SKC SIR ORGANIC CHEMISTRY

EXERCISE-1 (CONCEPTUAL QUESTIONS)

1. An unsaturated compound has :
(1) Carbon–carbon double bond (2) Carbon–carbon triple bond
(3) Carbon–carbon double or triple bond (4) Carbon–oxygen double bond

2. No. of hetero atoms present in the following heterocyclic compound is :

(1) 3 (2) 2 (3) 1 (4) zero

3. Alicyclic compound is
(1) Aromatic compound (2) Aliphatic compound
(3) Hetero cyclic compound (4) Cyclic compound but not aromatic

4. The total number of secondary H–atoms in the structure given below are :

CH3 – CH – CH2 – CH3

|
CH3

(1) 1 (2) 4 (3) 3 (4) 2

5. ; and

Number of secondary carbon atoms present in the above compounds respectively are :
(1) 6, 4, 5 (2) 4, 5, 6 (3) 5, 4, 6 (4) 6, 2, 1
6. Which of the following have only 2° H-atom :

(a) (b) (c) (d)

Correct code is :
(1) a and b (2) a, b and d (3) a, c and d (4) a, b, c and d

7. (A) and (B)

True statement for the above compounds is :

(1) (A) is phenol while (B) is alcohol (2) Both (A) and (B) are primary alcohol
(3) (A) is primary and (B) is secondary aclohol (4) (A) is secondary and (B) is primary alcohol

8. The simplest tertiary amine has :-

(1) 2 carbons (2) 3 carbons (3) 4 carbons (4) 5 carbons

9. Which of the following is the triad of a homologous series :

(1) (CH3)2NH, CH3NHCH2CH3, H5C2NHC2H5 (2) C2H5OH,(CH3)2CHOH, (CH3)3COH
(3) CH2=CH2, CH3–CH=CH2, C2H5–CH=CH2 (4) All the above

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10. The higher homologue of dimethylamine (CH3—NH—CH3) has the structure :-
(1) (2) CH3—CH2—CH2—NH2

(3) CH3—NH—CH2—CH3 (4)

11. What is not true about homologous series :

(1) All the members have similar chemical properties
(2) They have identical physical properties
(3) They can be represented by a general formula
(4) Adjacent members differ in molecular mass by 14

12. The second member of the homologous series of ethyl ketone has the structure :

(1) (2)

(3) (4)

13. The number of olefinic bonds in the given compound is/are :-

(1) 2 (2) 3 (3) 1 (4) 4

14. Number of bond angles of 109º28’ and 120º in the structure CH2=CH –CH3 respectively are :
(1) 6, 6 (2) 6, 7 (3) 8, 6 (4) 6, 3

15. The number of acetylinilic bonds in the given compound is/are :

(1) 2 (2) 3 (3) 1 (4) 4

16. The structure of allyl vinyl ether is :

(1) CH2=CH–CH2–O–CH2–CH=CH2 (2) CH2=CH–O–CH2–CH=CH2
(3) CH2=CH–O–CH=CH2 (4) CH3–CH=CH–O–CH=CH2

17. Ethyl methyl vinyl amine has the structure :

(1) CH3 CH2 – N– CH2CH = CH2 (2) CH3 CH2 – N– CH = CH2

| |
CH3 CH3

(3) CH2 = CH – N–
|
CH = CH2 (4) CH3 – N– CH = CH2
|
CH3 CH3

18. The number of C-atoms in second member of an ester is/are :

(1) 2 (2) 3 (3) 4 (4) 5

19. The geometry of the compound is :-

CH2 CH—CH CH2
(1) Tetrahedral (2) Linear (3) Planar (4) Pyramidal

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20. The hybrid state of C–atoms which are attached to single bond with each other in the following structure
are :
CH2=CH – CCH
2
(1) sp , sp (2) sp3, sp (3) sp2, sp2 (4) sp2, sp3

21. In compound HC C—CH2—CH CH—CH3, the C2—C3 bond is the type of :-

2
(1) sp – sp (2) sp – sp3
3
(3) sp – sp3 (4) sp2 – sp2

22. Which of the following are tertiary radicals :–

(a) (b) (c) (d)

(1) a and b (2) b and c (3) a and c (4) b and d

23. Number of hetero atoms in the compound is:

(1) 1 (2) 2 (3) zero (4) 3

24. The IUPAC name of this compound is :

(1) 2–Fluoro–4–chloro–2,4–diethyl pentane (2) 3–Fluoro–5–chloro–3–methyl–5–ethyl hexane

(3) 3–Chloro–5–fluoro-3,5–dimethyl heptane (4) 3,5-Dimethyl–5–fluoro–3–chloro heptane

25. The IUPAC name for isobutyl chloride is :

(1) 2–Methyl-2–chloro butane (2) 2–Chloro–2–methyl butane
(3) 1–Chloro–2–methyl propane (4) 2–Methyl–3–chloro propane

26. The IUPAC name of is :

(1) 2–Bromo–4–isopropylpentane (2) 2,3–Dimethyl–5–bromohexane

(3) 2–Bromo–4,5–dimethylhexane (4) 5–Bromo–2, 3–dimethylhexane

27. A primary amine has amino group (–NH2) attached to :

(1) A primary carbon atom only (2) A secondary carbon atom only
(3) A tertiary carbon atom only (4) A primary, secondary or tertiary carbon atom

28. The IUPAC name of the compound Br(Cl)CH·CF3 is :

(1) Haloethane (2) 1,1,1–Trifluoro–2–bormo–2–chloroethane
(3) 2–Bromo–2–chloro–1,1,1–trifluoroethane (4) 1–Bromo–1–chloro–2,2,2–trifloro ethane

29. The IUPAC name of is :

(1) 4–Ethyl–3–methyl hexane (2) 3–Ethyl–4–methyl hexane

(3) 3–Methyl–4–ethyl hexane (4) All of these

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30. The IUPAC name of given compound is :

(1) 3–Carboxy–2–pentene (2) 2–Ethylidene butanoic acid

(3) 2–Ethyl–2–butenoic acid (4) 3–Ethyl–2–buten–4–oic acid
31. IUPAC name of compound is :

CH3  CH  CH2  CH  CH3

| |
CH2CH3 OH

(1) 4–Methyl–3–hexanol (2) Heptanol

(3) 4–Methyl–2–hexanol (4) 4–Ethylpentan–2–ol

32. The IUPAC name for the given structure is :-

(1) 3–Isopropyl–4–methylhexane (2) 4–Isopropyl–3–methylhexane

(3) 3–Ethyl–2,5–dimethylhexane (4) 2–Ethyl–3–isopropylpentane

33. The correct IUPAC name of :

CH3 – CH2 – CH – CH2COCl

|
CH3

(1) 3–Methyl pentanoyl chloride (2) 3–Methyl butanoyl chloride

(3) 1–Chloro–3–ethyl butanone (4) 1–Chloro–3–methyl pentanone

34. The IUPAC name for and

are :

(1) 1–Amino–1–oxo ethane,1–chloro ethanal (2) 1–Amino ethanal, acetoyl chloride

(3) 1–Oxoethanamine, ethanoyl chloride (4) Ethanamide, Ethanoyl chloride

35. The correct name of 3,3–dimethyl propanamide is :

(1) 2–Methyl butanamide (2) 3–Methyl butanamide
(3) Iso–propyl ethanamide (4) iso propyl acetamide

36. The IUPAC name of is :

(1) But–2–ene–2,3–diol (2) Pent–2–ene–2,3–diol

(3) 2–methylbut–2–ene–2,3–diol (4) Pent–3, 4–diol

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37. The number of carbon atoms in the principle chain of the given compound are :-

(1) 7 (2) 5 (3) 4 (4) 6

38. The IUPAC name of

BrCH2 – CH – CO – CH2 – CH2CH3 is :

|
CONH2

(1) 2–(Bromo methyl)–3–oxo hexanamide (2) 1–Bromo–2–amido–3–oxo hexane

(3) 1–Bromo–2–amido–n–propyl ketone (4) 3–Bromo–2–butanoyl propanamide

39. The IUPAC name of

CH 3 – CH2 – CH – COOC2H5
|
CH3
(1) 2–Methyl–ethyl propanoate (2) Ethyl 3–ethyl acetate
(3) Ethyl 2–methyl butanoate (4) 2–Methyl butanoic acid ethylester

40. The IUPAC name of given compound is :

(1) Methyl tertiarybutyl acetylene (2) t–Butyl propyne

(3) 4,4–Dimethyl–2–pentyne (4) 1,3,3,3–Tetramethyl ethyne

41. The IUPAC name of NC–CH2–CH2–OH is :

(1) 1–Hydroxy ethanenitrile (2) 3–Hydroxy propanenitrile
(3) 2–Hydroxy ethyl cyanide (4) 1–Hydroxy–2–cyanoethane

42. The IUPAC name of the given structure is :

(1) 3–Methyl–3–isopropyl hexane (2) 3–Isopropyl–3–methyl hexane

(3) 3–Ethyl–2,3–dimethyl hexane (4) 2,3–Dimethyl–3–ethyl hexane

43. The suffix of the principal group, the prefixes for the other groups and the name of the parent chain in the
structure are given by the set :

HO – CH2 – CH – CH = C– CH2 – C– C- OH
| | || ||
CH3 Cl O O

(1) –Oic acid, chloro, hydroxy, oxo, methyl, 4–heptene

(2) –Oic acid, chloro, hydroxy, methyl, oxo 4–heptene
(3) –One, carboxy, chloro, methyl, hydroxy, 4–heptene
(4) –One, carboxy, chloro, methyl, hydroxy, 4–heptene

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44. The IUPAC name of compound is :

(1) Tricarboxy methane (2) Propane trioic acid

(3) Tributanoic acid (4) Methanetricarboxylicacid

45. The IUPAC name of the compound is :-

(1) 4–Amino-2–methoxy–1–amino–2–butene (2) 4–Amino–3–methoxy–2–butenamide

(3) 2–Methoxy–1,4–diamino–2–butenal (4) 1–Amino–2–methoxy–3–amino propene
46. The IUPAC name of the compound having structure C2H5 – C — CH – CH3
|| |
CH2 CH3

(1) 3–Methyl–2–ethyl but–1–ene (2) 2–Ethyl–3–methyl but–1–ene

(3) 2–Isopropyl but–1–ene (4) Ethyl isopropyl ethene

47. The correct IUPAC name of 2–chloro–3–butanol is :-

(1) 3–Chloro–2–hydroxy butane (2) 3–Chloro–2–butanol
(3) 3–Hydroxy–2–chloro butane (4) 2–Chloro–3–hydroxy butane

48. The IUPAC name of following compound is :

CH3 – CH = C – C  C – CH3
|
CH3

(1) 3–Methylhex–4–en–2–yne (2) 3–Methylhex–2–en–4–yne

(3) 4–Methylhex–4–en–4–yne (4) All are correct

49. The IUPAC name of the compound is :

(1) 3–(1–butynyl)–2,4–pentadienal (2) 5–Ethynyl–3–vinyl-2–pentenal

(3) 3–Vinyl–2–hepten–6–ynal (4) 5–Acetyl–3–ethenyl–2–pentenal

50. The IUPAC name of is :

(1) 2–Ethyl–3–methyl–1–penten–4–yne (2) 2–Ethyl–3–methyl–4–pentyne–1–ene

(3) 4–Ethyl–3–methyl–1–pentyn–4–ene (4) 4–Ethyl–3–methyl–4–penten–1–yne

51. The IUPAC name of the compound is:

(1) 1–Chloro–2–bromocylohexane (2) 1, 2–Bromochlorocyclohexane

(3) 4–Bromo–3–chlorocyclohexane (4) 1–Bromo–2–chlorocyclohexane
52. The IUPAC name of is

(1) 3–Methyl–2–penten–4–yne (2) 3–Methyl–3–penten–1–yne

(3) 3–Methyl–4–pentyn–1–ene (4) 3–Methyl pentenyne

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53. The IUPAC name of the given compound is :

(1) Octylcyclopentane (2) 3-Cyclopentyloctane

(3) Cyclopentaneoctane (4) 6-Cyclopentyloctane

54. The IUPAC name of the structure is :-

(1) 3–Isopropyl–5,5–dimethyl heptane (2) 5–Ethyl–3,3,6–trimethyl heptane

(3) 3,3–Dimethyl–5–isopropyl heptane (4) 3–Ethyl–2,5,5–trimethyl heptane

55. In which of the following compounds, the carbon chain has been correctly numbered :

(1) (2)

5 4 3 2 1
(3) CH2 CH CH C CH (4)
CH2 CH2 CH3

56. The IUPAC name of the structure is :-

(1) 2,4,5–Triethyl–3–nonene (2) 5,6–Diethyl–2–methyl–4–decene

(3) 2,4,5–Triethyl–3–octene (4) 3–Ethyl–5–methyl–3–heptene

57. The IUPAC name of is

(1) 2-Methoxy-4- nitro benzaldehyde (2) 4-Nitro -2-methoxy benzaldehyde

(3) 3-Methoxy-4-formyl nitro benzene (4) 2-formyl-4-nitro anisole

58. has the IUPAC name :-

(1) 3,4–Dimethyl–1–penten–3–ol (2) Isopropyl–3–methyl vinyl carbinol

(3) 2,3–Dimethyl–4–penten–3–ol (4) 1-Vinyl-1,2-dimethyl propanol

59. The IUPAC name of the compound is

O CN
CH3 C CH2 C CH3
CH3

(1) 4-Cyano-4-methyl-2-oxo pentane (2) 2-Cyano-2-methyl-4-oxo pentane

(3) 2, 2-Dimethyl -4- oxo pentanenitrile (4) 4-Cyano -4-methyl -2- pentanone

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60. The IUPAC name of is :-

(1) 1–Methyl–5–ethyl cyclohex–2–ene (2) 5–Ethyl–3–methyl cyclohex–1–ene

(3) 4–Ethyl–6–methyl cyclohex–1–ene (4) 1–Ethyl–5–methyl cyclohex–3–ene

61. The IUPAC name of given compound is

(1) 3-Methylcyclopentanol (2) 4-Methylcyclopentanol

(3) 1-Hydroxy-3-Methylcyclopentane (4) None of these

62. The IUPAC name of given compound is :

(1) 2-Ethoxy-4-methoxy pentan-3-one (2) 1-Ethoxy-3-methoxy-1-methyl butan-2-one

(3) 1-Ethoxy-3-methoxy-1, 3- dimethyl propanone (4) none of these

63. Which of the following compound has sp-hybridised carbon atom :-

(1) CH3COOH (2) CH3COCH3 (3) CH3CH2CN (4) CH2=CH–CH=CH2

64. The IUPAC name of the compound is

(1) 4-Butyl-2, 5-hexadien-1-al (2) 5-Vinyloct-3-en-1-al

(3) 5-Vinyloct-5-en-8-al (4) 3-Butyl-1, 4-hexadien-6-al

65. Which of the following pairs of trivial names and IUPAC names are incorrectly matched :-
(1) Isohexane 2–Methyl hexane (2) Isooctane 2,2,4–Trimethyl pentane
(3) Isobutyraldehyde 2–Methyl propanal (4) Isobutylene 2–Methyl propene

66. The IUPAC name of C6H5CH = CH – COOH is

(1) Cinnamic acid (2) 1-Phenyl-2-carboxy ethene
(3) 3-Phenyl prop-2-enoic acid (4) Dihydroxy-3-phenyl propionic acid

67. W hich of the following represents the given mode of hybridization sp 2-sp 2-sp-sp from left to
right :-
(1) H2C=CH–CCH (2) HCC–CCH
(3) H2C=CH–CH=CH2 (4) H2C=C=C=CH2

68. The IUPAC name of the given compound is

(1) 2-Ethoxy carbonyl ethanoic acid (2) 2-Ethanoyloxy ethanoic acid

(3) 2-Ethanoyl oxyacetic acid (4) 2-Methoxy carbonyl ethanoic acid

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69. The IUPAC name for the compound is :-

(1) 2-Acetyl prop-1-ene (2) Pent-1-en-4-one

(3) Pent-4-en-2-one (4) Formyl propene

70. How many different functional groups are present in given compound ?

(1) 3 (2) 4 (3) 1 (4) 5

71. Examine the following structures :–

(A) ; (B)

Which of the following statement is correct :-

(1) A is tertiary alcohol while B is tertiary amine (2) A is primary alcohol while B is primary amine
(3) A is tertiary alcohol while B is primary amine
(4) A is primary alcohol while B is tertiary amine

72.

How many functional groups are present in above compound

(1) 2 (2) 3 (3) 4 (4) 5

73. The Cl – C – Cl bond angle in 1,1,2,2 – tetrachloro ethene and tetrachloro methane respectively are:-
(1) 120° and 109.28’ (2) 90° and 109.28’ (3) 109.28’ and 90° (4) 109.28’ and 120°

74. Functional groups present in compound

are :
(1) Alcohol, aldehyde & carboxylic acid (2) Alcohol, amine & aldehyde
(3) Amine, alcohol & carboxylic acid (4) Amine, amide & aldehyde

75. Which of the following pair of compounds are homologues :-

(1) 1–Propanol & 2–Propanol (2) Phenol & Benzyl alcohol
(3) Acetone & Acetaldehyde (4) Acetic acid & Butyric acid

OH
O

76. N SO3H
O
NH CH3
NH2

Which functional group is present in above compound ?

(1) Carboxylic acid (2) Aldehyde (3) Thiol (4) Alcohol
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77.

Number of functional groups in the above compound is

(1) 7 (2) 6 (3) 8 (4) 5

78. Which of the following is gem-dihalide :-

(1) (2) (3) (4)

79. Geometry of acetylene is :-

(1) Linear (2) Triangular (3) Square (4) Tetrahedral

80. Number of carbon atoms in the principle carbon chain in the given compound are :-

(1) 4 (2) 3 (3) 2 (4) 5

81. Minimum number of carbon atoms present in an ester are :-

(1) 2 (2) 1 (3) 4 (4) 3

82. Which of the following organic compound was prepared from inorganic compound in first time in lab :-

(1) CHCH (2) CH3COOH (3) (4) CH4

83. Correct IUPAC name is :-

(1) 3-Methyl-2- ethylpentane (2) 2-Ethyl- 3-methylpentane
(3) 3–Ethyl– 2-methylpentane (4) 2-Ethyl- 2-methylpentane

84. The IUPAC name of the compound is

is

(1)(2-Chloro-1-methylethyl)-2-methylpropanoate (2) 2-Chloropropyl-2-methylpropanoate

(3) Chloroisopropyl isobutyrate (4) 1, 2-Dimethyl-2-chloroethylpropanoate

85. The IUPAC name of is

(1) Benzyl benzoate (2) 2-Phenylethyl phenylacetate

(3) 2, 2-Diphenyl ethylethanoate (4) (2-Phenylethyl)–2–phenylethanoate

86. The IUPAC name of

(1) 6-Carboxy-2, 3-dimethyl-4-heptenoic acid (2) 2, 3, 6-Trimethyl-1-heptene-1, 7-dioic acid

(3) 2, 5, 6-Trimethyl-3-heptene-1, 7-dioic acid (4) 6-Carboxy-2, 5-dimethyl-3-heptenoic acid

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87. The IUPAC name of the given compound is

(1) 1-Acetyloxy-2-butene (2) 4-Acetoxy-2-butene

(3) 2-Butenyl ethanoate (4) Methyl-2-butanoate

88. The IUPAC name of BrCH2CH2OCH = CH2 is

(1) Bromoethyl ethenyl ether (2) 1-Bromo-2-ethenyloxyethane
(3) (2-Bromoethoxy) ethene (4) 1-Bromo-2-ethoxyethene

89. Which is incorrect IUPAC name :-

(1) Dimethyl butane (2) 3–Methyl–2–butanone
(3) 2–Ethyl–3–methyl–1–butene (4) 3–Ethyl-2-methyl pentane

90. The IUPAC name of is :–

(1) 1–Methoxy–4–amino benzene (2) Aminophenyl methyl ether

(3) 4–Methoxy aniline (4) 4-Amino anisol

91. The IUPAC name of the given compound is :–

(1) 3–(Hydroxymethyl) pentane–1,4,5–triol (2) 3–(Hydroxyethyl) butane–1,2,4–triol

(3) 4–(Hydroxyethyl)–1,2,4–trihydroxy butane (4) 3–(Hydroxymethyl) pentane–1,2,5–triol

92. The IUPAC name of the following compound

(1) 3, 4 – Dimethyl octane (2) 3–secpentyl pentane

(3) 3, 4 - Diethyl hexane (4) 3, 4 – Dimethyl hexane

93. IUPAC name of the following compound :

(1) 1-Ethyl-2, 2-dimethyl-6-cyclohexene (2) 2-Ethyl-1, 1-dimethyl-2-cyclohexene

(3) 1-Ethyl-6, 6-dimethyl-1-cyclohexene (4) 2-Ethyl-3, 3-dimethyl-1-cyclohexane

94. The correct name for is :

(1) 2-Hydroxy cyclopentanal (2) 2-Formyl-1-hydroxy cyclopentane

(3) 2-Hydroxy cyclopentane carbaldehyde (4) Cyclopentane-2-ol-1-al

95. has the IUPAC name :

(1) Ethyl-2-oxo cyclopentane carboxylate (2) 2-Cyclopentanone-1-carbethoxy

(3) 2-Ethylcarbonate cyclopentanone (4) 1-Keto-2-carbethoxy cyclopentanone

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96. The IUPAC name for the compound :

(1) Propylene oxide (2) 1, 2-Oxo propane

(3) 1, 2-Epoxy propane (4) Methyloxirane

97. The IUPAC name of is :

(1) 2-Hydroxybenzenol (2) 1, 2-Dihydroxybenzene

(3) Benzene-1, 2-diol (4) 2-Hydroxyphenol

98. The IUPAC name of is :

(1) 2-Carboxyphenol (2) 2-Hydroxybenzoic acid

(3) 1-Carboxy-2-hydroxybenzene (4) (2-Hydroxyphenyl) methanoic acid

99. What is the sum of positions assigned to bromine while numbering the Parent Chain in the below compounds.

I. II. III. IV.

(1) 13 (2) 14 (3) 15 (4) 16

100. The IUPAC name of C CH CH3 is

H5C2

(1) 3-Cyclopropyl-3-ethyl-2-propene (2) 1-Cyclopropyl-1-ethylpropene

(3) 3-Cyclopropyl-2-pentene (4) (1-Ethyl-1-propenyl) cylcopropane

ANSWERKEY [EXERCISE-1]
Que. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15
Ans. 3 3 4 4 1 2 4 2 4 3 2 1 1 1 3
Que. 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30
Ans. 2 2 2 3 1 3 3 2 3 3 4 4 3 2 3
Que. 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45
Ans. 3 3 1 4 2 2 2 1 3 3 2 3 2 4 2
Que. 46 47 48 49 50 51 52 53 54 55 56 57 58 59 60
Ans. 2 2 2 3 1 4 2 2 4 4 2 1 1 3 2
Que. 61 62 63 64 65 66 67 68 69 70 71 72 73 74 75
Ans. 1 1 3 1 1 3 1 2 3 2 3 3 1 3 4
Que. 76 77 78 79 80 81 82 83 84 85 86 87 88 89 90
Ans. 4 2 1 1 2 1 3 3 1 4 3 3 3 1 3
Que. 91 92 93 94 95 96 97 98 99 100
Ans. 4 3 3 3 1 3 3 2 3 3
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EXERCISE-2 (PREVIOUS YEAR QUESTIONS)
AIIMS 2004
1. The compound having only primary hydrogen atoms is :-
(1) Isobutene (2) 2,3-Dimethyl -1-butene (3) Cyclohexane (4) Propene

AIPMT 2005
2. Names of some compounds are given. Which one is not in IUPAC system :-

(1) 3–Methyl–4–ethyl heptane

(2) 3–Methyl–2–butanol

(3) 2–Ethyl–3–methyl–but–1–ene

(4) 4–Methyl–2–pentyne

3. is named in IUPAC as :

(1) Methyl–3–chloro–2–butenoate (2) Methyl–4–chloro–2–pentanoate

(3) Methoxy–3–chloro butanol (4) Methoxy–2–chloro butanone

4. is named in IUPAC as :-

(1) 3–Methyl cyclohexyne (2) 2–Methyl cyclohexyne

(3) 4–Methyl cyclohexyne (4) 1–Methyl–2–cyclohexyne

AIPMT 2006

5. The general molecular formula, which represents the homologous series of alkanols is
(1) CnH2nO2 (2) CnH2nO (3) CnH2n+1O (4) CnH2n+2O

6. The IUPAC name of is :-

(1) 3,4–dimethylpentanoyl chloride (2) 1–chloro–1–oxo–2,3–dimethylpentane

(3) 2–ethyl–3–methylbutanoyl chloride (4) 2,3–dimethylpentanoyl chloride

AIPMT 2008
7. In the hydrocarbon
CH3 – CH = CH – CH2 – C  CH
6 5 4 3 2 1
The state of hybridization of carbons 1, 3 and 5 are in the following sequence :-
(1) sp, sp2, sp3 (2) sp3, sp2, sp (3) sp2, sp, sp3 (4) sp, sp3, sp2

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AIPMT 2009
8. The IUPAC name of the compound having the formula CH C – CH = CH2 is :-
(1) 1–buten–3–yne (2) 3–buten–1–yne (3) 1–butyn–3–ene (4) but–1–yn–3–ene

AIPMT 2010
9. The IUPAC name of the compound CH3CH=CHCCH is :-
(1) Pent-3-en-1-yne (2) Pent-2-en-4-yne (3) Pent-1-yn-3-ene (4) Pent-4-yn-2-ene
AIPMT PRE.-2011
10. The correct IUPAC name of the compound

is :-

(1) 4-Ethyl-3-propyl hex-1-ene (2) 3-Ethyl-4-ethenyl heptane

(3) 3-Ethyl-4-propyl hex-5-ene (4) 3-(1-ethyl propyl) hex-1-ene

AIPMT MAINS-2011
11. The IUPAC name of the following compound

is :-

(1) cis-2-chloro-3-iodo-2-pentene (2) trans-2-chloro-3-iodo-2-pentene

(3) cis-3-iodo-4-chloro-3-pentene (4) trans-3-iodo-4-chloro-3-pentene

AIPMT PRE.-2012
12. Which nomenclature is not according to IUPAC system?

(1) 2-Methyl-3-phenylpentane

(2) 5-Oxohexanoic acid

(3) Br – CH2 – CH = CH2 1-Bromo-prop-2-ene

(4) 4-Bromo,2,4-di-methylhexane

NEET UG–2013
13. Structure of the compound whose IUPAC name is 3–Ethyl–2–hydroxy–4–methylhex–3–en–5–ynoic acid
is :

OH OH OH
COOH COOH COOH COOH
(1) (2) (3) (4)
OH

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AIPMT–2014
14. Which of the following organic compounds has same hybridization as its combustion product CO 2?
(1) Ethane (2) Ethyne (3) Ethene (4) Ethanol

AIPMT–2015
15. The total number of -bond electrons in the following structure is :

(1) 8 (2) 12 (3) 16 (4) 4

16. The enolic form of ethyl acetoacetate as below has :

H
H3C C O
C C

OH OC2H5

(1) 16 sigma bonds and 1 pi-bond (2) 9 sigma bonds and 2 pi-bond
(3) 9 sigma bonds and 1 pi-bond (4) 18 sigma bonds and 2 pi-bond

NEET–2017
17. The IUPAC name of the compound

is :

(1) 3–keto–2–methylhex–4–enal (2) 5–formylhex–2–en–3–one

(3) 5–methyl–4–oxohex–2-en–5-al (4) 3–keto–2–methylhex–5-enal

NEET–2018
18. Which of the following molecules represents the order of hybridisation sp2, sp2, sp, sp from left to right
atoms?
(1) HCC–CCH (2) CH2=CH–CCH (3) CH2=CH–CH=CH2 (4) CH3–CH=CH–CH3

AIIMS–2018

19. What is IUPAC name of following ?

CH3

Br
(1) 4-Bromo-2-phenylpent-2-ene (2) 2-Bromo-4-phenylpent-2-ene
(3) 4-Bromo-2-phenylpent-4-ene (4) 2-Bromo-4-phenylpent-3-ene

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CHO

20. Give IUPAC name of : CN

CH3
(1) 2–cyano–5–methyl hept–3–enal (2) 2–formyl–5–methyl hept–3–enenitrile
(3) 2–oxo–5–methyl hept–3–ene–1–nitrile (4) 1–cyano–1–formyl–4–methyl hex–2–ene

21. Give IUPAC Name

(1) 5-Hydroxy cyclohex-3-en-1-one (2) 3-Hydroxy cyclohex-5-en-1-one

(3) 8-Hydroxy cyclohex-3-en-1-one (4) 7-Hydroxy cyclohex-5-en-1-one

22. Write IUPAC name of following

(1) 2-chloro-1-methoxy-4-nitrobenzene (2) 2-chloro-4-nitro anisole

(3) 3-chloro-4-methoxy-1-nitrobenzene (4) 1-chloro-2-methoxy-5-nitrobenzene

ANSWER KEY [EXERCISE-II]

Que . 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15
Ans. 1 1 1 1 4 4 4 1 1 1 2 3 3 2 1
Que . 16 17 18 19 20 21 22
Ans. 4 1 2 1 2 1 1

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EXERCISE-3 (ANALYTICAL QUESTIONS)
1. The homologue of phenol is :

(1) (2) (3) (4)

2. The IUPAC name of C6H5  CH  CH2  CCl3 is:

|
C 6H5

(1) 1,1,1–Trichloro–3,3–diphenyl propane (2) 1,1–Diphenyl–3,3,3–trichloro propane

(3) 1, 1, 1-Trichloro -3,3-dibenzene propane (4) None of these

3. The IUPAC name of is :

(1) 3–Methyl cyclo–1–buten–2–ol (2) 4–Methyl cyclo–2–buten–1–ol

(3) 4–Methyl cyclo–1–buten–3–ol (4) 2–Methyl cyclo–3–buten–1–ol.

4. The IUPAC name of is

(1) Phenyl ethanone (2) Methyl phenyl ketone

(3) Acetophenone (4) Phenyl methyl ketone

5. The IUPAC name of the compound is

(1) 1-Phenyl-1-acetyloxy ethane (2) 1-Acetoxyethyl benzene

(3) 1-Phenylethyl ethanoate (4) 1-Methylbenzyl acetate

6. The IUPAC name of is

(1) 3-Cyclobutylcyclopropane (2) 1-Cyclopropyl–3–methylcyclobutane

(3) 1,3-Cyclopropylmethylcyclobutane (4) 2-Methylbicyclo [4.3.0] heptane

7. The IUPAC name of following polyfunctional compound is

(1) 2, 4-Dioxo cyclohexanoic acid (2) 2, 4-Dioxo cycloheptanoic acid

(3) 4-Formyl-2-oxocyclohexane-1-carboxylic acid (4) 2, 4-Dioxo cyclohexane-1-carboxylic acid

8. IUPAC name of the compound is

(1) Ethyl-2-methyl-2-(m-nitro phenyl) propanoate

(2) Ethyl-2-methyl-2-(o-nitro phenyl) propanoate
(3) Ethyl-2-methyl-2-(3-nitro phenyl) propanoate
(4) Ethyl-2-methyl-2-(3-nitrophenyl) propanoic acid

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9. The IUPAC name of the given compound is

(1) 2-Bromo-4-carbamoyl-5-chloroformyl-3-formylhexanoic acid

(2) 5-Bromo-3-carbamoyl-2-chloroformyl-4-formylhexanoic acid
(3) 4-Formyl-2-chloroformyl-5-carbamoyl-5-bromohexanoic acid
(4) 2-Chloroformyl-3-carbamoyl-4-formyl-5-bromohexanoic acid

10. The IUPAC name of is :

(1) N-Ethyl-N, 2-dimethyl-4-hexanamine (2) N, 4-Diethyl-N, 2-dimethyl-4-butanamine

(3) N-Ethyl-N, 5-dimethyl-3-hexanamine (4) 3-(Ethylmethylamino)-5-methylhexane

11. Give IUPAC name of the following :

O OC2H5
C

Br

(1) Ethyl–1–bromo 4–benzoate (2) Ethyl–4–bromobenzoate

(3) Bromo benzoate (4) Bromo benzene ester
12. Give IUPAC name of the following

(1) 2–(2–Bromophenyl) ethanal (2) 2–Bromo phenyl ethanal

(3) 2–Bromo benzene ethanal (4) Bromo benzene carbaldehyde

13. IUPAC name of is :

(1) 2-Hydroxy-1, 3-dimethyl benzene (2) 2, 6-Dimethyl phenol

(3) 1, 3-Dimethyl benzene-2-ol (4) 1, 3-Dimethyl phenol

14. IUPAC name of the given compound is

(1) p-Chlorobenzyl alcohol (2) (Hydroxymethyl) chlorobenzene

(3) (4-Chlorophenyl) methanol (4) 1-Chloro-4-(hydroxymethyl) benzene

15.

IUPAC name is :
(1) 4-Ethyl-5-oxo pentanoic acid (2) 4-Ethyl-4-formyl butanoic acid
(3) 4-Formyl hexanoic acid (4) 4-Oxo hexanoic acid

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16. Incorrect match is :

(1) 2-Bromo but-3-ene (2) 1-Methoxy prop-2-ene

CH3
|
(3) CH3  C  OH 1, 1-Dimethyl ethanol (4) All
|
CH3

17. The IUPAC name of the given compound is :

(1) 3–Carboxy–3–hydroxy butane dioic acid

(2) 2–Hydroxy propane–1,2,3–tricarboxylic acid
(3) 3–Hydroxy butane dioic acid
(4) 2–Bis(carboxymethyl)–2–hydroxy ethanoic acid

18. The IUPAC name of the compound is :-

(1) 1,4,7–Triheptanal (2) 1,3,5–Triformyl pentane

(3) 3–Formyl heptane dial (4) 1,3,5–Pentane tricarbaldehyde

19.

The IUPAC name of the above compound is :-

(1) 2–Acetoxy ethanoic acid (2) 2–Methoxycarbonyl ethanoic acid
(3) 3–Methoxyformyl ethanoic acid (4) 2–Methoxyformyl acetic acid

20. The IUPAC name of is :-

(1) Ethoxy formyl chloride (2) Ethoxy methanoyl chloride

(3) Ethyl chloro methanoate (4) Ethoxy carbonyl chloride

21. has the IUPAC name :-

(1) 3–Chloro–1–ethyl–2–methyl cyclopentane (2) 1–Chloro–3–ethyl–2–methyl cyclopentane

(3) 4–Chloro–1–ethyl–5–methyl cyclopentane (4) 2–Chloro–5–ethyl–1–methyl cyclopentane

22. The IUPAC name of CH3CH2NHCHO is :

(1) N–formyl ethanamine (2) Ethyl amino methanal
(3) N–ethyl methanamide (4) N-ethyl methanol

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23. The IUPAC name of is :

(1) 5-Hydroxy-3, 4-hexanedione (2) 3, 4-Dioxo-2-hexanol

(3) 2-Hydroxy-3, 4-hexanedione (4) 2-Hydroxy-3, 4-diketohexane
24. in IUPAC called :-

(1) Cyano methanal (2) 2–Oxo ethane nitrile

(3) Cyano ethanal (4) Formonitrile

25. The IUPAC name of is :

(1) 3,4–Dihydroxy benzoic acid (2) 2,3–Dihydroxy benzoic acid

(3) 4–Carboxy–2–hydroxy phenol (4) 4–Carboxy benzene–1,2–diol
26. The IUPAC name of the given compound is :

(1) 1,2,3–Tricarbonitrile propane (2) Propane–1,1,1–tricarbylamine

(3) Propane–1,2,3–tricarbonitrile (4) 3–Cyano pentane dicyanide

27. Wrong IUPAC name is :-

(1) CH3CH2CONH2 Propanamide (2) CH3CH2COOCH3 Methyl propanoate

(3) 2–Methyl pent–3– ene (4) 2–Ethoxy butane

28. The IUPAC name of is :–

(1) Acetic anhydride (2) Formyl ethanoate

(3) Butane– 2, 4–dione (4) Ethanoic methanoic anhydride

29. The IUPAC name of is :–

(1) 2,3–Dimethyl hexane (2) 2–Ethyl–4–methyl pentane

(3) 3–Ethyl –2–methyl pentane (4) 2,4–Dimethyl hexane

30. IUPAC name of is :-

(1) 6–Oxo–4–formyl cyclohexane carboxylic acid (2) 4–Formyl–2–oxo cyclohexane carboxylic acid
(3) 4–Formyl–2–oxo cyclohexanoic acid (4) 1–Carboxy–4–formyl–2–oxo cyclohexane

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31. The IUPAC name of given compound is :

(1) 3,3–Dimethyl–1–hydroxy cyclohexane (2) 1,1–Dimethyl–3–hydroxy cyclohexane

(3) 3,3–Dimethyl–1–cyclohexanol (4) 1,1–Dimethyl–3–cyclohexanol

32. Which is correct IUPAC name :-

(1) (2) 1,3,5-Cyclohexanetrione

O O

(3) 2-ketocylopentanecarbaldehyde (4) All are correct

33. The IUPAC name for :

(1) 1-Chloro-2-nitro-4-methylbenzene (2) 1-Chloro-4-methyl-2-nitrobenzene

(3) 2-Chloro-1-nitro-5-methylbenzene (4) m-Nitro-p-chlorotoluene

34. IUPAC name of the following compound :

(1) N, N-Dimethyl methanamide (2) N-Formylethan amide

(3) N-Methyl-N-methyl ethane amide (4) N-Formyl-N-methyl methane amine

35. IUPAC name of the following compound :

(1) Cyclohexane-1, 2-dicarboxylic acid (2) Cyclohexane-1, 2-dicarboxylic anhydride

(3) Cyclohexane ethanoic anhydride (4) Cyclohexane butanoic anhydride

36. The IUPAC name of is :

(1) 2-Chlorocarbonyl ethylbenzene (2) 2-Carboxyethyl benzoyl chloride

(3) Ethyl-2-(chlorocarbonyl) benzoate (4) Ethyl-1-(chlorocarbonyl) benzoate

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37. The IUPAC name of the given compound

(1) N, N, 4-Trimethylpentanamide (2) Dimethylamino-4-methylpentanone

(3) N, N-Dimethylamino-4-methylpentanamide (4) 2-Methyl-5-oxodimethylpentanamine

38. The correct IUPAC name of

(1) 4-(2-Oxobutyl) cyclohexane-1-one (2) 2-(3-Oxobutyl) cycloxane-1-one

(3) 1-(2-Oxocyclohexyl) cyclohexane-3-one (4) 4-(2-Oxocyclohexyl) butan-2-one

39. IUPAC name of is :

(1) 1-Ethoxy-2, 2-dimethylcyclohexane (2) 2-Ethoxy-1, 1-dimethyl cyclohexane

(3) 1, 1-Dimethyl-1, 2-ethoxycyclohexane (4) 2, 2-Dimethyl-1-ethoxycyclohexane

40. The IUPAC name of is :

(1) 1-Bromo-2-chloro-3-fluoro-6-iodo benzene (2) 2-Bromo-1-chloro-5-fluoro-3-iodo benzene

(3) 4-Bromo-2-chloro-5-iodo-1-fluoro benzene (4) 2-Bromo-3-chloro-1-iodo-5-fluoro benzene

41. The IUPAC name of is :

(1) 2-Phenylpropan-3-al (2) Formylethylbenzene

(3) 2-Phenylpropanal (4) Ethylformylbenzene

ANSWERKEY [EXERCISE-3]
Que. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15
Ans. 2 1 2 1 3 2 3 3 2 3 2 1 2 3 3
Que. 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30
Ans. 4 2 4 2 3 2 3 3 2 1 3 3 4 4 2
Que. 31 32 33 34 35 36 37 38 39 40 41
Ans. 3 4 2 1 2 3 1 2 2 2 3

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