PRACTICE TEST -02 JEE (MAIN + ADVANCED) 2021

ALL BATCH
ORGANIC CHEMISTRY TIME : 45 MIN
SECTION–I : (Maximum Marks : 80)
˜ This section contains TWENTY questions.
˜ Each question has FOUR options (A), (B), (C) and (D). ONLY ONE of these four options
is correct.
˜ For each question, darken the bubble corresponding to the correct option in the ORS.
˜ For each question, marks will be awarded in one of the following categories :
Full Marks : +4 If only the bubble corresponding to the correct option is darkened.
Zero Marks : 0 If none of the bubbles is darkened.
Negative Marks : –1 In all other cases

1. Which of the following do not represent resonating structure of

(Binphenyl)

(A) (B) – : +

(C) + :– (D)

2. Which of the following compounds are optically active ?

(A) Cl (B) Cl Cl
Cl

OH
Cl
(C) H2C=C=C (D)
Br OH
3. Compound which shows highest rate of electrophilic substitution :
CH3
H3C CH3
CH 3 CH3 CH3 C

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

H3C
CH3 C C
H3C CH3 H3C CH3
CH3 CH3

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 PRACTICE TEST -02 JEE (MAIN + ADVANCED) 2021
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4. Which of the nitrogen containing heterocyclic compound (BASE) is not present in DNA :
NH2 O NH2 O
C C C C
N NH
C N C NH HC N HC N–H
(A) HC (B) HC (C) (D)
C CH C C HC C HC C
N N N NH2 N O O
N N
H H Guanine
Adenine H H
Cytosine Uracil
5. Rate of reaction of following alkenes with H3OÅ :
CH=CH2 CH=CH2 CH=CH2 CH=CH2

O NO2 CH3
I II III IV
(A) IV > I > II > III (B) IV > II > I > III (C) II > IV > I > III (D) III > II > I > IV
O
H3CO
'n' RMgX
6. O
Cl
O
Value of 'n' is -
(A) 3 (B) 4 (C) 5 (D) 6
Mg 1. CO2
7. Br A + B
THF 1. H
LiAlH4

C
Correct statement about C.
(A) It gives turbidity in 5 min with lucas reagent (B) It is Ph—CHO
(C) It is Ph—CH2—OH (D) It gives racimisation with PCl3
(1) NaOH
8. Succinic acid (2) Electrolysis ?
The major organic product formed in above reaction is :

(A) CH3—CH3 (B) CH2=CH2 (C) (D) HCºCH

9. Formation of alkyl iodide from alkyl halide (R–Cl, R–Br) can be best synthesis by reaction
(A) Darzen process (B) Swarts reaction
(C) Williamson ether synthesis (D) Finkelstein reaction
10. A compound having molecular formula C5H10O gives red-orange ppt with 2, 4, DNP but gives
negative response to NaHSO3. Then compound is :
O OH
O
(A) (B) (C) (D)
O

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 PRACTICE TEST -02 JEE (MAIN + ADVANCED) 2021
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11. In which of the following reaction, one of the product obtained will give isocynide test ?
O
O
Br2 NH2 LAH
(A) CH3–C–NH2 ¾¾¾
KOH
® (B) ¾¾¾®

O
– + (i) CH - Br
N K ¾¾¾¾¾ ®
3
(C) (ii) H O+ (D) All of these
3

O
12. Which of the following is not correct ?
– –
(A) I > Br (Leaving group ability)
–
(B) HCºC– > OH (Nucleophilic strength)
(C) CH2 = CH2 > HC º CH (Electrophilic addition)

(D) + < + (Carbocation stability)

13. Markownikoff's rule is not applicable on which of the following alkene :

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

14. Reaction correctly matched with their major product is/are -

Electrolysis
(A) CH3–CH2–COOK ¾¾¾¾¾ ® CH3–CH3

O Me O
(i) Mg
C Me— C— C—Me
(B) H C (ii) H2O
3 CH3 +
(iii) H / Me

R
(i)LiAlH 4
(C) R C Cl ¾¾¾¾
(ii)H 2O
® R C OH
O R
–
(D) Me3C–Cl + CH3O ¾® Me3C–OCH3
15. Major product of reaction is :
OH
(1) NaOH
+ CHCl3
(2) H +

OH OH OH OH
OHC CHO CHO
(A) (B) (C) (D)
CHO
CHO

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 PRACTICE TEST -02 JEE (MAIN + ADVANCED) 2021
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16. Considering C2–C3 bond rotation, the most stable conformation for the compound CH3–CH–CH–CH 3
OH F
among following :
Me Me Me Me
HO H Me H H OH H OH
(A) (B) (C) (D)
H F H F H F Me F
Me OH Me H
17. Which of the following reaction sequence would be the best for synthesizing the compound,
1-bromo-3-propylbenzene ?
Br

1-Bromo-3-propylbenzene
O O
Br2 Cl Zn(Hg) Cl Br2 Zn(Hg)
(A) (B)
FeBr3 AlCl3 HCl AlCl3 FeBr3 HCl

O
Br2 Br2 Cl
Cl Zn(Hg)
(C) (D) FeBr3 AlCl 3
AlCl3 HCl FeBr3

18. Give the final major product from the following reaction sequence :
O
Ethylene glycol Collin's EtMgBr H+
OH + reagent H2O
H

HO O O O

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

H

O HO
19. Identify major product for the following reaction :
Cl
Cl
NaOMe / MeOH
O2N NO2
OMe Cl Cl OMe
MeO MeO MeO Cl
(A) (B) (C) (D)
O2N NO2 O2N NH2 O2N NO2 O2 N NO2
20. Among the following compounds, which will react with acetone to give a product containing

C=N – NH–

(A) C6H5NHNH2 (B) (CH3)3N (C) C6H5NHC6H5 (D) None of these

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 PRACTICE TEST -02 JEE (MAIN + ADVANCED) 2021
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SECTION-II : (Maximum Marks: 20)

˜ This section contains FIVE questions.
˜ The answer to each question is a NUMERICAL VALUE.
˜ For each question, enter the correct numerical value (If the numerical value has more
than two decimal places, truncate/round-off the value to TWO decimal places; e.g. 6.25,
7.00, –0.33, –.30, 30.27, –127.30, if answer is 11.36777..... then both 11.36 and 11.37 will
be correct) by darken the corresponding bubbles in the ORS.
For Example : If answer is –77.25, 5.2 then fill the bubbles as follows.

+ – + –
0 0 0 0 • 0 0 0 0 0 0 • 0 0
1 1 1 1 • 1 1 1 1 1 1 • 1 1
2 2 2 2 • 2 2 2 2 2 2 • 2 2
3 3 3 3 • 3 3 3 3 3 3 • 3 3
4 4 4 4 • 4 4 4 4 4 4 • 4 4
5 5 5 5 • 5 5 5 5 5 5 • 5 5
6 6 6 6 • 6 6 6 6 6 6 • 6 6
7 7 7 7 • 7 7 7 7 7 7 • 7 7
8 8 8 8 • 8 8 8 8 8 8 • 8 8
9 9 9 9 • 9 9 9 9 9 9 • 9 9

˜ Answer to each question will be evaluated according to the following marking scheme:
Full Marks : +4 If ONLY the correct numerical value is entered as answer.
Zero Marks : 0 In all other cases.
1. Number of moles of CO2 released when following molecule oxidised by O3/H2O followed by heating

2. How many reagents can be used for the given conversion.

OH O
(1) Cu, 300ºC (2) KMnO4 /HÅ (3) PCC /CH2Cl2 (4) K2Cr2O7 /HÅ

(5) MnO2 (6) Al(OCMe3)3/Acetone (7) NBS (8) [Ag(NH3)2]OH

(9) (i) TsCl (ii) DMSO (iii) NaHCO3 (10) (i) DIBAL-H (ii) H2O
3. Number of H exchanged by deuterium when following compound is treated with NaOD/D2O for
a long time :
O

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 PRACTICE TEST -02 JEE (MAIN + ADVANCED) 2021
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4. Number of compound give effervescence of CO2(­) on reacting with NaHCO3 :

OH COOH
CH3 HO O
(i) (ii) (iii) (iv) HCl (v)
COOH HO O
OH
NH2
(vi) (vii) CH3–SO3H (viii) (ix)

COOH
5. Total number 1,2-shift taking place during rearrangment of the given compound.

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