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Chapter 13- Amines

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Organic compounds containing Nitrogen

(CBSE questions 2020-2005)

1. Give the structures of A and B in the following sequence of reactions:


a. CH3COOH A B
b. C6H5NO2 A B
c. C6H5N2+Cl− A B
2. Answer the following:
a. How will you distinguish between the following pairs of compounds:
i. Aniline and Ethanamine
ii. Aniline and N-methylaniline
b. Arrange the following compounds in decreasing order of their boiling points:
Butanol, Butanamine, Butane
3. Out of the following, the strongest base in aqueous solution is
A. Methylamine
B. Dimethylamine
C. Trimethylamine
D. Aniline
4. Account for the following:
a. Aniline is a weaker base compared to ethanamine.
b. Aniline does not undergo Friedel-Crafts reaction.
c. Only aliphatic primary amines can be prepared by Gabriel Phthalimide synthesis.

5. on heating with CHCl3 and alcoholic KOH gives foul smell of

i.

ii.

iii.

iv.
6. Give reasons:
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.
7. Distinguish between the following:
i. CH3CH2NH2 and (CH3CH2)2 NH
ii. Aniline and CH3NH2
8. Write the structures of A and B in the following reactions:
a. C6H5N2+Cl− A B
b. CH3COOH A B
9. Write the chemical reaction of methyl amine with benzoyl chloride and write the IUPAC name of the
product obtained.
10. Arrange the following in the increasing order of their pKb values:
C6H5NH2, NH3, C2H5NH2, (C2H5)2 NH
11. Arrange the following in increasing order of basic strength :
Aniline, p-Nitroaniline and p-Toluidine
13. Arrange the following in increasing order of boiling points :
(CH3)3N, C2H3OH, C2H5NH2
14. Complete the following reactions:

a.

b.

c.
15. How do you convert the following:
a. N-phenylethanamide to p-bromoaniline
b. Benzene diazonium chloride to nitrobenzene
c. Benzoic acid to aniline
16. Write structures of compounds A and B in each of the following reactions :

i.

ii.
17. Write the reactions involved in the following :
a. Hofmann bromamide degradation reaction
b. Diazotisation
c. Gabriel phthalimide synthesis
18. Give reasons :
i. (CH3)2NH is more basic than (CH3)3N in an aqueous solution.
ii. Aromatic diazonium salts are more stable than aliphatic diazonium salts.
19. Write the structures of the main products of the following reactions :

a.

b.

c.
20. Give a simple chemical test to distinguish between Aniline and N, N-dimethylaniline.
21. Arrange the following in the increasing order of their pKb values :
C6H5NH2, C2H5NH2, C6H5NHCH3
22. Identify A, B and C in the following reactions :

i.
ii

23. Write IUPAC name of the following compound:

24. An aromatic compound ‘A’ of molecular formula C7H7ON undergoes a series of reactions as
shown below. Write the structures of A, B, C, D and E in the following reactions :
25. Write the structures of main products when aniline reacts with the following reagents :
(i) Br2 water
(ii) HCl
(iii) (CH3CO)2O / pyridine
26. Arrange the following in the increasing order of their boiling point :
C2H5NH2, C2H5OH, (CH3)3N
27. Give a simple chemical test to distinguish between the following pair of compounds :
(CH3)2NH and (CH3)3N
28. An aromatic compound ‘A’ of molecular formula C7H6O2 undergoes a series of reactions as
shown below. Write the structures of A, B, C, D and E in the following reactions :

D E
29. Write the structures of main products when benzene diazonium chloride reacts with the following
reagents :
i. H3PO2 + H2O
ii. H2O
iii. CuCN/KCN
30. Arrange the following in the increasing order of their basic character in an aqueous solution:
C2H5NH2, (C2H5)2NH, (C2H5)3N
31. Give a simple chemical test to distinguish between the following pair of compounds :
C6H5 NH2 and C6H5 NH CH3
32. Account for the following :
i. Aniline does not give Friedel-Crafts reaction.
ii. Ethylamine is soluble in water whereas aniline is not .
iii. pKb of methylamine is less than that of aniline.
33. Account for the following :
i. Primary amines (R-NH2) have higher boiling point than tertiary amines (R3N).
ii. Aniline does not undergo Friedel – Crafts reaction.
iii. (CH3)2NH is more basic than (CH3)3N in an aqueous solution
34. Give the structures of A, B and C in the following reactions :
a.
b.

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