ORGANIC COMPOUNDS CONTAINING NITROGEN MCQs- 1

1) Amongst the following, the compound which is most difficult to sulphonate is
a) Benzene
b) Nitrobenzene
c) Toluene
d) Chlorobenzene.

2) Benzaldehyde reacts with ammonia to give
a) Benzaldehyde ammonia
b) Urotropine
c) Hydrobenzamide
d) Ammonium benzamide

3) Anisole with HNO3 and conc. H2SO4 gives
a) Phenol
b) Nitrobenzene
c) o- and p-Nitroanisoles
d) o-Nitroanisole

4) Which of the following reactions will not result in the formation of anisole ?
a) Phenol + dimethyl sulphate in presence of a base
b) Sodium phenoxide is treated with methyl iodide
c) Reaction of diazomethane with phenol
d) Reaction of methylmagnesium iodide with phenol

5) Which compound is known as oil of wintergreen ?
a) Phenyl benzoate
b) Phenyl salicylate
c) Phenyl acetate
d) Methyl salicylate

6) The most unlikely representation of the resonance structures of the p-nitrophenoxide ion is
a)
b)
c)
d)

7) What is the IUPAC name of the compound having the structural formula?


a)
b) 2-Methylbutanamide
c) 3-Methylbutane-4-amide
d) 2-Ethyl-2-methylethanamide

8) An alkyl cyanide forms an amide when it is treated with
a)
b)
c)
d)

9) Which one of the following is not the method of preparation of an amide?
a)
b)
c)
d)

10) A useful derivative to identify carboxylic acids is
a) 2, 4-Dinitrophenylhydrazone
b) Osazone
c) Amide
d) Oxime

11) Acetamide can be hydrolyzed by heating with
a) Aqueous acid only
b) Aqueous alkali only
c) Either aqueous acid or aqueous alkali
d) None of the above

12) CH3CH2CH2CONH2 is boiled with aqueous NaOH, then the reaction mixture is acidified with HCI. The organic product is
a)
b)
c)
d)

13) When ethanamide is boiled with aqueous NaOH, the gas evolved is
a)
b)
c)
d)

14) Acetamide and ethyl acetate can be distinguished by reacting with
a) Aqueous HCI and heat
b) Aqueous NaOH and heat
c)
d) Bromine water

15) The decreasing order of reactivity of

(i) (ii)

(iii) and (iv)

towards nucleophilic acyl substitution is
a)
b)
c)
d)

16) Amongst the following compounds, the one which is most readily hydrolysed by water is
a)
b)
c)
d)

17) The order of increasing boiling points of

(i) CH3COCI (ii) (CH3CO)2O

(iii) CH3CONH2 and (iv) CH3COOH is
a)
b)
c)
d)

18) Propionic acid on treatment with sulphuryl chloride in presence of iodine as catalyst gives
a) Propanoyl chloride
b) 3-Chloropropionic acid
c) 2-Chloropropanoyl chloride
d) n-Propyl chloride

19) Identify Z in the following reaction sequence:


a) Acrolein
b)
c)
d)

20) Chloroacetyl chloride reacts with one mole of benzene in presence of anhydrous AICI3 to give predominantly
a) Phenacyl chloride
b) Phenyl acetyl chloride
c) Acetophenone
d) Desoxybenzoin

21) When lactic acid is subjected to reduction with HI, it gives
a) Propionic acid
b)
c)
d) Propane

22) When lactic acid is subjected to oxidation with Fentons reagent, the main product formed is
a) Acetic acid
b) Oxalic acid
c) Pyruvic acid
d) Citric acid

23) Glycollic acid is subjected to reduction with HI. The product formed is
a) Acetic acid
b) Formic acid
c) lodoacetic acid
d) None of the above

24) 

This reaction sequence is called
a) Hunsdiecker reaction
b) Strecker synthesis
c) Tischenko reaction
d) Claisen condensation

25) Glycine reacts with nitrous acid to give
a) Acetic acid
b) Glycollic acid
c) Pyruvic acid
d) Lactic acid

26) -Hydroxybutyric acid on heating gives
a) Crotonic acid
b) Lactic acid
c)
d) None of the above

27) -Bromobutyric acid on boiling with alkali finally gives
a)
b) Crotonic acid
c)
d) Glycollide

28) The product formed by heating sucrose with conc. HNO3 is
a) Citric acid
b) Lactic acid
c) Sucrose nitrate
d) Oxalic acid

29) Electrolytic reduction of oxalic acid gives as one of the products
a) Succinic acid
b) Glycollic acid
c) Malonic acid
d) Glutaric acid

30) Which of the following compound is formed when – chloroacetic acid is heated with silver powder?
a) Acetic acid
b) Malonic acid
c) Succinic acid
d) Maleic acid

31) Which of the following on heating does not form an anhydride?
a) Oxalic acid
b) Succinic acid
c) Glutaric acid
d) Maleic acid

32) Calcium adipate when heated at 573 K gives
a) Adipic anhydride
b) Cyclopentanone
c) Pentanoic acid
d) Pentanone

33) Which of the following statements about maleic and fumaric acids is not correct?
a)
b)
c) Maleic acid on heating forms an anhydride
d) Fumaric acid on heating gives maleic acid

34) Which of the following acids can produce three series of salts?
a) Oxalic acid
b) Tartaric acid
c) Citric acid
d) Maleic acid

35) Which of the following product is formed when citric acid is treated with fuming H2SO4?
a) Acetone
b) Dihydroxyacetone
c) Citraconic anhydride
d) None of these

36) Maleic acid reacts with dil. H2SO4 to give
a) Malic acid
b) Fumaric acid
c) Malonic acid
d)

37) The formula C4H4O4 can represent
a) A cyclic ester of dibasic acid only
b) A cis-dibasic acid only
c) A trans-dibasic acid only
d) Any one of the above

38) Which of the following on treatment with reagent will give meso-tartaric acid?
a) Fumaric acid
b) Maleic acid
c) Both
d) Neither of the two

39) Treatment of tartaric acid with Fentons reagent gives mainly
a) Pyruvic acid
b) Maleic acid
c) Tartaric acid anhydride
d) Dihydroxymaleic acid

40) Which of the following is least acidic?
a)
b)
c)
d)

41) The weakest acid among the following is
a) Acetic acid
b) Phenol
c) Water
d) Acetylene

42) Which of the following is the correct decreasing order of acidic strength of

(i) methanoic acid

(ii) ethanoic acid

(iii) propanoic acid

(iv) butanoic acid
a) (i) > (ii) > (iii) > (iv)
b) (iv) > (iii) > (ii) > (i)
c) (i) > (iv) > (iii) > (ii)
d) (iv) > (i) > (ii) > (iii)

43) Among the following the strongest acid is
a)
b)
c)
d)

44) Ethyl alcohol reacts with acetyl chloride to form
a) Ethyl chloride
b) Acetic acid
c) Methyl acetate
d) Ethyl acetate

45) The pKa of acetylsalicylic acid (aspirin) is 3.5. The pH of gastric juice in human stomach is about 2—3 and the pH in the small intestine is about 8. Aspirin will be
a) Un-ionized in the small intestine and in the stomach
b) Completely ionized in the stomach and almost un-ionized in the small intestine
c) Ionised in the stomach and almost un-ionized in the small intestine
d) Ionised in the small intestine and almost un-ionized in the stomach

46) An organic acid having the molecular formula C2H4O2 is
a) Formic acid
b) Acetic acid
c) Oxalic acid
d) Propionic acid

47) The IUPAC name for


a) 3-Methylpentanoyl chloride
b) 3-Methylbutanoyl chloride
c) 1-Chloro-3-ethylbutanone
d) 1-Chloro-3-methylpentanone

48) Indicate the correct structure amongst the following for the product expected when acetic acid is treated with thionyl chloride.
a)
b)
c)
d)

49) The compound formed when malonic ester is heated with urea is
a) Cinnamic acid
b) Butyric acid
c) Barbituric acid
d) Crotonic acid

50) Indicate which of the nitrogen compounds amongst the following would undergo Hofmanns reaction, i.e., reaction with Br2 and strong KOH to furnish the primary amine (R-NH2)?
a)
b)
c)
d)

51) Chlorination of toluene in the presence of light and heat followed by treatment with aqueous NaOH gives
a) o-Cresol
b) p-Cresol
c) 2, 4-Dihydroxytoluene
d) Benzoic acid

52) Which of the following compounds can be optically active?
a)
b)
c)
d)

53) From the following values of dissociation constants of four acids, which value represents the strongest acid?
a)
b)
c)
d)

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

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

56) Acrylic acid reacts with HBr to give
a)
b)
c)
d)

57) Mesotartaric acid is optically inactive because of
a) The presence of a plane of symmetry
b) The absence of a plane of symmetry
c) The presence of an axis of symmetry
d) The absence of an axis of symmetry

58) In which of the following, the number of carbon atoms does not remain the same when carboxylic acid is obtained by oxidation ?
a)
b)
c)
d)

59) Find the strongest acid from amongst the following.
a)
b)
c)
d)

60) On bromination, propionic acid gives two isomeric 2- bromopropionic acids. This pair will be an example of
a) Optical isomers
b) Cis-trans isomers
c) Chain isomers
d) Position isomers

61) Which of the following cannot reduce Fehling solution?
a) Formic acid
b) Acetic acid
c) Formaldehyde
d) Acetaldehyde

62) Benzoic acid gives benzene on being heated with X and phenol gives benzene on being heated with Y. Therefore X and Y are respectively
a) Soda-lime and copper
b) Zn dust and NaOH
c) Zn dust and soda-lime
d) Soda-lime and zinc dust

63) Sodium formate on heating yields
a)
b)
c)
d) Sodium oxalate alone

64) Among acetic acid, phenol and n-hexanol,which of the following compounds will react with NaHCO3 solution to give sodium salt and carbon dioxide?
a) Acetic acid
b) n-Hexanol
c) Acetic acid and phenol
d) Phenol

65) What is the main reason for the fact that carboxylic acids can undergo ionization?
a) Absence of alpha-hydrogen
b) Resonance stabilization of the carboxylate ion
c) High reactivity of alpha-hydrogen
d) Hydrogen bonding

66) The major product of nitration of benzoic acid is
a) 3-Nitrobenzoic acid
b) 4-Nitrobenzoic acid
c) 2-Nitrobenzoic acid
d) 2, 4-Dinitrobenzoic acid

67) Formic acid is obtained when
a)
b) Calcium formate is heated with calcium acetate
c) Glycerol is heated with oxalic acid at 373 K
d)

68) The preparation of ethyl acetoacetate involves
a) Wittig reaction
b)
c) Reformatsky reaction
d) Claisen condensation

69) Schotten-Baumann reaction is a reaction of phenols with
a) Benzoyl chloride and sodium hydroxide
b) Acetyl chloride and sodium hydroxide
c)
d)

70) An ester is boiled with KOH. The product is cooled and acidified with concentrated HCI. A white crystalline acid separates. The ester is
a) Methyl acetate
b) Ethyl acetate
c) Ethyl formate
d) Ethyl benzoate

71) The IUPAC name of (CH3)2CH-COOH is
a) 2-Propanoic acid
b) Isobutyric acid
c) 2-Methylpropanoic acid
d) 2-Methylbutanoic acid

72) 59 g of an amide obtained from a carboxylic acid, RCOOH, upon heating with alkali liberated 17g of NH3. The acid is
a) Formic acid
b) Acetic acid
c) Propionic acid
d) Benzoic acid

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

74) Reaction of ethyl formate with excess of CH3Mgl followed by hydrolysis gives
a) n-Propyl alcohol
b) Ethanal
c) Propanal
d) Isopropyl alcohol.

75) Formic acid and acetic acid may be distinguished by their reaction with
a) Sodium
b) Mercuric chloride
c) 2, 4-Dinitrophenylhydrazine
d) Sodium ethoxide

76) The acid amide is converted into acid with evolution of nitrogen gas by
a) HCI
b) NaOH
c)
d)

77) Which one of the following esters is obtained by the esterification of propan-2-ol with ethanoic acid?
a)
b)
c)
d)

78) The correct order of decreasing acid strength of trichloraoetic acid (A), trifluoroacetic acid (B), acetic acid (C) and formic acid (d) is
a) A > B > C > D
b) A > C > B > D
c) B > A > D > C
d) B > D > C > A

79) Identify X in the following sequence of reactions:


a)
b)
c)
d)

80) Identify Z in the following reaction sequence


a)
b)
c)
d)

81) Identify Z in the sequence


a)
b)
c)
d)

82) Alkaline hydrolysis of urea with dilute sodium hydroxide gives
a) Biuret and ammonia
b) Ammonia and sodium carbonate
c) Nitrogen and sodium carbonate
d) Ammonia and cyanuric acid

83) What is Z in the following sequence of reactions?


a) Benzene
b) Toluene
c) Benzaldehyde
d) Benzoic acid

84) Which of the following has the maximum acidic strength?
a) o-Nitrobenzoic acid
b) m-Nitrobenzoic acid
c) p-Nitrobenzoic acid
d) p-Nitrophenol

85) An aqueous solution of urea
a) is neutral
b) is acidic
c) is basic
d) can act as an acid and a base

86) Which of the following on oxidation followed by hydrolysis gives pyruvic acid?
a) Acetaldehyde cyanohydrin
b) Acetone cyanohydrin
c) Formaldehyde cyanohydrin
d) None of these

87) Which of the following carboxylic acids undergoes decarboxylation easily?
a)
b)
c)
d)

88) On strong heating, ammonium acetate gives
a) Acetamide
b) Methyl cyanide
c) Urea
d) Formamide

89)
a)
b)
c)
d) All of the above

90) The molecular weight of benzoic acid in benzene as determined by the depression in freezing point method corresponds to:
a) lonization of benzoic acid
b) Dimerization of benzoic acid
c) Trimerization of benzoic acid
d) Solution of benzoic acid

91) The following reaction is called


a) Perkin reaction
b) Tischenko reaction
c) Claisen condensation
d) Schotten-Bumann reaction

92) The refluxing of (CH3)2NCOCH3 with acid gives
a)
b)
c)
d)

93) The end product (B) in the following sequence of reactions

is
a)
b) HCOOH
c)
d)

94) A compound of molecular weight 180 is acetylated to give a compound of molecular weight 390. The number of amino groups in the compound is
a) 2
b) 4
c) 5
d) 6

95) Which of the following reaction is expected to readily give a hydrocarbon product in good yield?
a)
b)
c)
d)

96) R – CH2 – CH2OH can be converted into RCH2CH2COOH. The correct sequence of reagents is
a)
b)
c)
d)

97) The reduction of benzoyl chloride with Pd and BaS04 produces
a) Benzyl chloride
b) Benzaldehyde
c) Benzoic acid
d) None of above

98) Among the given compounds, the most susceptible to nucleophilic attack at the carbonyl group is
a) MeCOCI
b) MeCHO
c) MeCOOMe
d) MeCOOCOMe

99) Hydrolysis of benzonitrile by dilute HCI yields
a) Aniline
b) Benzoic acid
c) Benzamide
d) Benzaldehyde

100) Rancidity of butter is due to the formation of
a) Butanoic acid
b) Butene-1
c) Lactic acid
d) Lactose


Answer

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