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PERFORMANCE TEST SERIES
CHEMISTRY TEST 1
ORGANIC CHEMISTRY
TIME: 90 MIN MAX. MARKS: 200

1. One of the following compounds exhibit geometrical iosmerism

CH3 − HC(CH3 ) − H(C)CH3
a) CH3 CH2 CH2 CH3 b)
− CH3
c) CH3 − HC(CH3 ) − CH3 d) CH3 CH = CH − CH3 *
2. In the compound
O

C O

Ring I Ring II
electrophilic substitution occurs at
a) 𝑜𝑜𝑜𝑜𝑜𝑜ℎ𝑜𝑜/𝑝𝑝𝑝𝑝𝑝𝑝𝑝𝑝 position at ring I b) 𝑚𝑚𝑚𝑚𝑚𝑚𝑚𝑚 position at ring I
𝑜𝑜𝑜𝑜𝑜𝑜ℎ𝑜𝑜/𝑝𝑝𝑝𝑝𝑝𝑝𝑝𝑝 position at ring II
c) d) 𝑚𝑚𝑚𝑚𝑚𝑚𝑚𝑚 position at ring II
*
3. Among the following the least stable resonance structure is
a) O b) O

N N

O O
*

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Test: ORGANIC CHEMISTRY - 2 SUDHIRS CLASSES

c) O d) O

N N

O O

4. The most stable carbocation is

a) b)

c) d)

*
5. Consider the following carbanions
- -
(1) CH3O CH2 (2) O2N CH2

-
(3) CH2

Correct order of stability is

a) 1>2>3 b) 3>2>1
c) 2>3>1 * d) 1>3>2
6. The enolic from of acetone contains
8𝜎𝜎 bonds, 2𝜋𝜋-bonds and 1 lone 9𝜎𝜎 bonds, 1𝜋𝜋-bonds and 2 lone
a) b)
pair pairs *
9𝜎𝜎 bonds, 2𝜋𝜋-bonds and 1 lone 10𝜎𝜎 bonds, 1𝜋𝜋-bonds and 1 lone
c) d)
pair pair
7. How many chiral compound are possible on mono chlorination of 2-
methyl butane?
a) 2 * b) 4
c) 6 d) 8
8. Tautomerism is not exhibited by

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a) b) O
O O
*

O O

c) O d)
O O
CH NOH

9. Among the following compounds (I-III) the correct order of reaction

with the electrophile is
OCH3 NO2

I II III
a) II>III>I b) III<I<II
c) I>II>III * d) I≈II>III
10. Arrange the carbanions,
(CH3 )3 C � , C� Cl3 , (CH3 )2 C� H, C6 H5 C
� H2, in order of their decreasing
stability
C H C� H > C� Cl3 > (CH3 )2 C� (CH3 )2 C� H > C� Cl3 > C6 H5 CH2
a) 6 5 2 � b)
> (CH3 )2 CH > (CH3 )3 C�
C� Cl3 > C6 H5 C� H2 > (CH3 )3 C� > (CH3 )2 C � H > C� H2
c) d)
(CH3 )2 C� H > (CH3 )3 C �* > C� Cl3
11. Conversion of CH4 to CH3 Cl is an example of which of the following
reaction?
a) Electrophilic substitution b) Free radical addition
c) Nucleophilic substitution d) Free radical substitution *
12. If a compound on analysis was found to contain C = 18.5%, H =
1.55%, Cl = 55.04% and O = 24.81% then its empirical formula is
a) CH2 OCl b) CH2 ClO2

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c) ClCH2 O d) CHClO *
13. Which of the following resonating structures of 1-methoxy-1, 3-
butadiene is least stable?
a) b)
CH2 CH CH CH O CH3 CH2 CH2 CH CH O CH3

c) d)
CH2 CH CH CH O CH3 CH2 CH CH CH O CH3
*

14. Correct the structural formula of compound-5-nitro-3-methoxy-3-

methylhexanoyl chloride is

a) b)

c) d)

15. Correct order of stability is

HC ≡ C� > 𝐶𝐶H2 = C� H > 𝐶𝐶H3 − CH3 − C� H2 > 𝐶𝐶H2 = C� H > 𝐶𝐶H
a) � b)
CH2 * ≡ C�
CH3 − C� H2 > 𝐶𝐶H ≡ CH ≅ CH2 d) All are equally stable
c)
= C� H
16. The stability of
CH3 − CH = CH − CH3 , CH3 − C = C − CH3
| |
CH3 CH3
(I) (II)
CH3 − C = CH2 CH3 − C = CH − CH3
| |
CH3 CH3
(III) (IV)
In the increasing order is
a) III<I<IV<II * b) I<II<III<IV

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c) IV<III<II<I d) II<III<IV<I
17. The highest electrical conductivity of the following aqueous solutions
is of
a) 0.1 M difluoroacetic acid * b) 0.1 M fluoroacetic acid
c) 0.1 M chloroacetic acid d) 0.1 M acetic acid
18. Which of the following compounds (s) has ‘Z’ configuration?
Cl Cl
Br F
(i) C C (ii) C C
H F H Br

Br
CH3
(iii) C C

Cl H
a) (i) only b) (ii) only
c) (iii) only d) (i) and (iii) *
19. Which one of the following will show optical isomerism?
a) H b) H
| |
HO − C − CO2 H H3 C − C − CO2 H
| |
H OH*
c) CH3 d) CH3
| |
H3 C − C − CO2 H H3 C − C − CO2 H
| |
H Cl
20. Which of the following orders is correct regarding the – 𝐼𝐼 effect of the
substituents?
a) −N𝑅𝑅2 > −O𝑅𝑅 > −F b) −N𝑅𝑅2 < −O𝑅𝑅 < −F *
c) −N𝑅𝑅2 > −O𝑅𝑅 < −F d) −NH2 < −O𝑅𝑅 > −F
21. Bicyclo (1,1,0) butane is

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Test: ORGANIC CHEMISTRY - 6 SUDHIRS CLASSES

a) b)

c) d)

22. Select R-isomers from the following CH2OH

a) I and III b) II, IV and V

c) I, II and III * d) II and III
23. Al4 C3 on hydrolysis yields
a) Nitrogen gas b) Methane gas *
c) Hydrogen gas d) Carbon dioxide
24. 2-chloro-3-methylbutane is treated with sodium in etherial
solution, then it will give
a) 2,4-dimethylhexane b) 3,5-dimethylhexane
c) 2,3,4,5-tetramethylhexane * d) 2,6-dimethyloctane
25. Ozonolysis products of an olefin are
CHO CH2 CHO
| and |
CHO CH2 CHO
Olefin is

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a) b)

c) d)

*
26. HBr reacts with CH2 = CH − OCH3 under anhydrous conditions
at room temperature to give
a) CH3 CHO and CH3 Br b) BrCH2 CHO and CH3 OH
c) BrCH2 − CH2 − OCH3 d) H3 C − CHBr − OCH3 *
27. Aromatisation of 𝑛𝑛-heptane by passing over (Al2 O3 + Cr2 O3 )
catalyst at 773 K gives
a) Benzene b) Toluene *
c) Mixture of both d) Heptylene
28. An alkene on vigorous oxidation with KMnO4 gives only acetic
acid. The alkene is
a) CH3 CH2 CH = CH2 b) CH3 CH = CHCH3 *
c) (CH3 )2 C = CH2 d) CH3 CH = CH2
29. Which of the following will be obtained by the bromination of
ethylbenzene in the presence of light?
a) CH2CH3 b) CH2CH3

Br
Br

c) CH CH3 d) CH2CH2Br
Br
*

30. Identify 𝑍𝑍 in the following series?

HBr Hydrolysis Na2 CO3
CH2 = CH2 �⎯� 𝑋𝑋 �⎯⎯⎯⎯⎯⎯� 𝑌𝑌 �⎯⎯⎯⎯� 𝑍𝑍
I2 excess
a) C2 H5 I b) CHI3 *
c) CH3 CHO d) C2 H5 OH
31. 2-phenyl propene on acidic hydration gives,
a) 2-phenyl-2-propanol * b) 2-phenyl-1-propanol

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c) 3-phenyl-1-propanol d) 1-phenyl-2-propanol
32. The highest boiling point is expected for
a) 𝑖𝑖𝑖𝑖𝑖𝑖-octane b) 𝑛𝑛-octane *
c) 2, 2, 3, 3-tetramethyl butane d) 𝑛𝑛-butane
33. The compound that is most reactive towards electrophilic nitration is
a) toluene * b) benzene
c) benzoic acid d) nitrobenzene
34. The treatment of CH3 Mg𝑋𝑋 with CH3 C ≡ C − H produces
a) CH3 − CH = CH2 b) CH3 C ≡ C − CH3
H H |
c) d) CH4 *
|CH3 − C = C − CH3
35. CH3 AlCl
3
+ CH CH2 Cl anhyd. X
CH3
Identify the 𝑋𝑋 in the above reaction
a) CH CH3 b) CH3
CH3 C CH3
CH3

c) CH3 d) CH3 C
CH CH3
C2H5 C2H5

36. 𝑀𝑀𝑀𝑀𝑀𝑀𝑀𝑀-dibromobutane on debromination gives

a) 𝑡𝑡𝑡𝑡𝑡𝑡𝑡𝑡𝑡𝑡-2-butene* b) 𝑐𝑐𝑐𝑐𝑐𝑐-2-butene
c) 1-butene d) 1-butyne
37. CH3 − CH = CH2 + NOCl → 𝑃𝑃
Identify the adduct

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Test: ORGANIC CHEMISTRY - 9 SUDHIRS CLASSES

a) b)
*

c) d)

38. Which of the following reactions will yield, 2, 2-

dibromopropane?
a) CH3 − C ≡ CH + 2HBr → * b) CH3 CH = CHBr + HBr →
c) CH ≡ CH + 2HBr → d) CH3 − CH = CH2 + HBr →
39. (1)NaNH2 H2
CH3 C ≡ CH �⎯⎯⎯⎯⎯⎯� 𝐴𝐴 �� 𝐵𝐵
(2) CH3 CH2 Br Lindlar′ s catalyst
What is 𝐵𝐵 in the above reaction?
a) CH3 H b) CH3 CH2CH3
C C C C
H CH2CH3 H H *

c) CH3 CH3 d) CH3 H

C C C C
H H H CH3

40. Suitable reagents A and B for the following reactions are

Br

+ A

Br

+ B

a) Br, Br2 b) Br2 , NBS

c) NBS, NBS d) NBS, Br2 *
41. Oxidation of 1-butene with hot KMnO4 solution produces
a) CH3 CH2 COOH + HCOOH b) CH3 CH2 COOH + CO2 *
c) CH3 COOH + CO2 d) (CH3 )2 C = O + CO2

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42. When sodium propionate is heated with soda-lime, the product

formed is
a) Methane b) Ethane *
c) Ethene d) Ethyne
43. (CH3 )3 CMgCl on reaction with D2 O produces
a) (CH3 )3 COD b) (CD3 )3 CH
c) (CH3 )3 CD * d) (CD3 )3 CD
44. In the following reaction,
𝑅𝑅CH2 CH = CH2 + ICI → [𝐴𝐴]
Markownikoff’s product [𝐴𝐴] is

a) b)

c) d)

45. 2-methylbutane on reacting with bromine in the presence of

sunlight gives mainly
a) 1-bromo 3-methylbutane b) 2-bromo 3-methylbutane
c) 2-bromo 2-methylbutane * d) 1-bromo 2-methylbutane
46. Which of the following organic compounds exhibit acidic
character?
a) H3 C − C ≡ CH * b) H3 C − C ≡ C − CH3
c) H2 C = CH2 d) H3 C − CH3
47. H2 KMnO4
C C
pd/CaCO3,
A B
quinoline

Identify A and B

a) H H b) ,
, CH CH COOH
C C C
*

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c) , d) ,
CH2CH3 CHO CH CH CHO

48. Reaction of one molecule of HBr with one molecule of 1, 3-

butadiene at 40℃ gives predominantly
a) 1-bromo-2-butene under b) 3-bromobutene under
kinetically controlled thermodynamically
conditions controlled conditions
c) 1-bromo-2-butene under d) 3-bromobutene under
thermodynamically kinetically controlled
controlled conditions * conditions
49. Which of the following species could be expected to exhibit
aromatic character?
- -
+ +

I II III IV
Select the correct answer from the following
a) I and IV b) II and IV
c) I and III d) II and III *
50. Propyne on passing through red hot iron tube gives
a) b)

*
c) d) None of these

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