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GUIDED REVISION JEE (Main + Advanced) 2023

LEADER + ENTHUSIAST COURSE
LEADER + ENTHUSIAST COURSE

ORGANIC CHEMISTRY GR # 06 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 correct statement for the given reaction is

CH 3
Br H
NaI CF3CO3H
Br H 
Acetone
 X  Y
CH 3

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(A) Y is optically inactive due to external compensation
(B) Y is optically inactive due to internal compensation
(C) X is predominantly cis-alkene
(D) Y does not have chiral centres

2.
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CH2

H / H2O
 (X)

H3C CH3

The product (X) is :

OH
OH
OH

(A) (B)
CH2
OH

H3C CH3 H3C CH3

CH2OH CH2OH

(C) (D)
OH

H3C CH3 H3C CH3

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3. An organic compound on reaction with 2,4 – dinitrophenyl hydrazene (2,4 –DNP) gives a
yellow ppt. It also gives silver mirror with ammonical AgNO3. It gives an alcohol and sodium
salt of carboxylic acid on reaction with concentrated NaOH. It yields benzene – 1,2 – dicar-
boxylic acid on heating with alkaline KMnO4. The structure of the compound among the
following is :

(A) (B)
C
CHO
O

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(C) (D)
C H COOEt
O

4. The major product formed in the following reaction is :

O
Br
NaOMe
 

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O
COOMe
(A) (B)

O O

(C) (D)

5. Which of the following statements is correct ?

(A) Lysine is example of basic & nonessential amino acid

(B) The IUPAC name of isoprene is 2-chloro-1,3-butadiene

(C) Lactose is example of disacchride which is formed by combination of C1 of -D-galactose

& C4 of -D-glucose followed by elimination of H2O

(D) Glucose gives +ve test with Tollen's ; Fehling ; schiff reagent & NaHSO3 solution

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(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. Consider following sequence of reactions

OMe
Solid N2O 5 Sn/HCl NaNO2/HCl KCN (1)H3O+
P Q R S T
MeCN 0–5ºC CuCN (2) 

Which of the following statement(s) is/are correct ?

(A) Formation of product P involves electrophilic aromatic substitution.

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O

(B) Product T may be O

(C) Compound R is unstable at temperature > 25ºC

(D) Compound Q can give positive carbyl amine Test.
HI (excess)
7.
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A   Product

Identify compound A for which more than 4 moles of HI will be consumed

OPh
OPh CH2  OH
|
(A) (B) CH  OH
|
OPh CH2OH

OCH3 OCH3
OCH3 OCH3
(C) (D)
OCH3 OCH3

(i) RMg X
8. Cyclopentadiene 
(ii) FeCl
X
2

correct statements regarding X

(A) X is organometallic compound (B) X has centre of symmetry
(C) X has plane of symmetry (D) X has C2 axis of symmetry

9. Which of the polymers are example of condensation polymer with ester linkage?

(A) Dacron (B) Nylon 6, 6

(C) Bakelite (D) Glyptal

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10. Identify reactions corrctly match with their major products?

COOH
(1) Cl2 + AlCl3
(2) Br 2 + AlBr3
(A) (3) KMnO4 / NaOH/ 
(4) HNO3 + H2SO4 Cl NO2
(5) Cl2 + AlCl3 Br

(1) Cl
Cl + 2eq. AlCl3 Br
(B) (2) Br2 + AlBr3

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O 2N
(3) HNO3 + H2SO4

CH3 COOH

CrO2 Cl2
(C)

(D)
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C–H
NH2 – NH2
H+ / 
N
N
C–H
O
(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

Stereoisomers can be divided into two categories : Enantiomers & Diastereoisomers.

Stereomers which are non – super imposable mirror images of each other are know as
enantiomers and stereoisomers which are not mirror images each other are known as
diastereomers. On basis of this information give answer of following questions.

11. Select correct statement.

(A) Optically inactive compound can also show enantiomers.

(B) All diastereomers are geometrical isomers.

(C) All geometrical isomers are diastereomers.

(D) Both optically active & inactive compounds can show diastereomers.

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12. Select correct statement for following compound.

O O

(A) It can show G.I. & O.I.

(B) It has 5 optically inactive stereoisomers.

(C) It has 2 enantiomeric compound.

(D) It has 2 diastereomers.

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(iv) Matching List Type
This Section contains 1 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. List-I List-II
(Reaction) (Reagent)

(P) (CH3)3C – CH = CH2  (H3C)2C – CH(CH3)2 (1) B2H6/H 2O2/OH –

(Q)
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(CH3)3C – CH = CH2  (CH 3)3C – CH – CH3 (2) H2O/H+/Cu/300°C

OH

(R) H5C6 – CH = CH2  C6H5 – CO – CH3 (3) Hg(OAc)2/H2O/NaBH4

(S) C6H5 – C  CH  C6H5 – CH2 – CHO (4) H2O/H +
Codes :
(P) (Q) (R) (S)
(A) 1 2 3 4
(B) 2 3 1 4
(C) 4 3 2 1
(D) 3 2 4 1
SECTION-III : (Integer Value Correct Type)
This section contains 05 questions. The answer to each question is a single digit Integer, ranging from
0 to 9 (both inclusive) 4(–1)
1. Find the total number of compounds which do not give Fehling’s test.

Fructose, Sucrose, Glyoxal, HCHO, glyoxalic acid,  CH 3CH O 3 ,

N 2H 4 , benzaldehyde, H COOH

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2. Given sequence of reaction is :

O
( i) aq.NaOH CHCl
PhNH2
3  B 
 
 A 
NaOH
C  D
(ii ) H3O
O
How many of the following statement(s) are true regarding above reaction sequence and
products.
(i) Compound A is used for the formation of Aspirin.
(ii) C and D are geometrical isomers.
(iii) B on treatment with conc.NaOH followed by acidification forms an acid which is more
acidic than o–toluic acid.
(iv) B can reduce fehling solution.

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(v) Compound A when treated with Ph–N2/NaOH then it forms yellow dye.
(vi) Compound C or D is more basic than aniline.

SiMe3

3. HCl
(A) + (B)
2 mole
Unsaturated Saturated
2 Mole compound compound

AlCl3 CH2Cl2

Rankers Academy JEE (C)

The degree of unsaturation of compound (C) is :

4. How many will give positive Lessagnai test for N :

NH2
(a) CH3–NH2 (b)
O

NH2

(c) (d)
N S

NH2 O
(e) (f) NH2–C–NH–NH2
N
H

(g) Brady's reagent (h) NH2–NH2

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5. Count number of reactions in which new "Carbon-Carbon" bond is formed :

OH OH
Cl
CHCl3 CO2 Na
(i) (ii) (iii) Dry ether
NaOH + NaOH

O O O
O – O
Conc. OH O
(iv) Ph–C–H NaOH (v) (vi) Ph–C–H –
MeCOO /

SECTION–IV : Matrix-Match Type

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This Section contains 01 question. Question has four statements (A, B, C and D) given in Column
I and five statements (P, Q, R, S and T) in Column II. Any given statement in Column I can have correct
matching with ONE or MORE statement(s) given in Column II. For example, if for a given question,
statement B matches with the statements given in Q and R, then for the particular question, against
statement B, darken the bubbles corresponding to Q and R in the ORS. 8(0)

1. Column-I Column-II

(Transformation) (Name of process involved during

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(A) -D-Glucopyranose  -D-Glucopyranose (P) Anomerisation

(B) Glucose  Mannose (Q) Mutarotation

(C) Fr uct ose  Glucose (R) Tautomerisation

H O CH2OH
C
C=O
H OH
(D) HO H HO H (S) Epimerisation

CH2–OH CH2–OH

(T) Isomerisation

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