SND PUBLIC SCHOOL PALWAL

DPP
Class 12 - Chemistry

1. Which of the following reactions is given by only primary amines? [1]

a) Reaction with acetyl chloride b) Reaction with HONO

c) Reaction with Grignard reagent d) Reaction with chloroform and alcoholic

KOH
2. Which of the following is the weakest Brönsted base? [1]

a) CH3NH2 b)

c) d)

3. Which is most basic out of following amines? [1]

(CH3)2NH, C6H5NH2, (C6H5)2 NH, CH3NH2

a) CH3NH2 b) (CH3)2NH

c) C6H5NH2 d) (C6H5)2NH

4. Aniline reacts with sodium nitrite and hydrochloric acid at 273-278K to give: [1]

a) Chlorobenzene b) Benzene diazonium chloride

c) o-chloroaniline d) Benzene
5. Hinsberg's reagent is: [1]

a) Benzene sulphonic acid b) Benzene sulphonamide

c) Phenyl isocyanide d) Benzene sulphonyl chloride

6. Secondary amines react with the nitrosonium ion to generate: [1]

a) N – nitrosoamines b) anilines

c) imines d) oximes
7. Anisole reacts with a mixture of concentrated sulphuric and nitric acids to yield a mixture of ortho and para [1]
nitroanisole

a) ortho and para in equal amounts b) major product is ortho nitroanisole

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 c) ortho and para in unequal amounts d) major product is para nitroanisole
8. When a 1° amine reacts with an alkyl sulfonyl chloride, the major organic product is __________. [1]

a) a sulfoxide b) a sulphoxide

c) a sulphonamide d) a nitrile
9. Aniline upon heating with conc. HNO3 and conc. H2SO4 mixture gives: [1]

a) The mixture of o, p, and m nitroaniline: b) No reaction

c) o-and p-nitroaniline d) o-nitroaniline

10. Which of the following reacts with NaNO2 + HCI to give alcohol? [1]

a) C6H5CH2NHCH3 b) CH3NH2

c) C6H5NH2 d) (CH3)3N

11. The correct increasing order of basic strength for the following compounds is ________. [1]

I.

II.

III.

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

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

12. Among the following amines, the strongest Brönsted base is ________. [1]

a) b)

c) d) NH3

13. Aniline does not undergo Friedel – Crafts reaction because: [1]

a) Anilium ion deactivates any further reaction b) Aluminium chloride reacts with Aniline

c) All of these d) AlCl3 act as a catalyst

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14. The most reactive amine towards dilute hydrochloric acid is ________. [1]

a) b) CH3-NH2

c) d)

15. CH3CONH2 on reaction with NaOH and Br2 in alcoholic medium gives: [1]

a) CH3CH2NH2 b) CH3NH2

c) CH3COONa d) CH3CH2Br

16. Arrange the following in order of increasing basicity: aniline, p – nitroaniline, p – toluidine, and p – [1]
methoxyaniline.

a) p – nitroaniline < aniline< p – b) p – methoxyaniline p – nitroaniline <

methoxyaniline < p – toluidine aniline < p – toluidine

c) p – nitroaniline < aniline < p – toluidine < p d) aniline < p – methoxyaniline p –

– methoxyaniline nitroaniline < p – toluidine
17. The gas evolved when methylamine reacts with nitrous acid is ________. [1]

a) H2 b) N2

c) C2H6 d) NH3

18. The below reaction yields [1]

Yields the following

The 1, 2, 3 that are involved in completing the above synthesis are

a) HNO4, H3SO4, 353K b) HNO3, H2SO4, 288K

c) HNO3, H2SO4, 473K d) HNO3, H2SO4, 453K

19. In Pyridine, the preferred site of nucleophilic substitution is one of the following positions: [1]

a) 2 b) 4

c) 5 d) 3
20. Which of the following compounds is the weakest Brönsted base? [1]

a) b)

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 c) d)

21. Amongst the following, the strongest base in aqueous medium is ________. [1]

a) (CH3)2NH b) NCCH2NH2

c) CH3NH2 d) C6H5NHCH3

22. Aniline does not undergo one of the following: [1]

a) Bromination b) Nitration

c) Sulphonation d) Friedal Craft Reaction

23. The correct decreasing order of basic strength of the following species is ________. [1]

H2O, NH3, OH-,

a) H2O > NH3 > OH- > b) OH- > > H2O > NH3

c) > OH- > NH3 > H2O d) NH3 > H2O > > OH–

24. The major product of the reaction between m-dinitro benzene with NH4HS is ______. [1]

a) m-nitroaniline b) p-Dinitro benzene

c) m-Diamino benzene d) p-Diamino benzene

25. Which one of the following when reacts with NaOH, the product is sodium benzoate? [1]

a) Benzene hydroxide b) Benzoic acid

c) Benzaldehyde d) Benzene
26. Hinsberg's reagent which is used to test amines is [1]

a) Benzene sulphonyl chloride b) Acetanilide

c) Benzene sulphonamide d) Benzene diazonium chloride

27. Aniline reacts with NaNO2 and HCl at low temperature to give: [1]

a) chloroaniline b) diazonium chloride

c) phenol d) nitroaniline
28. Three compounds are given below: [1]

Identify the correct decreasing order of their basic strength in gas phase:

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

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

29. Reaction of nitrous acid with aliphatic primary amine in cold acidic solution gives: [1]

a) A diazonium salt b) A nitrite

c) A dye d) An alcohol

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30. Amines are soluble in: [1]

a) only slightly soluble in water b) water

c) organic solvents d) only slightly soluble in organic solvents

31. Among the following, which is the strongest base? [1]

a) b)

c) d)

32. Out of the following, the strongest base in aqueous solution is [1]

a) Trimethylamine b) Dimethylamine

c) Methylamine d) Aniline
33. Heating a(n) ____ results in a Cope elimination. [1]

a) imine b) amine oxide

c) enamine d) oxime
34. Methylamine reacts with HNO2 to form ________. [1]

a) CH3-O-N=O b) CH3CHO

c) CH3-O-CH3 d) CH3OH

35. Acid anhydrides on reaction with primary amines give ________. [1]

a) secondary amine b) amide

c) imide d) imine
36. Direct nitration of aniline yields a significant amount of meta derivative. To obtain more p – nitro derivative, one [1]
or more of the below can be done_________.

a) All of these b) by increasing temperature

c) controlling the nitration reaction d) reacting with acetic anhydride

37. Pyridine typically undergoes________ electrophilic aromatic substitution as compared to benzene. [1]

a) same b) same or more

c) more d) less
38. Arrange the following in decreasing order of their basic strength: C6H5NH2, C2H5NH2, (C2H5)2NH2 , NH3. [1]

a) (C2H5)2 NH 2 > C2H5NH2 > NH3 > b) C6H5NH2 > C2H5NH2 > (C2H5)2NH2 >
C6H5NH2 NH3

c) NH3 > C6H5NH2 > C2H5NH2 > d) C2H5NH2 > (C2H5)2 NH 2 > NH3 >
(C2H5)2NH2 C6H5NH2.

39. The correct order of basicities of the given compounds is: [1]

i.

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 ii.
iii. (CH3)2NH

iv.

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

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

40. Match the pKb value given in column I with compound given in column II: [2]

Column I Column II

(a) 4.7. (i) Triethylamine.

(b) 3.27. (ii) Diethylamine.

(c) 3. (iii) Ethylamine.

(d) 3.2. (iv) Ammonia.

41. Match the Kb value given in column I with that compound given in column II: [2]

Column I Column II

(a) . (i) Aniline.

(b) . (ii) p-Toluidine.

(c) . (iii) p-Chloroaniline.

(d) . (iv) p-Nitroaniline.

42. Match the items given in column I with that in column II: [2]

Column I Column II

(a) C6H5NH2 + NaNO2 + HCl . (i) C2H5OH.

(b) C6H5NH2 + COCl2 . (ii) C2H6.

(c) C2H5NH2 + NaNO2 + HCl . (iii) .

(d) (CH3)2NH + C2H5MgBr . (iv) .

43. Match the pKb value given in column I with compound given in column II. [2]

Column I Column II

(a) 9.28. (i) p-Aminophenol.

(b) 8.50. (ii) o-Aminophenol.

(c) 9.80. (iii) Aniline.

(d) 9.38. (iv) m-Aminophenol.

44. Match the items given in column I with that in column II: [2]

Column I Column II

(a) Cyanide. (i) -NH2.

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 (b) Isocyanide. (ii) -CN.

(c) Nitro. (iii) -NC.

(d) Nitrite. (iv) -NO2.

45. Match the reaction given in column I with that product given in column II: [2]

Column I Column II

(a) . (i) C6H5NC.

(b) . (ii) C2H5NHCOCH3.

(c) . (iii) C6H5NHCOCH3.

(d) . (iv) .

46. Match the items given in column I with that in column II: [2]

Column I Column II

(a) . (i) Phenyl isocyanide.

(b) . (ii) Benzenediazonium chloride.

(c) . (iii) Anilinium chloride.

(d) . (iv) N-Phenylbenzene sulphonamide.

47. Read the text carefully and answer the questions: [4]
Benzene ring in aniline is highly activated. thus is due to the sharing of highly activities due to the sharing of
lone pair of nitrox the ring which results in increase in then electron density on the ring and her ease fin the
electrophilic attack. The substitution mainly takes place at ortho and para positions because electron density is
more at ortho and para positions, On reaction with aqueous bromine all the ortho and para positions get
substituted resulting in the formation of 2,4,6-tribromoaniline. To get a monobromo compound, the amino group
is acetylated before bromination. After bromination, the bromoacetanilide is acid hydrolysed to give the desired
halogenated amine.
(a) Why do - NH2 group facilitates electrophilic attack in aniline>
(b) Explain why: In aniline, the substitution mainly takes place at ortho and para positions.
(c) Show the conversion of benzene into aniline.
(d) Electrophilic substitution is more readily carried out in aromatic amines than in benzene. Why?
48. Read the text carefully and answer the questions: [4]
RCONH2 is converted into RNH2 by means of Hoffmann bromamide degradation. During the reaction amide is
treated with Br2 and alkali to get amine. This reaction is used to descend the series in which carbon atom is
removed as carbonate ion . Hoffmann bromide degradation reaction can be written as:

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 (a) Hoffmann bromamide degradation is used for the preparation of which amine?
(b) Which is the rate determining step in Hoffmann bromamide degradation which is shown above paragraph?
(c) Identify B in the following reaction.

(d) What are the constituent amines formed when the mixture of (i) and (ii) undergoes Hoffmann bromamide
degradation?

49. How will you convert: [5]

i. Ethanoic acid into methanamine
ii. Hexanenitrile into 1-aminopentane
iii. Methanol to ethanoic acid
iv. Ethanamine into methanamine
v. Ethanoic acid into propanoic acid

50. a. Give plausible explanation for each of the following: [5]

i. Why are amines less acidic than alcohols of comparable molecular masses?
ii. Why are primary amines highest boiling than tertiary amines?
iii. Why are aliphatic amines stronger bases than aromatic amines?
b. Complete the following reactions:
i. C6H5N2Cl + C2H5OH
ii. C6H5NH2 + (CH3CO)2O

51. Complete the following reaction: [5]

i. CH3CH2NH2 + CHCl3 + alc. KOH

ii.

iii.

52. Give the structures of A, B and C in the following reactions [5]

i.

ii.

iii.

iv.

v.

53. An aromatic compound 'A' of molecular formula C7H6O2 undergoes a series of reactions as shown below. Write [5]

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 the structures of A, B, C, D and E in the following reactions.

54. An organic compound A with molecular formula C7H7NO reacts with Br2/aq. KOH to give compound B, which [5]

upon reaction with NaNO2 and HCl at 0oC gives C. Compound C on heating with CH3CH2OH gives a

hydrocarbon D. Compound B on further reaction with Br2 water gives white precipitate of compound E. Identify
the compound A, B, C, D and E; also justify your answer by giving relevant chemical equations.
55. I. Give reasons: [5]

i. Aniline on nitration gives good amount of m-nitroaniline, though -NH2 group is o/p directing in
electrophilic substitution reactions.
ii. (CH3)2 NH is more basic than (CH3)3N in an aqueous solution.
iii. Ammonolysis of alkyl halides is not a good method to prepare pure primary amines.
II. Write the reaction involved in the following:
i. Carbyl amine test
ii. Gabriel phthalimide synthesis
56. Give one chemical test to distinguish between the following pairs of compounds. [5]
i. Methylamine and dimethylamine
ii. Secondary and tertiary amines
iii. Ethylamine and aniline
iv. Aniline and benzylamine
v. Aniline and N-methylaniline.

57. a. Arrange the following compounds [5]

i. In increasing order of basic strength: C6H5NH2, C6H5N(CH3)2, (C2H5)2NH and CH3NH2.

ii. In decreasing order of pKb values: C2H5NH2, C6H5NHCH3, (C2H5)2NH and C6H5NH2.
iii. In increasing order of basic strength in water: C6H5NH2, (C2H5)2NH, (C2H5)3N, C2H5NH2.

58. Describe a method for the identification of primary, secondary and tertiary amines. Also write chemical [5]
equations of the reactions involved.
59. a. An aromatic compound 'A' on treatment with aquecous ammonia and heating forms compound 'B' which on [5]
heating with Br2 and KOH forms a compound 'C' of molecular formula C6H7N. Write the structures and
IUPAC names of compounds A, B and C.
b. Complete the following reactions:
i. C6H5NH2 + CHCl3 + alc. KOH
ii. C6H5N2Cl + H3PO2 + H2O

60. I. Show how p-aminoazobenzene can be obtained from aniline. [5]

II. Write structures for the following compounds:
a. Benzene diazonium chloride

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 b. p-Nitrotoluene
c. SuIphanilic acid
61. Write structures of different isomers corresponding to the molecular formula, C3H9N. Write IUPAC names of [5]
the isomers which will liberate nitrogen gas on treatment with nitrous acid.
62. Write the main products of the following reactions: [5]

i.

ii.

iii.

63. a. Give reasons for the following : [5]

i. Acetylation of aniline reduces its activation effect.

ii. CH3NH2 is more basic than C6H5NH2.
iii. Although -NH2 is o/p-directing group, yet aniline on nitration gives a significant amount of m-
nitroaniline.
b. Explain the following reactions:
i. Coupling reaction
ii. Gabriel phthalimide reaction

64. i. Give reasons: [5]

a. Although – NH2 group is o/p directing in electrophilic substitution reactions, yet aniline, on nitration
gives good yield of m-nitroaniline.
b. (CH3)2 NH is more basic than (CH3)3 N in an aqueous solution.
c. Ammonolysis of alkyl halides is not a good method to prepare pure primary amines.
ii. Distinguish between the following:
a. CH3CH2NH2 and (CH3CH2)2 NH
b. Aniline and CH3NH2

65. i. Give one chemical test to distinguish between ethylamine and aniline. [5]
ii. Describe a method for the identification of primary, secondary and tertiary amines. Also, write chemical
equations of the reactions involved.

66. A. For the following conversion reactions write the chemical equations: [5]

i. Ethyl isocyanide to ethylamine

ii. Aniline to N-phenylethanamide
B. Two isomeric compounds A and B having molecular formula C4H11N, both lose N2 on treatment with HNO2
and gives compound C and D, respectively. C is resistant to oxidation but immediately responds to Lucas
reagent, whereas 'D' responds to Lucas reagent after 5 minutes and gives a positive iodoform test. Identify A
and B.

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67. Give the reasons for the following: [5]
i. Aniline does not undergo Friedel-Crafts reaction.
ii. (CH3)2NH is more basic than (CH3)3.N in an aqueous solution.
iii. Primary amines have a higher boiling point than tertiary amines.
68. Write the reactions of [5]
i. aromatic and
ii. aliphatic primary amines with nitrous acid.
69. Account for the following: [5]
i. Diazonium salts of aromatic amines are more stable than those of aliphatic amines.
ii. Amines are more basic than alcohols of comparable molecular masses.

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