JEE (Main + Advanced) 2024

ENTHUSIAST COURSE
PHASE -

ORGANIC CHEM IS TRY QUIZ#4 TIME : 45 Min.

SECTION–I : (i) One or more options correct Type

This section contains 16 multiple choice questions. Each question has four choices (A), (B), (C) and
(D) out of which ONE or MORE are correct. 4(–1)
1. In which of the following reaction(s) rearrangement of carbocation takes place.
OH

+ HBr
H
(A) (B) Ph–CH2–CH=CH2
CH3 CH3
(C) Ph–CH=CH–CH–CH3 HOH
(D) Ph Ph H+

OH OH
Cl
2. Correct option(s) for above reaction sequence is/are :

HBr
CCl4
(P) + (Q)
KCP TCP
(A) (P) is 3-bromo-1-methyl cyclohexene
(B) (P) is 6-bromo-1-methyl cyclohexene
(C) On increasing the temperature % of (Q) increases in product mixture
(D) (Q) is major product at 80ºC & (P) is major product at –80ºC
CH3 CH3
H Cl H Cl
3. H Cl Cl H
CH3 CH3
X Y
Among the following correct statement(s) about compound X & Y is/are :
(A) X & Y are related as diastereomers
(B) X is optically inactive due to plane of symmetry
(C) Y is optically inactive because of centre of symmetry
(D) Y is assymmetric & it has C2 axis of symmetry
4. Among the following compounds which can be dehydrated very easily is -
OH
(A) CH3CH2CH2CH2CH2OH (B) CH3CH2CH2CHCH 3
CH3
(C) CH3CH2C CH2CH3 (D) CH3CH2CH CH2CH2OH
OH CH 3
5. The product of following reaction can be best described as :

HBr

(A) A racemic mixture (C) A single enantiomer

(C) A pairs of diastereomers (D) An achiral molecule
1/4 ORGANIC CHEM. / QUIZ # 4
 JEE (Main + Advanced) 2024
ENTHUSE COURSE
PHASE -
Br2
6. C6H12 C6H12Br 2
CCl4
'X' 'A'
(optically inactive product)
If A may have three stereoisomer then possible number of ‘X’
(A) 1 (B) 2 (C) 3 (D) 4
7. Number of possible optically active product obtained on monochlorination of -
CH3

H Cl

CH2–CH3
(A) 2 (B) 3 (C) 4 (D) 5
8. Which one of the hydrocarbon is the most acidic
H3C CH3 H3 C CH3

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

H3 C CH 3 H3 C H
H CH3 H3C CH3 H H H CH3

9. The resolvable compound among following

Cl
.. Me H H
(A) (B) H–N (C) (D) Cl Cl
Et
Cl Cl
10. Which of the following alcohols cannot be prepared from an alkene ?
(A) OH (B) OH (C) OH (D)
OH
11. Which carbanion is stable due to p -p bonding :-
+ –
(A) CH2 NO2 (B) Ph 3P–CH2 (C) RS–CH–SR (D) CH3C C

NO2
HO OH +
H
12. , Major product -
Me Me
OH
(A) (B) (C) OH (D) OH
Me
13. How many geometrical isomers is/are possible for the given compound :

(A) 2 (B) 3 (C) 4 (D) 6

14. Which of the following can show geometrical isomerism :
H
(A) (B) (C) (D)
H

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 JEE (Main + Advanced) 2024
ENTHUSE COURSE
PHASE -

15. Which statement(s) is/are correct for the compounds X and Y :

O

H–C C–CH2–C–CH2–CH3 ; CH3–C C–CH2–CH2–C–H

O
(X) (Y)
(A) X and Y are chain isomers (B) X and Y are functional isomers
(C) Tautomeric form of X and Y can show geometrical isomers
(D) X and Y both can show conformational isomers
16. Which of following has/have “Z” configuration :

F H Cl – CH2 COOH Me CH3 H Cl

(A) C=C (B) C=C (C) C=C (D) C=C
Br D H3C CH3 H CN I Br
SECTION-III : (Integer Value Correct Type)
This section contains 03 questions. The answer to each question is a single digit Integer, ranging from
0 to 9 (both inclusive) 4(–1)
1. Identify the reaction are correctly match with their major product -
HBr HCl
(i) Br (ii) 80ºC
Cl
Cl
HCl HCl
(iii) HC C–CH=CH2 H 2C=C–CH=CH 2 (iv) CH2=CH–Cl CH3–CH
Cl Cl
2. Total number of enantiomeric pair of compound with structural formula
Cl Cl
CH3–CH–CH–CH–CH3
CH
H3C Cl
3. How many compounds from the following are optically active.
CHO
H H Cl Cl H OH
(a) (b) (c) H
(d) H OH
C=C=C OH
Me Me Cl Cl CH2–OH
H
F H F
(e) (f) (g) (h) Me
H Cl Me Cl
Me
SECTION–IV : Matrix-Match Type
This Section contains 03 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)

3/4 ORGANIC CHEM. / QUIZ # 4

 JEE (Main + Advanced) 2024
ENTHUSE COURSE
PHASE -

1. Column - I Column - II
(Chemical reaction) (Type of reaction/intermediate involve)
OH
Conc. H2SO4 /
(A) (P) Elimination reaction
Major

OH O
Dil. H2SO4
(B) Me— C C—CH2 (Q) Addition reaction
O OH

(C) (R) Carbocation intermediate is formed

[Classical /Non classical]

I— CN
(D) CCl4
(S) Rearrangment reaction
I CN
(T) Racemic mixture is formed
2. Column-I Column-II

(A) (P) Product is a vicdihalide

(B) (Q) Threo configuration of products are obtained

(C) (R) Erythro configuration of products are obtained

(D) (S) Only one organic product is obtained

(T) Two non-classical carbocations are intermidiate.

3. Column - I Column - II
CH=CH–CO2H
(A) (P) Reacts with NaHCO3

CH=CH–CH3
(B) (Q) Soluble in NaOH
HO

(C) (R) Reacts with HBr to give product containing chiral centre

(D) CH2 = CH–CH–CO 2H (S) Decolorise Br2 solution.

CH3
(T) Exhibits stereo isomerism.

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