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EXERCISE

Nitrogen Containing Compounds

ENGLISH MEDIUM
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EXERCISE-I (Conceptual Questions) Build Up Your Understanding

AMINE
8. Gabriel phthalimide reaction is used in the
1. Among the following which one is not formed in synthesis of
Hoffmann degradation (1) Primary aromatic amines
 (2) Secondary amines
(1) RNCO (2) R − NH2
(3) Primary aliphatic amines

(4) Tertiary amines
(3) RCO NH Br (4) RNC
AM0010
AM0001
NaOH
9. The reaction : [C2H5Br + NH3] is in fact an
2. CH3CH2CONH2  → A,
Br2 example of
Aqueous solution of A (1) Ammonolysis only
(1) Turns blue litmus to red (2) Nucleophilic substitution only
(2) Turns red litmus to blue (3) Ammonolysis as well as nucleophilic substitution
(4) None

®
(3) Does not affect the litmus
(4) Decolourise the litmus HD0011
AM0002 10. Melting points are normally the highest for
3. Ethanamine can be obtained if the following (1) Tertiary amides (2) Secondary amides
(3) Primary amides (4) Amines
compound is heated with [KOH + Br2]
GC0012
(1) Ethanamide (2) Methanamide
(3) Propionamide (4) All the above 11. Solubility of ethylamine in water is due to
AM0003 (1) Low molecular weight
(2) Ethyl group is present in ethyl alcohol
PO
Na/EtOH
4. CH3CONH2 →
2 5
I A 
II → B (3) Formation of H–bonding with water
Reaction II is called (4) Being a derivative of ammonia
(1) Clemmensen GC0013
(2) Stephen
12. Which of the following compound liberates CO2
(3) Mendius
when treated with NaHCO3
(4) Bouveault–Blanc reduction
CA0004 (1) CH3COCH2NH2 (2) CH3NH2
⊕  ⊕ 
(3) (CH3 )4NOH (4) CH3NH3Cl
5. Tertiary amine is obtained in the reaction :-
CH3 I
(1) Aniline → CH3 I
→
PO0014
CH3 I
(2) Aniline → 13. The product obtained by the alkaline hydrolysis
Sn/HCl
(3) Nitrobenzene → of C2H5—NCO when treated with t–butyl
(4) None of the above magnesiumbromide, the compound obtained will
AM0007 be
(1) t–butylamine (2) n–butylamine
6. C2H5NH2 cannot be prepared by the reduction of (3) Isobutane (4) n–butane
(1) C2H5NO2 (2) CH3CH=NOH AM0015
(3) C2H5NC (4) CH3CN HNO2 a
AM0008
C6H5CHO
b
7. Gabriel reaction for the synthesis of amines, 14. C2H5NH2 NOCl
c
involves the use of C6H5SO2Cl
(1) 1° amide (2) 2° amide d
(3) Imides (4) Aliphatic amide Which product is a Schiff's base :-
AM0009 (1) a (2) b (3) c (4) d
AM0016

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15. Acidic nature of amino group is shown by the 21. Blue litmus can be turned to red by the
reaction :- compound :-
(1) R–NH2 + NOCl → RCl + N2 + H2O (1) ROH (2) RNH2
⊕  ⊕ 
(2) 2RNH2 + 2Na → 2RNH.Na + H2 (3) R N H3 OH (4) R N H3 Cl
(3) R.CH2NH2 + HNO2 → R.CH2OH + N2+ H2O AM0024
⊕ Θ
(4) R.NH2 + HCl → RNH3 C l 22. Which one of the following amine compound
AM0017 gives alcohol with HNO2 ?
16. The reagent used in the conversion of C2H5NH2 (1) N,N–Dimethylaniline (2) Benzylamine
to C2H5Cl would be :- (3) N–methylaniline (4) Aniline
(1) SO2Cl2 (2) SOCl2 AM0026
(3) NOCl (4) All
ANILINE
AM0018
Br2 /CCl4
17. Hydrogen attached to nitrogen is released in the 23. C6H5NH2  → ? The product is :-
reaction :- (1) Only o– bromoaniline

®
(1) RCONH2 + NaNH2 (2) 2, 4, 6–triboromoaniline
(2) RNH2 + Na (3) o–and p–bromoaniline
(3) Both the above (4) Only p–bromoaniline
(4) None of the abvoe AM0028
GC0019
24. Reaction C6H5NH2 + HAuCl4 →
18. If primary amines are treated with ketones the
⊕ 
product is :- [C6H5NH3]AuCl4 shows ... behaviour of aniline :-
(1) Urea (2) Guanidine (1) Acidic (2) Neutral
(3) Amide (4) Schiff's base (3) Basic (4) Amphoteric
CC0020 GC0031
19. Reactants of reaction – I are :-
25. Aniline on treatment with bromine water yields
CH3CONH2, KOH, Br2
white precipitate of :-
Reactants of reaction–II are
(1) o–Bromoaniline
CH3NH2, CHCl3, KOH
(2) p–Bromonailine
The intermediate species of reaction–I and
reaction–II are respectively (3) 2, 4, 6–Tribromoaniline

(1) Carbonium ion, carbene (4) m–Bromoaniline

(2) Nitrene, carbene AH0032
(3) Carbene, nitrene
26. Which compound does not show diazo coupling
(4) Carbocation, carbanion
reaction ?
AM0021
20. This compound does not respond to carbylamine (1) NH2
reaction :-
(1) CH3–CH–NH2 (2) C2H5–NH–C2H5 (2) H3C NH2

CH3
(3) O2N NH2
CH3

(3) CH3–C–NH2 (4) CH3–CH–CH2–CH3 (4) CH2–NH2

CH3 NH2
AM0033
AM0023

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27. Which of the following amines give N–nitroso 33. Chloroform and ethanolic KOH is used as a
derivative with NaNO2 and HCl ? reagent in the following reaction :-
(1) C2H5NH2 (2) NH2 (a) Hoffmann carbylamine reaction

R (b) Hoffmann degradation reaction

(3) N—H (4) NH2 (c) Reimer–Tiemann reaction

(d) Hoffmann mustard oil reaction
AM0034
Code is :-
28. Which of the following does not reduce Tollen's
(1) Only for a (2) Only for a and b
reagent ?
(3) Only for b and d (4) Only for a and c
(1) CH3CHO (2) HCOOH
AM0041
(3) C6H5NHOH (4) C6H5NH2
34. Acetanilide when treated with bromine in acetic
PO0036
acid mainly gives :-

®
29. Aniline can be obtained by :- (1) o–Bromoacetanilide
(2) N–Bromoacetanilide
(1) Benzoyl chloride and ammonia
(3) p–Bromoacetanilide
(2) Reduction of benzamide (4) m–Bromoacetanilide
(3) Phenol and ammonia in presence of ZnCl2 AH0042
(4) Benzoic anhydride and ammonia 35. Aromatic nitriles (ArCN) are not prepared by
AM0037 reaction
30. Aniline on direct nitration produces :- (1) ArX + KCN
(1) o–Nitroaniline (2) ArN2+ + CuCN
(2) m–Nitroaniline (3) ArCONH2 + P2O5
(3) p–Nitroaniline (4) ArCONH2 + SOCl2
(4) All AM0043
AH0038
NITRO GROUP, CYANIDE & ISOCYANIDE
31. Nitration of acetanilide followed by hydrolysis
36. Aniline in a set of reactions yielded end product D
gives
(1) o–Nitroaniline only NH2
NaNO2 + HCl CuCN
→ A  →B
(2) p–Nitroaniline only 0–5ºC

(3) o– & p–Nitroaniline H2 HNO2

 → C  → D
(4) o–Nitroanilinium ion Ni

AH0039 The structure of the product D would be

(1) C6H5CH2OH (2) C6H5CH2NH2
NaNO2 /HCl
32. C6H5NH2 
0 −5°C
→ A, Which is the
(3) C6H5NHOH (4) C6H5NHCH2CH3
incorrect structure of the product 'A' ?
AM0044
⊕ 
(1) [C6H5–N=N]Cl NaNO2 / HCl Water
37. φ—X → ∆ → φ—Y,
C6H5N2Cl 
⊕ 
(2) [C6H5N2]Cl In the above sequence X and Y are :-
⊕  (1) o–, p– and m–directing
(3) [C6H5–N≡N]Cl
(2) o–, p– and o–, p–directing
⊕ 
(4) [C6H5–N≡N]Cl (3) m and m directing
(4) m and o, p directing
AM0040
AM0046

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38. Which of the following compound gives an 41. Reaction of RCN with sodium and alcohol leads
explosive on decarboxylation ? to the formation of :-
(1) 2,4, 6–Trinitrobenzoicacid
(2) 2, 4–Dinitrobenzoicacid (1) RCONH2 (2) RCOO–NH4+
(3) o–Aminobenzoicacid (3) RCH2NH2 (4) R(CH2)3NH2
(4) o–Hydroxybenzoicacid
AM0050
AM0047
39. The gas leaked from a storage tank of the Union SnCl2 /HCl NaNO2 / HCl
42. C6H5NO2  → A 
0°C → B;
Carbide plant in Bhopal gas tragedy was:-
(1) Methylisocyanate Benzene from B, is suitably obtained by using :-
(2) Methylamine (1) Ethanol (2) H3PO2
(3) Ammonia (3) Both the above (4) Methanol
(4) Phosgene
AM0051
AM0048
CH3 43. Which reagent is used to get iodo benzene from
reduction
40. CH3–C–NC  → ? benzene diazonium hydrogen sulphate
CH3 [C6H5N2HSO4] :

®
CH3 (1) CuBr, ∆ (2) Cu powder + HI
(1) CH3–C–NH2 (3) KI, ∆ (4) None
CH3 AM0052
CH3
44. Which of the following is used as a solvent in the
(2) CH3–C–NH–CH3 Friedel–Crafts reaction ?
CH3 (1) Toluene (2) Nitrobenzene
CH3 (3) Benzene (4) Aniline
(3) CH3–C–NH–CH2CH3 AH0053
CH3
45. In the Sandmeyer's reaction, —N=N—X group
(4) None of diazonium salt is replaced by :-
AM0049
(1) Halide group (2) Nitro group
(3) —OH group (4) —NHNH2 group
AM0055

EXERCISE-I (Conceptual Questions) ANSWER KEY

Que. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15
Ans. 4 2 3 3 1 3 3 3 3 3 3 4 3 2 2
Que. 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30
Ans. 3 3 4 2 2 4 2 2 3 3 4 3 4 3 4
Que. 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45
Ans. 3 4 4 3 1 1 2 1 1 2 3 3 3 2 1

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EXERCISE-II (Previous Year Questions) AIPMT/NEET
AIPMT 2006 AIPMT 2009

1. In a set of reactions propionic acid yielded a 4. Predict the product :

compound (D) ; NHCH3
+ NaNO2 + HCl → Product
SOCl NH
CH3CH2COOH (A) 
2
→ (B) 
∆
3
→ (C)
OH
KOH
→
Br2 (D), What is the structure of (D) N–CH3
(1)
(1) CH3CH2CH2NH2 (2) CH3CH2CONH2
CH3
(3) CH3CH2NHCH3 (4) CH3CH2NH2
N–N=O
CA0056
(2)

CH3

®
AIPMT 2007
N–NO2
2. Which one of the following on reduction with
(3)
LiAlH4 yields a secondary amine ?
NHCH3 NHCH3
(1) Methyl isocyanide (2) Acetamide
NO
(3) Methyl cyanide (4) Nitro ethane (4) +

AM0057 NO
AIPMT 2008 AM0059
AIPMT 2010
3. In a reaction of aniline a coloured product C was
5. Which of the following statements about primary
obtained.
amines is 'False' ?
CH3 (1) Alkyl amines are stronger bases than
NH2 NaNO2/HCl N ammonia
CH3
0° to 5°C
B C (2) Alkyl amines are stronger bases than aryl
amines
The structure C would be :
(3) Alkyl amines react with nitrous acid to
CH3 produce alcohols
NH–NH N
CH3 (4) Aryl amines react with nitrous acid to produce
(1)
phenols

CH3 AM0060
(2) N=N N
CH3 6. Acetamide is treated with the following reagents
separately. Which one of these would yield
N=N–CH2–N methyl amine ?
(3)
CH3 (1) PCl5

CH3 CH3 (2) NaOH/Br2

N=N (3) Sodalime
(4)
(4) Hot conc. H2SO4
AM0061
AM0058
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AIPMT Pre. 2011 AIPMT 2014
7. What is the product obtained in the following 11. In the following reaction, the product
NO2 +
Zn N≡NCl¯ NH2
reaction :  → ....... ?
NH4 Cl
NHOH H +
(A) + → (A) is :-
(1)
Yellow dye
N
N (1) N=N–NH
(2)

O¯ NH2
N=N
+
(2) N=N
(3)
NH2
NH2
(4) (3) N=N

®
AM0063
(4) N=N NH2
AIPMT Mains 2012
8. An organic compound C3H9N (A), when treated AM0069
with nitrous acid, gave an alcohol and N2 gas was
evolved. (A) on warming with CHCl3 and caustic 12. Which of the following will be most stable
potash gave (C) which on reduction gave
isopropylmethylamine. Predict the structure of diazonium salt RN+2 X − ?
(A):
(1) CH3–N–CH3 (1) CH3 N+2 X − (2) C6H5 N+2 X −
CH3 (3) CH3CH2 N+2 X − (4) C6H5CH2 N+2 X −
(2) CH3CH2CH2–NH2
CH3 AM0070
(3) CH–NH2
CH3 AIPMT 2015
(4) CH3CH2–NH–CH3 13. The electrolytic reduction of nitrobenzene in
AM0064
strongly acidic medium produces :-
NEET UG 2013
(1) Azoxybenzene (2) Azobenzene
NO2 NO2 (3) Aniline (4) p-Aminophenol
A AM0071
9. In the reaction A is
Br Br RE-AIPMT 2015
⊕N2Cl 14. The following reaction
(1) H+/H2O H
(2) HgSO4/H2SO4 NH2 N
NaOH
(3) Cu2Cl2 + Cl
O
(4) H3PO2 and H2O O
AM0065
is known by the name :
10. Nitrobenzene on reaction with conc.
HNO3/H2SO4 at 80-100°C forms which one of (1) Acetylation reaction
the following products ? (2) Schotten-Baumann reaction
(1) 1, 2, 4-Trinitrobenzene
(3) Friedel–Craft's reaction
(2) 1, 2-Dinitrobenzene
(3) 1, 3-Dinitrobenzene (4) Perkin's reaction
(4) 1, 4-Dinitrobenzene
AH0066 AM0072

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15. Method by which Aniline cannot be prepared is:- NEET(UG) 2017

(1) reduction of nitrobenzene with H2/Pd in
ethanol
(2) potassium salt of phthalimide treated with
chlorobenzene followed by hydrolysis with
aqueous NaOH solution
(3) hydrolysis of phenylisocyanide with acidic
solution
(4) degradation of benzamide with bromine in
alkaline solution
AM0073
18. Which of the following reactions is appropriate
for converting acetamide to methanamine ?
(1) Hoffmarnn hypobromamide reaction
(2) Stephens reaction
(3) Gabriels phthalimide synthesis
(4) Carbylamine reaction
AM0078
NEET(UG) 2019

19. The major product of the following reaction is :

NEET-II 2016

®
16. Which one of the following nitro-compounds COOH strong heating
does not react with nitrous acid ? + NH3
H3C COOH
(1) H C–C–NO
3 2
H3C O
COOH
CH3 (1) (2) NH
CONH2
C
(2) H3C H NO2 O
O
COOH NH2
H2
C (3) (4)
(3) H3C NO2 NH2 NH2
C
H2
AM0107
H2
C
(4) H3C NO2
CH NEET(UG) 2019 (ODISHA)
H3C
20. The amine that reacts with Hinsberg's reagent to
AM0075
give an alkali insoluble product is :-
17. A given nitrogen-containing aromatic compound
(A) reacts with Sn/HCl, followed by HNO2 to (1) CH3–CH–NH–CH–CH3
give an unstable compound (B). (B), on treatment CH3 CH3

with phenol, forms a beatiful coloured compound CH2CH3

(C) with the molecular formula C12H10N2O. The (2) CH3–CH2–N–CH2CH3
structure of compound (A) is :-
NH2
CN CONH2 (3) CH3–C–CH2CH2CH3
(1) (2) CH3

NH2 NO2 CH3

(3) (4) (4) CH3–C—–CH–NH2
CH3 CH3
AM0076
AM0108
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NEET(UG) 2020 NEET (UG) 2021(Paper-2)
25. A mixture of organic compound A and B when
21. Which of the following amine will give the
carbylamine test? dissolve in NaOH, A is soluble and its residue B
NHC2H5 NH2 gives positive test with Zn/NH4Cl followed by
AgNO3 + NH4OH, (Mulliken's-Barker test).
(1) (2)
Identify A and B
NHCH3 N(CH3)2
OH NO2 OH NH2

(3) (4)
(1) , (2) ,
AM0130
NEET(UG) 2020 (COVID-19)
NH2 COOH COOH OH
22. Reaction of propanamide with ethanolic sodium
hydroxide and bromine will give

®
(3) , (4) ,
(1) Ethylamine (2) Methylamine
(3) Propylamine (4) Aniline
AM0131 AM0134
NEET(UG) 2021 NEET(UG) 2022
26. Given below are two statements :
23. Identify the compound that will react with
Hinsberg's reagent to give a solid which dissolves Statement I :
in alkali : Primary aliphatic amines react with HNO2 to give
CH2 unstable diazonium salts.
(1)
CH3 NO2 Statement II :

CH2 CH3 Primary aromatic amines react with HNO2 to

(2)
CH3 form diazonium salts which are stable even above
NH
300 K.
CH2
(3) In the light of the above statements, choose the
CH3 NH2
most appropriate answer from the options
CH2 CH2 given below :
(4) CH3 N CH3 (1) Both Statement-I and Statement-II are
CH3
incorrect.
AM0132
(2) Statement-I is correct but Statement-II is
24. The reagent ‘R’ in the given sequence of
chemical reaction is : incorrect.
+ –
NH2 N2 Cl
Br Br Br Br Br Br (3) Statement-I is incorrect but Statement-II is
NaNO2,HCl R
O–5°C
correct.
Br Br Br
(4) Both Statement-I and Statement-II are
(1) H2O (2) CH3CH2OH
correct.
(3) HI (4) CuCN/KCN
AM0133 AM0135

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27. The product formed from the following reaction 29. The major product (P) formed in the following

sequence is reaction sequence is

CN (i) LiAlH4, H2O NO2

(i) Sn, HCl, ∆
(ii) NaNO2+ HCl
(ii) (CH3CO)2O, Pyridine (P)
(iii) H2O
(iii) Br2, CH3COOH Major Product
–
⊕  (iv) OH
N2Cl
(1)
NH2 NH2
Br Br
Cl (1) (2)
(2)
Br
Br

®
OH NH2 HNCOCH3
(3)

(3) (4)
O

NH2 Br Br
(4)
AM0138
Re-NEET(UG) 2022
AM0136
30. Match List - I with List - II :
NEET(UG) 2022 (Overseas)
28. Match List-I with List-II :
List - I List - II
List-I List-II
(Reaction) (Product fromed)
(Amines) (pKb values)
(a) N-methylmethanamine (i) 9.30 (a) Gabriel synthesis (i) Benzaldehyde

(b) Ammonia (ii) 9.38 (b) Kolbe synthesis (ii) Ethers

(c) N-methylaniline (iii) 4.75 (c) Williamson synthesis (iii) Primary amines

(d) Benzenamine (iv) 3.27 (d) Etard reaction (iv) Salicylic acid

Choose the correct answer from the options Choose the correct answer from the options

given below : given below :

(1) (a)-(iv), (b)-(iii), (c)-(i), (d)-(ii) (1) (a) - (iii), (b) - (i), (c) - (ii), (d) - (iv)

(2) (a)-(iii), (b)-(iv), (c)-(i), (d)-(ii) (2) (a) - (ii), (b) - (iii), (c) - (i), (d) - (iv)

(3) (a)-(i), (b)-(iv), (c)-(iii), (d)-(ii) (3) (a) - (iv), (b) - (iii), (c) - (i), (d) - (ii)

(4) (a)-(iv), (b)-(ii), (c)-(i), (d)-(iii) (4) (a) - (iii), (b) - (iv), (c) - (ii), (d) - (i)

AM0137 AM0139

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31. The product formed from the following reaction
sequence is
NH2
(i) (CH3CO)2O, pyridine
(ii) LiAlH4
(iii) H2O

H
N CH3
(1)

NH2
(2)

®
OH

NH2
(3)

OH

NH2
(4)
OH

OH
AM0140

EXERCISE-II (Previous Year Questions) ANSWER KEY

Que. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15
Ans. 4 1 2 2 4 2 1 3 4 3 4 2 4 2 2
Que. 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30
Ans. 1 4 1 2 1 2 1 3 2 1 2 3 1 3 4
Que. 31
Ans. 1

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EXERCISE-III (Analytical Questions) Master Your Understanding
NH3 ∆ Br2 + KOH +
1. A  → B  → C → CH3 CH2 NH2 4. AgCN
C2H5Br  H3 O
→ A  → HCOOH + B;
A is :- B 3CHCl Re duction
→ A  → C
KOH
(1) CH3COOH
(2) CH3CH2CH2COOH A, B, C respectively in the above sequence are
(1) Ethane amine, methane nitrile and diethyl
(3) CH3–CH–COOH
amine
CH3
(2) Carbyl amino ethane, ethane amine and
(4) CH3CH2COOH primary amine
AM0083 (3) Ethyl isocyanide, ethyl amine and methyl
2. The correct set of the products obtained in the isocyanate

following reactions (4) Carbylamino ethane, ethanamine and ethyl

®
reduction ( i ) CH MgBr methyl amine
RCN  → (A) , RCN  3

( ii ) H2O

→ (B),
AM0086
hydrolysis HNO2
RNC  → (C), RNH2  → (D) CO
(i) KOH H3O⊕
The answer is 5. NH A B+C
(ii) C2H5Br
A B C D CO

(1) 2°Amine Methyl ketone 1° Amine Alcohol B and C in the above sequence are

(2) 1°Amine Methyl ketone 1° Amine Alcohol (1) Benzoic acid + aniline
(2) Phthalic acid + ethylamine
(3) 2°Amine Methyl ketone 2° Amine Acid
(3) Phthalic acid + aniline
(4) 1°Amine Methyl ketone 2° Amine Aldehyde
(4) Benzoic acid + ethylamine
AM0084
AM0087
3. The final product C, obtained in this reaction
would be 6. The end–product in the reaction sequence would
NH2 be :
HNO2 PCl5 NH3
H2O Ethyl amine → A → B →C
Ac2O Br2
A B C
CH3COOH H+ (1) Ethyl cyanide
CH3 (2) Ethyl amine

NH2 COCH3 (3) Methyl amine

COCH3 Br (4) Acetamide
AM0088
(1) (2)
CH3 CH3 H2 NOH
7. 
A B reduction → C
→  NOCl
→ CH3CH2Cl,
NH2 NHCOCH3
A and C in the above sequence respectively are:-
Br Br
(1) Methanal, Methylamine
(2) Acetone, ethanamine
(3) (4)
CH3 CH3
(3) Ethanal, dimethylamine
AH0085 (4) Acetaldehyde, ethylamine
CC0089

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8. A compound of mol. wt. 180 gm is acetylated to 13. Using Fe/HCl, which one of the following
give a compound of mol. wt. 390. The number reaction is possible [Here φ = C6H5]
(1) φ–NO2→ φ−NH–NH–φ
of amino groups in the compound are :-
(2) φ–NO2 → φ–NH2
(1) 2 (2) 4 (3) φ–NO2 → φ–NHOH
(3) 5 (4) 6 (4) φ–NO2 → φ–N=N–φ
AM0090 AM0096
14. Total structural isomeric amines possible for
9. In the reaction sequence A, B and C are :- molecular formula C4H11N
(1) 7 (2) 8 (3) 9 (4) 6
Sn NaNO2 /HCl H2 O/ ∆

A HCl
→B

0° C →C
 → C6H5OH NC0109
NOCl NaCN H2 / Ni
(1) Benzene, nitrobenzene, aniline 15. C2 H5 NH2  → A → B  →C

(2) Nitrobenzene, aniline and azo–compound what will be "C"

(1) CH3 – CH2 – CH2 – NH2
(3) Nitrobenzene, benzene, aniline
CH3
(4) Benzene, amino compound, aniline

®
CH3 – CH – NH2
AM0091 (2)
(3) CH3 CH2 – CH = NH
10. Which one of the following tests can be used to (4) H5C2–N–N=O
identify primary amino group in a given organic
CH2–NH2
compound
AM0110
(1) Iodoform test
16. Which of following will not gives only primary
(2) Victor Meyer's test amine
(3) Carbylamine reaction 3( )
NH Alc
(1) C2 H5 X →
(4) Libermann's reaction (2) CH3 − CN  ( ) Na Hg
→
C2 H5 OH
PO0092
O
( i ) LiAlH
11. KCN +4H
→→ A
CH3Cl NaNO2 /HCl
→ Ethanol+ ? (3) CH3 – C – NH2 
( ii ) H2 O →
4

Apart from ethanol as the main product, the O

other products would be ⊕  (i) R-X
(4) NK
(1) H2C=CH2 (2) CH3CH2–ONO (ii) NaOH (aq)
(3) CH3CH2–Cl (4) All the above O
AM0094 AM0111
17. Basic nature of amine in aqueous medium can be
12. Identify B, X and R respectively in the following
explained by :-
sequence of reactions
(1) Inductive effect (2) Solvation effect
H3 O +
ClCN
C2H5MgBr  → A  → B, (3) Steric hinderance (4) All of these
AM0112
AgI
CH3COCH3 →
2
X  → CH≡CH 18. Which of following is correct regarding basic
NaOH

NaNO2 / HCl CuCN Na

nature ?
C6H5NH→ 
P → Q → R
2 0–5°C EtOH (1) R – NH2 > R2NH > R3N (Gaseous phase)
(2) CH3NH2 > (CH3)2NH > (CH3)3N (Aqueous
(1) C2H5COOH, CHI3, C6H5CH2NH2
solutions)
(2) C2H5COOH, CH3I, C6H5COOH (3) (C2H5)2NH > (C2H5)3N > C2H5–NH2 > NH3
(3) C2H5CH2NH2, CH3I, C6H5COOH (Aqueous solutions)
(4) (C2H5)2NH > PhNH2 > Ph – NH – CH3
(4) C2H5COOH, C2H5I, C6H5CONH2 (Aqueous solution)
AM0095 GC0113

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19. What is decreasing order of H-bonding in water 23. Which of following can be use to distinguish
for alkyl substituted ammonium cation ? primary, secondary and tertiary amine?
⊕ ⊕ ⊕
(1) Carbyl amine reaction
(1) R NH3 > R 2 NH2 > R 3 NH
⊕ ⊕ ⊕
(2) Reaction with Nitrous acid
(2) R 3 NH > R 2 NH2 > R NH3 (3) Reaction with Hinsberg's reagent followed by
⊕ ⊕ ⊕ NaOH
(3) R 2 NH2 > R 3 NH > R NH3
(4) Both 2 & 3
⊕ ⊕ ⊕
(4) R 2 NH2 > R NH3 > R 3 NH PO0118
AM0114 24. Which of following is insoluble in alkali?
20. Which of following reaction is not acylation ? O O
O (1) H5C6–S–N–C2H5 (2) H5C6–S–N–CH3
(1) C2H5NH2 + CH3–C–Cl → O C2H5 OH
O O O
(3) H5C6–S–N–C2H5 (4) All of these
(2) C2H5NH2 + CH3–C–O–C–CH3 →

®
O OH
AM0119
(3) C2H5NH2 + CH3C–OCH3 →
25. These days benzene sulphonyl chloride replaced
O by which compound in Hinsberg test :-
O
(4) C2H5NH2 + CH3–C–OH →
AM0115 (1) CH2–S–Cl
21. Which of following will not give acylation
reaction? O
(1) H5C2 – NH2 (2) H5C2 – NH – C2H5 SO2Cl
CH3
C2H5
(2)
(3) C2H5–N (4) H5C6 – NH2
SO2Cl
C2H5
AM0116 (3)
22. Which of following is not correct match?
O CH3
(1) H5C2NH2 + CH3–C–Cl →
(4) SO3H
O
AM0120
H5C2–NH–C–CH3+HCl
(Acylation)
NH2

O CH3I (excess)
26. A
aq. Na2CO3
(2) H5C2NH2 + H5C6–C–Cl →
What will be "A"
O
NH2 NH2
H5C2–NH–C–C6H5+HCl H3C CH3 CH3
(Benzoylation)
(1) (2)
(3) (H5C2)2 NH + CHCl3 + 3KOH →
H5C2 – NC + 3KCl + 3H2O CH2 CH3
(Carbyl amine reaction)
NH2
(4) H5C2 – NH2 + CH3COOH →
⊕
H5 C2 NH3 CH3 COO – ⊕ 

(Salt formation or
(3) CH3 (4) Ph − N(CH3 )3 I
Neutralisation)
CH3
AM0117
AM0121
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27. Total number of isomers of molecular formula Room NaNO2
32. A + HBF4 B C
C3H9N which will liberate N2 gas on treatment Temprature Cu,∆
Fe/HCl
with nitrous acid?
A
(1) 2 (2) 3 (3) 4 (4) 1 E H⊕
D
AM0122 What is "E"
28. Which of following is water insoluble and stable
(1) N = N – Ph
at room temperature ?
(1) C6H5N2⊕Cl (2) C6H5N2⊕BF4
(2) NH – N = N – Ph
(3) C6H5N2⊕HSO4 (4) All
AM0123
(3) Ph–N=N NH2
29. Which of following reaction do not displace N2
from benzenediazonium salt? NH2
⊕ − Cu2 Cl2 / HCl
(1) ArN Cl →
2

(2) ArN2⊕ Cl − 

Cu / HCl
→ (4)

(3) ArN2⊕ Cl − + KI →

®
Ph
(4) ArN2⊕ Cl − + HBF4 
Room
→
temperature
AM0127
AM0124 33. Diazo coupling reaction can be use to distinguish
30. Which of following group can not be introduced (1) Aniline and Benzyl amine
in the benzene ring by sandmeyer reaction? (2) Ethylamine and N-methyl aniline
(1) –Cl (2) –Br (3) –CN (4) –I (3) Aniline and Phenol
AM0125 (4) All of these
31. Formation of benzene from C6H5N2⊕Cl– by use of AM0128
C2H5OH is example of :- 34. What is correct sequence of reagent to form
(1) Redox reaction 2,4,6-tibromofluorobenzene from Aniline?
(2) Electrophilic substitution reaction (1) NaNO2/HCl (0-5°C), HBF4/∆, Br2/H2O
(3) Nucleophilic substitution reaction
(2) Br2/H2O, NaNO2/HCl (0-5°C), HBF4/∆
(4) Elimination reaction
AM0126 (3) NaNO2/HCl (25°C), HBF4/∆, Br2/H2O
(4) Br2/H2O, NaNO2/HCl (0-5°C), HBF4 (Room
temperature)
AM0129

EXERCISE-III (Analytical Questions) ANSWER KEY

Que. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15
Ans. 4 2 3 4 2 2 4 3 2 3 4 1 2 2 1
Que. 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30
Ans. 1 4 3 1 4 3 3 4 1 3 4 1 2 4 4
Que. 31 32 33 34
Ans. 1 3 4 2

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