JEE (MAIN + ADVANCED) 2023

GUIDED REVISION JEE (Main + Advanced) 2023

LEADER + ENTHUSIAST COURSE
LEADER + ENTHUSIAST COURSE

ORGANIC CHEMISTRY GR # 07 GUIDED REVISION PLAN

SECTION–I : (i) Only One option correct Type
This section contains 05 multiple choice questions. Each question has four choices (A), (B), (C) and
(D) out of which ONLY ONE is correct. 3(–1)
1. The principle functional group in following compound for IUPAC naming :
O

N H

OH O
(A) Aldehyde (B) Ketone (C) Amine (D) Amide
2. Which of the following represent aromatic compound :
O O O

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

O
+
O
NO2

(i )CH3I,K 2CO3
3. HO 
(ii) H2SO4 ,HNO3
 Major product of the reaction is :

NO2 NO2

H3C

(A) HO (B) MeO

NO2 NO2

NO2 NO2

O2N O2N

(C) HO (D) MeO

CH3

ORGANIC CHEMISTRY / GR # 07 (Set-3) E-1/7

 JEE (MAIN + ADVANCED) 2023
GUIDED REVISION LEADER + ENTHUSIAST COURSE

4. In the following reaction the major product [X] is :

O
Me 
(i )SeO2 / HOAc
[X]
(ii )NaOH
(iii )H3O

O HOOC OH COOH
COOH Me COOH
Me OH (C) Me
(A) (B) (D)

5. Major product 'Y' in following reaction sequence is :

–
O3 OH
O Zn X Y
C–H O O
C–H O
(A) (B) (C) (D)

(ii) One or more options correct Type

This section contains 05 multiple choice questions. Each question has four choices (A), (B), (C) and
(D) out of which ONE or MORE are correct. 4(–1)
6. Identify correct reaction set(s) ?

Cl O -
O + O
+ Br N Br
N -
O HS S
(A) + Base

Cl Cl

Cl
(B) MeOH MeO
O O

H3C CO2H H3C CO2H

(C) OH-,Ag+
Br OH
O
O

(D) Base
Cl
O O

ORGANIC CHEMISTRY / GR # 07 (Set-3) E-2/7

 JEE (MAIN + ADVANCED) 2023
GUIDED REVISION LEADER + ENTHUSIAST COURSE

7. To prepare 2° amine (as major product) which of the following reactions can be used up :

CH3
+ – LiAlH4 + CH3 –
NC N 
(A) (B) OH
CH3

(C) NH3 / (D) O + 1. MeNH2

Cl 2. H2(Pd)
8. Select correct statement(s) out of following?

O NH
(A) is more reactive than towards reaction with PhMgBr

Cl
Cl2 (aq)
(B) O 
h
 O (major product)

Conc. H 2SO 4
(C) 2 (Major)
(Catalytic)

PhNHNH 2
(D) D-glucose + D-mannose + D-fructose   only one osazone

9. Select correct statement(s) out of following for compound given below :

Br(x)
O Br(y)

Br(z)
(A) Br(y) is the most reactive Br towards SN2 reaction in this compound.
(B) Br(z) is the most reactive Br towards SN1 reaction in this compound.
(C) 16 stereoisomers are theoretically possible for this compound.
(D) This compound is capable of showing geometrical isomerism
10. Identify reactions give naturally occuring amino acids?
(1)H–CN (1) Red 'P' + X2
(A) NH (B) Me – CH2 – COOH (2) NH
(2)H3O
3

O Cl O O
(1) CH – C C
C CH3
Me OEt
N Na (1) NaOI
(C) (2) H3O (D)
C (2) H
Cl (3) NH3
O

ORGANIC CHEMISTRY / GR # 07 (Set-3) E-3/7

 JEE (MAIN + ADVANCED) 2023
GUIDED REVISION LEADER + ENTHUSIAST COURSE

(iii) Paragraph Type

This section contains 01 paragraph each describing theory, experiment, data etc. Each question of
a paragraph has only one correct answer among the four choices (A), (B), (C) and (D).
Paragraph for Questions 11 and 12


N 2H4  OH
C6H10O  

(A)

(1) CH3MgBr Conc. H2SO4 (1) O3 

(B) (C) (D) OH , 
  (E)
(2) H2O , -H2O (2) Zn, H2O Intra Molecular
Aldol condensation
(dicarbonyl
compound)
(1) Li (CH3)2Cu
(2) H2O

Zn - Hg
(F)
HCl

# Compound (A) has (S) - configuration at the chiral center.

# All organic products are major in above reaction scheme
11. Select the correct statement ?
(A) Formation of Compound (F) involves 1, 2-Addition.
(B) Compound (C) on reaction with HBr or HBr, R2O2 gives same organic product.
(C) Compound (A) on reaction with NaCN / HCN followed by H2O gives enantiomers pair as
a product.
Br

(D) Compound (C) can also be obtained as major product when heated with

O K

12. Select the correct one

O
(A) Compound (F) = (B) Compound (C) = CHO

O OH
CH3
(C) Compound (A) = (D) Compound (B) =
H

ORGANIC CHEMISTRY / GR # 07 (Set-3) E-4/7

 JEE (MAIN + ADVANCED) 2023
GUIDED REVISION LEADER + ENTHUSIAST COURSE

(iv) Matching List Type

This Section contains 2 multiple choice questions. Each question has matching lists. The codes for
the lists. have choices (A), (B), (C) and (D) out of which ONLY ONE is correct. 4(0)
13. Match the following question :
List - I List-II
(Reaction) (Products)
CH3

(P) HOOC COOH   (1) Diastereomers
H D
C 2H 5

CH3

(Q) HOOC COOH   (2) Racemic mixture
Ph
HOOC COOH


(R)   (3) Meso compound

CH3
COOH

(S)   (4) CO2 gas will evolve
COOH
Select CORRECT code for your answer :
(A) (P)1, 4 ; (Q)2, 4 ; (R)1, 4 ; (S)3 (B) (P)1, 4 ; (Q)2, 4 ; (R)1, 4 ; (S)3,4
(C) (P)1, 4 ; (Q)2,3,4 ; (R)1, 4 ; (S)3 (D) (P)1, 4 ; (Q)2, 4 ; (R)1, 3 ; (S)3
14. Mark the correct option assuming monobromination in all reactions (include stereo isomers
wherever possible)
List I List II
Br2
(P) 
hv
 (1) Even number of optically active products

Br2
(Q) 
hv
 (2) Odd number of total products obtained

after fractional distillation

Br2
(R) 
hv
 (3) Even number of total products

Br2
(S) 
hv
 (4) Even number of optically inactive products

(A) P1,2,4 ; Q2,3,4 ; R1,3,4 ; S1,3,4

(B) P1,3,4 ; Q1,2,3 ; R2,3,4 ; S2,3,4
(C) P1,3,4 ; Q2,3,4 ; R2,3,4 ; S1,3,4
(D) P2,3,4 ; Q1,2,4 ; R1,3,4 ; S2,3,4

ORGANIC CHEMISTRY / GR # 07 (Set-3) E-5/7

 JEE (MAIN + ADVANCED) 2023
GUIDED REVISION LEADER + ENTHUSIAST COURSE

SECTION-III : (Integer Value Correct Type)

This section contains 06 questions. The answer to each question is a single digit Integer, ranging from
0 to 9 (both inclusive) 4(–1)
1. Electrodes are immersed in a solution of pH ‘X’ which is prepared by using 0.1 M formic acid
(Ka = 10–4) and 0.1 M sodiumformate in equal volume. To this solution amino acid, ascorbic

pKa = 4 pKb = 4

NH2
acid, a naturally occurring amino. acid HO—C—CH2—CH is added.
O C O
OH

pKa = 2
Assorbic acid pKa values

Then, if net migration of amino acid is towards anode, then your answer is (X + 1). If migra-
tion is towards is cathode, then your answer is (X + 2) . If migration is neither towards anode
nor towards cathode then your answer is X.

O
2.
Ph—CH=CH—C—CH=CH—Ph

CH2(COOEt)2 (1 mole)
NaOEt
(A)
(Six membered ring)

How many oxygen atoms are present in (A) ?

3. How many equivalents of base are consumed in the following reaction ?

Br2 / OH /  
CH3CHO   HCBr3  HCOO
(1equivalent)

4. In the given reaction sequence, find number of possible 5 and 6 membered Lactone(s) having
different boiling points :

(i) LiAlH4
'X' (Lactone)
(ii) H2O
Molecular
formula = C6H10O2 (iii) Red P / HI

ORGANIC CHEMISTRY / GR # 07 (Set-3) E-6/7

 JEE (MAIN + ADVANCED) 2023
GUIDED REVISION LEADER + ENTHUSIAST COURSE

5. How many of the following compound will give silver mirror with Tollen's reagent ?
CH2OH
H OH
(a) Me–CHO (b) Ph–CHO (c) H (d) Ph–NH–OH
OH H
HO OD
H OH

CH 2OH
HO OH
H COOH
H H O OH
H HO H H OH
(e) H O CH2OH (f) Me–CCH (g) OH H (h)
H OH
OH H HO HO CH 3
O
OH H H H COOH
H
H OH

(i) HCOOH (j) Me–COOH

6. How many theoretically possible dipeptides can be produced if we have only Glycine and
Alanine ?

ORGANIC CHEMISTRY / GR # 07 (Set-3) E-7/7