General Organic Chemistry 1

ORGANIC CHEMISTRY
BY SY SIR

Target : JEE MAIN 2021

Exercise Sheet

GENERAL ORGANIC CHEMISTRY

Index
Exercise 02 - 16
Answer Key 17 - 21

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 2 Chemistry for JEE

 Marked Questions may have for Revision Questions.

PART - I : SUBJECTIVE QUESTIONS

Inductive effect
1. Show the direction of inductive effect in following compounds

(1) (2) (3)

(4) CH3–CH2–CH2– Li (5) CH3–CH2–CH2–MgBr (6)

(7) (8) (9) (10)

Resonance Concepts, Conditions, Resonating Structures & Conjugation

2. Which of the following compounds have delocalized electrons ?
O
||
(P) CH 2  CHCCH 3 (Q) (R) (S) CH3CH2NHCH=CHCH3

3. Number of  electrons in resonance in the following structure is.

Stability of Resonating Structures and different species

4. In the following sets of resonating structure, label the major and minor contributors towards resonance
hybrid.

(P)  (Q) 

(R)  (S) 
 General Organic Chemistry 3
5. Write the stability order of following resonating structures :
I II I II

(P) (Q)

(R) (S)

Mesomeric Effect
6. Arrange the following groups in the increasing order of +M :
(i) – I, – Cl, – F, – Br (ii) –NH2, –OH,
7. Arrange the following groups in the increasing order of –M :

(i) –NO2, –COOR, –CHO, –CN, –COR (ii) , ,

8. Which of the following groups (attached with benzene ring) show +M effect?

Steric Inhibition of Resonance (SIR Effect)

9. Compare the SIR effect between orthochloro benzoic acid, orthobromobenzoic acid and orthoiodo benzoic acid.
Hyperconjugation
10. Define hyperconjugation by taking an example of propene.
11. In which molecules or ions hyperconjugation effect is observed and write the number of hyperconjugable
hydrogen atoms.
(A) C6H5–CH=CH2 (B) CH3–CH2–CH=CH2 (C) CH2=CH2 (D)
CH3 C 2H5 CH3
|  | |
(E) (F) CH3 — C — C H2 (G) C 2H5 — C  (H) CH3 — C
| | |
CH3 C 2H5 CH3

(I) (J) (K) (L)

 4 Chemistry for JEE
Concept of Aromaticity
12. What is aromaticity ?
13. Classify the following as aromatic, antiaromatic and nonaromatic compounds.

(a) (b) (c) (d) (e)

(f) (g) (h) (i) (j)

(k) (l) (m)

14. Why cyclooctatetraene is nonplanar.

Applications of electronic effect

15. The correct decreasing order of electron density in aromatic ring of following compounds is :

O O O
|| || ||
C–H O–C–H NH – CH3 C – NH – CH3

(I) (II) (III) (IV)

16. Correct dipole moment order is

(p) (q) (r)

PART - II : ONLY ONE OPTION CORRECT TYPE

Inductive effect
17. Inductive effect involves :
(A) Delocalisation of -electrons (B) Partial displacement of -electrons
(C) Delocalisation of -electrons (D) Displacement of lone pair electrons.
18. Select correct statement about I effect?
(A) I effect transfers electrons from one carbon atom to another.
(B) I effect is the polarisation of  bond electrons.
(C) I effect creates net charge in the molecule.
(D) I effect is distance independent.

19. Which of the following group shows +I-effect :

(A) –Br (B) –COOH (C) –OR (D) –COO–
 General Organic Chemistry 5
20. Which of the following alkyl group has the maximum +I effect ?
(A) (CH3)2CH– (B) (CH3)3C– (C) CH3CH2– (D) CH3–
21. Decreasing –I effect of given groups is :
(i) –CN (ii) – NO2 (iii) –NH2 (iv) –F
(A) iii > ii > i > iv (B) ii > iii > iv > i (C) iii > ii > iv > i (D) ii > i > iv > iii
22. Which of the following is the strongest -  group :
  
(A) – N (CH3)3 (B) – N H3 (C) – S (CH3)2 (D) – F

Resonance Concepts, Conditions, Resonating Structures & Conjugation

23. Resonance is delocalisation of :
(A)  electrons (B)  electrons (C)  electrons (D) None
24. Resonance involves :
(A) Delocalization of –electrons along a conjugated system.
(B) Delocalization of lone pair along a conjugated system.
(C) Delocalization of negative charge along a conjugated system.
(D) All are correct.
25. During delocalization, which statement is incorrect :
(A) Net charge remains same (B) Number of paired electrons remain same
(C) Number of unpaired electrons remain same (D) Energy of resonating structures always remains same
26. Resonance structure of the molecule does not have
(A) higher energy than their hybrid structure. (B) identical arrangement of atoms.
(C) the same number of paired electrons. (D) always equal contribution to the resonance hybrid.
27. Which of the following species can not show resonance?

(A) (B) (C) (D)

28. Resonance is not possible in :

(A) (B) (C) CH2 = CH — Cl (D)

29. Which does not have conjugate system ?

(A) CH2 = CHCl (B) CH2 = CHCHO (C) CH3CH = CH2 (D)

30. The compound which is not resonance stabilised

(A) CH2=CH–Cl (B) (C) CH2=CH–CH2Cl (D)

31. Which of the following is not acceptable as resonating structure :

(A) (B) (C) (D) None of these

 6 Chemistry for JEE
32. Which of the following pair is not pair of resonating structures?

(A) & (B) & CH2 – CH  O

   
(C) CH2=CH–O–CH3 & CH2 – CH  O – CH3 (D) CH3 – C  O & CH3 – C  O

33. Which of the following structures are resonance structures ?

(A) & CH3–O–N=O (B) &

(C) (CH3)2CO & (D) CH3–CH=CH–CH3 & CH3–CH2–CH=CH2

34. Among the given sets, which represents the resonating structure ?

(A) and (B) and

(C) and (D) and

35. In which of the following resonance is not possible?

(A) CH2 = C = CH2 (B) CH2 = C = CH (C) CH2 = C = CH (D) CH2 = C =

Mesomeric Effect
36. Which of the following group show +M effect?
(A) –CN (B) –O–NO (C) –CCl3 (D) –CHO
37. Which of the following group show –M effect?

(A) –CMe3 (B) (C) (D)

38. Which of the following group show +M and –I effect ?

(A) (B) (C) –O (D) –OH

39. Which of the following group show +M > –I effect ?

(A) –F (B) (C) (D) –COOH

40. Which of the following group show –M and –I effect ?

(A) –NO2 (B) –NH2 (C) –OH (D) –F
41. +M and +I both effects are shown by :
(A) (B) (C) (D) – C (CH3)3

42. The weakest +M group of the given species is :

(A) – OCH3 (B) – F (C) – I (D) – N (CH3)2
 General Organic Chemistry 7
Stability of Resonating Structures and different species
43. Which one of the following is least stable resonating structure ?

(A) (B) (C) (D)

44. Which of the following resonating structure is the least contributing structure ?

(A) (B) (C) (D)

45. HNCO (isocyanic acid) has following resonating structures :

HN  C  O  

I
The order of stablity is :
(A) I > III > II (B) I > II > III (C) II > III > I (D) II > I > III

46. The correct stability order of the following resonanating structures is :

(A) (IV) > (I) > (III) > (II) (B) (II) > (IV) > (I) > (III) (C) (III) > (II) > (IV) > (I) (D) (I) > (IV) > (III) > (II)
47. Which is the most stable resonating structure ?

(A) (B) (C) (D)

Steric Inhibition of Resonance (SIR Effect)

48. Maximum extent of steric inhibition of resonance can be expected in

(A) (B) (C) (D)

49. Select the correct statement about this compound.

NO2
3

1 5

NO2 NO2
Br
(A) All three C–N bond length are same.
(B) C1–N and C3–N bonds length are same but shorter than C5–N bond length.
(C) C1–N and C5–N bonds length are same but longer than C3–N bond length.
(D) C1–N and C3–N bonds length are different but both are longer than C5–N bond length.

Hyperconjugation
50. In hyperconjugation there is overlap between :
(A) p- and -orbitals (B) 2-orbitals (C) d-and--orbtial (D) -and p - orbitals
 8 Chemistry for JEE
51. Which of the following cannot exhibit hyperconjugation -

(A) CH3 C H2 (B) (C) CH3CH = CH2 (D)

52. Which of the following alkenes will show maximum number of hyperconjugation forms ?

(A) CH2 = CH2 (B) CH3–CH=CH2 (C) CH3–CH2–CH=CH2 (D)

53. Arrange the stability of following

I II III
(A) I < II < III (B) II < I < III (C) I < III < II (D) II < III < I
54. Which one of the following has inductive, mesomeric and hyperconjugation effect ?
(A) CH3Cl (B) CH3 – CH = CH2
(C) CH3CH = CH – C – CH3 (D) CH2 = CH – CH = CH2
||
O

55. Which of the following group has the maximum hyperconjugation effect when attached to bezene ring ?
(A) CH3– (B) CH3CH2– (C) (CH3)2CH– (D) (CH3)3C–

Concept of Aromaticity
56. Which out of the following is aromatic hydrocarbon ?

(A) (B) (C) (D)

57. Identify the aromatic compound ?

(A) (B) (C) (D)

58. Aromatic compounds burn with sooty flame because :

(A) They have a ring structure of carbon atoms.
(B) They have a relatively high percentage of hydrogen.
(C) They resist reaction with oxygen of air.
(D) They have a relatively high percentage of carbon.
Applications of electronic effect
59. The decreasing order of electron density on the ring is :

(A) III > II > I (B) II > III > I (C) I > III > II (D) III > I > II
 General Organic Chemistry 9
60. Correct dipole moment order is

(p) (q) (r)

(A) p > q > r (B) r > q > p (C) q > r > p (D) p > r > q
61. Arrange following compounds in decreasing order of their dipole moment.
CH3—CH2—NO2 CH3—CH2—NH2 CH3—CH2—F CH3—CH2—CN
I II III IV
(A) IV > III >I > II (B) IV > I > III > II (C) I > III > IV > II (D) I > IV > III > II
62. The stability order of alkene in following compounds is :

(I) (II) (III) (IV)

(A) I < II < III < IV (B) II < I < III < IV (C) II < III < I < IV (D) II < IV < I < III

 Marked Questions may have for Revision Questions.

PART - I : ONLY ONE OPTION CORRECT TYPE
1. The most unlikely representation of resonance structures of p-nitrophenoxide ion is :

(A) (B) (C) (D)

2. In which delocalisation of positive charge is possible ?

–
NH H H OH O
3 2

N 

(A) (B) (C) (D)

3. Decreasing order of potential energy of the following cations is :

(I) (II) (III)

(A) II > I > III (B) I > II > III (C) III > II > I (D) II > III > I
 10 Chemistry for JEE
4. Stability order of the following species ?

(A) > >  (B) > >  (C) > >  (D) > > 
5. In which of the following first resonating structure is more stable than the second ?

(A)  (B) 

(C) CH2=CH–NH2  (D) 

6. Which of the following is incorrect for stability of structures.

O¯ O¯
| |
(A) CH3  CH  CH  CH2 > CH3  C  CH  CH3 (B) <


(C) > (D) CH2  CH  CH  CH  C H2 >

7. Least contributing resonating structure of nitroethene is :

(A) (B)

(C) (D)

8. Which of the following statement is correct ?

(A) In the dianion , all the C–C bonds are of same length but C–O bonds are of different length

(B) In the dianion, all C–C bonds are of same length and also all C–O bonds are of same lengths
(C) In the dianion, all C–C bond lengths are not of same length
(D) None of the above
9. The decreasing order of bond length of C=C bond in the following compounds is:

I II III IV
(A) II > I > IV > III (B) III > I > II > IV (C) IV > II > I > III (D) IV > I > II > III

10. Which of the following is correct about the following compound

(Naphthalene)
 General Organic Chemistry 11
(A) All the C-C bond length are same
(B) C1–C2 bond length is shorter than C2–C3 bond length
(C) C1–C2 bond length is greater than C2–C3 bond length
(D) All the C-C bond length are equal to C-C bond length of benzene

11. The correct order of +M effect of ‘N’ containing functional group on benzene ring, amongst the given compounds
is

(A) I > II > IV > III (B) II > I > III > IV (C) I > II > III > IV (D) IV > III > II > I

12. In which case the -bond pair and  bond pair of electrons both are attracted in the same direction, (towards
same atom.) :
(A) H2C=CH–Cl (B) CH3–CH2–NH2 (C) H2C=CH–CH=O (D) H2C=CH–OCH3
13. The correct stability order of given resonating structures is :

(A) I > II > III > IV (B) IV > III > II > I (C) I = II = III = IV (D) II = III > I = IV
14. The longest C — N bond length in the given compound is :

(A) x (B) y (C) z (D) w

15. Select the correct order of heat of hydrogenation ?

(I) (II)

(III) (IV)

(A) I > II > III > IV (B) IV > III > II > I (C) II > III > IV > I (D) II > III > I > IV
 12 Chemistry for JEE

16. does not involve :

(A) –p overlap (B) –* overlap (C) p–p overlap (D) p–d overlap

17. Stability of -bond in following alkenes in the increasing order is :

CH3–CH = CH – CH3

(I) (II) (III) (IV)

(A) I < III < IV < II (B) I < II < III < IV (C) IV < III < II < I (D) II < III < IV < I

18.

In this molecules, -electron density is more on :

(A) C1 and C3 (B) C2 and C4 (C) C2 and C3 (D) C1 and C4

19. If the given compound is planar. Select the correct statement.

(A) The boron is sp2 hybridized and the p–orbital contains an unshared pair of electron
(B) The boron is sp2 hybridized and a hybrid orbital contains an unshared pair of electron.
(C) The boron in sp2 hybridized and hybrid orbital is vacant
(D) The boron is sp2 hybridized and the p–orbital is vacant

20. The correct order of electron density in aromatic ring of following compounds is :

I II III IV
(A) IV > III > II > I (B) I > II > III > IV (C) IV > II > I > III (D) IV > II > III > I

21. Arrange the following carbanions in decreasing order of stability :

(A) III > II > IV > I (B) III > II > I > IV (C) III > I > II > IV (D) II > III > I > IV

22. Correct decreasing stability order of following carbanions :

I II III IV
(A) III > IV > II > I (B) IV > II > III > I (C) IV > III > II > I (D) III > II > I > IV
 General Organic Chemistry 13
23. Select the most stable intermediates :

(A) (B) (C) (D)

24. Which of the following is most stable carbocation ?

(A) CH3 (B) CH3 (C) CH3 – (D)

25. The most stable carbocation is :

(A) (B)
+ +

(C) + (D) +

26. The following carbocation rearranges to

CH3 CH3
|  |
CH2  C  C  C H  CH  CH3
| |
CH3 CH3

(A) (B)

CH3 CH3
 | |
(C) (D) CH2  C  C  CH  CH  CH3
| |
CH3 CH3

27. Correct basic strength order is :

NH2 NH2 NH – Et NH2

Et NO2

p q r s
(A) r > q > p > s (B) r > p > q > s (C) q > r > p > s (D) r > q > s > p
 14 Chemistry for JEE
28. The order of basic strength of the given basic nitrogen atoms is :

(A) III > II > I > IV (B) III > I > II > IV (C) I > III > II > IV (D) II > III > I > IV
29. In the labelled N-atoms which is correct basic strength order :

(A) 2 > 1 > 3 (B) 3 > 1 > 2 (C) 2 > 3 > 1 (D) All are equally basic
30. Choose the strongest base among the following :

(A) (B) (C) (D)

31. Select the basic strength order of following molecules ?

(A) III > II > I (B) II > III > I (C) I > III > II (D) III > I > II

32. Which is the weakest base among the followings ?

(A) (B) (C) (D)

33. Write the order of K a1 values of following acids :

(I) (II) (III)

(A) II > III > I (B) I > III > II (C) III > II > I (D) II > I > III
 General Organic Chemistry 15
34. The acid strength order is :

(A) I > IV > II > III (B) III > I > II > IV (C) II > III > I > IV (D) I > III > II > IV
35. (X) (C6H3ClBrCOOH) are a dihalosubstituted benzoic acids. The strongest acid among all isomers is -

(A) (B) (C) (D)

36. The order of acidity of the H-atoms underlined in the following compounds is in the order :

(I) (II) (III) (IV)

(A) IV>II>I>III (B) II>IV>III>I (C) III>IV>I>II (D) I>III>II>IV

37. Most acidic hydrogen is present in :

(A) (B) (C) (CH3CO)3CH (D) (CH3)3COH

38. The correct orders are :

(A) > Acid strength

(B) > Acid strength

(C) > Basic strength

(D) > Boiling point

 16 Chemistry for JEE
39. Observe the following sequence of reactions :

+ CH3NH2 
 + + CH3NH2 +
(1)

Select the correct option regarding the relative basic strength (Kb) :

(A) > CH3  C  NH2 (B) > CH3  C  NH 2

|| ||
NH NH

(C) CH3  C  NH2 > CH3NH2 (D) CH3NH2 >

||
NH

40. Order of Ka which can be predicted by following reaction is :

(A) NH3 > Ph3CH > C2H2 > H2O (B) H2O > HC  CH > Ph3CH > NH3
(C) HC  CH > H2O > Ph3CH > NH3 (D) Ph3CH > HC  CH > H2O > NH3
41. The gases produced in the following reactions are respectively
I : CH3NH2 + NH4Br 
II : CH3SO3H + NaHCO3 
III : CH3  C  NH2 + NaH 
||
O
(A) NH3, NH3, CO2 (B) NH3, SO2, H2 (C) NH3, SO2, NH3 (D) NH3, CO2, H2

42. Decreasing order of enol content of the following compounds in liquid phase

(A) 2 > 1 > 3 > 4 (B) 1 > 2 > 3 > 4 (C) 4 > 3 > 2 > 1 (D) 3 > 1 > 2 > 4
 General Organic Chemistry 17

JEE (MAIN) / AIEEE PROBLEMS (PREVIOUS YEARS)

1. In the following benzyl/allyl system

R – CH = CH2 and (R is alkyl group)

Then decreasing order of inductive effect is : [AIEEE-2002]
(1) (CH3)3 C— > (CH3)2CH— > CH3CH2— (2) CH3CH2— > (CH3)2CH— > (CH3)3C—
(3) (CH3)2CH— > CH3CH2— > (CH3)3C— (4) (CH3)3C— > CH3CH2— > (CH3)2CH—

2. The electrophile, E  . attacks the benzene ring to generate the intermediate -complex, which of the following
-complex have lowest energy ? [AIEEE-2008, 3/105]

NO2
H
H
+ E
(1) (2) + E

NO2 NO2

(3) + (4) +
H
E
H E

3. The correct order of increasing basic nature for the bases NH3, CH3NH2 and (CH3)2NH is: [AIEEE-2003, 3/225]
(1) CH3NH2 < NH3 < (CH3)2NH (2) (CH3)2NH < NH3 < CH3NH2
(3) NH3 < CH3NH2 < (CH3)2NH (4) CH3NH2 < (CH3)2NH < NH3
4. Which of the following is the strongest base? [AIEEE-2004, 3/225]

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

5. Consider the acidity of the carboxylic acids: [AIEEE-2004, 3/225]

(i) PhCOOH (ii) o-NO2C6H4COOH (iii) p-NO2C6H4COOH (iv) m-NO2C6H4COOH
(1) i > ii > iii > iv (2) ii > iii > iv > i (3) iii > ii > iv > i (4) ii > iv > iii > i
6. Among the following acid which has the lowest pKa value ? [AIEEE-2005, 3/225]
(1) CH3CH2COOH (2) (CH3)2CH–COOH (3) HCOOH (4) CH3COOH
7. Amongst the following the most basic compound is [AIEEE-2005, 3/225]
(1) p-Nitroaniline (2) Acetanilide (3) Aniline (4) Benzylamine
8. The increasing order of stability of the following free radicals is : [AIEEE-2006, 3/165]
(1) (CH3)2 H < (CH3)3 < (C6H5)2 H < (C6H5)3
(2) (C6H5)2 < (C6H5)2 H < (CH3)3 < (CH3)2 H
(3) (C6H5)2 H < (C6H5)3 H < (CH3)3 < (CH3)2 H
(4) (CH3)2 H < (CH3)3 < (C6H5)3 < (C6H5)2 H
9. The correct order of increasing acid strength of the compounds. [AIEEE-2006, 3/165]
 18 Chemistry for JEE
Me
(a) CH3CO2H (b) MeOCH2CO2H (c) CF3CO2H (d) CO2H is
Me
(1) b < d < a < c (2) d < a < c < b (3) d < a < b < c (4) a < d < c < b

10. Which one of the following is the strongest base in aqueous solution? [AIEEE-2007, 3/120]
(1) Dimethylamine (2) Methylamine (3) Trimethylamine (4) Aniline

11. Arrange the carbanions, (CH3)3C, CCl3, (CH3)2 CH, C6H5 CH2 in order of their decreasing stability :
[AIEEE-2009, 4/144]
(1) (CH3)2 CH > CCl3 > C6H5 CH2 > (CH3)3 C (2) CCl3 > C6H5 CH2 > (CH3)2 CH > (CH3)3 C
(3) (CH3)3 C > (CH3)2 CH > C6H5 CH2 > CCl3 (4) C6H5 CH2 > CCl3 > (CH3)3 C > (CH3)2 CH

12. The correct order of increasing basicity of the given conjugate bases (R = CH3) is : [AIEEE-2010, 4/144]
(1) RCO O  HC  C  R  N H2 (2) R  HC  C  RCO O  N H2

(3) RCO O  N H2  HC  C  R (4) RCO O  HC  C  N H2  R

13. The strongest acid amongst the following compounds is : [AIEEE-2011, 4/120]
(1) CH3COOH (2) HCOOH
(3) CH3CH2CH(Cl)CO2H (4) ClCH2CH2CH2COOH
14. Identify the compound that exhibits tautomerism. [AIEEE-2011, 4/120]
(1) 2-Butene (2) Lactic acid (3) 2-Pentanone (4) Phenol
15. The correct order of acid strength of the following compounds: [AIEEE-2011, 4/120]
(A) Phenol (B) p-Cresol (C) m-Nitrophenol (D) p-Nitrophenol
is :
(1) D > C > A > B (2) B > D > A > C (3) A > B > D > C (4) C > B > A > D
16. Arrange the following compounds in order of decreasing acidity : [JEE(Main)-2013, 4/120]

; ; ;

(1) II > IV > I > III (2) I > II > III > IV (3) III > I > II > IV (4) IV > III > I > II
17. The order of stability of the following carbocations : [JEE(Main)-2013, 4/120]

; ; is :

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

18. Considering the basic strength of amines in aqueous solution, which one has the smallest pKb value ?
[JEE(Main)-2014, 4/120]
(1) (CH3)2NH (2) CH3NH2 (3) (CH3)3N (4) C6H5NH2
 General Organic Chemistry 19

EXERCISE - 1
PART - I

1. (1) (2) (3)

(4) CH3 CH2 CH2 Li (5) CH3 CH2 CH2 MgBr (6)

(7) (8) CH3 COOH (9) (10)

2. (P), (R), (S) 3. 8

4. (P) I – minor , II – major ; (Q) I – minor , II – major ;
(R) I – minor , II – major ; (S) I – minor , II – major

5. (P) I > II ; (Q) II > I ; (R) I > II ; (S) II > I

6. (i) +m : – I < – Br < – Cl < – F (ii) +m : –OH < –NH2 <

7. (i) –m : –COOR < –COR < CHO < CN < NO2 (ii) –m : < <

O
||
O — S — OH

8.

have + M group.
9. SIR effect increases with the size of ortho group. The order of SIR effect is o-iodo benzoic acid > o-bromo
benzoic acid > o-chloro benzoic acid.
10. It is delocalisation of sigma electron with p-orbital. It may take place in alkenes, alkynes, carbocations, free
radicals, alkelyl benzene.
Necessary Condition : Presence of at least one hydrogen at saturated carbon which is  with respect to
alkene, alkynes, carbocation, free radical, benzene nucleus.

Propene 
 20 Chemistry for JEE
11. (A) 0 (B) 2 (C) 0 (D) No hyperconjugation
(E ) 0 (F) 0 (G) 6 (H) 9
(I) 3 (J) 10 (K) 0 (L) 10
12. Those molecules are aromatic which have very high resonance energy. Only those molecules has sufficiently
high amount of resonance energy to become aromatic which
(a) are cyclic
(b) are planar
(c) contains (4n +2) number of  -electrons in ring.
(d) must have cyclic resonance between (4n + 2) number of -electrons
Where n = 0,1,2,3,4 ..........
13. Aromatic : (a), (b), (c), (d), (e), (f), (h), (l)
Antiaromatic : (g), (i), (j), (m)
Nonaromatic : (k)

14. Cyclooctatetraene is nonplanar to avoid its anti aromaticity and it becomes tub-shaped structure.

15. (III) > (II) > (IV) > (I)

+m group increases electron density and – m group decreases electron density in aromatic ring.
16. p>q>r

PART - II
17. (B) 18. (B) 19. (D) 20. (B) 21. (D)
22. (A) 23. (A) 24. (D) 25. (D) 26. (D)

27. (A) 28. (A) 29. (C) 30. (C) 31. (B)

32. (A) 33. (B) 34. (B) 35. (A) 36. (B)
37. (D) 38. (D) 39. (B) 40. (A) 41. (C)

42. (C) 43 (C) 44. (B) 45. (A) 46. (D)

47. (B) 48. (C) 49. (C) 50. (D) 51. (D)

52. (B) 53. (C) 54. (C) 55. (A) 56. (C)

57. (B) 58. (D) 59. (A) 60. (B) 61. (D)

62. (A)

EXERCISE - 2
PART - I
1. (C) 2. (D) 3. (A) 4. (A) 5. (C)

6. (A) 7. (C) 8. (B) 9. (B) 10. (B)

11. (C) 12. (C) 13. (D) 14. (D) 15. (B)
16. (D) 17. (A) 18. (B) 19. (D) 20. (D)
 General Organic Chemistry 21

21. (B) 22. (C) 23. (A) 24. (C) 25. (A)

26. (D) 27. (B) 28. (4) 29. (A) 30. (D)

31. (A) 32. (D) 33. (A) 34. (D) 35. (B)

36. (A) 37. (C) 38. (A) 39. (C) 40. (B)

41. (D) 42. (B)

EXERCISE - 3
PART - II
1. (1) 2. (1) 3. (3) 4. (4) 5. (2) 6. (3) 7. (4)
8. (1) 9. (3) 10. (1) 11. (2) 12. (4) 13. (3) 14. (3)
15. (1) 16. (3) 17. (4) 18. (1)