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Haloalkanes and Haloarenes appeared 38 times across 3 years — 4.4% of Chemistry. This question is from Alkaline Hydrolysis and NGP.

Year 2026 2025 2024 Total
Questions 11 15 12 38

Given below are two statements : Statement I: Et₂N-CH₂-CH₂-Cl will undergo alkaline hydrolysis at a faster rate than Et₂CH-CH₂-Cl. Statement II: In Et₂N-CH₂-CH₂-Cl, intramolecular substitution takes place first by involving lone pair of electrons on nitrogen. In the light of the above statements, choose the most appropriate answer from the options given below:

Solution & Explanation

Core Logic

Statement I is correct because the nitrogen atom contains a lone pair situated at the β-position relative to the chlorine atom, promoting Neighboring Group Participation (NGP).

Statement II is correct because the lone pair on nitrogen attacks internally to kick out the chloride ion, forming a cyclic aziridinium ion intermediate. This quick intramolecular cyclization leads to an exceptionally rapid hydrolysis rate compared to standard aliphatic substitution.

Pattern Recognition

Sees: Nitrogen with lone pair β to a leaving group. Shortcut: NGP (Neighboring Group Participation) accelerates substitution dramatically via intramolecular assistance.

Chapter Mix

Class 12 Chemistry: Haloalkanes and Haloarenes

Reference Study Guides

More Haloalkanes and Haloarenes Previous-Year Questions — Page 8

Q jee_main_2024_31_jan_evening IUPAC Nomenclature of Haloalkanes
Identify structure of 2,3-dibromo-1-phenylpentane.
  • A.
  • B.
  • C.
  • D.

Solution

Core Logic

Decode the IUPAC name: 2,3-dibromo-1-phenylpentane.

  • Parent chain is pentane (5 carbon chain: C1-C2-C3-C4-C5).
  • 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

Chapter Mix

Class 12 Chemistry: Haloalkanes and Haloarenes

Q jee_main_2024_31_jan_morning Elimination and Addition Reactions
The product (C) in the below mentioned reaction is: CH₃-CH₂-CH₂-Br [Δ]KOH(alc) A [Δ]HBr B [Δ]KOH(aq) C
  • A. Propan-1-ol
  • B. Propene
  • C. Propyne
  • D. Propan-2-ol

Solution

Step 1: Elimination to form Propene
CH₃-CH₂-CH₂-Br KOH (alc), Δ CH₃-CH=CH₂ (Compound A: Propene)
Step 2: Electrophilic Addition of HBr

Addition of HBr follows Markovnikov's rule:

CH₃-CH=CH₂ + HBr Δ CH₃-CH(Br)-CH₃ (Compound B: 2-Bromopropane)
Step 3: Nucleophilic Substitution

Reaction with aqueous KOH leads to SN2/SN1 substitution of Br^- with OH^-:

CH₃-CH(Br)-CH₃ KOH (aq), Δ CH₃-CH(OH)-CH₃ (Compound C: Propan-2-ol)
Pattern Recognition

Alc. KOH gives elimination (alkene). Aq. KOH gives substitution (alcohol). HBr on unsymmetrical alkene gives Markovnikov addition.

Chapter Mix

Class 12 Chemistry: Haloalkanes and Haloarenes

Q86 jee_main_2024_31_jan_morning Elimination and Substitution
CH₃CH₂Br + NaOH arrow Product A CH₃CH₂Br + NaOH / H₂O arrow Product 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:

CH₃CH₂Br + NaOH (alc) arrow CH₂=CH₂ (Ethene)

Hydrogen atoms in ethene (C₂H₄) = 4.

Reaction 2: If the reagent is aqueous NaOH (NaOH / H₂O), nucleophilic substitution (SN2) occurs:

CH₃CH₂Br + NaOH (aq) arrow CH₃CH₂OH (Ethanol)

Hydrogen atoms in ethanol (C₂H₆O) = 6.

Total hydrogen atoms = 4 + 6 = 10.

Chapter Mix

Class 12 Chemistry: Haloalkanes and Haloarenes

More Haloalkanes and Haloarenes Questions — jee_main_2025_28_jan_morning

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