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:
  • A. text(A)-(II), (B)-(III), (C)-(I), (D)-(IV)
  • B. text(A)-(III), (B)-(IV), (C)-(II), (D)-(I)
  • C. text(A)-(IV), (B)-(III), (C)-(II), (D)-(I)
  • D. text(A)-(IV), (B)-(III), (C)-(I), (D)-(II)

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.
  • A. text(1) Structure A
  • B. text(2) Structure B
  • C. text(3) Structure C
  • D. text(4) Structure D

Solution

### 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
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
  • A. textPropan-1-ol
  • B. textPropene
  • C. textPropyne
  • D. textPropan-2-ol

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

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