ORGANIC COMPOUNDS CONTAINING NITROGEN MCQs- 2

1) Formic acid when heated with H2SO4 gives
a)
b)
c)
d) CO

2) Which reaction is suitable for the preparation of -chloroacetic acid?
a) Hell-Volhard Zelinsky reaction
b) Nef reaction
c)
d) Perkin condensation

3) When 2-hydroxybenzoic acid is distilled with zinc dust, it gives
a) Phenol
b) Benzoic acid
c) Benzaldehyde
d) A polymeric compound

4) The compound formed as a result of potassium permanganate oxidation of ethylbenzene is
a) Benzoic acid
b) Benzyl alcohol
c) Benzophenone
d) Acetophenone

5) Which of the following esters cannot undergo Claisen self condensation?
a)
b)
c)
d)

6) The product of reaction of methylmagnesium bromide and carbon dioxide is
a) Formic acid
b) Acetic acid
c) Salicylic acid
d) Benzoic acid

7) In presence of acid, hydrolysis of methyl cyanide gives
a) Acetic acid
b) Methylamine
c) Methyl alcohol
d) Formic acid

8) Which of the following is the correct order of acidity?
a)
b)
c)
d)

9) CH3COCI cannot be obtained directly by reacting PCI5 with
a)
b)
c)
d)

10) Methyl acetate will not be obtained by reacting CH3OH with
a)
b)
c)
d) CH3COCH3

11) [Ag(NH3)2]OH liberates silver when it reacts with
a) HCOOH
b)
c)
d)

12) Which of the following is the strongest acid?
a)
b)
c)
d)

13) Indicate the most acidic compound among the following:
a)
b)
c)
d)

14) The order of decreasing ease of reaction with ammonia is
a) Anhydrides, esters, ethers
b) Anhydrides, ethers, esters
c) Ethers, anhydrides, esters
d) Esters, ethers, anhydrides

15) The reaction between CO2 and a Grignard reagent will yield
a) An alkane
b) An alkylmagnesium halide
c) An alcohol
d) A carboxylic acid

16) A colourless liquid, at room temperature, reacts with soda-lime to form the sodium salt of a carboxylic acid and ammonia gas. The liquid is
a) Propanoic acid
b) Formamide
c) Propanamide
d) Methyl ethanoate

17) Glacial acetic acid is
a)
b)
c) Acetic acid mixed with methanol
d)

18) Heating a mixture of sodium benzoate and soda lime gives
a) Benzene
b) Methane
c) Sodium phenoxide
d) Calcium benzoate

19) The lower carboxylic acids are soluble in water due to
a) Low molecular weight
b) Hydrogen bonding and low molecular weight
c) Dissociation into ions
d) Easy hydrolysis

20) Which of the following compounds will react with NaHCO3 solution to give sodium salt and carbon dioxide?
a) Acetic acid
b) n-Hexanol
c) Phenol
d) Both (b) and (c)

21) When propionic acid is treated with aqueous sodium bicarbonate, CO2 is liberated. The C of CO2 comes from the
a) Methyl group
b) Carboxylic acid group
c) Methylene group
d) Bicarbonate

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

23) Which of the following cannot convert carboxylic acid into its acyl chloride?
a)
b)
c)
d) NaCI

24) Acetamide on treatment with Br2 and NaOH gives mainly
a)
b)
c)
d)

25) Methylmagnesium bromide reacts with carbon dioxide. The product formed is
a)
b)
c)
d)

26) Which of the following does not contain a carboxyl group?
a) Picric acid
b) Aspirin
c) Benzoic acid
d) Ethanoic acid

27) When urea is heated slowly, NH3 and one other substance is formed. That substance is
a) Biuret
b) Carbonic acid
c) Cyanic acid
d)

28) Benzoyl chloride is prepared from benzoic acid by
a)
b)
c)
d)

29) What will happen if LiAIH4 is added to an ester?
a) Two units of alcohol are obtained
b) One unit of alcohol and one unit of acid is obtained
c) Two units of acids are obtained
d) None of these

30) When acetamide is treated with NaOBr, the product formed is
a)
b)
c)
d) None of the above

31)

X and Y respectively are
a) Picric acid, 2, 4, 6-Tribromophenol
b) 5-Nitrosalicylic acid, 5-bromosalicylic acid
c) o-Nitrophenol, o-bromophenol
d) 3, 5-Dinitrosalicylic acid, 3, 5-dibromosalicylic acid

32) An ester (A) with molecular formula C9H10O2 was treated with excess of CH3MgBr and the complex so formed was treated with H2SO4 to give an olefin (B). Ozonolysis of (B) gave a ketone with molecular formula C8H8O which shows +ve iodoform test. The structure of (A) is
a)
b)
c)
d)

33) Phthalimide is subjected to Hofmanns bromamide reaction. The product obtained is
a) Anthranilic acid
b) Sulphanilic acid
c) Salicylic acid
d) Phthalic acid

34) When carboxylic acid is warmed with hydrazoic acid in presence of conc. H2SO4, it produces a/an
a) Acid amide
b) Primary amine
c) Alkyl cyanide
d) Secondary amine

35) In Schmidt reaction
a) A carboxylic acid is converted into an ester by treatment with an alcohol
b) A carboxylic acid is converted into a primary amine by reaction with hydrazoic acid
c) An acid amide is hydrolysed
d) Phenol undergoes dehydration

36) In the following reaction,

X and Y respectively are
a)
b)
c)
d)

37) Which of the following will evolve N2 gas when treated with Br2 / KOH ?
a)
b)
c)
d)

38) An aromatic compound (X) of molecular formula C7H7NO liberates ammonia on heating with alkali. When (X) is treated with bromine and alkali, the product will be
a) Benzonitrile
b) Benzamide
c) Aniline
d) Benzoic acid

39) Urea and hydrazine react to form ammonia gas along with compound (X) which reacts with aldehydes and ketones to form specific crystalline derivatives. X is
a) Phenylhydrazine
b) Semicarbazide
c) Biuret
d) Acetylurea

40) Hydroxylamine reacts with
a)
b)
c)
d) All the above

41) Nitrogen gas is evolved when HNO2 reacts with
a)
b)
c)
d) All the above

42) The IUPAC name for CH2 = CHCN is
a) Vinyl cyanide
b) Cyanoethene
c) Acrylonitrile
d) 2-Propenenitrile

43) The IUPAC name for C6H5C = N is
a) Benzonitrile
b) Phenyl cyanide
c) Benzenenitrile
d) Cyanobenzene

44) Which of the following formalism is correct for the isocyanide ion?
a)
b)
c)
d) All the above

45) The cyanide ion is a/an
a) Zwritterion
b) Ambident nucleophile
c) Cation
d) Electrophile

46) The reaction of ethyl bromide with alcoholic KCN gives a mixture of ethyl cyanide and ethyl isocyanide because
a) The products are isomeric
b) KCN is an ionic compound
c) The cyanide ion is an ambident nucleophile
d) of the isomerization of cyanides to isocyanides

47) The reaction of alkyl halides with ethanolic KCN predominantly gives
a) Alkyl carbylamines
b) Alkyl cyanides
c) Nitroalkanes
d) Alkyl nitrites

48) The reaction of alkyl halides with ethanolic silver cyanide mainly gives
a) Alkyl cyanides
b) Alkyl isocyanides
c) Anilides
d) Nitro compounds

49) The reaction of methyl bromide with an alcoholic solution of silver cyanide predominantly gives
a) Acetonitrile
b) Methyl isocyanide
c) Methyl isocyanate
d) Methyl isothiocyanate

50) Which of the following reagents can be used to prepare ethyl carbylamine from ethyl iodide?
a) HCN
b) KCN
c) AgCN
d) CuCN

51) Which of the following reactions gives benzonitrile?
a) Heating bromobenzene and alcoholic KCN
b) Heating bromobenzene and alcoholic AgCN
c) Heating bromobenzene and CuCN in presence of pyridine at 475 K
d) None of the above

52) Dehydration of primary amides with P2O5 gives
a) Cyanides
b) Isocyanides
c) Amines
d) Nitro compounds

53) Dehydration of benzaldoxime with acetic anhydride gives
a) Benzonitrile
b) Benzamide
c) Benzaldehyde
d) Benzaniline

54) What is the end product in the following reaction sequence, arising from CH3CHO?

Acetaldehyde
a) Acetaldoxime
b) Acetic acid
c) Acetone
d) Acetonitrile

55) The reaction of a primary amine with chloroform and ethanolic KOH is called
a)
b) Reimer-Tiemann reaction
c) Carbylamine reaction
d) Hofmann bromamide reaction

56) Reduction of alkane nitriles with sodium and alcohol is called
a) Rosenmund reduction
b) Catalytic reduction
c) Wolff-Kishner reduction
d) Mendius reaction

57) What product is obtained when methyl cyanide is reduced with sodium and alcohol?
a) Methanol
b) Ethanoic acid
c) Ethanamine
d) Ethane

58) What is the end product in the following reaction sequence?

Acetamide
a) Ethylamine
b) Methylamine
c) Acetonitrile
d) Ammonium acetate

59) Hydrolysis of methyl cyanide with dilute mineral acids gives
a) Methanal
b) Methanamine
c) Ethanoic acid
d) Methanol

60) Which of the following represents the poisonous gas that caused Bhopal tragedy in 1984?
a)
b)
c)
d)

61) The reaction of benzonitrile with methyl magnesium bromide followed by acid hydrolysis gives
a) Benzophenone
b) Acetophenone
c) Bromobenzene
d) Benzoic acid

62) Stephen reduction converts cyanides to
a) Aldehydes
b) Ketones
c) Amines
d) Acids

63) Which one of the following compounds gives a secondary amine on reduction ?
a) Nitromethane
b) Nitroethane
c) Methyl cyanide
d) Methyl isocyanide

64) ; A and B respectively are
a)
b)
c)
d)

65) lsocyanides when heated with mercuric oxide S or sulphur powder give products of the type
R—N = C = X where X = O or S. These reactions suggest that the carbon atom of the isocyanide group is

a) Electron deficient
b) Electron rich
c) Behaving as a nucleophile
d) None of the above

66) Reaction of methyl isocyanide with mercuric oxide gives
a) Methyl isocyanate
b) Methyl isothiocyanate
c) Methyl cyanide
d) Methanamine

67) Which of the following products is obtained when methyl isocyanide reacts with chlorine?
a)
b)
c)
d)

68) Methyl isocyanate (MIC), the poisonous gas which was responsible for the Bhopal tragedy in 1984, on alkaline hydrolysis gives
a) Methylamine
b) Methylcarbamic acid
c) Ethylamine
d) Methyl cyanide

69) Acid hydrolysis of methyl isocyanide gives
a)
b)
c)
d)

70) The IUPAC name of
a) 4-Nitro-2-methyl-2-pentene
b) 2-Nitro-4-methyl-3-pentene
c) 1-Nitro-1, 3-dimethyl-2-butene
d) 4-Nitro-2, 4-dimethyl-2-butene

71) The correct IUPAC name for
a) 2, 3-Dinitro-4-methylpentane
b) 2, 3-Dinitro-4, 4-dimethylbutane
c) 3, 4-Dinitro-2-methylpentane
d) 2, 3-Dinitro-1, 1-dimethylbutane

72) The well-known explosive TNT stands for
a) 2, 3, 6-Trinitrotoluene
b) 3, 4, 5-Trinitrotoluene
c) 2, 3, 5-Trinitrotoluene
d) 2, 4, 6-Trinitrotoluene

73) Nitration of benzene with a mixture of conc. HNO3 and conc. H2SO4 at 333 K (60°C) gives
a) Nitrosobenzene
b) Nitrobenzene
c) 1,3-Dinitrobenzene
d) 1,3, 5-Trinitrobenzene

74) Nitration of benzene with a mixture of conc. HNO3 and conc. H2SO4 at 363 K (90°C) gives
a) Nitrobenzene
b) m-Dinitrobenzene
c) s-Trinitrobenzene
d) p-Dinitrobenzene

75) The main product formed when an alkyl halide reacts with sodium nitrite is
a) Alkyl nitrite
b) Nitroalkane
c) Alkenyl nitrite
d) Nitroalkene

76) Which of the following nitro compounds does not show tautomerism?
a) Nitromethane
b) 2-Nitropropane
c) Nitroethane
d) Nitrobenzene

77) @ Compound/s which is/are isomeric with 1-nitropropane is/are
a) 2-nitropropane alone
b) n-propyl nitrite alone
c) Isopropyl nitrite alone
d) All the above

78) Reduction of nitrobenzene with LiAIH4 gives
a) Nitrosobenzene
b) Aniline
c) Azobenzene
d) Phenylhydroxylamine

79) For the selective reduction of m-dinitrobenzene to m-nitroaniline, the reducing agent used is
a) Sn/HCI
b)
c)
d) An alkaline solution of glucose

80)
In the above reaction sequence, X and Y are

a) Nitrobenzene, aniline
b) m-Dinitrobenzene, m-phenylenediamine
c) m-Dinitrobenzene, m-nitroaniline
d) p-Dinitrobenzene, p-nitroaniline

81) Reduction of nitrobenzene with Zn dust and aqueous ammonium chloride gives
a) Azoxybenzene
b) Phenylhydroxylamine
c) Hydrazobenzene
d) Azobenzene

82) Baker Mullikens test is used for the detection of the
a) – COOH group
b)
c) – OH group
d)

83) Electrolytic reduction of nitrobenzene in strongly acidic solution gives
a) p-Aminophenol
b) Aniline
c) Phenol
d) Phenylhydroxylamine

84) Which of the following does not reduce Tollens reagent?
a)
b)
c) HCOOH
d)

85) Reduction of nitrobenzene with an alkaline solution of glucose gives
a) Azoxybenzene
b) Azobenzene
c) Hydrazobenzene
d) Phenylhydroxylamine

86) Hydrazobenzene is formed when nitrobenzene is reduced with
a) Zn/HCI
b) Zn/NaOH
c)
d)

87)
In the above reaction sequence, A, B and C are

a) Benzene, nitrobenzene, aniline
b) Benzene, m-dinitrobenzene, m-nitroaniline
c) Toluene, m-nitrotoluene, m-toluidine
d) Benzene, nitrobenzene, hydrazobenzene

88) Aniline cannot be obtained by reduction of nitrobenzene with
a) Fe/HCI
b)
c) Electrolytic reduction under weakly acidic conditions
d) Zn/NaOH

89) Which one of the following when boiled with hydrochloric acid gives hydroxylamine hydrochloride?
a) Any primary nitroalkane
b) Any secondary nitroalkane
c) Any tertiary nitroalkan
d) Any nitroarene

90) Which one of the following when boiled with hydrochloric acid gives propanone?
a) 1-Nitropropane
b) 2-Nitropropane
c) 1, 2-Dinitropropane
d) 1, 3-Dinitropropane

91) Which of the following on reaction with nitrous acid followed by treatment with NaOH produces a blue colouration ?
a)
b)
c)
d)

92) Secondary nitroalkanes on treatment with nitrous acid form
a) Nitrolic acids
b) Carboxylic acids
c) Pseudonitroles
d) Ketones

93) m-Bromonitrobenzene is formed when
a)
b)
c)
d)

94) An aromatic compound X with molecular formula C8H10 produces on nitration one mononitro derivative and three dinitro derivatives. Compound X could be
a) Ethylbenzene
b) m-Xylene
c) o-Xylene
d) p-Xylene

95) Nitroethane on treatment with excess of Cl2 in the presence of NaOH gives
a)
b)
c)
d)

96) Identify the compound X in the following reactions

a)
b)
c)
d)

97) Chloropicrin is formed when
a) Picric acid is treated with excess of chlorine
b)
c)
d)

98) Pick up the correct statement
a) Tertiary nitroalkanes are weakly acidic
b) Chloropicrin is used as an explosive
c) Nitrobenzene does not undergo the Friedel-Crafts reaction
d) Nitroethane and ethyl nitrite are position isomers

99) The functional group of primary amines is
a)
b) NH
c) NH3
d) None of the above

100) The IUPAC name of aniline is
a) Phenylamine
b) Benzenamine
c) Aminobenzene
d) None of the above


Answer

Ans 1) d

Ans Desc 1)

Ans 2) a

Ans Desc 2)

Ans 3) b

Ans Desc 3)

Ans 4) a

Ans Desc 4)

Ans 5) b

Ans Desc 5) C6H5-COOC2H5 does not have a -hydrogen and hence cannot undergo Claisen self condensation.

Ans 6) b

Ans Desc 6)

CH3MgBr + CO2 ® [CH3COOMgBr]

Ans 7) a

Ans Desc 7)

CH3CN + 2 H2O + HCI ® CH3COOH + NH4CI
Acetic acid

Ans 8) b

Ans Desc 8)

Ans 9) c

Ans Desc 9)

All others react with PCI5 to form CH3COCI

Ans 10) d

Ans Desc 10) CH3COOH, CH3COCI, (CH3CO)2O all react with CH3OH to form methyl acetate.

Ans 11) a

Ans Desc 11) HCOOH reduces Tollens reagent to Ag mirror.

HCOOH + 2 [Ag(NH3)2]+ + 2 OH ® 2 Ag + CO2 + 4 NH3 + 2 H2O

Tollens reagent                 Silver mirror

Ans 12) a

Ans Desc 12)

Ans 13) d

Ans Desc 13)

Ans 14) a

Ans Desc 14)

Ans 15) d

Ans Desc 15)

Ans 16) b

Ans Desc 16)

Ans 17) d

Ans Desc 17) Pure acetic acid freezes at 16.6°C to give a glacier like solid and hence pure acetic acid is called glacial acetic acid.

Ans 18) a

Ans Desc 18)

Ans 19) b

Ans Desc 19) Due to H-bonding between carboxylic acids and H2O, the lower carboxylic acids are soluble in H2O.

Ans 20) a

Ans Desc 20) Acetic acid reacts with NaHCO3 to evolve CO2 gas.

Ans 21) d

Ans Desc 21)

Ans 22) c

Ans Desc 22)

Ans 23) d

Ans Desc 23)

Ans 24) a

Ans Desc 24)

Ans 25) d

Ans Desc 25)

Ans 26) a

Ans Desc 26) Picric acid is 2, 4, 6-trinitrophenol and as such it does not contain a —COOH group.

Ans 27) a

Ans Desc 27)

     Biuret

Ans 28) c

Ans Desc 28)

Ans 29) a

Ans Desc 29)

Ans 30) c

Ans Desc 30)

Ans 31) a

Ans Desc 31) During nitration and bromination of salicylic acid, decarboxylation occurs to give picric acid (X) and 2, 4- 6- tribromophenol (Y) respectively ;

2,4,6- Tribromophenol (Y)

Ans 32) a

Ans Desc 32) Since the ketone with M. F. C8H8O shows a +ve iodoform test, therefore, it must be a

methyl ketone, i.e. C6H5COCH3. Since this ketone is obtained by the ozonolysis of an

olefin (B) which is obtained by the addition of excess of CH3MgBr to an ester (A) with

M.F. C6H10O2, therefore, ester (A) is C6H5COOC2H5 and the olefin (B) is C6H5C(CH3) = CH2 as explained below:

Ans 33) a

Ans Desc 33)

Ans 34) b

Ans Desc 34)

This reaction is called Schmidt reaction.

Ans 35) b

Ans Desc 35) Carboxylic acid is converted into 1° amine by treatment with N3H.

Ans 36) d

Ans Desc 36)

Ans 37) a

Ans Desc 37) NH2CONH2 +3 Br2 +8KOH ® N2+K2CO3+6KBr +6H2O

Ans 38) c

Ans Desc 38) Since the aromatic compound with M.F. C7H7NO liberates NH3 on heating

with alkali, the compound (X) must be an amide, i.e., benzamide

(C6H5CONH2) Benzamide on treatment with Br2/KOH, will undergo the

Hofmann-bromamide reaction to give aniline

Ans 39) b

Ans Desc 39)

Ans 40) d

Ans Desc 40)

Ans 41) d

Ans Desc 41) All the four compounds react with HNO2 but only in the case of C6H5COCH3, N2 gas is not evolved as shown below:

(a)C6H5COCH3+HN02® C6H5COCH=NOH+H2O

(b) C8H5CONH2+HNO2® C6H5COOH+N2+H2O

(c) CH3CH2NH2 + HN02® CH3CH2OH+N2 +H2O

(d) NH2CONH2 + 2 HNO2 ® 2 N2 + CO2 + 2 H2O

Ans 42) d

Ans Desc 42)

Ans 43) c

Ans Desc 43)

Ans 44) d

Ans Desc 44)

Ans 45) b

Ans Desc 45) is an ambident nucleophile since it can attack either through C or N.

Ans 46) c

Ans Desc 46) ion being an ambident ion can attack either through C or N giving a mixture of alkyl cyanides and isocyanides in which alkyl cyanide predominates

Ans 47) b

Ans Desc 47) ion being an ambident ion can attack either through C or N giving a mixture of alkyl cyanides and isocyanides in which alkyl cyanide predominates

Ans 48) b

Ans Desc 48) AgCN being covalent, attacks through lone pairs of electrons on N giving alkyl isocyanides as the predominant product

Ans 49) b

Ans Desc 49)

Ans 50) c

Ans Desc 50)

Ans 51) c

Ans Desc 51)

Ans 52) a

Ans Desc 52)

Ans 53) a

Ans Desc 53)

Ans 54) d

Ans Desc 54)

Ans 55) c

Ans Desc 55)

Ans 56) d

Ans Desc 56)

Ans 57) c

Ans Desc 57)

Ans 58) a

Ans Desc 58)

Ans 59) c

Ans Desc 59)

Ans 60) a

Ans Desc 60)

Ans 61) b

Ans Desc 61)

Ans 62) a

Ans Desc 62)

Ans 63) d

Ans Desc 63)

Ans 64) b

Ans Desc 64)

Ans 65) a

Ans Desc 65)

Ans 66) a

Ans Desc 66)

Ans 67) a

Ans Desc 67)

Ans 68) a

Ans Desc 68)

Ans 69) c

Ans Desc 69)

Ans 70) a

Ans Desc 70) Alkene is the functional group while nitro is considered to be a substituent. Therefore, the name is 4-nitro-2-methyl-2-pentene.

Ans 71) a

Ans Desc 71)

Ans 72) d

Ans Desc 72)

Ans 73) b

Ans Desc 73) At 333 K (60°C) nitrobenzene while at 363 K (90°C) m-dinitrobenzene is obtained.

Ans 74) b

Ans Desc 74) At 333 K (60°C) nitrobenzene while at 363 K (90°C) m-dinitrobenzene is obtained.

Ans 75) a

Ans Desc 75) Sodium nitrite (Na+ ONO) being ionic reacts readily only through O giving alkyl nitrite as the main product.
Rl + Na+ ONO RONO + Nal

Ans 76) d

Ans Desc 76) Nitrobenzene does not contain any -H atom i.e., H-atom of the carbon atom next to the NO2 group and hence does not show tautomerism.

Ans 77) d

Ans Desc 77) are all isomers of CH3CH2 CH2 NO2.

Ans 78) c

Ans Desc 78)

Ans 79) c

Ans Desc 79)

Ans 80) c

Ans Desc 80)

Ans 81) b

Ans Desc 81)

Ans 82) b

Ans Desc 82)

Ans 83) a

Ans Desc 83)

Ans 84) d

Ans Desc 84) Like CH3CHO and HCOOH, C6H5NHOH also reduces Tollens reagent

Ans 85) a

Ans Desc 85)

Ans 86) b

Ans Desc 86)

Ans 87) d

Ans Desc 87)

Ans 88) d

Ans Desc 88) Fe/HCI, SnCI2/HCI and electrolytic reduction of nitrobenzene under weakly acidic conditions gives aniline.

Ans 89) a

Ans Desc 89)

Ans 90) b

Ans Desc 90)

Ans 91) d

Ans Desc 91) 2° Nitroalkanes react with HNO2 to pseudonitrole which on treatment with NaOH produces a blue colouration.

Ans 92) c

Ans Desc 92)

Ans 93) c

Ans Desc 93) NO2 group is m-directing, i.e.,

Ans 94) d

Ans Desc 94) In p-xylene, the four nuclear H-atoms are equivalent and hence only one mononitro derivative is formed. But it gives three dinitro derivatives (2, 3; 2, 6 and 2, 5) as shown below:

Ans 95) d

Ans Desc 95) a -H atoms in nitroalkanes being acidic are successively replaced by Cl in presence of NaOH.

Ans 96) c

Ans Desc 96)

Ans 97) c

Ans Desc 97)

Ans 98) c

Ans Desc 98)

Ans 99) a

Ans Desc 99)

Ans 100) b

Ans Desc 100)

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