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CHEMISTRY ASSIGNMENT
CHAPTER 9 - AMINES
4. The number of possible structures of amines (C7H9N) having one benzene ring is
(a) 5 (b) 3 (c) 4 (d) 6
9. Which of the following will give 2-methylpropanamine on reaction with sodium hypobromide (NaOBr)?
(a) 3-methylbutanamide (c) acetamide
(b) 2-methylpropanamide (d) propyl cyanide
10. Tertiary amines have lowest boiling points than isomeric amines because
(a) They have highest molecular mass (c) They are more polar in nature
(b) They do not form Hydrogen bonding (d) They are most basic in nature
In the following questions (11 to 15), the Assertions (A) and Reason(s) (R) have been put forward. Read both the statements
carefully and choose the correct alternative from the following:
(A) Both the Assertion and the Reason are correct and the Reason is the correct explanation of the Assertion.
(B) Both the Assertion and the Reason are correct but the Reason is not the correct explanation of the Assertion.
(C) Assertion is true but the Reason is false.
(D) Assertion is false but the Reason is true.
11. Assertion : Amine have higher boiling point than alcohols of comparable molecular masses.
Reason : Alcohols possess intermolecular hydrogen bonding.
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14. Assertion : Pyridine is added during acylation of amines.
Reason : HCl is formed during the reaction and it shifts the equilibrium to the right hand side.
16. Suggest the structural formula of a compound having molecular formula C 8H11N, which is optically active and will release N2
gas with nitrous acid.
17. What happens when ethylamine will react with ethyl magnesium bromide? Give the reaction.
18. Arrange in decreasing order of boiling point- alcohols, alkanes, amines (comparable molar mass). Justify your answer.
19. Why the electrophilic substitution reaction in case of aromatic amines takes place more readily than in benzene?
20. Why ethanamide is a weaker base than ethanamine?
21. Arrange the following compounds in a decreasing order of pKb values and justify your answer also :
C2H5NH2, C6H5NHCH3, (C2H5)2NH and C6H5NH2
22. Identify the structural isomers of the compound with molecular formula C 3H5N. What type of structural isomer will they
exhibit? Write the IUPAC of the isomers also.
23. How will you convert cyclohexane carboxamide into N-methyl cyclohexyl amine?
24. (a) Why –NH2 group in aniline acts as a strong activator and ortho and para director towards electrophilic substitution
reaction?
(b) What will happen to the basic strength of aniline when nitro group is attached to its para position?
26. Give a chemical test to distinguish between each of the following pairs of compounds :
(a) Ethylamine and Aniline
(b) Aniline and Benzylamine
28. A hydrocarbon ‘A’ (C5H10) on ozonolysis gives methanal and 2-methylpropanal. On reacting A with HBr in the presence of
peroxide gives primary halide ‘B’ which further on reaction with ammonia gives primary amine ‘C’. The compound C on
reaction with nitrous acid followed by reaction with water, gives compound ‘D’ which does not give Lucas test at room
temperature.
(a) Identify A, B, C and D.
(b) What will happen when compound A is treated with HCl. Write the product.
(c) Identify whether the product obtained in part (b) is optically active or not? If yes then draw its mirror image.
29. There are three types of amines, basically 1o, 2o and 3o amines. All of these have different physical and chemical properties
and thus show different types of reactions. Lower aliphatic amines are soluble in water because they can form hydrogen
bonds with water molecules. Higher amines are essentially insoluble in water. Moreover, primary and secondary amines are
engaged in intermolecular association due to hydrogen bonding between nitrogen of one and hydrogen of another
molecule. Tertiary amines do not have intermolecular association due to the absence of hydrogen atom available for
hydrogen bond formation.
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(a) Ethylamine is soluble in water whereas aniline is not.
(b) A compound X with molecular formula C3H9N reacts with C6H5SO2Cl to give a solid, insoluble in alkali. Identify X.
(c) Why amines act like a nucleophile in various chemical reactions?
(d) Why pKb of aniline is more than that of aliphatic amines?
(b) Why aniline on sulphonation gives only a mono-substituted product and not a poly-substituted product?
(c) A solution contains 1 g mol-1 each of p-toluene diazonium chloride and p-nitrophenyl diazonium chloride. To this added
1 g mol-1 of alkaline solution of phenol. Predict the major product. Explain your answer.
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