1

Nitrogen containing compounds

1. Among the following which one is not 7. Gabriel reaction for the synthesis of amines,
formed in Hoffmann degradation involves the use of
(A) RNCO (A) 1° amide
(B) 2° amide
(B) R  N N2 (C) Imides
(C) RCO N HBr (D) Aliphatic amide
(D) RNC 8. Gabriel phthalimide reaction is used in the
synthesis os
2. CH3CH 2 CONH 2 
NaOH
Br2
 A, (A) Primary aromatic amines
(B) Secondary amines
(A) Turns blue litmus to red (C) Primary aliphatic amines
(B) Turns red litmus to blue (D) Tertiary amines
(C) Does not affect the litmus
(D) Decolourise the litmus 9. The reaction: [C2H5Br + NH3] is in fact an
example of
3. Ethanamine can be obtained if the (A) Ammonolysis only
following compound is heated with [KOH (B) Nucleophilic substitution only
+ Br2] (C) Ammonolysis as well as nucleophilic
(A) Ethanamide (B) Methanamide substitution
(C) Propionamide (D) All the above (D) None of the these
10. Melting points are normally the highest
4. CH 3CONH 2  P2 O5
 A 
Na / EtOH
B
I II for
Reaction II is called (A) Tertiary amides
(A) Clemensen (B) Secondary amides
(B) Stephen (C) Primary amides
(C) Mendius (D) Amines
(D) Bauveault-blank reduction
11. Solubility of ethylamine in water is due
to
5. Tertiary amine is obtained in the
(A) Low molecular weight
reaction:
(B) Ethyl group is present in ethyl alcohol
(A) Aniline 
CH3 I
  CH3 I
 (C) Formation of H-bonding with water
(B) Aniline 
CH 3 I
 (D) Being a derivative of ammonia
(C) Nitrobenzene  Sn / HCl

(D) None of the above 12. Which of the following compound liberates
CO2 when treated with NaHCO3
6. C2H5NH2 cannot be prepared by the (A) CH3COCH2NH2
reduction of (B) CH3NH2
(A) C2H4NO2  
(B) CH3CH=NOH (C) (CH 3 ) 4 N O H
 
(C) C2H5NC
(D) CH 3 N H 3 Cl
(D) CH3CN

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13. The product obtained by the alkaline 20. This compound does not respond to
hydrolysis of C2H5—N=C=O when treated carbylamine reaction:
with t-butyl magnesiumbromide, the
(A)
compound obtained will be
(A) t-butylamine (B) n-butylamine (B) C2H5–NH–C2H5
(C) Isobutane (D) n-butane
(C)
14. (D)

Which product is a Schiff's base:

(A) a (B) b 21. Blue litmus can be turned to red by the
(C) c (D) d compound
(A) ROH (B) RNH2
15. Acidic nature of amino group is shown by    

the reaction: (C) R N H 3 O H (D) R N H3 Cl

(A) R–NH2 + NOCl  RCl + N2 + H2O
(B) 2RNH2 + 2Na 2RNH.Na + H2 22. Which one of the following amine
(C) R.CH2NH2 + NNO2 R.CH2OH + N2 compound gives alcohol with HNO2:
+ H2O (A) N, N–imethylaniline
  (B) Benzylamine
(D) R.NH 2  HCl  R N H 3 Cl (C) N–methylaniline
(D) Aniline
16. The reagent used in the conversion of
C2H5NH2 to C2H5Cl would be 23. C6 H 5 NH 2 
Br2 /CCl4
 ? The product is:
(A) SO2Cl2 (B) SOCl2 (A) Only o-bromoaniline
(C) NOCl (D) All of these (B) 2, 4, 6-triboromoaniline
17. Hydrogen attached to nitrogen is released in (C) O-and p-bromoaniline
the reaction? (D) Only p-bromoaniline
(A) RCONH2 + NaNH2
(B) RNH2 + Na 24. Aniline is purified by:
(C) Both the above (A) Azeotropic distillation
(D) None of the above (B) Steam distillation
(C) distillation in presence of magnesium
18. If primary amines are treated with ketones (D) Fractional distillation
the product is
(A) Urea 25. Reaction C6H5NH2 + HAuCl4  
(B) Guanidine
(C) Amide (A) Acidic (B) Neutral
(D) Schiff’s base (C) Basic (D) Amphoteric

19. Reactants of reaction – are 26. Aniline on treatment with bromine water
CH3CONH2, KOH, Br2 yields white precipitate of:
Reactants of reaction – II are (A) o-Bromoaniline
CH3NH2, CHCl3, KOH (B) p-Bromonailine
The intermediate species of reaction – I and (C) 2, 4, 6-Tribromoaniline
reaction – II are respectively (D) m-Bromoaniline
(A) Carbonium ion, carbene
(B) Nitrene, carbene
(C) Carbene, nitrene
(D) Carbocation, carbanion

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27. Which compound does not show diazo  

(B) [C6 H 5 N ]Cl
reaction:
 

(A) (C) [C6 H 5 — N  N]Cl

 

(B) (D) [C6 H 5 — N  N]Cl

(C) 34. Chloroform and ethanolic KOH is used as a

reagent in the following reaction:
(D) (i) Hoffmann carbylamine reaction
(ii) Hoffmann degradation reaction
28. Which of the following amines give N– (iii) Reimer–Tiemann reaction
nitroso derivative with NaNO2 and HCl: (iv) Hoffmann mustard oil reaction
(A) C2H5NH2 (A) Only for (i)
(B) Only for (i) and (ii)
(B) (C) Only for (ii) and (iv)
(D) Only for a and (iii)
(C) 35. Acetanilide when treated with bromine in
acetic acid mainly gives:
(D)
(A) o-Bromoacetanilide
(B) N-Bromoacetanilide
29. Which of the following does not reduce (C) p-Bromoacetanilide
Tollen's reagent: (D) m-Bromoacetanilide
(A) CH3CHO (B) HCOOH
(C) C6H5NHOH (D) C6H5NH2 36. Aromatic niriles (ArCN) are not prepared
by reaction
30. Aniline can be obtained by: (A) ArX + KCN
(A) Benzoyl chloride and ammonia (B) ArN2+ + CuCN
(B) Reduction of benzamide (C) ArCONH2 + P2O5
(C) Phenol and ammonia in presence of (D) ArCONH2 + SOCl2
ZnCl2
(D) Benzoic anhydride and ammonia 37. Aniline in a set of reactions yielded end
product D
31. Aniline on direct nitration produces: NaNO 2  HCl
(A) o-Nitroaniline 
0  5  C
 A 
CuCN

(B) m-Nitroaniline B H2
 C 
HNO 2
D
Ni
(C) p-Nitroaniline
(D) All of these The structure of the product D would be
(A) C6H5CH2OH (B) C6H5CH2NH2
32. Nitration of acetanilide followed by (C) C6H5NHOH (D) C6H5NHCH2CH3
hydrolysis gives
(A) o-Nitroaniline only 38.  — X  
NaNO 2 / HCl
 C6H5N2Cl
(B) p-Nitroaniline only 
Water

 — Y,
(C) o-& p-Nitroaniline In the above sequence X and Y are:
(D) o-Nitroanilinium ion (A) o—, p— and m—directing
(B) o—, p— and o—directing
33. C6H5NH2  
NaNO 2 / HCl
0  5 C
 A, Which is the (C) m and m directing
incorrect structure of the product ‘A’: (D) m and o, p directing
 
(A) [C6 H 5 — N  N]Cl

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39. Which of the following compound gives an 45. Which of the following is used as a solvent
explosive on decarboxylation: in the Friedel–Crafts reaction:
(A) 2, 4, 6–Trinitrobenzoicacid (A) Toluene
(B) 2, 4–Dinitrobenzoicacid (B) Nitrobenzene
(C) o–Aminobenzoicacid (C) Benzene
(D) o–Hydroxybenzoicacid (D) Aniline

40. The gas leaked from a storage tank of the 46. In the Sandmeyer's reaction, —N=N—X
Union Carbide plant in Bhopal gas tragedy group of diazonium salt is replaced by:
was: (A) Halide group
(A) Methylisocyanate (B) Mitro group
(B) Methylamine (C) —OH group
(C) Ammonia (D) —NHNH2 group
(D) Phosgene
47. In a set of reactions propionic acid yielded
a compound (D);
41. CH3CH 2 COOH(A)  SOCl2
(B) 
NH3


(C) 
KOH
Br2
(D), What is the structure
of (D)
(A) (A) CH3CH2CH2NH2
(B) CH3CH2CONH2
(C) CH3CH2NHCH3
(B) (D) CH3CH2NH2

48. Which one of the following on reduction

with LiAlH4 yields a secondary amine
(C)
(A) Methyl isocyanide
(B) Acetamide
(D) None of these (C) Methyl cyanide
42. Reaction of RCN with sodium and alcohol (D) Nitro ethane
leads to the formation of:
(A) RCONH2 49. In a reaction of aniline a coloured product
(B) RCOO  NH 4 C was obtained.
(C) RCH2NH2
(D) R(CH2)3NH2

43. C6 H 5 NO 2 
SnCl2 / HCl
 A  
NaNO 2 / HCl
 B; In The structure C would be:
0 C
the above sequence Benzene from B, is
suitably obtained by using: (A)
(A) Ethanol (B) H3PO2
(C) Both the above (D) Methanol (B)
44. Which reagent is used to get iodo benzene
from benzene diazonium acid sulphate (C)
[C6H5N2HSO4]:
(A) CuBr, 
(B) Cu powder + HI
(D)
(C) KI, 
(D) None of these

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50. Predict the product:

(C)

(D)
(A)

54. An organic compound C3H9N(A), when

(B) treated with nitrous acid, gave an alcohol
and N2 gas was evolved. (A) on warming
with CHCl3 and caustic potash gave (C)
(C) which on reduction gave
isopropylmethylamine. Predict the structure
of (A):
(A)
(D)
(B) CH3CH2CH2—NH2
(C)
51. Which of the following statements about
(D) CH3CH2—NH—CH3
primary amines is 'False'?
(A) Alkyl amines are stronger bases than
ammonia
(B) Alkyl amines are stronger bases than 55.
aryl amines
(C) Alkyl amines react with nitrous acid to
produce alcohols (A) H+/H2O
(D) Aryl amines react with nitrous acid to (B) HgSO4/H2SO4
produce phenols (C) Cu2Cl2
(D) H3PO2 and H2O
52. Acetamide is treated with the following
reagents separately. Which one of these 56. Nitrobenzene on reaction with conc.
would yield methyl amine? HNO3/H2SO4 at 80-100°C forms which one
(A) PCl5 of the following products?
(B) NaOH/Br2 (A) 1, 2, 4-Trinitrobenzene
(C) Sodalime (B) 1, 2-Dinitrobenzene
(D) Hot conc. H2SO4 (C) 1, 3-Dinitrobenzene
(D) 1, 4-Dinitrobenzene
53. What is the product obtained in the
following reaction: 57. In the following reaction, the product (A)

(A)
(A)

(B)
(B)

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(C)
(C)

(D)
(D)
58. Which of the following will be most stable
diazonium salt RN2+X–?
63. A given nitrogen-containing aromatic
(A) RN 2 X  (B) CH 3 N 2 X 
compound (A) reacts with Sn/HCl,
(C) C6 H 5 N 2 X  (D) C6 H 5 CH 2 N 2 X  followed by HNO2 to give an unstable
compound (B). (B), on treatment with
59. The electrolytic reduction of nitrobenzene phenol, forms a beatiful coloured
in strongly acidic medium produces: compound (C) with the molecular formula
(A) Azoxybenzene (B) Azobenzene C12H10N2O. The structure of compound
(C) Aniline (D) p-Aminophenol (A) is:

60. The following reaction (A)

(B)
is known by the name:
(A) Acetylation reaction
(B) Schotten-Baumann reaction
(C) Friedel–Craft's reaction (C)
(D) Perkin's reaction

61. Method by which Aniline cannot be

prepared is:
(A) reduction of nitrobenzene with H2/Pd
in ethanol
(B) potassium salt of phthalimide treated
with chlorobenzene followed by
hydrolysis with aqueous NaOH
solution
(C) hydrolysis of phenylisocyanide with
acidic solution
(D) degradation of benzamide with
bromine in alkaline solution
62. Which one of the following nitro-
compounds does not react with nitrous
acid?
(D)
64. Which of the following reactions is
appropriate for converting acetamide to
methanamine?
(A) Hoffmarnn hypobromamide reaction
(B) Stephens reaction
(C) Gabriels phthalimide synthesis
(D) Carbylamine reaction
65. The major product of the following reaction
is:

(A)

(A) (B)
(B)

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(C) (D)
(A)

66. The amine that reacts with Hinsberg's

reagent to give an alkali insoluble product
is:
(A) (B)

(B)
(C)
(C)

(D)
(D)


67. A 
NH3
 B  C
 
  CH3CH 2 NH 2 70. C2H5Br   A   HCOOH + B;
Br2 AgCN H3O
KOH
B   A  C
CHCl3 Reduction
A is: KOH
(A) CH3COOH A, B, C respectively in the above sequence
(B) CH3CH2CH2COOH are:
(C) 
H 2 / Ni
 (A) Ethane amine, methane nitrile and
(D) CH3CH2COOH diethyl amine
(B) Carbyl amino ethane, ethane amine
68. The correct set of the products obtained in and primary amine
the following reactions: (C) Ethyl isocyanide, ethyl amine and
 i  CH3MgBr
RCN 
reduction
  A  , RCN   ii  H O
  B , methyl isocyanate
2
(D) Carbylamino ethane, ethanamine and
RNC   C  , RNH 2   D 
hydrolysis HNO2
ethyl methyl amine
The answer is:
A B C D
(A) 2°Amine Methyl ketone 1°Amine Alcohol
(B) 1°Amine Methyl ketone 1°Amine Alcohol 71.
(C) 2°Amine Methyl ketone 2°Amine Acid
(D) 1°Amine Methyl ketone 2°Amine Aldehyde B and C in the above sequence are:
(A) Benzoic acid + aniline
69. The final product C, obtained in this (B) Phthalic acid + ethylamine
reaction would be: (C) Phthalic acid + aniline
(D) Benzoic acid + ethylamine

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
72. The end-product in the reaction sequence C2H5MgBr 
ClCN
 A 
H3O
 B,
would be:
CH3COCH3  I2
 X  CHCH
Ag
Ethyl amine H 2 NOH
 A  PCl5
 B NaOH


NH 3
 C C6H5NH2 
NaNO2 /HCl
0  5 C
 P 
CuCN
 Q
(A) Ethyl cyanide (B) Ethyl amine 
Na
 R
EtOH
(C) Methyl amine (D) Acetamide
(A) C2H5COOH, CHI3, C6H5CH2NH2
(B) C2H5COOH, CH3I, C6H5COOH
73. A   B 
H 2 NOH
 C 
reduction NOCl
(C) C2H5CH2NH2, CH3I, C6H5COOH
CH3CH2Cl,
(D) C2H5COOH, C2H5I, C6H5CONH2
A and C in the above sequence respectively
are:
79. Using Fe/HCl, which one of the following
(A) Methanal, Methylamine
(B) Acetone, ethanamine reaction is possible [Here  = C6H5]
(C) Ethanal, dimethylamine (A) –NO2  –NH–NH–
(D) Acetaldehyde, ethylamine (B) –NO2  –NH2
(C) –NO2  –NHOH
74. A compound of mol. wt. 180 gm is (D) –NO2  –N=N–
acetylated to give a compound of mol. wt.
390. The number of amino groups in the 80. Total structural isomeric amines possible
compound are: for molecular formula C4H11N:
(A) 2 (B) 4 (A) 7 (B) 8
(C) 5 (D) 6 (C) 9 (D) 6

75. In the reaction sequence A, B and C are: 81. C2H5NH2  NOCl
 A 
NaCN
 B
H 2 O/ 
A. SnCl 2
HCl
 B 
NaNO 2 /HCl
0 C
 C   C.
H 2 / Ni

C6H5OH What will be “C”?

(A) Benzene, nitrobenzene, aniline (A) CH3–CH2–CH2–NH2
(B) Nitrobenzene, aniline and azo- CH3
compound 
(C) Nitrobenzene, benzene, aniline (B) CH3  CH  NH 2
(D) Benzene, amino compound, aniline (C) CH3CH2–CH = NH
(D) H5C2 – N – N  0
76. Which one of the following tests can be 
used to identify primary amino group in a CH 2  NH 2
given organic compound:
(A) Iodoform test 82. Which of following will not gives only
(B) Victor Meyer's test primary amine:
NH3  Alc.
(C) Carbylamine reaction (A) C2 H5 X  
(D) Libermann's reaction  
(B) CH3  CN  
Na Hg
C H OH 2 5
4H
77. CH3Cl  KCN
   A NaNO 2 /HCl
 O
Ethanol + ?   i  LiAlH 4
Apart from ethanol as the main product, the (C) CH 3  C  NH 2 
 ii  H 2O

other products would be:
(A) H2C=CH2 (B) CH3CH2–ONO
(C) CH3CH2–Cl (D) All the above (D)
78. Identify B, X and R respectively in the
following sequence of reactions

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83. Basic nature of amine in aqueous medium 88. Which of following is not correct match?
can be explained by:
(A) Inductive effect (A)
(B) Solvation effect
(C) Steric hinderance
(D) All of these

84. Which of following is correct regarding (B)

basic nature:
(A) R–NH2 > R2NH > R3N (Gaseous
phase)
(B) CH3NH2 > (CH3)2NH > (CH3)3N (C)
(Aqueous solutions)
(C) (C2H5)2NH > (C2H5)3N > C2H5–NH2 > (D)
NH3 (Aqueous solutions)
(D) (C2H5)2NH > PhNH2 > Ph–NH–CH3
(Aqueous solution)
89. Which of following can be use to
85. What is decreasing order of H-bonding in distinguish primary, secondary and tertiary
water for alkyl substituted ammonium amine?
cation? (A) Carbyl amine reaction
   (B) Reaction with Nitrous acid
(A) R NH3  R 2 NH 2  R 3 NH (C) Reaction with Hinsberg's reagent
  
(D) Both B & C
(B) R 3 NH  R 2 NH 2  R NH3
  
(C) R 2 NH 2  R 3 NH  R NH3 90. Which of following is insoluble in alkali?
  
(D) R 2 NH 2  R NH3  R 3 NH
(A)
86. Which of following reaction is not
acylation?
O
 (B)
(A) C2 H5 NH 2  CH3  C  Cl 

O O
 
(B) C2 H5 NH 2  CH3  C  O  C  CH3 

O (C)

(C) C2 H5 NH 2  CH3C  OCH3 
O (D) All of these

(D) C2 H5 NH 2  CH3  C  OH 
 91. These days benzene sulphonyl chloride
replaced by which compound in Hinsberg
87. Which of following will not give acylation test:
reaction?
(A) H5C2–NH2 (B) H5C2–NH–C2H5
(A)

(C) (D) H5C6–NH2

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(A) ArN 2 Cl 

Cu 2 Cl 2 /HCl

(B) ArN 2 Cl 
Cu /HCl

(B)
(C) ArN 2 Cl   KI 

(D) ArN 2 Cl  HBF4  
96. Which of following group cannot be
(C) introduced in the benzene ring by
sandmeyer reaction?
(A) –Cl (B) –Br
(C) –CN (D) –I
(D) 97. Formation of benzene from C6 H5 N 2 Cl
by use of C2H5OH is example of:
(A) Redox reaction
(B) Electrophilic substitution reaction
92. (C) Nucleophilic substitution reaction
(D) Elimination reaction
What will be “A”
98.

(A)
What is “E”

(A)

(B) (B)

(C)

(C) (D)

 
(D) Ph  N  CH 3 3 I
93. Total number of isomers of molecular
formula C3H9N which will liberate N2 gas
on treatment with nitrous acid?
(A) 2 (B) 3
(C) 4 (D) 1
94. Which of following is water insoluble and
stable at room temperature.
(A) C6H5 N 2 Cl– (B) C6H5 N 2 B F4
(C) C6H5 N 2 HS O 4 (D) All
95. Which of following reaction do not displace
N2 from benzenediazonium salt?
99. Diazo coupling reaction can be use to
distinguish:
(A) Aniline and Benzyl amine
(B) Ethylamine and N-methyl aniline
(C) Aniline and Phenol
(D) All of these
100. What is correct sequence of reagent to form
2,4,6-tibromofluorobenzene from Aniline?
(A) NaNO2/HCl (0-5°C), HBF4/, Br2/H2O
(B) Br2/H2O, NaNO2/HCl (0-5°C), HBF4/
(C) NaNO2/HCl (25°C), HBF4/, Br2/H2O
(D) Br2/H2O, NaNO2/HCl (0-5°C), HBF4
(Room temperature)

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 11

ANSWERS KEY
1. (D) 26. (C) 51. (D) 76. (C)
2. (B) 27. (D) 52. (B) 77. (D)
3. (C) 28. (C) 53. (A) 78. (A)
4. (C) 29. (D) 54. (C) 79. (B)
5. (A) 30. (C) 55. (D) 80. (B)
6. (C) 31. (D) 56. (C) 81. (A)
7. (C) 32. (C) 57. (D) 82. (A)
8. (C) 33. (A) 58. (B) 83. (D)
9. (C) 34. (D) 59. (D) 84. (C)
10. (C) 35. (C) 60. (B) 85. (A)
11. (C) 36. (A) 61. (B) 86. (D)
12. (D) 37. (A) 62. (A) 87. (C)
13. (C) 38. (B) 63. (D) 88. (C)
14. (B) 39. (A) 64. (A) 89. (D)
15. (B) 40. (A) 65. (B) 90. (A)
16. (C) 41. (B) 66. (A) 91. (C)
17. (C) 42. (C) 67. (D) 92. (D)
18. (D) 43. (C) 68. (B) 93. (A)
19. (B) 44. (C) 69. (C) 94. (B)
20. (B) 45. (B) 70. (D) 95. (D)
21. (D) 46. (A) 71. (B) 96. (D)
22. (B) 47. (D) 72. (B) 97. (A)
23. (B) 48. (A) 73. (D) 98. (C)
24. (B) 49. (B) 74. (C) 99. (D)
25. (C) 50. (B) 75. (B) 100. (B)

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