25022021 Booklet 2-A FC batch

ORGANIC CHEMISTRY
(Topic : GOC // Sub Topic : Application of Carbocation/Free radical)
(for JEE-Mains & Advanced 2022)
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01. The number of Intermediates in the mechanism of the reaction

Me CH = CH2 + HCl 
formed are :
(a) 0 (b) 1 (c) 2 (d) 3 .

02. The intermediate formed in the reaction + HBr, peroxide is :

Br
(a) (b)

CH2
Br CH2

(c) (d)

03. The attacking reagent in the reaction + DCl , peroxide  is :

(a) D
 (b) Cl
 (c) D+ (d) Cl +
04. Which of the following carbocation will rearrange :

O
+ +
+

(a) (b) (c) + (d)

CH3
05. C HCl
 Major product is :
CH2

Cl
Cl
Cl (d) Cl
(a) (b) (c)

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Contact Number : 9889655556 , 7458910091 page no # 2
 06. + HBr  The intermediate formed in the reaction is :
O

Br +
(a) (b) (c) (d) +
O O Br O O
07. The angle strain in cyclobutane is :
(a) 25O (b) 10O (c) 20O (d) 5O
08. Most reactive towards electrophilic addition is :

(a) (b) (c) (d)

09. Dancing resonance occurs in :

+
C
(a) (b)

+
+
CH—OMe
+
(c) CH2 (d)
Br

10. The number of H——C hyperconjugated bonds in are :

(a) 4 (b) 6 (c) 8 (d) 12

11. Most stable carbocation is :

(a) CH3——C+ = O (b) (CH3)3 C+ .
(c) Ph CH2 CH+ CH3 (d) O = CH——+CH——CH = O

12. Consider the following carbocations ;

O
(A) : ——CH——C (CH3 )2 (B) : +
Me
H
+ N
(C) : (D) :
S

Rearrangement takes place in which cations :

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

Nirmal Academy for Science Education (NASE) 117/N/555 Raniganj, Kakadeo, Near Om Chauraha, Kanpur
Contact Number : 9889655556 , 7458910091 page no # 3
 Q.13 Identify the compound(s) in which Markovnikov’s rule is valid ?

(a) (b) (c) (d)

Q.14 Which of the following hydrocarbon has highest heat of hydrogenation as well as
heat of combustion ?

(P) (Q) (R) (S)

(a) Q (b) R (c) P (d) S

Q.15 What will be order of reactivity of the following alcohols towards concentrated HCl?

OH OH OH
OH
(I) (II) (III) (IV)
F
F

(a) I > II > III > IV (b) I > III > II > IV

(c) IV > III > II > I (d) IV > III > I > II

Q.16 The major product of the following reaction is :

CH3 – COOH

H
O

(a) (b)
O CH3 O COOH

(c) (d) C
O OH O O CH3

Q.17 Taking into account the stability of various cycloalkanes and carbocations, as well
as the rules governing mechanism of carbocation rearrangements, the most likely
product of this reaction is :

H–I
?

I I I
I
(a) (b) (c) (d)

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Contact Number : 9889655556 , 7458910091 page no # 4
 Q.18 The major products ‘X’ and ‘Y’ are respectively ?

H2 /Pd
‘X’
1 eq

HBr
‘Y’
1 eq

Br

(a) (b)

Br

(c) (d)

Br Br

Q.19 The major obtained in the following reaction is

CH3CH2OH
CH = CH2
H2SO 4

CH2 CH3 CH2CH3

(a) (b)
OCH2CH3 OCH2CH3

CH2CH3 CH2CH3

(c) (d)
OCH2CH3 OCH2CH3

Q.20 Total number of 1 , 2 shift involved in the following reaction is :

OH OH

+
H

(a) 4 (b) 5 (c) 6 (d) 7

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Contact Number : 9889655556 , 7458910091 page no # 5
 Q.21 Dehydration of isoberneol in acidic medium produces, major product :

+
H

OH

(a) (b) (c) (d)

Q.22 Consider the following reaction :

CH3 — CH — CH — CH3 + Br ‘X’ + (Y)

D CH3

identify the structure of major product ‘X’ :

(a) CH3 — CH — CH — CH2 (b) CH3 — CH — C — CH3

D CH3 D CH3

(c) CH3 — C — CH — CH3 (d) CH3 — CH — CH — CH3

D CH3 CH3

Nirmal Academy for Science Education (NASE) 117/N/555 Raniganj, Kakadeo, Near Om Chauraha, Kanpur
Contact Number : 9889655556 , 7458910091 page no # 6