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SECTION-I: (I) Only One Option Correct Type 3 (-1) : Practice Test - 11

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PRACTICE TEST -11 JEE (MAIN + ADVANCED) 2021

ALL BATCH
ORGANIC CHEMISTRY TIME : 45 MIN
SECTION–I : (i) Only One option correct Type
This section contains 20 multiple choice questions. Each question has four choices (A), (B), (C)
and (D) out of which ONLY ONE is correct. 3(–1)

1. What is the correct order of inductive effect ?


(A) –O– > –CH3 > –CMe3 (B) –CO2– > –O– > CHMe2
(C) –O– > –CH2Me > –D > –H (D) None
2. Select the correct order of stability of carbon free radicals :
· ·
I. Ph– C H2 II. Ph– C H–CH2–CH3
·
III. Ph– C H–CH=CH2 IV. Ph–C–CH=CH2

CH 3

(A) IV > III > I > II (B) IV > III > II > I (C) I > II > III > IV (D) I > III > II > IV

CH3 CH3
CH3 – CH2 – C = CH – CH – CH – CH2 – CH2 – CH3
3. The correct IUPAC name of the compound :
C2H5
(A) 5-Ethyl-3, 6-dimethyl non-3-ene (B) 5-Ethyl-4, 7-dimethyl non-3-ene
(C) 4-Methyl-5, 7-diethyl oct-2-ene (D) 2,4-Ethyl-5-methyl oct-2-ene
4. The IUPAC name of the following structure (CH3)C.C.C.(CH3)CH(CH3) is:
(A) 3-Methylhex-4-yn-2-ene (B) 3-Methylhex-2-en-4-yne
(C) 4-Methylhex-4-en-4-yne (D) All are correct
5. Which of the following statements would be true about this compound :
NO2
5

1 3
O 2N NO2
Br
(A) All three C – N bonds are of same length.
(B) Cl – N and C3 – N bonds are of same length but shorter than C5 – N bond.
(C) Cl – N and C3 – N bonds are of same length but longer than C5 – N bond.
(D) Cl – N and C3 – N bonds are of different length but both are longer than C5 – N bond

1/6 1 ORGANIC CHEM. / PT # 11


PRACTICE TEST -11 JEE (MAIN + ADVANCED) 2021
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I II III IV
6. In the compund, CH3—CH=CH—C ºN , the most electronegative carbon is :
(A) I (B) II (C) III (D) IV
7. In which of the following cases, the carbocation (I) is less stable than the carbocation (II) ?
+ +
CH2 CH2
+ +
(A) C6H5— C H2 (I), CH2= CH— C H2 (II) (B) (I), (II)

+ + + Å
(C) CH2= C H (I), CH3— C H2 (II) (D) H3C— C H2 (I), CH2— CH2 (II)
F

8. The IUPAC name of b-ethoxy-a-hydroxy propionic acid (trivial name) is:


(A) 1,2-Dihydroxy-1-oxo-3-ethoxy propane (B) 1-Carboxy-2-ethoxy ethanol
(C) 3-Ethoxy-2-hydroxy propanoic acid (D) All above

9. The IUPAC name of is :

(A) 2-Chlorocarbonyl ethylbenzoate (B) 2-Carboxyethyl benzoyl chloride


(C) Ethyl-2-(chlorocarbonyl)benzoate (D) Ethyl-1-(chlorocarbonyl)benzoate
10. The increasing order of nucleophilicity of the following nucleophiles is :

(a) CH3CO2 (b) H2O (c) CH3SO3 (d) OH


(A) (b) < (c) < (a) < (d) (B) (a) < (d) < (c) < (b)
(C) (d) < (a) < (c) < (b) (D) (b) < (c) < (d) < (a)
11. Which of the following has the highest nucleophilicity?
– – – –
(A) F (B) OH (C) CH3 (D) NH2

12. IUPAC name of is:

(A) But-2-ene-2,3-diol (B)Pent-2-ene-2,3-diol


(C) 2-Methylbut-2-ene-2,3-diol (D) Pent-3-ene-3,4-diol

13. In which of the following molecule all the effect namely inductive, mesomeric & hyperconjugation
operate:

(A) —Cl (B) —CH3 (C) —COCH3 (D)

CH3 CH3

2/6 2 ORGANIC CHEM. / PT # 11


PRACTICE TEST -11 JEE (MAIN + ADVANCED) 2021
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14. The most unlikely representation of resonance structure of p-nitrophenoxide ion is -


Å Å Å Å
O–N=O O–N–O O=N=O O–N=O

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

O O O O

15. Identify set of nucleophiles :


(A) Cl, OH,R, CH2

(B) CH 3 – C – O , N3 , H3O , SH

(C) CH2 = CH2, CH3 – NH2 , CH3 – CH2 – OH ,

CH3

(D) H , CN , CS2,

16. The IUPAC name of the following compound is


Br
CN

OH
(A) 4-Bromo-3-cyanophenol (B) 2-Bromo-5-hydroxybenzonitrile
(C) 2-Cyano-4-hydroxybromobenzene (D) 6-Bromo-3-hydroxybenzonitrile
17. Identify set of electrophiles :
Å
(A) CO2, CH 3 , CH2 , Br2 (B) HOH, SO3, CCl2 , ClÅ

Å Cl Å Å Å ··
(C) SO2, CH3 – OH , NO 2 , C (D) H - C = O, N = O, Ph - CH 2 , N H 3
F
18. A substance containing an equal number of primary, secondary and tertiary carbon atoms is:
(A) Mesityl Oxide (B) Mesitylene (C) Maleic acid (D) Malonic acid
19. The decreasing order of stability of the following resonating structures
– + + –
: :

: :

CH2 = CH—Cl : : CH2 – CH=Cl : CH2 – CH=Cl : is :


:

(I) (II) (III)


(A) I > II > III (B) II > III > I (C) III > II > I (D) I > III > II
3/6 3 ORGANIC CHEM. / PT # 11
PRACTICE TEST -11 JEE (MAIN + ADVANCED) 2021
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20. In which of the following molecules p – electron density in ring is maximum :

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

SECTION-I(ii) : One or More than one


This section contains 5 multiple choice questions. Each question has four choices (A), (B), (C) and
(D) out of which ONE or MORE are correct. 4(–1)
21. The IUPAC name(s) of the following compound is(are) :

H3 C Cl

(A) 4-methylchlorobenzene (B) 4-chlorotoluene


(C) 1-chloro-4-methylbenzene (D) 1-methyl-4-chlorobenzene
22. Select correct statement :

(A) Carbon-oxygen bonds are of equal length in acetate ion

(B) Resonating structures of acetate ion are equivalent

(C) Carbon-oxygen bonds are of unequal length in formate ion

(D) Resonating structures of formate ion are equivalent


23. A canonical structure will be more stable if
(A) it involves cyclic delocalization of (4n + 2) p – electrons than if it involves acyclic delocalization
of (4n + 2) p – electrons.
(B) it involves cyclic delocalization (4n) p – electrons than if it involves acyclic delocalization of
(4n) p – electrons.
(C) +ve charge is on more electronegative atom than if +ve charge is on less electronegative atom
provided atoms are in the same period.
(D) –ve charge is on more electronegative atom than if –ve charge is on less electronegative atom
provided atoms are in the same period.
24. Which of the following molecules, in pure from , is (are) unstable at room temperature ?
O O

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

25. Which of the following compound is correctly matched with number of hyperconjugating structures
(involving C—H bond) :

(A) (3) (B) (9) (C) + (8) (D) CH3–CºC–CH3 (5)

4/6 4 ORGANIC CHEM. / PT # 11


PRACTICE TEST -11 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
4(0)
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

1. The sum of sigma and p bonds in 1-butene-3-yne is


2. The total number of lone-pairs of electrons in melamine is
3. The number of resonance structures for N is :
OH
NaOH
N

4. Among the following, the number of aromatic compound (s) is-

– Å Å

Å –

5/6 5 ORGANIC CHEM. / PT # 11


PRACTICE TEST -11 JEE (MAIN + ADVANCED) 2021
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5. How many common name is correctly matched?

(i) ® Pyrrole (ii) ® Pyridine (iii) ® Quinoline


N N N
H H
CH3

(iv) ® Furan (v) ® P-xyline (vi) ® Thiophene


O S
CH3
H
OH
OH OH
OH
(vii) ® Resorcinol (viii) ® Quinoline (ix) ® Catechol
OH OH

6/6 6 ORGANIC CHEM. / PT # 11

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