ORGANIC COMPOUNDS CONTAINING NITROGEN MCQs- 3

1) How many isomeric amines having the formula C3H 9N are possible?
a) Two
b) Three
c) Four
d) Five

2) The compound, (CH3)3 C – NH2 is a
a) Primary amine
b) Secondary amine
c) Tertiary amine
d) Quaternary ammonium salt

3) Which one of the following is a tertiary amine?
a) Ethylamine
b) Diethylamine
c) Aniline
d) Triethylamine

4) An example of a secondary amine is
a)
b)
c)
d)

5) How many primary amines are possible for the formula C4H11N?
a) One
b) Two
c) Three
d) Four

6) Which of the following are not functional isomers of each other?
a)
b)
c)
d)

7) Trimethylamine has
a) planar geometry
b) trigonal bipyramidal geometry
c) pyramidal geometry
d) octahedral geometry

8) The reduction of nitroethane with LiAIH4 gives
a) Ethyl nitrite
b) Ethyl cyanide
c) Ethyl isocyanide
d) Ethylamine

9) What is the end product in the sequence of following reactions?


a) Nitrobenzene
b) Aniline
c) Benzonitrile
d) Phenyl carbylamine

10) Which of the following on reduction with hydrogen and Raney nickel gives benzylamine?
a) Benzonitrile
b) Acetonitrile
c) Propiononitrile
d) Butyronitrile

11) Ethylamine can be obtained from methyl iodide by reaction with alcoholic KCN followed by
a) Hydrolysis
b) Reduction
c) Oxidation
d) Reaction with ammonia

12) Amides may be converted into amines by a reaction named after
a) Perkin
b) Claisen
c) Hofmann
d) Kekule

13) The following reaction is called

a) Gabriel phthalimide reaction
b) Hofmann bromamide reaction
c) Hofmann ammonolysis of alkyl halides
d) Hofmann mustard oil reaction

14) Propionamide when heated with a mixture of bromine and caustic alkali would yield
a) Propane
b) Propylamine
c) Propanol
d) Ethylamine

15) Which of the following amides will not undergo the Hofmann bromamide reaction?
a)
b)
c)
d)

16) Which of the following amines cannot be prepared by Gabriel phthalimide reaction?
a) Benzylamine
b) Aniline
c) Ethylamine
d) Methylamine

17) Which of the following reagents can be used to convert primary amides into primary amines containing the same number of carbon atoms?
a)
b)
c) Sn + HCI
d)

18) N, N-Dimethylacetamide on reduction with LiAIH4 gives
a) Ethyldimethylamine
b) Diethylmethylamine
c) Ethylmethylamine
d) Trimethylamine

19) Aldoximes on reduction with LiAIH4 or Na/C2H5OH give
a)
b)
c)
d) Quaternary salts

20) Acetone oxime on reduction with Na/C2H5OH would give
a) Isopropylamine
b) n-Propylamine
c) Ethylmethylamine
d) Diethylamine

21) One of the following is not a characteristic of amines:
a) They smell like ammonia
b) Their boiling points are lower than those of the corresponding alcohol
c) They undergo hydrogen bonding
d) They are soluble in aqueous acid and in aqueous alkali

22) Amines are basic in character because they have
a) A lone pair of electrons on the nitrogen atom
b) A hydroxyl group in the molecule
c) A replaceable hydrogen atom
d) A tetrahedral structure

23) The basic character of amines can be explained
a) Only in terms of the Lowry-Bronsted concept
b) Only in terms of the Lewis concept
c) In terms of both the Arrhenius and Lewis concepts
d) in terms of both the Lewis and Lowry-Bronsted concepts

24) The dipole moment of p-nitroaniline, when compared to nitrobenzene (X) and aniline (Y) will be
a) Greater than (X) and (Y)
b) Smaller than (X) and (Y)
c) Greater than (X) but smaller than (Y)
d) Equal to zero

25) From the following values of base dissociation constants of four amines, which value represents the strongest base?
a)
b)
c)
d)

26) The pKa and pKb values of some bases are given below. Pick out the weakest base.
a) pKb = 9.40
b) pKa = 11.12
c) pKa = 4.0
d) pKb = 3.32

27) Which of the following is most basic?
a)
b)
c)
d)

28) Aniline is a weaker base than ethylamine because
a) The phenyl group in aniline increases the electron density on the nitrogen atom
b) The ethyl group in ethylamine decreases the electron density on the nitrogen atom
c) The lone pair of electrons on the nitrogen atom in aniline is delocalized over the benzene ring
d) Aniline is less soluble in water than ethylamine

29) The increasing order of basic nature of NH3 (I), CH3NH2 (II) and C6H5NH2 (III) is
a) III < I < II
b) I < II < III
c) IV < II < I
d) I < III < II

30) Increasing pKb values of o-, m- and p-toluidines is
a) p < m < o
b) o < m < p
c) p < o < m
d) m < o < p

31) Among NH3, C2H5NH2 and C6H5NH2, the basic strength follows the order
a)
b)
c)
d)

32) In aqueous solutions, the basic strength of amines decreases in the order
a)
b)
c)
d)

33) In chlorobenzene solutions, the basic strength of amines increases in the order
a)
b)
c)
d)

34) Which of the following statements is/are correct?
a) p-Methoxyaniline is a weaker base than aniline
b) Aniline is weaker base the o-methoxyaniline
c) Aniline is a weaker base than ethylamine
d) None of these

35) Which of the following has the most stable conjugate acid?
a)
b)
c)
d)

36) The amine salts commonly used for the determination of the molecular masses of amines are
a) Nitrates
b) Sulphates
c) Chlorides
d) Chloroplatinates

37) Which one of the following substances reacts with nitrous acid to give an alcohol?
a)
b)
c)
d)

38) An organic compound which produces brisk effervescence on treatment with sodium nitrite and dil. HCI is
a)
b)
c)
d)

39) Which one of the following amines gives the carbylamine reaction?
a)
b)
c)
d)

40) A Compound X with molecular formula C2H5ON forms a compound T when treated with Br2 and KOH. T on heating with chloroform and alcoholic KOH produces a compound Y with a very offensive smell. The compound X is
a) An amine
b) An amide
c) A hydroxylamine
d) An aminoaldehyde

41) Isopropylamine cannot be obtained by
a)
b)
c)
d) All the above

42) Liebermann nitroso reaction is used for testing
a) Aniline
b) N-Methylaniline
c) N, N-Dimethylaniline
d) o-, m- or p- Toluidine

43) Benzenediazonium chloride can be converted into benzene on treatment with
a)
b)
c)
d)

44) Benzenediazonium chloride on treatment with KCN in presence of Cu powder gives
a) Benzene
b) Aniline
c) Benzonitrile
d) Benzanilide

45) The reaction of benzenediazonium chloride with aniline at pH 4.5 gives a compound A which when heated with an acid gives
a) p-Aminoazobenzene
b) p-Hydroxyazobenzene
c) Diaminoazobenzene
d) Azobenzene

46) Identify Z in the sequence:


a)
b)
c)
d)

47) Anilines are formed by the condensation of amines with
a) Aldehydes and ketones
b) Phenols
c) Alkyl halides
d) Acyl halides

48) Condensation of ethylamine with acetaldehyde gives a compound A which upon reduction with hydrogen and nickel gives
a) Diethylamine
b) Ethylmethylamine
c) Triethylamine
d) Dimethylamine

49) When ethylamine is treated with CH3MgBr, one of the products is
a)
b)
c)
d)

50) Methane is not produced when CH3MgBr reacts with
a)
b)
c)
d) (CH3CH2)3N

51) Ethylamine on reaction with CS2 followed by treatment with HgCI2 gives
a) Ethyl isocyanate
b) Ethyl isothiocyanate
c) Dithioethylcarbamic acid
d) N, N-Diethylthiourea

52) Which of the following undergoes the mustard oil reaction?
a) Primary amines
b) Secondary amines
c) Tertiary amines
d) All the above

53) Which of the following is the Hofmann mustard oil reaction?
a)
b)
c)
d) Reaction of aromatic amine with iodoform

54) Which of the following amines cannot be acetylated?
a)
b)
c)
d)

55) The reaction of aniline with benzoyl chloride in presence of aqueous NaOH gives
a) N-Phenylbenzamide
b) Benzamide
c) p-aminobenzophenone
d) N-Phenylacetamide

56) The NH2-group in aniline is
a) m-Directing and deactivating
b) o, p-Directing and deactivating
c) o, p-Directing and activating
d) m-Directing and activating

57) Bromine water reacts with aniline to give :
a) o-Bromoaniline
b) m-Bromoaniline
c) p-Bromoaniline
d) 2, 4, 6-Tribromoaniline

58) Which of the following reagents cannot be used to distinguish benzamide from aniline?
a) dil. NaOH
b)
c)
d)

59) The activation of the benzene ring by the amino group in aniline towards electrophilic substitution reactions is reduced by treating it with
a) Nitrous acid
b) Acetyl chloride
c) dil. NaOH
d) Methyl iodide

60) Direct nitration of aniline is not a feasible process because
a) The reaction cannot be stopped at the mononitration stage
b) A mixture of o, m and p-nitroaniline is always obtained
c) Nitric acid oxidises most of aniline to give tarry oxidation products with only a small amount of nitrated products
d) All the above

61) Bromination of aniline gives 2, 4, 6-tribromoaniline, whereas the nitration of aniline with mixed acids gives m-nitroaniline. In the case of nitration, the m-derivative is formed because
a) in the presence of strong acids, the amino group is protonated to -NH3
b) m-Nitroaniline is thermodynamically more stable than the ortho- and para-isomers

c) Nitro group cannot enter the ortho and para-positions due to steric factor
d) The mechanisms of bromination and nitration are different

62) The major product obtained when acetanilide is treated with Br2 in CH3COOH is
a) o-Bromoaniline
b) p-Bromoacetanilide
c) m-Bromoacetanilide
d) o-Bromoacetanilide

63) Nitration of acetanilide with conc. HNO3 in CH3COOH at 273—283 K gives mainly
a) p-Nitroacetanilide
b) Nitrobenzene
c) p-Nitroaniline
d) m-Nitroaniline

64) When aniline is heated with cone. H2SO4 at 455—475 K, it forms
a) Aniline hydrogen sulphate
b) m-Aminobenzene sulphonic acid
c) Benzene sulphonic acid
d) Sulphanilic acid

65) Which of the following statements about sulphanilic acid is not correct?
a) It is p-aminobenzenesulphonic acid
b) It exists as a zwitter ion
c) It is highly soluble in water
d) It has a high melting point

66) p-Phenylenediamine on oxidation with K2Cr2O7 – H2SO4 gives
a) p-Dinitrobenzene
b) p-Nitrosonitrobenzene
c) p-Dinitrosobenzene
d) p-Benzoquinone

67) The azo dye test is given by
a) All amines
b) Only secondary amines
c) Only primary aliphatic amines
d) Only primary aromatic amines

68) Aromatic primary amines can be distinguished from aliphatic primary amines by
a)
b) Action on red litmus paper
c) Azo dye test
d) Action with dil. HCI

69) Primary aliphatic amines can be distinguished from secondary and tertiary amines by heating with
a) Chloroform and alcoholic KOH
b) Chloroform alone
c) Soda-lime
d) Zinc dust

70) One of the distinguishing reactions of aliphatic and aromatic primary amines is
a) Carbylamine reaction
b) Reaction with red litmus paper
c) Hofmann bromamide reaction
d) Coupling reaction

71) Primary amines can be distinguished from secondary amines by
a) Gabriel phthalimide reaction
b) Liebermann nitrosoamine reaction
c) Hofmann bromamide reaction
d) All the three above

72) A mixture of 1°, 2° and 3° amines can be separated by Hinsbergs reagent which is
a) Benzoyl chloride
b) Acetyl chloride
c) Benzene sulphonyl chloride
d) Benzyl chloride

73) In the Hofmanns method for separation of 1°, 2° and 3° amines, the reagent used is
a) Acetyl chloride
b) Benzenesulphonyl chloride
c) Diethyl oxalate
d) Nitrous acid

74) Which of the following amines does not react with Hinsbergs reagent?
a)
b)
c)
d) All will react

75) An amine (X) reacts with benzenesulphonyl chloride and the product thus obtained is soluble in KOH. The amine (X) is
a)
b)
c)
d) Any of the three

76) Acetamide is treated separately with the following reagents. Which one of these would give methylamine?
a)
b)
c) Sodalime
d)

77) Carbylamine test is performed in alcoholic KOH by heating a mixture of
a) Chloroform and silver powder
b) Trihalogenated methane and a primary amine
c) An alkyl halide and a primary amine
d) An alkyl cyanide and a primary amine

78) In the nitration of benzene with a mixture of concentrated nitric acid and concentrated sulphuric acid, the active species involved is the
a) Nitrite ion
b) Nitrate ion
c) Nitronium ion
d) Nitric oxide

79) The compound that is most reactive towards electrophilic nitration is
a) Toluene
b) Benzene
c) Benzoic acid
d) Nitrobenzene

80) When acetamide is treated with Br2 and caustic soda, we get
a) Bromoacetic acid
b) Acetic acid
c) Methylamine
d) Ethane

81) Mark the correct statement.
a) Methylamine is slightly acidic
b) Methylamine is less basic than ammonia
c) Methylamine is a stronger base than ammonia
d) Methylamine forms salts with alkalies

82) C3H9N can represent a
a) Primary amine only
b) Secondary amine only
c) Tertiary amine only
d) All

83) Primary and secondary amines are distinguished by
a)
b) HCIO
c)
d)

84) Oxidation of aniline with manganese dioxide and sulphuric acid produces
a) Phenylhydraxylamine
b) Nitrobenzene
c) p-Benzoquinone
d) Phenol

85) Indicate which nitrogen compound amongst the following would undergo the Hofmann reaction (i.e.,reaction with Br2 and strong KOH) to furnish the primary amine (R – NH2)
a)
b)
c)
d) R – CO – NHOH

86) The compound which, on reaction with aqueous nitrous acid at low temperature, produces an oily nitrosoamine is
a) Diethylamine
b) Ethylamine
c) Aniline
d) Methylamine

87) Amongst the following, the most basic compound is
a) Benzylamine
b) Aniline
c) Acetanilide
d) p-Nitroaniline

88) The structural formula for ethane nitrile is
a)
b)
c)
d)

89) Hydrolysis of benzonitrile gives
a) Benzylamine
b) Aniline
c) Benzoic acid
d) Benzene

90) Which of the following reducing agents can be used for the conversion, CH3CN ® CH3CH2NH2 (i) H2Pt; (ii) Li AlH4 ;(iii) Na/C2H5OH; (iv) NaBH4 ?
a) (ii) only
b) (i) and (ii)
c) (ii) and (iv)
d) (i), (ii), and (iii)

91) Pick the wrong statement
a) Boiling points of alkyl halides are greater than the corresponding alkanes
b)
c) Aniline is a weaker base than ammonia
d) Benzyl amine is a weaker base than aniline

92) Which amine of the following will not answer the carbylamine reaction?
a) Ethylamine
b) Dimethylamine
c) Methylamine
d) Phenylamine

93) The order of basic strength among the following amines in benzene solution is
a)
b)
c)
d)

94) Butanenitrile may be prepared by heating
a) Propyl alcohol with KCN
b) Butyl alcohol with KCN
c) Butyl chloride with KCN
d) Propyl chloride with KCN

95) Towards electrophilic substitution, the most reactive will be
a) Nitrobenzene
b) Aniline
c) Aniline hydrochloride
d) N-Acetylaniline

96) The correct order of increasing basicity in aqueous solution is
a)
b)
c)
d) None of the above

97) For the carbylamine reaction, we need hot alcoholic KOH and
a) Any primary amine and chloroform
b) Chloroform and silver powder
c) A primary amine and an alkyl halide
d) A monoalkylamine and trichloromethane

98) Which of the following statements is not correct regarding aniline?
a) It is less basic than ethylamine
b) It can be steam-distilled
c) It reacts with sodium to give hydrogen
d) It is highly soluble in water

99) @ Aniline on reaction with acetyl chloride gives
a) Phenol
b) Acetamide
c) Acetanilide
d) Benzene

100) In the following reaction,
CHCI3 + C6H5NH2 A + 3 B + 3 C, the product A is

a) Phenyl isocyanide
b) Phenyl cyanide
c) Ethylene chloride
d) Cnlorobenzene


Answer

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