SKC SIR NURTURE (CLASS-XI) ORGANIC CHEMISTRY

EXERCISE-1 (CONCEPTUAL QUESTIONS)

STRUCTURAL ISOMERISMM
1. 1-Chlorobutane & 2-chlorobutane are :
(1) Position isomers (2) Chain isomers
(3) Geometrical isomers (4) Ring-chain isomers

2. Which of the following pairs are called position isomers ;

(1) CH2(OH)CH2CO2H & CH3CH(OH)CO2H (2) C2H5OH & CH3OCH3
(3) (C2H5)2CO & CH3CH2OCH2CH2CH3 (4) All the above

3. & are called as :

(1) Position isomers (2) Chain isomers (3) Functional isomers (4) Ring chain isomers

4. Which of the following are isomers :

(1) Ethanol and ethoxy ethane (2) Methanol and methoxy methane
(3) Propanoic acid and ethyl acetate (4) Propionaldehyde and acetone

5. Functional isomer of CH3COOCH3 is :

(1) CH3CH2COOH (2) HOCH2–CH2CHO (3) HCOOC2H5 (4) Both (1) & (2)
6. & are :
(1) Chain isomer(2) Functional isomer (3) Position isomer (4) Metamers

7. CH3CONH2 & HCONHCH3 are called :

(1) Position isomer (2) Chain isomer(3) Metamer (4) Functional isomer

8. The formula C4H8O2 represents :

(1) Only an carboxylic acid (2) Only an ester
(3) Only an alcohol (4) Both carboxylic acid and ester

9. Propene and cyclopropane are :

(1) Chain isomers (2) Position isomers
(3) Geometrical isomers (4) Ring chain isomers

10. Which of the following pairs of compounds are not metamers :

(1) CH3OCH2CH2CH3 and CH3CH2OCH2CH3 (2) CH3CH2OCH2CH3 and CH3OCH(CH3)2

(3) CH3NHCH2CH2CH3 and CH3CH2NHCH2CH3 (4) CH3NHCH2CH2CH3 and CH3 – N – CH2CH3

|
CH3

11. The minimum number of carbon atoms present in an organic compound to show chain isomerism are :
(1) 2 (2) 3 (3) 5 (4) 4

12. Given compounds are :

O O
|| ||
H – C – NH – CH2 – Br & Br – C – NH – CH3

(1) Position isomers (2) Metamers

(3) Geometrical isomers (4) Functional group isomers

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SKC SIR NURTURE (CLASS-XI) ORGANIC CHEMISTRY
13. Which of the following compounds on monochlorination gives three isomers :
(1) o-dichlorobenzene (2) m-dichlorobenzene (3) p-dichlorobenzene (4) 1 & 2 both

14. Which of the following is a pair of ring chain isomers :

(1) & CH3–CH2–CH3 (2) &

(3) & (4) CH3–CH=O &

15. How many position isomers are possible for dinitrotoluene :

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

16. The total number of benzene derivatives with the molecular formula C6H3Cl3 is :
(1) 2 (2) 3 (3) 4 (4) 5

17. A pair of position isomers is :

(1) & (2) &

(3) & (4) &

18. Given compounds are

O O
|| ||
Cl–CH2 C  O  CH3 and C  O  CH2  CH2  Cl

(1) Chain isomers (2) Metamers

(3) Position isomers (4) Ring chain isomers

19. Which is incorrect match :

(1) & : Position isomers (2) & : Functional group isomers

(3) & : Chain isomers (4) All

20. and are :

(1) Functional isomers (2) Metamers (3) Position isomers (4) Chain isomers

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SKC SIR NURTURE (CLASS-XI) ORGANIC CHEMISTRY
21. Which is not a pair of chain isomers :

(1) ,

(2) CH3  CH  O  CH3 ,CH3–CH2–O–CH2–CH3

|
CH3

(3) CH3–CH2–CH2–CH2–OH, CH3  CH2  CH  OH

|
CH3

(4) 2 & 3 both

22. Which of the following is/are structural isomers of (I)

(I) (II) (III) (IV)

(1) II, III, IV (2) II, III (3) III only (4) III, IV

23. and are:

(1) Homologues (2) Chain isomers (3) Functional isomers (4) None of these
24. The molecular formula of diphenylmethane,

CH2 , is C13H12 ;

How many structural isomers are possible when one of the hydrogen is replaced by a chlorine atom?
(1) 6 (2) 4 (3) 8 (4) 7

25. Which of the following pairs of compounds are functional isomers?

O O
(1) and (2) || and ||
O
OH

O O
(3) OH and O (4) || and
O ||
O

26. CH3 – CH2 – CHO & CH2 = CH – CH2OH are :

(1) Functional isomers (2) Chain isomers (3) Position isomers (4) Metamers

27. Fumaric acid shows geometrical isomerism with:

(1) Malonic acid (2) Maleic acid (3) Malic acid (4) Mandelic acid

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SKC SIR NURTURE (CLASS-XI) ORGANIC CHEMISTRY
28. Number of oximes formed on reaction of the simplest symmetrical ketone and the simplest unsymmetrical
ketone with hydroxylamine :

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

29. Configuration of the given molecule is :

(1) E (2) Z (3) Trans (4) 2 & 3 both

30. Which of the following compound can show geometrical isomerism :

(1) (CH3)2C = CH – C2H5 (2) H2C = CBr2

(3) C6H5 – CH = CH – CH3 (4) CH3 – CH = CCl2

31. Which of the following is not true regarding hex-2-ene :

(1) Boiling point of cis is higher than trans (2) Trans isomer has zero dipole moment

(3) Trans is more stable than cis (4) Can show position isomerism

32. Which is a pair of geometrical isomers :

Cl Br Cl Br Cl CH3 H Br
I. C=C II. C=C III. C=C IV. C=C
H Br H CH3 Br H Cl CH3

(1) I and II (2) I and III (3) II and IV (4) III and IV

33. But-2-ene exhibits cis-trans isomerism due to :

(1) Rotation around C3–C4 sigma bond (2) Restricted rotation around C=C bond
(3) Rotation around C1–C2 bond (4) Rotation around C2–C3 double bond

34. The number of geometrical isomers of

CH3CH = CH–CH = CH–CH = CHCl are :
(1) 2 (2) 4 (3) 6 (4) 8

35. CH3 – C – Cl has the configuration :

||
Cl – C – Br

(1) Trans (2) Z (3) E (4) Both (1) & (2)

36. Which of the following will show geometrical isomerism :

(1) 1-Butene (2) 1, 2-Dibromoethene (3) Propene (4) Isobutylene

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37. Geometrical isomerism is shown by

H I H3C Cl H Cl
(1) (2) C =C (3) C=C (4) C=C
H 3C Br H3C Br H3C Cl

38. The priority of groups –OH, –COOH, –CHO, –OCH3 attached to a chiral carbon is in order (according to CIP
rule) :
(1) –OH > –COOH > –CHO > –OCH3 (2) –OCH3 > –OH > –CHO > –COOH
(3) –OCH3 > –OH > –COOH > –CHO (4) –OCH3 > –COOH > –CHO > –OH

39. Which of the following has E-configuration :

H3C CHO H2N OH

(1) C=C (2) C=C
H CH2OH H3C CH2OH

HOH2C CH3 H COOH

(3) C=C (4) C=C
H3N CH(CH3)2 H3C CHO

40. Which of the following will show geometrical isomerism :

Br Br
| |
(1) CH3CH = CH2 (2) CH3 – C = C – CH2CH3

(3) CH3CH2CH2CH = CH2 (4) CH2 = CH–CH2–CH3

41. In trans-1, 2-dichloroethene :

(1) There are 6 sigma bonds (2) There is free rotation about the C–C bond
(3) All the atoms lie in the same plane (4) All the above

42. Which of the following pairs of compounds are ring-chain isomers :

(1) CH3  CH  CH  CH3 and (2) CH2 = CH – CH2OH and OH

| | HO OH
OH OH

CH3
(3) and CH 2–CH 3 (4) All
CH3

43. Among the following compounds, the one which can exhibit geometrical isomerism is :

(1) 1, 3-butadiene (2) 1, 2-butadiene (3) 1, 3-pentadiene (4) 1, 4-pentadiene

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44. The correct IUPAC name of

Br is :

(1) 7-bromo-2Z, 5E-heptadiene (2) 1-bromo-2Z, 5E-heptadiene

(3) 1-bromo-2Z, 5Z-heptadiene (4) 1-bromo-2E, 5Z-heptadiene

45. Which of the following has Z-configuration :

H3C C2H5 Br CH(CH3)2

(1) C=C (2) C=C
H H HOCH2 CH2–CH3

Cl H
(3) C=C (4) All the above
Br D

46. Which of the following is/are cis isomer ?

Cl Cl
(1) (2) (3) (4) All of these
H H

47. In which of the following pair of compound shows correct configuration :

Ph Ph
(1) N=N & (2) &
syn-azobenzene

ClCH2 Br
C=C
(3) & BrCH CH3 (4) All of these
2
E-isomer

48. Correct statement is :

(1) Isomers have same molecular formula but different structural formula
(2) Isomers have same physical but different chemical properties.
(3) Stereoisomers belong to same homologous series.
(4) All

49. Which of the following is true for aerial distances  1 and  2 :

(I) (II)

(1)  1 >  2 (2)  2 >  1 (3)  1 =  2 (4) Can not be compared

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SKC SIR NURTURE (CLASS-XI) ORGANIC CHEMISTRY
50. Number of geometrical isomers possible for the compound :

CH=CH–CH=CH

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

51. Which is incorrect statement :

(I) (II)

(1) I has Z configuration (2) II has E configuration

(3) I & II are geometrical isomers of each other (4) None

52. Which of the following has non zero dipole moment :

(1) (2)

(3) (4) All

53. How many geometrical isomers are possible with the molecular formula C5H10 :
(1) 10 (2) 2 (3) 4 (4) 6

ANSWERKEY [EXERCISE-1]
Que. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15
Ans. 1 1 1 4 4 2 4 4 4 4 4 4 2 4 3
Que. 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30
Ans. 2 4 2 4 1 4 3 4 2 2 1 2 3 4 3
Que. 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45
Ans. 2 3 2 4 4 2 2 3 4 2 3 2 3 4 4
Que. 46 47 48 49 50 51 52 53
Ans. 4 4 3 3 1 3 4 3

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SKC SIR NURTURE (CLASS-XI) ORGANIC CHEMISTRY
EXERCISE-2 (PREVIOUS YEAR QUESTIONS)
AIIMS-2004
1. The geometrical isomerism is shown by :-

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

AIPMT-2005

2. Which one of the following pairs represents stereo isomerism :-

(1) Linkage isomerism and Geometrical isomerism
(2) Chain isomerism and Rotational isomerism
(3) Optical isomerism and Geometrical isomerism
(4) Structural isomerism and Geometrical isomerism
AIPMT PRE.-2015

3. The number of structural isomers possible from the molecular formula C3H9N is :
(1) 2 (2) 3 (3) 4 (4) 5

NEET-2016

4. In which of the following molecules, all atoms are

coplanar ?

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

NEET-2017

5. With respect to the conformers of ethane, which of the following statements is true?
(1) Bond angle remains same but bond length changes
(2) Bond angle changes but bond length remains same
(3) Both bond angle and bond length change
(4) Both bond angles and bond length remains same

AIIMS-2018

6. For geometric isomers of 3–hexene:

(1) M.P. is high and dipole moment high for trans (2) M.P. is low and dipole moment low for trans
(3) M.P. is high and dipole moment low for trans (4) M.P. is low and dipole moment high for trans

ANSWER KEY [EXERCISE-II]

Que. 1 2 3 4 5 6

Ans. 4 3 3 2 4 3

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SKC SIR NURTURE (CLASS-XI) ORGANIC CHEMISTRY
EXERCISE-3 (ANALYTICAL QUESTIONS)
1. Which of the following will not show geometrical isomerism?
(1) CH3 C CH CH2 CH3 (2)

CH3

(3) CH3  CH  CH  CH3 (4) CH3  CH2  CH  CH  CH2  CH3

2. Calculate the total number of stereoisomers when alkene having trans configuration :
O
||

(1) 2 (2) 3 (3) 4 (4) 8

3. Which of the following pairs of compounds are not positional isomers?

HO CH3 OH CH3

(1) and (2) and

CH3 CH3 OH OH
CH2OH OCH3
(3) and (4) All of these

4. CH2  CH  CH  CH  CH  CH2
How many geometrical isomers are possible for this compound?
(1) 2 (2) 3 (3) 4 (4) 8

5. Which of the following compound can show geometrical isomerism?

CH3 F Et CH3 CH3
(1) (2) C (3) C C (4) CH C
CH3 Cl Et 3
CH3

6. Which can show geometrical isomerism :

(A) (B) (C) (D)

(E)

(1) A, B, D (2) B, C, D, E (3) B, D, E (4) D, E

7. Which can show geometrical isomerism :

(1) (2)

(3) (4) All

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SKC SIR NURTURE (CLASS-XI) ORGANIC CHEMISTRY
8. Which of the following will form only one oxime on reaction with NH2OH solution.

(1) I, II (2) II, III (3) I, IV (4) II, III, IV

9. Which of the following is correct set of physical properties of the geometrical isomers?

&

Dipole Boiling M e lting

Sta bility
m om e nt point point

(1) I > II I < II II > I I > II

(2) II > I II > I II > I II > I
(3) I > II I > II I > II I > II
(4) II > I II > I I > II I > II

10. The correct order/s for the given pair of isomers is/are :

(A) > (Melting point)

(B) > (Dipole moment)

(C) > (Boiling point)

(D) > (Water solubility)

(1) A and B (2) C and D (3) B and D (4) D and A

ANSWERKEY [EXERCISE-3]
Que. 1 2 3 4 5 6 7 8 9 10
Ans. 1 3 3 1 4 2 4 2 3 3

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