatic com-pound must have
an odd number of pairs of π electrons. He described this require-ment by what has come to be known
as Huckel’s rule, or the 4n + 2 rule. The rule states that for a planar, cyclic compound to be aromatic,
its uninterrupted π cloud must contain (4n + 2) π electrons, where n is any whole number. According
to Huckel’s rule, then an aromatic compound must have 2 (n = 0), 6(n = 1), 10 (n = 2), 14 (n = 3), 18
(n = 4), etc. π electrons. Because there are two electrons in a pair, Huckel’s rule requires that an
aromatic compound must have 1, 3, 5, 7, 9, etc. pairs of π electron. Thus, Huckel’s rule is just a
mathematical way of saying that an aromatic compound must have an odd number of pairs of π
electrons. For an anti-aromatic system a pla-nar, cyclic compound must contain (4n) π electrons.
52. Which one of the following compounds is non-aromatic?

1) only I 2) i and iv 3) ii, iii, iv 4) i and ii

53. Which of the following will show aromatic behaviour?

1) 2) 3) 4)
54. Which of following is a non-aromatic system?

1) 2) 3) 4)

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JR.INTER / CHAPTER : GENERAL ORGANIC CHEMISTRY DPP-3
(MATRIX MATCH TYPE)
55. Column – I Column – II

a) P) Hyperconjugation

All carbon atoms are sp2 –

b) Q)
hybridized

c) R) Aromatic

d) S) Diamagnetic

(INTEGER TYPE)
56. Find out number of aromatic compounds or ion from following.

57. Find out number of compounds which are more stabilize in ionic structure, from following.

58. From the following compound

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JR.INTER / CHAPTER : GENERAL ORGANIC CHEMISTRY DPP-3
Identify the total number of aromatic compounds.
59. How many products will be aromatic ion when AgNO3 reacts with the following compounds ?

(SUBJECTIVE TYPE)
60. How many compound are stable after deprotonation ?

61. P = Number of anti-aromatic compound, so the value of x is

Q = Total number of resonating structures of carbonate ion CO23 

R = Number of   hydrogen in given carbocation

S = Total number of geometrical isomers of CH3 – CH = CH – CH = CH2
T = Number of compound more acidic then CH3CH2OH

Sum of (P + Q + R + T) – 15 is

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JR.INTER / CHAPTER : GENERAL ORGANIC CHEMISTRY DPP-3

62. Among the given molecules, identify aromatic, anti-aromatic and non-aromatic molecules.

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JR.INTER / CHAPTER : GENERAL ORGANIC CHEMISTRY DPP-3

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JR.INTER / CHAPTER : GENERAL ORGANIC CHEMISTRY DPP-3

CHAPTER : GENERAL ORGANIC CHEMISTRY _ [DPP - 3]

[TOPIC : Aromatic Concept]

Q.No. 1 2 3 4 5 6 7 8 9 10
Ans. 3 2 3 3 3 1 3 1 2 2
Q.No. 11 12 13 14 15 16 17 18 19 20
Ans. 2 1 4 2 2 4 2 3 3 2
Q.No. 21 22 23 24 25 26 27 28 29 30
Ans. 2 2 4 123 1234 3 4 3 2 2
5,4
Q.No. 31 32 33 34 35 36 37 38 39 40
Ans. 3 4 1 3 3 2 12 23 134 123
Q.No. 41 42 43 44 45 46 47 48 49 50
Ans. 13 12 12 124 23 1 4 3 3 2
Q.No. 51 52 53 54 55(a) 55(b) 55(c) 55(d) 56 57
Ans. 1 3 2 2 Q,R,S Q,R,S Q,R,S P,S 5 3
Q.No. 58 59 60 61
Ans. 5 4 3

60.

61.

61

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