VIBRANT ACADEMY ORGANIC CHEMISTRY

Class Test-L
(India) Private Limited Target IIT ADVANCE-2021
(XII-MEGA) TIME : 60 MIN.
Single Choice Questions : [+3, –1][15 × 3 = 45]
ATTENTION: FILL BUBBLES IN OMR SHEET ACCORDING TO THE QUESTION NUMBERS SHOWN IN PAPER

1. Best method to prepare O – CH3 is

(A) (B) CH3 – O + I (C) OH + CH3I (D) O + CH3I

NO2

(1) NaOH
2.   
 (A)

( 2) H3O
I
Br
Product (A) is

NO2 NO2 OH NO2

OH
(A) (B) (C) (D)
OH I I I
Br OH Br Br

3. Which of the following symmetry is present in following compound ?

(A) Plane of symmetry (B) Center of symmetry

(C) Three fold axis of symmetry (C3) (D) All of these

4. Which of the following compound is capable to show geometrical, optical and conformational isomerism ?

Br
H
(A) C == C == C == C (B) H2C = CH – CH – CH3
Cl Cl OH
(C) CH3 – CH = CH – CH2 – CH2 – OH (D) H2C = CH – CH2 – OH

Vibrant Academy (I) Pvt. Ltd. "B-41" Road No.2, IPIA, Kota (Raj.) Ph. 06377791915 (www.vibrantacademy.com) [1]
 x H
5.   value of x is

(A) 2 (B) 3 (C) 4 (D) 5

6. Mark the correct increasing order of reactivity of the following compounds with HBr/HCl.

CH2OH CH2OH CH2OH

NO2 Cl
(a) (b) (c)

(A) a < b < c (B) b < a < c (C) b < c < a (D) c < b < a

NO2 Cl CH3

7.
(a) (b) (c) (d)

Correct order of rate of EAS (electrophilic aromatic substitution) is :

(A) c > b > a > d (B) c > d > a > b (C) a > b > c > d (D) c > d > b > a

8. The product obtained from the reaction is :

Br CH2Cl + NaCN ethanol

(A) Br CH2CN (B) Br CH2Cl

Br CH2Cl
(C) NC CH2CN (D)
CN

Vibrant Academy (I) Pvt. Ltd. "B-41" Road No.2, IPIA, Kota (Raj.) Ph. 06377791915 (www.vibrantacademy.com) [2]
9. Increasing order of rate of reaction with HNO3/H2SO4 is :

O O O
O O O O O O
O O O

(i) (ii) (iii)

(A) (iii) < (ii) < (i) (B) (ii) < (iii) < (i) (C) (i) < (iii) < (ii) (D) (i) < (ii) < (iii)

O
CH2 – C AlCl3
10. O
CH2 – CH – C
O

What is the major product of above Friedel-Craft reaction ?

O O
CO2H
(A) (B)
CO2H

O O
CO2H
(C) (D)
CO2H

CH3 CH3 CH3

| | |
Cl2 Cl2 Cl2
11. + r1 ; + r2 ; FeCl3
r3
FeCl3 FeCl3
|

| CH3
CH3

Compare rate of above given reactions.

(A) r1 > r2 > r3 (B) r2 > r1 > r3 (C) r1 = r2 = r3 (D) r3 > r2 > r1

Me
H3O+
12. O A+B
18
Et
A and B will be

Me Me
18
(A) + , OH (B) + , OH
Et Et

Me
18
(C) OH , OH (D) No reaction
Et

Vibrant Academy (I) Pvt. Ltd. "B-41" Road No.2, IPIA, Kota (Raj.) Ph. 06377791915 (www.vibrantacademy.com) [3]
Comprehension (Q.13 to Q.15)

O O
(1) KMnO4 (1) CO2,NaOH CH3–C–O–C–CH3
(A) (B) (C) (D)
(2) NaOH / CaO  / H (2) H Analgesic

Br2
Tri-bromo product
H2O

Compound (B) gives positive test with neutral FeCl3 solution.

13. The structure of compound (A) is

OH
OH OH OCH3
CH3
(A) (B) (C) (D)
CH3
CH3

14. The structure of compound (C) is

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

CHO COOH

15. The structure of compound (D) is

O O O O
C–OCH3 O–C–CH3 O–C–CH3 C–OCH3
COOH CHO COOH COOCH3
(A) (B) (C) (D)

One or more than one correct : [+4, –0][5 × 4 = 20]

ATTENTION: FILL BUBBLES IN OMR SHEET ACCORDING TO THE QUESTION NUMBERS SHOWN IN PAPER
16. Which of the following compound will not undergo Hoffmann bromamide reaction ?

O O
|| ||
(A) CH3 – C – NH2 (B) Ph – C – NH – Br

O O
|| ||
(C) Ph – C – NH – CH3 (D) CH3 – C – NH – Ph

17. Which of following compound give positive isocyanide or carbylamine test

NH2 CH3
(A) (B) NH2 (C) CH3 – CH2 – N – CH3 (D) CH3 – NH – CH3

Vibrant Academy (I) Pvt. Ltd. "B-41" Road No.2, IPIA, Kota (Raj.) Ph. 06377791915 (www.vibrantacademy.com) [4]
 O OH
HO (1) CH3MgBr
(X)
18. H HCl (2) HCl, H2O
O
Possible final products are
OH
OH O OH
(A) O (B) (C) (D)
OH OH OH
OH

19. Which of the following give lassaign's test ?

O
||
(A) NH2 – NH2 (B) C (C) NH2 – OH (D) CH3 – NH2
NH2 NH2

20. Which of following on acid catalyzed hydrolysis give positive Iodoform test.
O
(A) O (B)

(C) O (D) H2C = CH — O – C = CH2

|
CH3

Vibrant Academy (I) Pvt. Ltd. "B-41" Road No.2, IPIA, Kota (Raj.) Ph. 06377791915 (www.vibrantacademy.com) [5]
 Class Test-L
1. D 2. B 3. D 4. A 5. B 6. C 7. D
8. A 9. D 10. B 11. B 12. B 13. B 14. B
15. C 16. CD 17. AB 18. AC 19. BD 20. ABCD

Vibrant Academy (I) Pvt. Ltd. "B-41" Road No.2, IPIA, Kota (Raj.) Ph. 06377791915 (www.vibrantacademy.com) [6]