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AMINES – I
1. A compound “X” on treatment with Bromine and Sodium hydroxide produced C3 H 9 N which gives positive
carbylamines test. The compound X is
1) CH3 − CH 2 − CH 2 − CONH 2 2) CH 3 − Co − N (CH 3 )2
3) CH 3 − CH 2 − CO − CH 2 − NH 2 4) CH 3 − CO − CH 2 − NH − CH 3
2.

In the compound favourable site (s) for protonation is / are

1) 2, 3, 4 2) 1, 5 3) 1, 4 4) 1
O
3.
CH 3 − C − O CH 2 − CH 2 − CH 2 − NH 2

(i ) NaNO / H +
⎯⎯⎯⎯⎯⎯ 2
→
+
(ii ) CrO3 / H
(iii) H 2 SO4 (conc )
Major product in the above sequence is

4. Considering the basic strength of amines in aqueous solution, which one has the smallest pK b value?
1) ( CH3 )2 NH 2) CH 3 NH 2 3) (CH 3 )3 N 4) C6 H 5 NH 2
5. Complete reduction of benzene – diazonium chloride with Zn / HCl gives;
1) Aniline 2) Phenylhydrazine 3) Azobenzene 4) Hydrazobenzene
6. Conversion of benzene diazonium chloride to chloro benzene is an example of which of the following
reactions?
1) Claisen 2) Friedel – craft 3) Sandmeyer 4) Wurtz
7. The final product formed when methylamine is treated with NaNO2 and HCl is
1) Diazomethane 2) Methyl alcohol 3) Methyl cyanide 4) Nitromethane
8. In the reaction,
4 − methyl aniline ⎯⎯⎯⎯→ D ⎯⎯⎯⎯→ E + N2
NaNO2 / HCl CuCN / KCN
0−50 C 

The product E is
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1)
H 3C CH 3

2) CN

CH 3

3) CH 3 4) COOH

COOH CH 3
9. Arrange the following amines in the order of increasing basiciy

10. Which compound exhibits maximum dipole moment among the following
NO2
2)

1) NO2

NH 2

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NO2
2) NO2
4) NH 2

NH 2
11. In the Hofmann bromamide degradation reaction, the number of moles of NaOH and Br2 , used per mole of
amine produced are
1) Four moles of NaOH and one mole Br2
2) One mole of NaOH and one mole of Br2
3) Four moles of NaOH and two moles of Br2
4) Two moles of NaOH and two moles of Br2
12. The test to distinguish primary, secondary and tertiary amines is
1) Sandmeyer’s reaction 2) Carbylamine reaction
3) Mustard oil test 4) C6 H 5 SO2Cl
13. Fluorination of an aromatic ring is easily accomplished by treating a diazonium salt with HBF4 . Which of the
following conditions is correct about this reaction
1) NaF/Cu 2) Cu2O / H 2O 3) Only heat 4) NaNO2 / Cu
14. Which of the following compound will form significant amount of meta product during mono – nitration
reaction?
1) NH 2 2) NHCOCH 3

3) OH 4) COOCH 3

15. Among the following compounds, the increasing order of their basic strength is

1) (I) < (II) <(III) < (IV) 2) (I) < (II) < (IV) < (III)
3) (II) < (I) < (III) < (IV) 4) (II) < (I) < (IV) < (III)
16. Amongst the given set of reactants, the most appropriate for preparing 2 0 amine is ------

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1) 20 R − Br + NH 3 2) 20 R − Br + NaCN followed by H 2 / Pt
3) 10 R − NH 2 + RCHO followed by H 2 / Pt
4) 10 R − Br (2 mol ) + potassium phtahlimide followed by H 3O + / heat
17. Which of the following amines cannot be prepared by Gabriel phthalimide reaction
1) Benzylamine 2) Aniline 3) Ethylamine 4) Methylamine
18. In the following sequence of reactions, what is D?

1) Primary amine 2) An amide

3) Phenyl isocyanate 4) Chain lengthened hydrocarbon
19. C6 H 5 − NO2 ⎯⎯⎯
NH 4Cl⎯
Zn dust
→ A ⎯⎯⎯⎯
conc. HCl → B
cold

A and B respectively are

20. Strongest base is

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21. Which among the following is the strongest conjugate acid?

22. An optically active amine (X) with M.F. C5 H11 N on treatment with aqueous NaNO2 / HCl gives a tertiary
alcohol (Y) with evolution of N 2 gas . The compounds (X) and (Y) respectively are
1) 2 – methylbutanamine, 2 – methylbutan – 1 – ol
2) 2 – methylbutanamine , 2 – methylbutan – 2 – ol
3) 2 – methylbutanamine, 3 – methylbutan – 2 – ol
4) Neopentylamine, neopentyl alcohol

23. P – amino phenol reacts with one equivalent of Acetic anhydride in pyridine gives mainly
1) H 2 N − C6 H 4 − COOCH 3 2) H 2 N − C6 H 4 − COCH 3
3) OH − C6 H 4 − NHCOCH 3 4) H 2 N − C6 H 4 − NH 2

24. In the diazotization of arylamine, the use of nitrous acid is

1) Suppresses hydrolysis to give phenol
2) Acts as source of electrophilic nitrosonium ion
3) Neutralises the base liberated
4) All of the above

25. In the following reaction sequence, predict the compound “Y

4 − Methylaniline ⎯⎯⎯⎯⎯
Excessbro min e
→ X ⎯⎯⎯⎯⎯
1. NaNO2 , HCl
2. H3 PO2
→Y
1) 2 − bromo − 3 − methyl analine
2) 2 − bromo − toulene
3) 2,5 − dibromo − 4 − methyl aniline
4) 3,5 − dibromo − toulene

26. In a reaction aniline, a coloured product C was obtained

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27. In the reduction nitrobenzene, which of the following is intermediate?

1) C6 H 5 − N = 0 2) C6 H 5 NH − NHC6 H 5
O

C H − N = N − C6 H 5
3) C6 H 5 − N = N − C6 H 5 4) 6 5
28. With primary amines, Hinsberg’s reagent forms
1) N – alkylbenzenesulphonamide which is soluble in KOH
2) N – alkylbenzenesulphonamide which is insoluble in KOH
3) N, N – dialkylbenzenesulphonamide which is soluble in KOH
4) N, N – dialkylbenzenesulphonamide which is insoluble in KOH
29. Column I (Amines) Column – II ( pKb value)
(A) CH 3 NH 2 (p) 4.22
(B) (CH 3 )2 NH (q) 9.38
(C) (CH 3 )3 N (s) 3.38
(D) C6 H 5 NH 2 (t) 3.27
1) A – p ; B –r ; C – q; D – s 2) A – r; B – s; C – p; D – q
3) A – q; B – p; C – r ; D – s 4) A – r; B – q; C –s ; D – p
30. Column – I Column – II
(A) Aniline (p) Can be made by Gabriel phthalimide reaction
(B) N – Methylaniline (q) Undergoes electrophilic substitution
(C) N, N – Dimethylaniline (r) Forms yellow oily product with HNO2
(D) Benzylamine (s) Gives azo dye test
1) A – s, B – r, C – q, D – p 2) A – q, B – s, C – p, D – r
3) A – r , B – p, C – s, D – q 4) A – p, B – q, C – r, D – s

KEY
1-10 1 1 1 1 1 3 2 2 4 2
11-20 1 4 3 1 4 3 2 3 1 1
21-30 2 2 3 2 4 2 1 1 2 1

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Amines – (1) Key & Solutions

1. 1. It on Hoffmann bromamide reaction gives primary amine which gives positive carbylamine test.
2. 1. In 2, 3, 4 lone pair do not participate in resonance. So favourable for protonation.
3. 1. In first step NH 2 becomes OH, in second step OH becomes COOH, in third step ring formation with CO
group occurs.
4. 1

5. 1

6. 3 sandmeyer reaction

7. 2

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8. 2

9. 4

10. 2

11. 1

12. 4

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13. 3

14. 1

15. 4

16. 3

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17. 2

18. 3.

19. 1

20. 1

21. 2. A weak base has a strong conjugate acid. Since aniline is the weakest base, therefore, its conjugate acid is
the strongest acid.

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22. 2

23. 3

24. 2

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25. 4

26. 2

27. 1

28. 1

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29. 2

30. 1

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