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Acid-Base Strength and Stability in Chemistry

The document contains a series of chemistry questions related to acidic and basic strength, stability of compounds, and reaction mechanisms, specifically aimed at NEET-UG preparation. It includes multiple-choice questions on various topics such as stability orders, acidity, basicity, resonance, and inductive effects. Each question is followed by options for answers, indicating a focus on assessing knowledge in organic chemistry.

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0% found this document useful (0 votes)
8 views20 pages

Acid-Base Strength and Stability in Chemistry

The document contains a series of chemistry questions related to acidic and basic strength, stability of compounds, and reaction mechanisms, specifically aimed at NEET-UG preparation. It includes multiple-choice questions on various topics such as stability orders, acidity, basicity, resonance, and inductive effects. Each question is followed by options for answers, indicating a focus on assessing knowledge in organic chemistry.

Uploaded by

tanishq1012aa
Copyright
© All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
Available Formats
Download as PDF, TXT or read online on Scribd

ALLEN

ACIDIC AND BASIC STRENGTH


NEET-UG - Chemistry

1. Arrange the following compounds in order of increasing acid strength (weakest first). [4]

a) II, I, III, IV, V b) V, IV, I, II, III

c) II, I, III, V, IV d) II, III, I, IV, V


[4]

2. Stability of C H2 − CH = CH2 can be explained by :

a) Inductive effect b) Electromeric effect

c) Polar effect. d) Resonance


3. Stability order of following carbanions is : [4]

i.

ii.

iii.

1 / 20
a) i < ii < iii b) i > iii > ii

c) ii > iii > i d) i > ii > iii


4. Which of the following compound has highest enol content. [4]

a)

b)

c)

d)

5. Which of the following shows the correct order of decreasing acidity - [4]

a) P hSO3 H b)
> P hOH > P hCH2 OH > P hCH
P hSO
2
OH
3
H > P hCO2 H > P hOH > P hCH2 OH

c) P hCO2 H d)
> P hOH > P hCH2 OH > P hSO
P hCO
3
H 2 H > P hSO3 H > P hCH2 OH > P hOH

6. Which of the following is a termination step in the free radical chlorination of methane? [4]

a) Cl2 + ∙CH3 → Cl ∙ +CH3 Cl b) Cl2 → 2Cl∙

c) CH4 + Cl∙ → H Cl + ∙CH3 d) ∙CH3 + Cl∙ → CH3 Cl

7. Which of the following has least pKa value? [4]

a) CH3–COOH

b) Cl3C–COOH

c)

d)

8. Which one of the following is most basic? [4]

a)

2 / 20
b)

c)

d)

[4]
9.

Among the given compounds, the correct order of enol content is :

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

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


10. Which of the following cations is most stable? [4]

a)

b)

c)

d)

11. Most stable radical among following [4]

a)

b)

c)

3 / 20
d)

[4]

12.

Among the given structure which can exhibit tautomerism?

a) II only b) I only

c) III only d) None of these


13. Of the following, which is an SN 1 reaction : [4]

a) CH3 CH BrCH3 + KOH (alc.) ⟶


b) CH3 CH2 CH2 Cl + I

c) ( CH3 ) CBr + H2 O ⟶
3

d) ⊖

( CH3 ) CBr + CH3 O⟶


3

14. Stability order is : [4]

i.

ii.

iii.

iv.

a) i > ii > iii > iv b) i > ii > iv > iii

4 / 20
c) ii > i > iii > iv d) iv > iii > ii > i
15. Stability order is : [4]

i.

ii.

iii.

iv.

a) iv > ii > i > iii b) iv > iii > ii > i

c) ii > i > iii > iv d) i > ii > iii > iv


16. Which of the following is least stable carbocation? [4]

a)

b)

c)

d)

17. Which compound is neither aromatic nor antiaromatic? [4]

a)

b)

c)

5 / 20
d)

18. The correct basic strengths of x, y and z is : [4]

a) x > z > y b) y > z > x

c) x > y > z d) y > x > z

19. The most stable carbonium ion is [4]

a)

b)

c)

d)

20. Which of the following shows the correct order of decreasing basicity in aqueous medium? [4]

a) ( CH3 ) N H > ( CH3 ) N > CH3 N H 2 > N H 3


2 3

b) ( CH3 ) N H > CH3 N H 2 > ( CH3 )


2 3
N > N H3

c) ( CH3 ) N H > CH3 N H 2 > N H 3 > ( CH3 ) N


2 3

d) ( CH3 ) N > ( CH3 ) N H > CH3 N H 2 > N H 3


3 2

21. Consider the following statements [4]


⊕ ⊕

a. CH3 O C H2 is more stable than CH3 C H2

⊕ ⊕

b. M e2 C is more stable than CH3 CH2 C H2


⊕ ⊕

c. CH2 = CH − C H2 is more stable than CH3 CH2 C H2


⊕ ⊕

d. CH2 =C H is more stable than CH3 C H of these statements

a) b, c and d are correct b) a and b are correct

c) c and d are correct d) a, b , and c are correct


22. Correct order of acidic strength : [4]

a) P hOH < ROH > H OH b) H2 O > P hOH > ROH

c) P h − OH > R − OH > H OH d) P h − OH > H OH > R − OH

23. The order of acidity of compounds I-IV, is - [4]

6 / 20
I.

II.

III.

IV.

a) II < IV < III < I b) IV < I < II < III

c) I < III < II < IV d) III < I < II < IV


24. Product (A) will be : [4]

a)

b)

c)

d)

25. Decreasing order of pKb value is : [4]

i.

7 / 20
ii.

iii.

iv.

a) iii > ii > i > iv b) ii > i > iv > iii

c) iv > iii > ii > i d) i > ii > iii > iv


26. Which of the following has strong +I effect : [4]

a) −N H − CH3 b) −CH3

c) d) -Et

−O

27. Stability order is : [4]

i.

ii.

iii.

iv.

a) iv > iii > ii > i b) i > ii > iii > iv

c) i > iii > ii > iv d) ii > i > iii > iv


28. Amongst the following compounds, which one does not exhibit resonance? [4]

a)

b)

c)

d)

8 / 20
29. The incorrect resonating structure is - [4]

a)

b)

c)

d)

[4]
30.

Inductive effect of chlorine is minimum on :

a) C4 b) C2

c) C3 d) C1

[4]

9 / 20
31. I.

II.

III.

IV.

Correct order of acidic strength of given compound is :

a) IV > III > II > I b) IV > II > III > I

c) II > IV > III > I d) III > IV > I > II


32. The correct order of decreasing stability of the following carbocations is - [4]

a)

b)

c)

d)

33. Arrange following compounds in decreasing order of electron density in benzene ring. [4]

I.

II.

III.

10 / 20
IV.

a) i > ii > iv > iii b) iii > iv > ii > i

c) i > ii > iii > iv d) i > iv > ii > iii


34. Stability order is : [4]

a) i > ii > iii b) i > iii > ii

c) ii > iii > i d) iii > ii > i


35. Which allylic carbocation is the most stable carbocation : [4]

a)

b) All have same stability


c)

d)

36. Which of the following is the strongest nucleophile? [4]

a) b)
⊖ ⊖

C N O H

c) I d)
Θ ⊕
EtO

37. Which is the correct stability order of following intermediates: [4]

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

11 / 20
c) a > b > c d) b > c > a

38. Zero inductive effect is assumed for ________. [4]

a) C - N bond b) C - H bond

c) C - Br bond d) C - O bond
39. Identify correct acidic strength order in the following compounds [4]

i.

ii.

iii.

a) i > ii > iii b) iii > i > ii

c) iii > ii > i d) i > iii > ii

40. Express in decreasing order of (+ I ) - [4]


A. CH3CH2 – CH2 –
B. CH3 –

C.

D.

E.

a) (A) > (B) > (C) > (E) > (D) b) (A) > (B) > (C) > (D) > (E)

c) (D) > (A) > (B) > (C) > (E) d) (C) > (D) > (E) > (A) > (B)
41. Arrange the following carbanions in decreasing order of stability : [4]

a) IV > III > I > II b) IV > II > III > I

c) III > IV > II > I d) IV > III > II > I


42. Arrange in decreasing order of acidity? [4]

12 / 20
P.

Q.

R.

S.

a) Q > P > R > S b) P > Q > R > S

c) Q > R > P > S d) S > Q > P > R

43. Which of the following carbocation is most stable? [4]

a) b)
⊕ ⊕

(C H3 )3 C C H2 C H3 C H2 C H2

c) d)
⊕ ⊕

(CH3 )3 C C H3 C H C H2 C H3

44. Correct basic strength order is : [4]

a) F- > Cl- >Br- > I- b) F- > Br- > Cl- > I-

c) I- > Br- > Cl- > F- d) Cl- > F- > Br- > I-
45. The most stable carbocation, among the following is ________. [4]

a) b)
+ +

CH3 - C H - CH2 - CH2 - CH3 CH3 - CH2 - C H2

c) d)
+ +

(CH3)3C - C H - CH3 CH3 - CH2 - C H - CH2 - CH3

46. Stability order of following carbocation is : [4]

i.

ii.

iii.

a) iii > ii > i b) i > iii > ii

c) i > ii > iii d) ii > iii > i


[4]

13 / 20
47.

In compound (a) and (b) inductive effect of phenyl is :

a) −I, +I b) +I, −I

c) −I, −I d) +I, +I

48. Arrange the following radicals in decreasing order of their stability. [4]

I.

II.

III.

IV.

a) IV > III > II > I b) I > II > III > IV

c) IV > I > III > II d) IV > III > I > II


49. Select correct order of HOH following compounds [4]

I.

II.

III.

IV.

a) IV > II > III > I b) I > II > III > IV

c) IV > III > II > I d) III > I > II > IV


50. Which is the strongest acid amongst the following compounds? [4]

a)

b)

14 / 20
c)

d)

51. Which of the following group has the maximum hyperconjugation effect when attached to [4]
benzene ring?

a) (CH3)2CH– b) CH3–

c) CH3–CH2– d) (CH3)3C–

52. The decreasing nucleophilic order of the following compounds is : [4]


i. C H3

ii. N H2

iii. O H
iv. F

a) i > ii > iii > iv b) iv > iii > ii > i

c) ii > i > iii > iv d) ii > i > iv > iii


53. Correct order of stability of given intermediates is - [4]

I.

II.

III.

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

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


54. The bond that undergoes heterolytic cleavage most readily is: [4]

a) C - H b) C - C

c) C - O d) O - H
55. Which order is incorrect according to their resonance energy : [4]

a)

15 / 20
b)

c)

d)

56. In which of the following compounds resonance does not takes place? [4]

a)

b)

c)

d)

57. Correct order of acidic strength is : [4]

a)

b) H − COOH < CH3 − COOH < CH3 CH2 COOH

c) H − COOH = CH3 COOH > CH3 − CH2 COOH

d)

58. Which of the following is the most stable? [4]

a)

b)

16 / 20
c)

d)

[4]
59. Product of the reaction

a)

b)

c)

d)

60. The most favourable site for attack in the following compound towards electrophilic aromatic [4]
substitution is :

a) q b) p

c) s d) r

61. Stability of following alkenes in the increasing order is [4]


I.

II.

III.

IV.

a) I < III < IV < II b) IV < III < II < I

c) I < II < III < IV d) II < III < IV < I


62. Correct acidic strength order of given compounds is [4]

17 / 20
I. M e − OH
II. M e − C ≡ CH

III. M e− N H3

IV. M e − N H 2

a) I > III > II > IV b) III > I > II > IV

c) I > III > IV > II d) II > III > I > II


63. Which point on the potential energy diagram is represented by Newman projection shown here? [4]

a) P b) S

c) R d) Q
64. What is the correct order of decreasing stability of the following cations? [4]

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

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


65. Relative stabilities of the following carbocation will be in order: [4]

A.

B.

C.

D.

a) A > B > C > D b) B > C > D > A

c) A > B > D > C d) B > C > A >D


66. Which of the following is a property of a carbocation? [4]

a) it is positively charged b) all of these

c) it is unstable d) it has a sextet of electrons


67. The decreasing basic strength order of the following is : [4]
i. F Θ

18 / 20
ii. Cl
Θ

iii. Br
Θ

iv. I
Θ

a) ii > i > iii > iv b) i > ii > iii > iv

c) ii > i > iv > iii d) iv > iii > ii > i


68. Consider the following compounds: [4]

Hyperconjugation occurs in ________.

a) I only b) III only

c) I and III d) II only


[4]
69.

Rate of reaction (a) and (b) is :

a) None of these b) b > a

c) a = b d) a > b
70. The CORRECT statement regarding electrophile is: [4]
i. Electrophile is a negatively charged species and can form a bond by accepting a pair of
electrons from a nucleophile.
ii. Electrophile is a negatively charged species and can form a bond by accepting a pair of
electrons from another electrophile.
iii. Electrophiles are generally neutral species and can form a bond by accepting a pair of
electrons from a nucleophile.
iv. Electrophile can be either neutral or positively charged species and can form a bond by
accepting a pair of electrons from a nucleophile.

a) Option (iii) b) Option (ii)

c) Option (iv) d) Option (i)


71. Correct order of stability of carbocation is [4]

19 / 20
a) I > III > II > IV b) IV > III > II > I

c) IV > II > III > I d) I > II > III > IV


72. Write the stability order of following alkenes : [4]
I. CH2=CH2

II.

III. CH2=CH—CH=CH2

IV. CH3—CH=CH2
V. CD3—CH=CH2

a) II > III > IV > V > I b) IV > III > II > V > I

c) III > II > IV > V > I d) None of these


73. An aromatic molecule will : [4]

a) have (4n+2) electrons in resonance b) be cyclic

c) have planar ring d) All of these


74. Which will give white ppt. with AgN O3 : [4]

a)

b)

c)
Both &

d)

75. What will be the order of reactivity of the following carbonyl compounds with Grignard's reagent? [4]

a) II > I > IV > III b) I > II > III > IV

c) III > II > I > IV d) IV > III > II > I

20 / 20

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