Haloalkanes and Haloarenes: JEE Mains Previous Year Questions (2021-2024) | Chemistry for JEE Main & Advanced PDF Download

 Page 1


 
2024 
 
Q1 - 2024 (01 Feb Shift 1) 
Given below are two statements : one is labelled as Assertion (A) and the other is labelled 
as Reason (R). 
Assertion (A): Haloalkanes react with KCN to form alkyl cyanides as a main product 
while with AgCN form isocyanide as the main product. 
Reason (R): KCN and AgCN both are highly ionic compounds. 
In the light of the above statement, choose the most appropriate answer from the options 
given below: 
(1) (A) is correct but (R) is not correct 
(2) Both (A) and (R) are correct but (R) is not the correct explanation of (A) 
(3) (A) is not correct but (R) is correct 
(4) Both (A) and (R) are correct and (R) is the correct explanation of (A) 
 
Q2 - 2024 (01 Feb Shift 1) 
Identify ?? and ?? in the following sequence of reaction 
 
(1) 
 
(2) 
 
(3) 
Page 2


 
2024 
 
Q1 - 2024 (01 Feb Shift 1) 
Given below are two statements : one is labelled as Assertion (A) and the other is labelled 
as Reason (R). 
Assertion (A): Haloalkanes react with KCN to form alkyl cyanides as a main product 
while with AgCN form isocyanide as the main product. 
Reason (R): KCN and AgCN both are highly ionic compounds. 
In the light of the above statement, choose the most appropriate answer from the options 
given below: 
(1) (A) is correct but (R) is not correct 
(2) Both (A) and (R) are correct but (R) is not the correct explanation of (A) 
(3) (A) is not correct but (R) is correct 
(4) Both (A) and (R) are correct and (R) is the correct explanation of (A) 
 
Q2 - 2024 (01 Feb Shift 1) 
Identify ?? and ?? in the following sequence of reaction 
 
(1) 
 
(2) 
 
(3) 
 
(4) 
 
 
 
Q3 - 2024 (01 Feb Shift 2) 
 
Acid D formed in above reaction is : 
(1) Gluconic acid 
(2) Succinic acid 
(3) Oxalic acid 
(4) Malonic acid 
 
Q4 - 2024 (27 Jan Shift 1) 
The correct statement regarding nucleophilic substitution reaction in a chiral alkyl halide 
is ; 
(1) Retention occurs in ?? ?? 1 reaction and inversion occurs in S
N
2 reaction. 
(2) Racemisation occurs in ?? ?? ?? reaction and retention occurs in S
N
2 reaction. 
(3) Racemisation occurs in both S
N
1 and S
N
2 reactions. 
(4) Racemisation occurs in ?? ?? 1 reaction and inversion occurs in S
N
2 reaction. 
 
Q5 - 2024 (27 Jan Shift 2) 
Which among the following halide/s will not show S
N
1 reaction: 
(A) H
2
C = CH - CH
2
Cl 
(B) CH
3
- CH = CH - Cl 
(C) 
Page 3


 
2024 
 
Q1 - 2024 (01 Feb Shift 1) 
Given below are two statements : one is labelled as Assertion (A) and the other is labelled 
as Reason (R). 
Assertion (A): Haloalkanes react with KCN to form alkyl cyanides as a main product 
while with AgCN form isocyanide as the main product. 
Reason (R): KCN and AgCN both are highly ionic compounds. 
In the light of the above statement, choose the most appropriate answer from the options 
given below: 
(1) (A) is correct but (R) is not correct 
(2) Both (A) and (R) are correct but (R) is not the correct explanation of (A) 
(3) (A) is not correct but (R) is correct 
(4) Both (A) and (R) are correct and (R) is the correct explanation of (A) 
 
Q2 - 2024 (01 Feb Shift 1) 
Identify ?? and ?? in the following sequence of reaction 
 
(1) 
 
(2) 
 
(3) 
 
(4) 
 
 
 
Q3 - 2024 (01 Feb Shift 2) 
 
Acid D formed in above reaction is : 
(1) Gluconic acid 
(2) Succinic acid 
(3) Oxalic acid 
(4) Malonic acid 
 
Q4 - 2024 (27 Jan Shift 1) 
The correct statement regarding nucleophilic substitution reaction in a chiral alkyl halide 
is ; 
(1) Retention occurs in ?? ?? 1 reaction and inversion occurs in S
N
2 reaction. 
(2) Racemisation occurs in ?? ?? ?? reaction and retention occurs in S
N
2 reaction. 
(3) Racemisation occurs in both S
N
1 and S
N
2 reactions. 
(4) Racemisation occurs in ?? ?? 1 reaction and inversion occurs in S
N
2 reaction. 
 
Q5 - 2024 (27 Jan Shift 2) 
Which among the following halide/s will not show S
N
1 reaction: 
(A) H
2
C = CH - CH
2
Cl 
(B) CH
3
- CH = CH - Cl 
(C) 
 
(D)  
 
Choose the most appropriate answer from the options given below: 
(1) (A), (B) and (D) only 
(2) (A) and (B) only 
(3) (B) and (C) only 
(4) (B) only 
 
Q6 - 2024 (27 Jan Shift 2) 
Identify B formed in the reaction. 
Cl - CH
2
 
4
- Cl ?
 excess NH
3
A ?
NaOH
 
B + H
2
O + NaCl 
(1) 
 
(2) H
2
N - CH
2
 
4
- NH
2
 
(3) Cl
+
H
3
- CH
2
 
4
- N
+
H
3
Cl
-
 
(4) 
 
 
Q7 - 2024 (29 Jan Shift 1) 
Page 4


 
2024 
 
Q1 - 2024 (01 Feb Shift 1) 
Given below are two statements : one is labelled as Assertion (A) and the other is labelled 
as Reason (R). 
Assertion (A): Haloalkanes react with KCN to form alkyl cyanides as a main product 
while with AgCN form isocyanide as the main product. 
Reason (R): KCN and AgCN both are highly ionic compounds. 
In the light of the above statement, choose the most appropriate answer from the options 
given below: 
(1) (A) is correct but (R) is not correct 
(2) Both (A) and (R) are correct but (R) is not the correct explanation of (A) 
(3) (A) is not correct but (R) is correct 
(4) Both (A) and (R) are correct and (R) is the correct explanation of (A) 
 
Q2 - 2024 (01 Feb Shift 1) 
Identify ?? and ?? in the following sequence of reaction 
 
(1) 
 
(2) 
 
(3) 
 
(4) 
 
 
 
Q3 - 2024 (01 Feb Shift 2) 
 
Acid D formed in above reaction is : 
(1) Gluconic acid 
(2) Succinic acid 
(3) Oxalic acid 
(4) Malonic acid 
 
Q4 - 2024 (27 Jan Shift 1) 
The correct statement regarding nucleophilic substitution reaction in a chiral alkyl halide 
is ; 
(1) Retention occurs in ?? ?? 1 reaction and inversion occurs in S
N
2 reaction. 
(2) Racemisation occurs in ?? ?? ?? reaction and retention occurs in S
N
2 reaction. 
(3) Racemisation occurs in both S
N
1 and S
N
2 reactions. 
(4) Racemisation occurs in ?? ?? 1 reaction and inversion occurs in S
N
2 reaction. 
 
Q5 - 2024 (27 Jan Shift 2) 
Which among the following halide/s will not show S
N
1 reaction: 
(A) H
2
C = CH - CH
2
Cl 
(B) CH
3
- CH = CH - Cl 
(C) 
 
(D)  
 
Choose the most appropriate answer from the options given below: 
(1) (A), (B) and (D) only 
(2) (A) and (B) only 
(3) (B) and (C) only 
(4) (B) only 
 
Q6 - 2024 (27 Jan Shift 2) 
Identify B formed in the reaction. 
Cl - CH
2
 
4
- Cl ?
 excess NH
3
A ?
NaOH
 
B + H
2
O + NaCl 
(1) 
 
(2) H
2
N - CH
2
 
4
- NH
2
 
(3) Cl
+
H
3
- CH
2
 
4
- N
+
H
3
Cl
-
 
(4) 
 
 
Q7 - 2024 (29 Jan Shift 1) 
Given below are two statements : one is labelled as Assertion A and the other is labelled 
as Reason R: 
Assertion A: Aryl halides cannot be prepared by replacement of hydroxyl group of 
phenol by halogen atom. 
Reason R: Phenols react with halogen acids violently. In the light of the above 
statements, choose the most appropriate from the options given below: 
(1) Both A and R are true but R is NOT the correct explanation of A 
(2) ?? is false but ?? is true 
(3) A is true but R is false 
(4) Both A and R are true and R is the correct explanation of A 
 
Q8 - 2024 (29 Jan Shift 2) 
Alkyl halide is converted into alkylisocyanide by reaction with 
(1) NaCN 
(2) NH
4
CN 
(3) KCN 
(4) AgCN 
 
Q9 - 2024 (30 Jan Shift 1) 
The final product ?? , formed in the following multistep reaction sequence is: 
 
(1) 
 
(2) 
 
Page 5


 
2024 
 
Q1 - 2024 (01 Feb Shift 1) 
Given below are two statements : one is labelled as Assertion (A) and the other is labelled 
as Reason (R). 
Assertion (A): Haloalkanes react with KCN to form alkyl cyanides as a main product 
while with AgCN form isocyanide as the main product. 
Reason (R): KCN and AgCN both are highly ionic compounds. 
In the light of the above statement, choose the most appropriate answer from the options 
given below: 
(1) (A) is correct but (R) is not correct 
(2) Both (A) and (R) are correct but (R) is not the correct explanation of (A) 
(3) (A) is not correct but (R) is correct 
(4) Both (A) and (R) are correct and (R) is the correct explanation of (A) 
 
Q2 - 2024 (01 Feb Shift 1) 
Identify ?? and ?? in the following sequence of reaction 
 
(1) 
 
(2) 
 
(3) 
 
(4) 
 
 
 
Q3 - 2024 (01 Feb Shift 2) 
 
Acid D formed in above reaction is : 
(1) Gluconic acid 
(2) Succinic acid 
(3) Oxalic acid 
(4) Malonic acid 
 
Q4 - 2024 (27 Jan Shift 1) 
The correct statement regarding nucleophilic substitution reaction in a chiral alkyl halide 
is ; 
(1) Retention occurs in ?? ?? 1 reaction and inversion occurs in S
N
2 reaction. 
(2) Racemisation occurs in ?? ?? ?? reaction and retention occurs in S
N
2 reaction. 
(3) Racemisation occurs in both S
N
1 and S
N
2 reactions. 
(4) Racemisation occurs in ?? ?? 1 reaction and inversion occurs in S
N
2 reaction. 
 
Q5 - 2024 (27 Jan Shift 2) 
Which among the following halide/s will not show S
N
1 reaction: 
(A) H
2
C = CH - CH
2
Cl 
(B) CH
3
- CH = CH - Cl 
(C) 
 
(D)  
 
Choose the most appropriate answer from the options given below: 
(1) (A), (B) and (D) only 
(2) (A) and (B) only 
(3) (B) and (C) only 
(4) (B) only 
 
Q6 - 2024 (27 Jan Shift 2) 
Identify B formed in the reaction. 
Cl - CH
2
 
4
- Cl ?
 excess NH
3
A ?
NaOH
 
B + H
2
O + NaCl 
(1) 
 
(2) H
2
N - CH
2
 
4
- NH
2
 
(3) Cl
+
H
3
- CH
2
 
4
- N
+
H
3
Cl
-
 
(4) 
 
 
Q7 - 2024 (29 Jan Shift 1) 
Given below are two statements : one is labelled as Assertion A and the other is labelled 
as Reason R: 
Assertion A: Aryl halides cannot be prepared by replacement of hydroxyl group of 
phenol by halogen atom. 
Reason R: Phenols react with halogen acids violently. In the light of the above 
statements, choose the most appropriate from the options given below: 
(1) Both A and R are true but R is NOT the correct explanation of A 
(2) ?? is false but ?? is true 
(3) A is true but R is false 
(4) Both A and R are true and R is the correct explanation of A 
 
Q8 - 2024 (29 Jan Shift 2) 
Alkyl halide is converted into alkylisocyanide by reaction with 
(1) NaCN 
(2) NH
4
CN 
(3) KCN 
(4) AgCN 
 
Q9 - 2024 (30 Jan Shift 1) 
The final product ?? , formed in the following multistep reaction sequence is: 
 
(1) 
 
(2) 
 
(3) 
 
(4) 
 
 
Q10 - 2024 (30 Jan Shift 2) 
Given below are two statements: 
Statement - I: High concentration of strong nucleophilic reagent with secondary alkyl 
halides which do not have bulky substituents will follow S
N
2 mechanism. 
Statement - II: A secondary alkyl halide when treated with a large excess of ethanol 
follows S
N
1 mechanism. In the the light of the above statements, choose the most 
appropriate from the questions given below: 
(1) Statement I is true but Statement II is false. 
(2) Statement I is false but Statement II is true. 
(3) Both statement I and Statement II are false. 
(4) Both statement I and Statement II are true. 
 
Q11 - 2024 (30 Jan Shift 2) 
2-chlorobutane +Cl
2
? C
4
H
8
Cl
2
 (isomers) 
Total number of optically active isomers shown by C
4
H
8
Cl
2
, obtained in the above 
reaction is 
 
Q12 - 2024 (31 Jan Shift 1) 
CH
3
CH
2
Br + NaOH ?
H
2
O
 Product B 
The total number of hydrogen atoms in product A and product ?? is 
 
Q13 - 2024 (31 Jan Shift 2) 
The correct order of reactivity in electrophilic substitution reaction of the following 
compounds is :