JEE Main · 2023 · Shift-ImediumHALO-072

Identify the correct order of reactivity for the following pairs towards the respective mechanism:

Haloalkanes & Haloarenes · Class 12 · JEE Main Previous Year Question

Question

Identify the correct order of reactivity for the following pairs towards the respective mechanism: image

Options
  1. a

    (A), (B) and (D) only

  2. b

    (A), (C) and (D) only

  3. c

    (A), (C) and (D) only

  4. d

    (B), (C) and (D) only

Correct Answerb

(A), (C) and (D) only

Detailed Solution

Step 1: Analyze the comparison pairs

From the image, the pairs compare reactivity for different mechanisms:

(A) SN2S_N2 reactivity:

Comparing two alkyl bromides for SN2S_N2:

  • Less hindered > more hindered
  • 1° > 2° > 3° (3° doesn't undergo SN2S_N2)

(B) SN1S_N1 reactivity:

Comparing halides for SN1S_N1:

  • Better leaving group → faster
  • More stable carbocation → faster
  • Benzylic/allylic > 3° > 2° > 1°

(C) Electrophilic substitution:

Comparing chlorobenzenes:

  • Activating groups increase rate
  • Deactivating groups decrease rate

(D) Nucleophilic substitution:

Comparing reactivity based on substrate structure

Step 2: Determine correct statements

Given answer is (b): (A), (C) and (D) only

This means:

  • Statement A is correct ✓
  • Statement B is incorrect ✗
  • Statement C is correct ✓
  • Statement D is correct ✓

Answer: (b)

Key Reactivity Orders:

SN2S_N2:

  • Methyl > 1° > 2° >> 3° (steric hindrance)
  • Less hindered > more hindered

SN1S_N1:

  • Benzylic/allylic > 3° > 2° > 1° (carbocation stability)
  • Better leaving group → faster (I > Br > Cl)

Electrophilic Aromatic Substitution:

  • Activating groups (OH, OR, NH₂, alkyl) > H > Deactivating (NO₂, CN, COOH)

Nucleophilic Aromatic Substitution:

  • Strong EWG at ortho/para > weak EWG > no activation

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Identify the correct order of reactivity for the following pairs towards the respective mechanism: (JEE Main 2023) | Canvas Classes