SKC SIR NURTURE (CLASS-XI) ORGANIC CHEMISTRY

EXERCISE-1 (CONCEPTUAL QUESTIONS)

1. The inductive effect :
(1) Implies the atom’s ability to cause bond polarization
(2) Increases with increase of distance
(3) Implies the transfer of lone pair of electrons from more electronegative atom to the lesser electronegative
atom in a molecule
(4) Implies the transfer of lone pair of electrons from lesser electronegative atom to the more electronegative
atom in a molecule

2. Arrange basic strength of the given compounds in decreasing order :

(a) CH3–CH2–NH2 (b) CH2=CH–NH2 (c) [C6H5–NH2]
(1) a > b > c (2) a > c > b (3) c > b > a (4) b > c > a

3. Which is most acidic compound :

(1) C2H5COOH (2) CH3CH2CH2COOH (3) CH3COOH (4) HCOOH

4. Which of the following groups has the highest +I effect :

(1) CH3— (2) CH3CH2— (3) (CH3)2 CH— (4) (CH3)3 C—

5. Maximum –I effect is exerted by the group

(1) –C6H5 (2) –OCH3 (3) –Cl (4) –NO2

6. Pair of groups exerting (–I) effect is :

(1) –NO2 and –CH3 (2) –NO2 and –Cl (3) –Cl and –CH3 (4) –CH3 and –C2H5

7. Arrange in their Acidic strength order :

(1) I > II > III (2) II > I > III (3) III < II > I (4) II < III < I
8. Arrange the following in Increasing order of their basicity :
HO–, CH3COO– Cl–
I II III
(1) III > II > I (2) III < II < I (3) II < III < I (4) II < III > I

9. The order of stability of the following resonating structures is:

(1) II > I > III (2) I > III > II (3) I > II > III (4) III > II > I

10. Most stable carbocation is :

  
(1) CH2=CH (2) CH 2=CH–CH 2 (3) CH2 (4)  CH3

11. Which of the following is most stable :

   
(1) CH3 (2) CH3– CH2 (3) CH3– CH –CH3 (4) CH2=CH– CH2

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12. Which of the following is most stable :

(1) CH3 (2) CH2= CH (3) CH C (4) CH3–C C

13. Which one of the carbanions is most stable :

CH 2 CH2
CH 2 CH2
(1) NO 2 (2) (3) CN (4)
NO 2 CN

14. What is the decreasing order of strength of the bases,

OH, NH2 , , CH3–CH2

(I) (II) (III) (IV)
(1) IV > II > III > I (2) III > IV > II > I (3) I > II > III > IV (4) II > III > I > IV

15. The stability of given free radicals in decreasing order is :

. .
(a) CH3–CH2 (b) CH3–CH–CH3 (c) H3C—C—CH3 (d) CH3
CH
(1) c > d > a > b (2) a > b > c > d (3) c > b > d3> a (4) c > b > a > d

16. Correct order of stability is :

(1) CH2=CH2 > CH3–CH=CH2 > (CH3)2C=CH2 (2) CH2=CH2 < CH3–CH=CH2 < (CH3)2C=CH2
(3) CH2=CH2 < (CH3)2C=CH2 < CH3–CH=CH2 (4) CH3–CH=CH2 < CH2=CH2 < (CH3)2C=CH2

17. Arrange the Stability of following :

I II III
(1) I < II < III (2) II < I < III (3) I < III < II (4) II < III < I

18. Which of the following substituted carboxylic acids has the highest Ka value :
(1) (2) CH3–CH–CH2–COOH
Cl
(3) CH 2–CH 2–CH 2–COOH (4) CH3–CH–CH2–COOH

Cl Br
19. Choose the most stable Carbocation :
   
(1) CH3–CH=CH– CH2 (2) CH2=CH–CH –CH3 (3) CH2=C –CH2–CH3 (4) CH2=CH–CH2 – CH2

20. Most stable carbonium ion in the following will be:

(1) (2)  (3) (4) 

21. Consider the following three halides :

(A) CH3–CH2–Cl(B) CH2=CH–Cl (C) C6H5–Cl
Arrange C–Cl bond length of these compound in decreasing order :
(1) A > B > C (2) A > C > B (2) C > B > A (4) B > C > A

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22. Consider the following compounds :
NH2 NH2 NH2 NH2

NO2 Cl CH 3
(a) (b) (c) (d)

Arrange these compounds in decreasing order of their basicity :

(1) a > b > c > d (2) b > c > a > d (3) d > a > c > b (4) d > a > b > c

23. Which free radical is the most stable :

(1) C 6H 5–CH 2 (2) CH2=CH–CH2 (3) CH 3–CH–CH 3 (4) CH 3–C–CH 3

CH3
24. Which statement is correct for electromeric effect:
(1) It is a temporary effect
(2) It is the property of  bond
(3) It takes place in presence of reagent, i.e., electrophile or nucleophile
(4) All are correct

25. Which is most acidic compound :

COOH COOH
COOH COOH
CH3
(1) (2) (3) (4)
CH3
CH3

26. Which nitrogen is protonated readily in the guanidine?

2
NH2
NH
1 NH2
3

(1) 1 (2) 2 (3) 3 (4) All with equal rate

27. CH2=CH–CH=CH2
1 2 3 4
The bond between C2 – C3 is shorter than C–C single bond because :
(1) Resonance (2) Inductive (3) Electromeric (4) Hyper conjugative

28. The correct order of increasing dissociation constant of the following compound is :

(1) II < IV < I < III (2) IV < III < I < II (3) IV < II < I < III (4) IV < I < II < III

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29. Which of the following shows the correct order of decreasing acidity :
(1) PhCO2H > PhSO3H > PhCH2OH > PhOH (2) PhSO3H > PhOH > PhCO2H > PhCH2OH
(3) PhCO2H >PhOH > PhCH2OH > PhSO3H (4) PhSO3H > PhCO2H > PhOH > PhCH2OH

30. (A) (B) (C)

N N
NH2
H
Choose the incorrect statement :
(1) A is more basic than C (2) B is more basic than A
(3) B is more basic than C (4) All are aromatic bases
31. The strongest base is :

(1) (2) (3) (4) CH3–NH–CH3

32. Increasing order of the stability is :

CH3CH=CH2 CH3CH2CH=CH2,
(I) (II)

(CH3)3CCH=CH2

(III) (IV)
(1) I > II > III > IV (2) I > III > II > IV (3) I > IV > III > II (4) IV > III > II > I

33. (I) NH2

(II) CH 3O NH2 (III) NO2 NH 2 (IV) NH2

NO2
The correct order of decreasing basicity of the above compound is :
(1) I > II > III > IV (2) II > I > IV > III (3) III > IV > II > I (4) II > I > III > IV

34. Among the following alkenes

1-butene trans-2-butene
(I) (III)
cis-2-butene Isobutene
(II) (IV)
the order of decreasing stability is :
(1) II > I > III > IV (2) III > IV > I > II (3) IV > I > II > III (4) IV > III > II > I

35.

The basic strength of I, II and III decreases in the order

(1) I > II > III (2) III > II > I (3) II > I > III (4) I > III > II

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36. Which of the following represent the decreasing order of Ka values ?

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

37. The order of acidic strength of the hydrogen atoms (H, H, H) in the given molecule is :

(1) H > H > H (2) H > H > H (3) H > H > H (4) H > H > H

38. Which of the following  bonds (C–H) participate in hyperconjugation :

(II)
H CH2 –H
(I)

(IV)
H
(III) (V)
H H

(1) II, III, IV (2) I, IV, V (3) I, II, IV, V (4) II, IV, V

39. The most stable canonical structure among the given structure is :

NH NH

(a) (b) (c)

(1) a (2) b (3) c (4) All are equally stable

40. Use the following data and calculate the resonance energy of anthracene :

2Ni/H
  H = – 28.6 KCalmol–1


Excess / H2
  
Ni / 

H = – 116.2 KCal mol–1

(1) 84 Kcal/mol (2) 100 Kcal/mol (3) 110 Kcal/mol (4) 116 Kcal/mol

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41. Which one of the following is the most acidic ?

(1) (2) (3) (4) CH2=CH–CH3

42. Arrange the following compounds in decreasing order of acidity ?

Cl

Cl
(I) C6H5–OH (II) (III) (IV)

OH
OH
Select the correct answer from the codes given below :
(1) III > II > IV > I (2) III > II > I > IV (3) II > III > I > IV (4) II > III > IV > I

43. Which one of the following is least basic in character ?

(1) (2) (3) (4)

N N–H N
N N
H H H
44. Arrange pKa of the given compounds in decreasing order :
(I) Phenol (II) Ethyl alcohol
(III) Formic acid (IV) Benzoic acid
(1) I > II > III > IV (2) II > I > IV > III (3) III > II > IV > I (4) IV > III > I > II

45. Which is most reactive halide for the reaction which involve carbocation as intermediate :
(1) C6H5CH2Br (2) C6H5CH(C6H5)Br (3) C6H5CH(CH3)Br (4) C6H5C(CH3)(C6H5)Br

46. Which of the following compound has e deficiency mainly at ortho and para positions :
O
||
CCl3 NO2 NH–C–CH3

(1) (2) (3) (4) 1 & 2 both

47. Which of the following alkene is most stable :

(1) (2) (3) (4)

48. Which of the following resonance structures contributes is the most stable ?

OCH3 OCH3
OCH3 ||
(1) (2) (3) (4)

49. Which of the following compounds has the most basic nitrogen ?

O
O O ||
|| ||
..
a. b. .. c. .. d. N O
N N ||
||

H O H
O
(1) a (2) b (3) c (4) d

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50. Which of the following group has (+M) effect ?

(1) (2) (3) (4)

51. Compare heat of hydrogenation of the following :

(i) (ii) (iii)

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

52. Which of the following compounds will not give effervescence with sodium bicarbonate ?

OH
NO2 SO3H
NO2
(1) C6H5CO2H (2) (3) C6H5OH (4)

NO2

53. Which of the following compounds will give curdy precipitate with AgNO3 solution?

Cl Cl Cl

(1) (2) CH2=CH–Cl (3) (4)

54. Give the decreasing order of hyperconjugative effect of R in R–CH = CH2, where R is :
I. Me – II. Et–
III. Me2CH– IV. Me3C–
(1) I > II > III > IV (2) IV > III > II > I (3) II > I > III > IV (4) IV > III > I > II

55. The decreasing order of acidic characters of the following is :

I. CH  CH II. III.

(1) I > II > III (2) II > I > III (3) III > II > I (4) I > III > II

56. The increasing order of pKb values of the following is :

I. HC  C II. H

III. NH2 IV. CH3

(1) IV < III < II < I (2) I < II < III < IV (3) IV < II < III < I (4) II < IV < III < I

57. Which of the following molecules, in pure form, is (are) unstable at room temperature ?

(1) (2) (3) (4)

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58. Considering the basic strength of amines in aqueous solution, which one has the smallest pKb value ?
(1) (CH3)3N (2) C6H5NH2 (3) (CH3)2NH (4) CH3NH2

59. In benzene C–C bond length between all carbons are equal because of :
(1) Tautomerism (2) sp2 hybridization (3) Isomerism (4) Resonance

60. Correct order of acidic strength is :

(1) HCOOH > CH3COOH > C2H5COOH (2) C2H5COOH > CH3COOH > HCOOH
(3) HCOOH > C2H5COOH > CH3COOH (4) CH3COOH > HCOOH > C2H5COOH

61. The least reactive chlorine is present in :

(1) Methyl chloride (2) Allyl chloride (3) Ethyl chloride (4) Vinyl chloride

62. Which of the following has maximum pKa :

(1) CH2FCOOH (2) CH2ClCOOH (3) CH3COOH (4) HCOOH

63. The correct order of increasing basic strength of the bases NH3, CH3NH2 and (CH3)2NH is :
(1) NH3 < CH3NH2 < (CH3)2NH (2) CH3NH2 < (CH3)2NH < NH3
(3) CH3NH2 < NH3 < (CH3)2NH (4) (CH3)2NH < NH3 < CH3NH2

64. Which of the following is the strongest base :

(1) (2) (3) (4)

65. The increasing order of stability of the following free radicals is :

       
(1) (C6H5)3 C <(C6H5)2 CH <(CH3)3 C <(CH3)2 CH (2) (C6H5)2 CH <(C6H5)3 C <(CH3)3 C <(CH3)2 CH
       
(3) (CH3)2 CH <(CH3)3 C <(C6H5)3 C <(C6H5)2 CH (4) (CH3)2 CH <(CH3)3 C <(C6H5)2 CH <(C6H5)3 C

66. The correct order of increasing acid strength of the compounds :

(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

67. Which one of the following is the strongest base in aqueous solution ?
(1) Trimethylamine (2) Aniline (3) Dimethylamine (4) Methylamine

68. Which of the following acids has the smallest dissociation constant :
(1) CH3CHFCOOH (2) FCH2CH2COOH (3) BrCH2CH2COOH (4) CH3CHBrCOOH

69. Which of the following hydrocarbons has the lowest dipole moment :

(1) (2) CH3CCCH3 (3) CH3CH2CCH (4) H2C=CH–CCH

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70. The correct acidity order of the following is :

(1) (III) > (IV) > (II) > (I) (2) (IV) > (III) > (I) > (II) (3) (III) > (II) > (I) > (IV) (4) (II) > (III) > (IV) > (I)

71. The correct order of increasing basicity of the given conjugate bases (R = CH3) is :

(1) RCOO < 

< NH2 < R (2) RCOO < < R < NH2

(3) R < < RCOO < NH2 (4) RCOO < NH2 < <R

72. The correct order of acid strength of the following compounds is :

A. Phenol B. p-Cresol
C. m-Nitrophenol D. p-Nitrophenol
(1) D > C > A >B (2) B > D > A >C (3) A > B > D >C (4) C > B > A >D

73. The non aromatic compound among the following is :

(1) (2) (3) (4)

S

74. Amongst the following, the total number of compounds soluble in aqueous NaOH is :

(1) 1 (2) 2 (3) 3 (4) 4

75. Hyperconjugation involves overlap of the following orbitals :

(1)  –  (2)  – p (3) p – p (4)  – 

76. Ortho-nitrophenol is less soluble in water than p- and m-nitrophenols because :

(1) o-nitrophenol is more volatile in steam thanthose of m- and p-isomers.

(2) o-nitrophenol shows intramolecularH-bonding

(3) o-nitrophenol shows intermolecularH-bonding

(4) melting point of o-nitrophenol is lower thanthose of m- and p-isomers

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77. The order of stability of the following carbocations:

CH3 –CH–CH3;
( II)

(1) III > II > I (2) II > III > I (3) I > II > III (4) III > I > II

ANSWERKEY [EXERCISE-1]
Que. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15
Ans. 1 1 4 4 4 2 1 2 3 4 4 3 1 1 4
Que. 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30
Ans. 2 3 1 2 3 1 3 1 4 2 1 1 3 4 1
Que. 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45
Ans. 2 1 2 4 2 1 4 4 3 1 2 4 1 2 4
Que. 46 47 48 49 50 51 52 53 54 55 56 57 58 59 60
Ans. 4 3 4 1 3 2 3 4 1 2 4 2 3 4 1
Que. 61 62 63 64 65 66 67 68 69 70 71 72 73 74 75
Ans. 4 3 1 4 4 2 3 3 2 1 1 1 4 4 2
Que. 76 77
Ans. 2 4

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SKC SIR NURTURE (CLASS-XI) ORGANIC CHEMISTRY
EXERCISE-2 (PREVIOUS YEAR QUESTIONS)
AIPMT-2000
1. Correct order of stability is :
(1) 1-butene > trans-2-butene > cis-2-butene (2) trans-2-butene > 1-butene > cis-2-butene
(3) trans-2-butene > cis-2-butene > 1-butene (4) cis-2-butene > trans-2-butene > 1-butene

AIPMT-2002

2. and are :

(1) Resonating structures (2) Tautomers

(3) Geometrical isomers (4) Optical isomers

AIPMT-2003
3. The correct order of reactivity towards the electrophilic substitution of the compounds aniline (I), benzene (II)
and nitrobenzene (III) is:
(1) III > II > I (2) II > III > I (3) I < II > III (4) I > II > III

4. Which of the following order of acidic strength is correct :

(1) RCOOH > ROH > HOH > HCCH (2) RCOOH > HOH > ROH > HCCH
(3) RCOOH > HOH > HCCH > ROH (4) RCOOH > HCCH > HOH > ROH

AIIMS-2003
5. Among the following the weakest base is :
(1) C6H5CH2NH2 (2) C6H5CH2NHCH3 (3) O2NCH2NH2 (4) CH3NHCHO

6. The o-/p- directing group among the following is :

(1) –COOH (2) –CN (3) –COCH3 (4) –NHCOCH3

7. Among the following strongest acid is :

(1) CH3COOH (2) C6H5COOH (3) m-CH3OC6H4COOH (4) p-CH3OC6H4COOH

AIIMS-2004
8. The strongest base among the following is :

(1) (2) (3) (4)

9. Among the following the dissociation constant is highest for :

(1) C6H5OH (2) C6H5CH2OH (3) CH3CCH (4) CH3NH3+Cl–

10. Among the following the aromatic molecule is :

(1) (2) (3) (4)

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AIPMT-2005
11. Which amongst the following is the most stable carbocation :



(1) CH3CH2 (2) CH3 (3) (4)

12. Which one of the following compounds is most acidic :

OH
(1) (2) (3) (4) ClCH2CH2OH

AIIMS-2005
13. Pyridine is less basic than triethylamine because :

(1) Pyridine has aromatic character (2) Nitrogen in pyridine is sp2 hybridized

(3) Pyridine is a cyclic system (4) In pyridine, lone pair of nitrogen is delocalized
AIPMT-2006
14. Which of the following is more basic than aniline:

(1) Diphenyl amine (2) Triphenyl amine (3) p-nitro aniline (4) Benzyl amine

AIPMT-2007
15. Which of the following presents the correct order of the acidic strength in the given compounds :

(1) FCH2COOH > CH3COOH > BrCH2COOH > ClCH2COOH

(2) BrCH2COOH> ClCH2COOH > FCH2COOH > CH3COOH

(3) FCH2COOH >ClCH2COOH > BrCH2COOH > CH3COOH

(4) CH3COOH > BrCH2COOH > ClCH2COOH > FCH2COOH

AIPMT-2008
16. Which one of the following is most reactive towards electrophilic attack :

Cl
OH NO2
(1) (2) (3) (4)

17. The stability of carbanions in the following :

(a) RCC (b) (c) (d)

is in the order of :
(1) (d)>(b)>(c)>(a) (2) (a)>(c)>(b)>(d) (3) (a)>(b)>(c)>(d) (4) (b)>(c)>(d)>(a)

AIPMT-2010
18. Given are cyclohexanol (I), acetic acid (II) 2,4, 6-trinitrophenol (III) and phenol (IV). In these the order of decreasing
acidic character will be :
(1) III > II > IV > I (2) II > III > I > IV (3) II > III > IV > I (4) III > IV > II > I

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19. Which one of the following compounds has the most acidic nature

CH2 OH OH OH
(1) (2) (3) (4)

AIPMT-2012
20. Among the following compounds the one that is most reactive towards electrophilic nitration is:
(1) benzoic acid (2) nitrobenzene (3) toluene (4) benzene

21. The correct order of decreasing acid strength of trichloroacetic acid (A), trifluoroacetic acid (B), acetic acid (C)
and formic acid (D) is :
(1) B > A > D > C (2) B > D > C > A (3) A > B > C > D (4) A > C > B > D

AIIMS-2013

22. Which of the following compounds possesses the C—H bond with the lowest bond dissociation energy?
(1) Toluene (2) Benzene (3) n-pentane (4) 2,2-dimethyl propane

AIPMT-2014
23. What products are formed when the following compound is treated with Br2 in the presence of FeBr3 ?

CH3

CH3

CH3
CH3 CH3 CH3
Br Br Br
(1) and (2) and
CH3
CH3 Br CH3 CH3

CH3 CH3
CH3 CH3
Br
(3) and (4) and
CH3 CH3
CH3 Br Br Br CH3

AIPMT-2015
24. In which of the following compounds, then C – Cl bond ionisation shall give most stable carbonium ion ?

3
C – Cl
(1) H C (2) (3) (4)
3
CH3

25. Consider the following compounds

Hyperconjugation occurs in :
(1) II only (2) III only (3) I and III (4) I only
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NEET-I-2016
26. The correct statement regarding the basicity of arylamines is :
(1) Arylamines are generally less basic than alkylamines because the nitrogen lone-pair electrons are delocalized
by interaction with the aromatic ring  electron system
(2) Arylamines are generally more basic than alkylamines because the nitrogen lone-pair electrons are not
delocalized by interaction with the aromatic ring  electron system.
(3) Arylamines are generally more basic than arylamines are generally more basic than alkylamines because
of aryl group.
(4) Arylamines are generally more basic than alkylamines, because the nitrogen atom in arylamines is sp-
hybridized.

27. The pair of electron in the given carbanion, , is present in which of the following orbitals ?
3
(1) 2p (2) sp (3) sp2 (4) sp

NEET-II-2016

28. Which among the given molecules can exhibit tautomerism ?

(1) Both I an II (2) Both II and III (3) III only (4) Both I and III

29. The correct order of strengths of the carboxylic acid :

is :
(1) III > II > I (2) II > I > III (3) I > II > III (4) II > III > I

AIIMS 2016
30. Arrange the following compounds in increasing order of acidic strength :

(1) I > II > III (2) III > II > I (3) I > III > II (4) II > I > III

NEET 2017
31. The correct increasing order of basic strength for the following compounds is :

(1) II < III < I (2) III < I < II (3) III < II < I (4) II < I < III

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SKC SIR NURTURE (CLASS-XI) ORGANIC CHEMISTRY
NEET 2018
32. Which of the following is correct with respect to – effect of the substituents? (R=alkyl)
(1) –NH2 < – OR < – F (2) –NR2< – OR < – F (3) –NH2> – OR > – F (4) –NR2 > – OR > – F

33. Carboxylic acids have higher boiling points than aldehydes, ketones and even alcohols of comparable
molecular mass. It is due to their :
(1) Formation of intramolecular H-bonding
(2) Formation of carboxylate ion
(3) More extensive association of carboxylic acid via van der Waals force of attraction
(4) Formation of intermolecular H-bonding

AIIMS 2018

H H
H

34. Order of increasing acidic strength

(I) (III)
(II)

(1) l > II > lll (2) ll > IIl > l (3) l > IlI > ll (4) lll > II > l

H3C CH3
NH2 CH2–NH2 N

35.
(l) (Il) (IIl)

Correct order of Basic strength

(1) I > II > III > IV (2) II > III > I > IV (3) III > II > I > IV (4) IV > I > II > III

36. Correct order of acidic strength :

(1) l > ll > lll (2) ll > lll > l (3) l > lll > ll (4) ll > l > lII

37. What is decreasing order of Boiling point

C
C C C

(a) C
(b)
(c)
(1) a > b > c (2) b > c > a (3) a > c > b (4) c > b > a

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38. Correct order of Acidic strength :
CH2 — COOH
COOH COOH

CH3 — CH2 — COOH

CH3 NO2

(i) (ii) (iii) (iv)

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

NO2 COOH
COOH

39.
OH OCH3
(I) (II) (III)

Write correct decreasing order of acidic strength ?

(1) I > II > III > IV (2) I > III > IV > II (3) IV > III > II > I (4) IV > III > I > I

ANSWERKEY [EXERCISE-2]
Que. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15
Ans. 3 1 4 2 4 4 3 3 4 1 3 1 2 4 3
Que. 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30
Ans. 1 3 1 2 3 1 1 3 2 2 1 4 3 4 1
Que. 31 32 33 34 35 36 37 38 39
Ans. 4 1,2 4 3 2 2 1 1 3

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SKC SIR NURTURE (CLASS-XI) ORGANIC CHEMISTRY
EXERCISE-3 (ANALYTICAL QUESTIONS)
1. Mesomeric effect is the resonance of :
(1) - electrons and lone pair (2) - electrons only
(3)  and -electrons both (4) -electrons only

2. Which of the following is most stable carbocations

CH3
   
(1) CH3 (2) CH3– CH2 (3) CH3–C=O (4) CH 3–C– CH2
CH3

3. Which of the following is most stable :

(1) (2) (3) (4)

4. Arrange stability of the given carbocations in decreasing order :

   
CH2 CH2 CH2 CH2

OCH3 OH NH2 Cl

I II III IV
(1) I > II > III > IV (2) III > II > I > IV (3) IV > I > II > III (4) III > I > II > IV

5. Hyperconjugation involves overlaping of :

(1)  M.O. with ‘s’ (2) ‘p’ orbital with p orbital
(3)  M.O. with  M.O. (4)  M.O. with  M.O.

6. Rank the following radicals in order of Decreasing stability :

I II III IV
(1) III > II > I > IV (2) III > II < I < IV (3) II > III > II > IV (4) III < II < I < IV

7. Which of the following statement is correct about arrow headed ‘C’ of

(1) Negative charge is delocalised due to sp2 hybridisation

(2) sp2 hybridised but (–)ve charge is localised
(3) sp3 hybridised and (–) ve charge is not delocalised.
(4) sp3 hybridised and (–) ve charge is delocalised.

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8. Which has localized ve charge :

  
NH3 CH2 CH 3 CH2

(a) (b) (c) (d) H 2N–C=NH 2
NH 2

(1) a, d (2) a, c (3) c, d (4) b, d

9. What is the correct increasing order of bond lengths of the bonds indicated as I, II, III and IV in following
compounds :

II III IV

(1) I < II < III < IV (2) II < III < IV < I (3) IV < II < III < I (4) IV < I < II < III

10. Which is the decreasing order of acidity in,

(I) HCOOH (II) CH3COOH (III) CH3CH2COOH (IV) C6H5COOH
(1) I > II > III > IV (2) IV > III > II > I (3) IV > I > II > III (4) I > IV > II > III

11. Which is most stable carbocation :



(1) (2) C (3) CH 2=CH–CH 2 (4) 

12. Which is most stable carbanion :

CH2

(1) (2) (3) (4) CH2=CH– CH –CH=CH2

13. Which is most stable species :

(1) (2) (3) (4)

14. Rank the hydrogen atoms according to their acidic strength :

(1)  >  >  (2)  >  >  (3)  >  >  (4)  >  > 

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15. Arrange the following in correct order of acidic strength :

(I) CH3–NO2 (II) NO2–CH2–NO2 (III) CH3–CH2–NO2 (IV)

(1) IV > II > I > III (2) IV > II > III > I (3) III > I > II > IV (4) III > I > IV > II

16.

The correct order of decreasing basic strengts

of x, y and z is:
(1) x > y > z (2) x > z > y (3) y > x > z (4) y > z > x

17. Consider the following compounds

CH3CH2NH2 CH3 NH2

I II III
Correct order of their basic strength is :
(1) I < II < III (2) II > I > III (3) III > II < I (4) II < III < I

18. Arrange the following in decreasing of their basic nature :

NH2

N N
I II III
(1) I > II > III (2) I > III > II (3) III < II > I (4) II > I > III

19. Give the correct order of increasing acidity of the following compounds :

(I) OH (II) OH (III) COOH (IV) CCH

(1) II < I < IV < III (2) IV < II < I < III (3) I < II < IV < III (4) IV < I < II < III

20. Which of the following shows the correct order of stability :

     
(1) CH3 O C HCH3 < CH3O C H2 < CH3CH2 C H2 (2) CH3CH2 C H2 < CH3 O C HCH3 < CH3O C H2

    

(3) CH3 C HCH3 < CH3O C H2 < CH O C HCH (4) CH3O C H2 < CH3 O C HCH3 < CH3CH2 C H2
3 3

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21. Which of the following shows the correct order of decreasing stability :
   
(1) CH3 CH2 > CH3O CH2 > CH2 > CH 3–CH2

   
(2) CH3O CH2 > CH3 CH2 > CH2 > CH 3 –CH 2

   
(3) CH2 > CH3O CH2 > CH3 CH2 > CH –CH
3 2

   

(4) CH3O CH2 > CH2 > CH – CH
3
> CH3 CH2
2

22. Which of the following is most stable resonating structure of anthracene ?

(1) (2) (3) (4)

23. Give the correct order of increasing acidity of the hydrogen bonded to nitrogen in the following compounds

(1) III < II < IV < I (2) IV < I < II < III
(3) II < I < III < IV (4) I < IV < II < III

24. The hybridization states of the nitrogen atoms in pyridine, piperidine and pyrrole are respectively :

N N
N
H H
Pyridine Piperdine Pyrrole

are respectively :
(1) sp2, sp3 and sp2 (2) sp2, sp3 and sp3 (3) sp3, sp3 and sp3 (4) sp2, sp2 and sp2

25. What is the correct order of base strength of indicated sites :

O
a
H2 N
c
CN
b d
H2N NH2

(1) a > b > c > d (2) d > c > a > b (3) d > c > b > a (4) c > d > a > b

26. Dipole moment of which ketone is maximum :

O O O O
(1) (2) (3) (4)

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27. Match the column-I and column-II and select the answer :
Column-I Column-II

O
(a) C–OH + NaHCO3 (p) NH3

O
14 14
(b) C–OH + NaHCO3 (q) C O 2

O
(c) C–OH + Na (r) CO2

O
(d) S–OH + NaNH2 (s) H2
O

(1) (a-r), (b-q), (c-s), (d-p) (2) (a-q), (b-r), (c-s), (d-p)
(3) (a-s), (b-q), (c-r), (d-p) (4) (a-p), (b-s), (c-q), (d-r)

O
Ha
28. What is the order of acidic strength of the labelled H atoms :
Hb
Hc

(1) Ha > Hc > Hb (2) Hb > Hc > Ha (3) Hc > Ha > Hb (4) Ha > Hb > Hc

29. Increasing order of base strength of the following is :

I. CH3NH2 II. (CH3)2NH III. (CH3)3N IV. C6H5NH2 V. C6H5CH2NH2
(1) IV < V < I < II < III (2) IV < V < III < I < II (3) IV < III < V < I < II (4) IV < V < I < III < II

30. True statement is :

(1) It contains 10 e– (2) It is an aromatic compound

(3) N-10 has its lone pair in p-orbital (4) All

31. Which of the following compounds exhibit tautomerism :

(1) (2) (3) (CH3)2CH–NO2 (4) All

32.

Arrange the following in decreasing order of bond energy :

(1) Hc > Ha > Hb (2) Hb > Ha > Hc (3) Ha > Hb > Hc (4) Hc > Hb > Ha

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33. Which of the following compound is not resonance stabilized ?

(1) (2) (3) (4)

34. The decreasing order of boiling points of the following is :

I. RCOCl II. (RCO)2O III. RCONH2 IV. RCOOR
(1) I > IV > II > III (2) III > II > IV > I (3) IV > III > I > III (4) II > I > III > IV

35. Among the given compounds, the most susceptible to nucleophilic attack at the carbonyl group is :
(1) CH3COCl (2) CH3COOCH3 (3) CH3CONH2 (4) CH3COOCOCH3

36. When –CH3, & groups are introduced on benzene ring then correct order of their

electronic effect is :

(1) (2)

(3) (4)

37. The correct order of basicities of the following compounds is :

NH
(A) CH3 C (B) CH3CH2NH2 (C) (CH3)2NH (D)
NH2
(1) B > A > C > D (2) A > C > B > D (3) C > A > B > D (4) A > B > C > D

38. The total number of contributing structures showing hyperconjugation (involving C—H bonds) for the following
carbocation is :

(1) three (2) five (3) eight (4) six

ANSWERKEY [EXERCISE-3]
Que. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15
Ans. 1 3 4 2 3 1 2 2 4 4 1 1 4 2 1
Que. 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30
Ans. 2 4 2 2 3 2 3 2 1 3 4 1 3 2 4
Que. 31 32 33 34 35 36 37 38
Ans. 4 4 3 2 1 1 2 4

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