Match List-I with List-II.
List-I (Conversion) List-II (Reagents, Conditions used) [cite: 248, 249] (A) Chlorobenzene
ightarrow Phenol (I) textWarm, textH_2textO (B) p-Nitrochlorobenzene
ightarrow p-Nitrophenol (II) (a) textNaOH, 368text K; (b) textH3textO^+ (C) 2,4-Dinitrochlorobenzene
ightarrow 2,4-Dinitrophenol (III) (a) textNaOH, 443text K; (b) textH_3textO^+ (D) 2,4,6-Trinitrochlorobenzene
ightarrow 2,4,6-Trinitrophenol (IV) (a) textNaOH, 623text K, 300text atm; (b) textH_3textO^+
Choose the correct answer from the options given below:
Solution & Explanation
### Related Formula
textRate of S_NtextAr propto textNumber of electron-withdrawing groups (-I, -M) at ortho/para positions
### Core Logic
Aryl halides are generally unreactive towards nucleophilic substitution due to resonance stabilization of the textC-Cl bond. However, the presence of strong electron-withdrawing groups (-textNO_2) at ortho and para positions dramatically increases reactivity by stabilizing the intermediate carbanion:
- (A) Chlorobenzene: Needs extreme conditions: textNaOH at 623text K, 300text atm (Dow's Process)
ightarrow (IV)
- (B) p-Nitrochlorobenzene: One para -textNO_2 group softens required temperature to 443text K
ightarrow (III)
- (C) 2,4-Dinitrochlorobenzene: Two electron-withdrawing groups lower needed temperature further to 368text K
ightarrow (II)
- (D) 2,4,6-Trinitrochlorobenzene: Highly activated picryl chloride hydrolyzes smoothly with just warm water
ightarrow (I)
### Step 1: Final Match Alignment
Matching sequences cleanly yields:
(A)-(IV), (B)-(III), (C)-(II), (D)-(I).
### Pattern Recognition
The more -textNO_2 groups present on the ring, the less aggressive the reagent/temperature setup required. Count -textNO_2 groups: 0
ightarrow 623textK, 1
ightarrow 443textK, 2
ightarrow 368textK, 3
ightarrow textwarm water.
### Evaluation Rubric / Model Answer
null
### Chapter Mix
Class 12 Chemistry: Haloalkanes and Haloarenes
Reference Study Guides
More Haloalkanes and Haloarenes Previous-Year Questions — Page 6
Q67
jee_main_2024_31_jan_evening
IUPAC Nomenclature of Haloalkanes
Identify structure of 2,3-dibromo-1-phenylpentane.
### Core Logic
Decode the IUPAC name: 2,3-dibromo-1-phenylpentane.
1) Parent chain is pentane (5 carbon chain: C1-C2-C3-C4-C5).
2) Substituents:
- Phenyl group at position 1.
- Bromo groups at positions 2 and 3.
Option (3) correctly displays a 5-carbon straight chain. The first carbon attaches to the benzene ring (phenyl group), and the second and third carbons each hold a bromine atom.

IUPAC Nomenclature of Haloalkanes diagram for Q67 - JEE Main 2024 Evening
### Evaluation Rubric / Model Answer
null
### Chapter Mix
Class 12 Chemistry: Haloalkanes and Haloarenes
Q68
jee_main_2024_31_jan_morning
Elimination and Addition Reactions
The product (C) in the below mentioned reaction is:
CH_3-CH_2-CH_2-Br xrightarrow[Delta]KOH_(alc) A xrightarrow[Delta]HBr B xrightarrow[Delta]KOH_(aq) C
Solution
### Step 1: Elimination to form Propene
CH_3-CH_2-CH_2-Br xrightarrowtextKOH (alc), Delta CH_3-CH=CH_2 quad text(Compound A: Propene)
### Step 2: Electrophilic Addition of HBr
Addition of HBr follows Markovnikov's rule:
CH_3-CH=CH_2 + HBr xrightarrowDelta CH_3-CH(Br)-CH_3 quad text(Compound B: 2-Bromopropane)
### Step 3: Nucleophilic Substitution
Reaction with aqueous KOH leads to S_N2/S_N1 substitution of Br^- with OH^-:
CH_3-CH(Br)-CH_3 xrightarrowtextKOH (aq), Delta CH_3-CH(OH)-CH_3 quad text(Compound C: Propan-2-ol)
### Pattern Recognition
Alc. KOH gives elimination (alkene). Aq. KOH gives substitution (alcohol). HBr on unsymmetrical alkene gives Markovnikov addition.
### Evaluation Rubric / Model Answer
null
### Chapter Mix
Class 12 Chemistry: Haloalkanes and Haloarenes
Q86
jee_main_2024_31_jan_morning
Elimination and Substitution
CH_3CH_2Br + NaOH rightarrow textProduct A
CH_3CH_2Br + NaOH / H_2O rightarrow textProduct B
The total number of hydrogen atoms in product A and product B is
Numerical Answer. Answer: 10 to 10
Solution
### Core Logic
Reaction 1:
If the reagent is alcoholic NaOH (implied due to formation of a distinct product A to contrast B), elimination occurs:
CH_3CH_2Br + NaOH (textalc) rightarrow CH_2=CH_2 text (Ethene)
Hydrogen atoms in ethene (C_2H_4) = 4.
Reaction 2:
If the reagent is aqueous NaOH (NaOH / H_2O), nucleophilic substitution (S_N2) occurs:
CH_3CH_2Br + NaOH (textaq) rightarrow CH_3CH_2OH text (Ethanol)
Hydrogen atoms in ethanol (C_2H_6O) = 6.
Total hydrogen atoms = 4 + 6 = 10.
### Evaluation Rubric / Model Answer
null
### Chapter Mix
Class 12 Chemistry: Haloalkanes and Haloarenes
More Haloalkanes and Haloarenes Questions — jee_main_2025_07_april_evening
Practice all Haloalkanes and Haloarenes previous-year questions →
- The major product of the following reaction is:
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- The products A and B in the following reactions, respectively
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- The structure of the major product formed in the following
- Given below are two statements : Statement-I: The conversion proceeds
- Consider the following sequence of reactions: Consider the above sequence
- A hydrocarbon ‘P’ ( ) on reaction with HCl gives
- Given below are two statements : one is labelled as
- Given below are two statements: Statement I: High concentration of
- Identify A and B in the following reaction sequence.
- Identify structure of 2,3-dibromo-1-phenylpentane.
- The product (C) in the below mentioned reaction is:
- Example of vinylic halide is
- Given below are two statements : one is labelled as
- Given below are two statement one is labeled as Assertion
- The correct statement regarding nucleophilic substitution reaction in a chiral
- Number of optical isomers possible for 2-chlorobutane
- The total number of hydrogen atoms in product A and
- Total number of optically active isomers shown by , obtained
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| List-I (Conversion) | List-II (Reagents, Conditions used) [cite: 248, 249] | ||||
|---|---|---|---|---|---|
| (A) Chlorobenzene ightarrow Phenol | (I) textWarm, textH_2textO | ||||
| (B) p-Nitrochlorobenzene ightarrow p-Nitrophenol | (II) (a) textNaOH, 368text K; (b) textH3textO^+ | (C) 2,4-Dinitrochlorobenzene ightarrow 2,4-Dinitrophenol | (III) (a) textNaOH, 443text K; (b) textH_3textO^+ | (D) 2,4,6-Trinitrochlorobenzene ightarrow 2,4,6-Trinitrophenol | (IV) (a) textNaOH, 623text K, 300text atm; (b) textH_3textO^+
Choose the correct answer from the options given below:
Solution & Explanation### Related Formula
textRate of S_NtextAr propto textNumber of electron-withdrawing groups (-I, -M) at ortho/para positions
### Core Logic
Aryl halides are generally unreactive towards nucleophilic substitution due to resonance stabilization of the textC-Cl bond. However, the presence of strong electron-withdrawing groups (-textNO_2) at ortho and para positions dramatically increases reactivity by stabilizing the intermediate carbanion:
- (A) Chlorobenzene: Needs extreme conditions: textNaOH at 623text K, 300text atm (Dow's Process)
ightarrow (IV)
- (B) p-Nitrochlorobenzene: One para -textNO_2 group softens required temperature to 443text K
ightarrow (III)
- (C) 2,4-Dinitrochlorobenzene: Two electron-withdrawing groups lower needed temperature further to 368text K
ightarrow (II)
- (D) 2,4,6-Trinitrochlorobenzene: Highly activated picryl chloride hydrolyzes smoothly with just warm water
ightarrow (I)
### Step 1: Final Match Alignment
Matching sequences cleanly yields:
(A)-(IV), (B)-(III), (C)-(II), (D)-(I).
### Pattern Recognition
The more -textNO_2 groups present on the ring, the less aggressive the reagent/temperature setup required. Count -textNO_2 groups: 0
ightarrow 623textK, 1
ightarrow 443textK, 2
ightarrow 368textK, 3
ightarrow textwarm water.
### Evaluation Rubric / Model Answer
null
### Chapter Mix
Class 12 Chemistry: Haloalkanes and Haloarenes
Reference Study GuidesMore Haloalkanes and Haloarenes Previous-Year Questions — Page 6
Q67
jee_main_2024_31_jan_evening
IUPAC Nomenclature of Haloalkanes
Identify structure of 2,3-dibromo-1-phenylpentane.
### Core Logic
Decode the IUPAC name: 2,3-dibromo-1-phenylpentane.
1) Parent chain is pentane (5 carbon chain: C1-C2-C3-C4-C5).
2) Substituents:
- Phenyl group at position 1.
- Bromo groups at positions 2 and 3.
Option (3) correctly displays a 5-carbon straight chain. The first carbon attaches to the benzene ring (phenyl group), and the second and third carbons each hold a bromine atom.
Q68
jee_main_2024_31_jan_morning
Elimination and Addition Reactions
The product (C) in the below mentioned reaction is:
CH_3-CH_2-CH_2-Br xrightarrow[Delta]KOH_(alc) A xrightarrow[Delta]HBr B xrightarrow[Delta]KOH_(aq) C
Solution### Step 1: Elimination to form Propene
CH_3-CH_2-CH_2-Br xrightarrowtextKOH (alc), Delta CH_3-CH=CH_2 quad text(Compound A: Propene)
### Step 2: Electrophilic Addition of HBr
Addition of HBr follows Markovnikov's rule:
CH_3-CH=CH_2 + HBr xrightarrowDelta CH_3-CH(Br)-CH_3 quad text(Compound B: 2-Bromopropane)
### Step 3: Nucleophilic Substitution
Reaction with aqueous KOH leads to S_N2/S_N1 substitution of Br^- with OH^-:
CH_3-CH(Br)-CH_3 xrightarrowtextKOH (aq), Delta CH_3-CH(OH)-CH_3 quad text(Compound C: Propan-2-ol)
### Pattern Recognition
Alc. KOH gives elimination (alkene). Aq. KOH gives substitution (alcohol). HBr on unsymmetrical alkene gives Markovnikov addition.
### Evaluation Rubric / Model Answer
null
### Chapter Mix
Class 12 Chemistry: Haloalkanes and Haloarenes
Q86
jee_main_2024_31_jan_morning
Elimination and Substitution
CH_3CH_2Br + NaOH rightarrow textProduct A
CH_3CH_2Br + NaOH / H_2O rightarrow textProduct B
The total number of hydrogen atoms in product A and product B is
Numerical Answer. Answer: 10 to 10
Solution### Core Logic
Reaction 1:
If the reagent is alcoholic NaOH (implied due to formation of a distinct product A to contrast B), elimination occurs:
CH_3CH_2Br + NaOH (textalc) rightarrow CH_2=CH_2 text (Ethene)
Hydrogen atoms in ethene (C_2H_4) = 4.
Reaction 2:
If the reagent is aqueous NaOH (NaOH / H_2O), nucleophilic substitution (S_N2) occurs:
CH_3CH_2Br + NaOH (textaq) rightarrow CH_3CH_2OH text (Ethanol)
Hydrogen atoms in ethanol (C_2H_6O) = 6.
Total hydrogen atoms = 4 + 6 = 10.
### Evaluation Rubric / Model Answer
null
### Chapter Mix
Class 12 Chemistry: Haloalkanes and Haloarenes More Haloalkanes and Haloarenes Questions — jee_main_2025_07_april_eveningPractice all Haloalkanes and Haloarenes previous-year questions →
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|
Chemistry: Coordination Splitting (-11.4%)
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JEE Physics: Waves (+15.5%)
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Electrostatics: Concentric Shells (-29.7%)
|
Modern Physics: Photoelectric Clones (+34.2%)
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Mathematics: Definite Integrals (+18.1%)
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Chemistry: Coordination Splitting (-11.4%)
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