20022021 BOOKLET FC batch

ORGANIC CHEMISTRY
(Topic : General Organic Chemistry )
(for JEE-Mains & Advanced 2022)
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Section - A :
01. The no. of valence electrons in ‘C’ of CH3+ are :
(a) 7 (b) 6 (c) 8 (d) 10
02. Most stable carbocation is :

CH3
+ + +
(a) CH3 CH2 CH2 (b) CH (c) C (d) CH3 C—CH2 CH2+
CH3

03. [I] [II] [III]

Which of the following orders is correct for the stability of these carbocations ?

(a) I > II > III (b) III > II > I

(c) II > I > III (d) II > III > I

04. Arrange the following carbocations in decreasing order of stability :

(I) (II) (III)

(a) (III) > (I) > (II) (b) (I) > (II) > (III)
(c) (I) > (III) > (II) (d) (III) > (II) > (I)
05. Consider the following statements
(i) +CH2—OH is more stable than +
CH2—SH
(ii) CH2 = CH—CH+—CH = CH2 is more stable than CH2 = CH—CH2—CH+—CH2 CH =
CH 2
(iii) +CH2—NH CH3 is more stable than CH3—CH+—CH2 NH2
which of the following are True and which are False :
(a) T T T (b) T T F (c) F T F (d) F T T
06. Among the following carbocations

(A), (B), (C) most and least stable are :

(a) (A) , (B) (b) (A) , (C) (c) (C) , (A) (d) (C) , (B)

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 07. (A) , (B) , (C) Most and least stable are :

(a) (A) , (C) (b) (B) , (C) (c) (A) , (B) (d) (B) , (A)

08. [I] [II] [III]

Which of the following orders is correct for the stability of these carbocations ?

(a) I > II > III (b) III > II > I (c) II > I > III (d) II > III > I

09. (A) , (B) , (C)

Most stable and least stable are :

(a) (C) , (A) (b) (A) , (B) (c) (C) , (B) (d) (A) , (C) .
10. (A) CH2 = CH+ (B) CH2 = CH—CH2+ (C) CH2 = C+—CH3
most and least stable are :
(a) (B) , (A) (b) (C) , (B)
(c) (C) , (A) (d) None is correct .
11. F—CH2 CH2 CH2+ (A)
HO—CH2 CH2 CH2+ (B)
O2N—CH2 CH2 CH2+ (C)
the order of stability is :
(a) (A) > (B) > (C) (b) (C) > (B) > (A)
(c) (B) > (C) > (A) (d) None is correct
+ + + +
12. O = CH—CH —CH3 (A) CH2 = CH—CH —CH3 (B) O = CH—CH — N Me3 (C)
Most and least stable are :
(a) (B) , (C) (b) (A) , (C)
(c) (B) , (A) (d) None is correct
13. Consider the following cations :
+ + + +
(I) CH2 = CH (II) CH3—CH2 (III) CH2 = CH—CH2 (IV) C6H5—CH —C6H5
The correct sequence of these carbocations in the decreasing order of their stabilities
is :
(a) IV > III > II > I (b) I > II > III > IV
(c) IV > II > III > I (d) I >III >II >IV
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 14. CH2 = CH—CH2+ (A) , CH2 = CH—+CH—CH = CH2 (B)
CH2 = CH—CH2—CH+—CF3 (C)
The stability order is :
(a) (B) > (A) > (C) (b) (B) > (C) > (A)
(c) (A) < (B) < (C) (d) (C) > (A) > (B) .
15. Decreasing order of stability of given carbocations is as :

+ + +
(1) (2) CH2 = CH—CH2 (3) C6H11—CH2 (4) CH3—CH —CH3 .

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

(c) 2 > 1 > 3 > 4 (d) 3 > 2 > 1 > 4 .

16. Most stable carbocation is :

+
(a) CH2 = CH (b)

+ +
(c) CH3 (d) CH3—CH = CH .
+
17. CH3— CH—OH is less stable than :
+ +
(a) CH3— CH—SH (b) HO—CH2—CH2
+ +
(c) CH3— CH— (d) CH3— CH—NH2 .

18. The correct order of carbocation stability is :

+ + + + + +
(a) CH3 < F—CH2 < HO CH2 (b) Me3 C > Me2 CH > Ph2 CH .

(c) > > (d) < <

+
19. CH2 = CH—CH2—CH —CH2—CH = CH2 is less stable than :
+ + + +
(a) CH  C—CH2— CH—CH2—C  CH (b) Me3 N — CH—N Me3 .
+ +
(c) O2N— CH—NO2 (d) CH2 = CH— CH—CH = CH2 .

20. Least stable ion is :

(a) (b)

(c) (d)

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 21. Least stable carbanion is :
_ _ _ _
(a) Me (b) Et (c) Me2CH (d) Me3C
22. Most stable ion is :
_ _
(a) CF3 CH2 (b) CH3 CH2
_ _
(c) CF3 CH CF3 (d) (CF3)3 C

23. Most stable cation is :

(a) CH3+ (b) CH3 CH2+ (c) (CH3)2 CH+ (d) (CH3)3 C+
24. Least stable cation is :
(a) CH3+ (b) F CH2 CH2+ (c) CH F2 CH2+ (d) CF3 CH2+
25. Most stable carbanion is :
_
_
(a) CH3 (b)

_
(c) (d) (CH3)3 C

26. Most stable and least stable of these four structres are :

O O O O

O O O O
(A) (B) (C) (D) .

(a) A , D (b) A , B
(c) B , C (d) B , D
27. Most stable anion is :
_ _
(a) Ph3 C (b) Me3 C
_ _
(c) MeO—CH2 (d) Me NH CH2
28. Which cation is most stable :
+
+ + +
(a) (b) (c) (d)
O NH

O O O
29. (I) C (II) C (III) C
H CH2 H CH2 H CH2

The correct order of stability for the given canonical structures is :

(a) I > III > II (b) III > I > II

(c) II > III > I (d) II > I > III .

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 30. [I] [II] [III]

Which of the following orders is correct for the stability of these carbocations ?
(a) I > II > III (b) III > II > I

(c) I > III > II (d) II > III > I

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



[I] [II] [III] [IV]

(a) I > II > III > IV (b) III > II > I > IV
(c) IV > I > II > III (d) II > III > I > IV .

32. Most stable ion is :

O O
O
(a) (b)
O
O

O O O
O
(c) (d) .
O O
O

33. The correct stability order is :

+
+ +
(a) + > > (b) + > +>
O O O O O O

+
(c) + > + > + (d) + > + >
O O S NH NH NH

34. In which of the following 2nd anion is more stable than first ?
_ _ _ _
(a) O2 N—CH2 and F—CH2 (b) CF3 and CCl3
O
_ _ _ _
(c) F3 C—CH2 and Cl3 C—CH2 (d) CH3— C —CH2 and H2N—CH2

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 Section - B :
35. Which of the following has strong + I effect ?
(a) O  (b) — Et (c) — CH3 (d) —NH —CH3

36. CH3 – CH2 – CH2 – CH2 – Cl

4 3 2 1
Inductive effect of chlorine is minimum on :
(a) C1 (b) C2 (c) C3 (d) C4
37. Which of the following compounds on heterolytic fission gives most stable
carbocation ?
CH3 CH3 CH2 – Br
Br Br Br
(a) (b) (c) (d)

38. Which of the following is the most stable carbocation ?

CH3
CH3 CH3 CH3

(I) (II) (III)  (iv)


(a) I (b) II (c) III (d) IV
39. Which of the following carbocations is the most stable ?

CH3 CH3
  
(a) CH3 C H2 (b) CH3 C HCH3 (c) CH3C  (d) CH3 CCH2
CH3 CH3

40. Stability order of the following resonating structure will be :

O O O O

(i) O (ii) O (iii)  O (iv) O

(a) i > ii > iii > iv (b) ii > i > iii > iv
(c) iii > ii > i > iv (d) i > iii > ii > iv
41. Select the molecule in which  bonds are conjugated ?
H H
(a) H2C = CH – CH – CH = CH2 (b) C=C=C
H H

H H
C=C
(c) H C=O (d) both (a) and (c)
H
42. In which of the following compounds lone pair of oxygen is delocalized ?
O
(a) (b) (c) (d)
O O O O
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 43. In which of the following resonating structures, extra bond will be formed ?

 CH2
(a) H 2 C = C = C H (b)


(c) H3 C – CH – O – CH3 (d)

44. Compare relative stability of following resonating structure :

O O O

CH3 – C – OH CH3 – C = O – H CH3 – C – OH

(a) (b) (c)

(a) a > b > c (b) a > c > b

(c) b > a > c (d) c > a > b
45. Most stable resonating structure of given cation is :


(a) 
(b) O (c) (d) O

O  O 
46. Most stable resonating structure of given cation is :

CH2

NH 2

CH2 CH2 CH2 CH2

 
(a) (b) (c) (d)

NH2 NH2 NH2 NH2


47. Most stable resonating structure of formic acid is :

O O

(a) H – C – OH (b) H – C = O – H


O O

(c) H – C – OH (d) H – C – OH

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Contact Number : 9889655556 , 7458910091 page no # 8
 48. Most unstable resonating structure of phenol is :

OH

O–H

(a) (b)


O–H 
O–H

(c) (d)

49. Compare relative stability of following resonating structures :


CH3 – O – CH = CH – C = N ; CH3 – O – CH = CH – C = N
(a) (b)
 
CH3 – O = CH – CH – C = N ; CH3 – O = CH – CH = C = N
(c) (d)

(a) a > b > c > d (b) a > c > d > b

(c) a > d > c > b (d) c > d > b > a
50. Most stable resonating structure is :

(a) CH3 – O – CH = CH – CH = CH – C H2

(b) CH3 – O – CH = CH – C H – CH = CH2

(c) CH3 – O – C H – CH = CH – CH = CH2

(d) CH3 – O = CH – CH = CH – CH = CH2
51. Most stable resonating structure is :
CH3
 
(a) CH3 – CH = CH – CH = N (b) CH3 – CH = CH – CH – N
CH3

 
(c) CH3 – CH – CH = CH – N (d) CH3 – CH – CH – CH – N

52. Most unstable resonating structure of is :

O O O O


(a) (b) (c) (d)
 

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