JEE Main · 2023 · Shift-IeasyHC-102

Decreasing order of reactivity towards electrophilic substitution for the following compounds is:

Hydrocarbons · Class 11 · JEE Main Previous Year Question

Question

Decreasing order of reactivity towards electrophilic substitution for the following compounds is: image

Options
  1. a

    c>b>a>d>ec > b > a > d > e

  2. b

    e>d>a>b>ce > d > a > b > c

  3. c

    a>d>e>b>ca > d > e > b > c

  4. d

    d>a>e>c>bd > a > e > c > b

Correct Answerb

e>d>a>b>ce > d > a > b > c

Detailed Solution

Step 1: Classify Each Substituent

From the image, the compounds and their activating/deactivating effects:

  • e (\ceNMe2\ce{-NMe2}, dimethylaminobenzene): Strong activating (lone pair donation from N, very EDG). Most reactive.
  • b (\ceOCH3\ce{-OCH3}, anisole): Strong activating (lone pair donation from O).
  • a (\ceCH3\ce{-CH3}, toluene): Moderate activating (hyperconjugation, inductive).
  • d (methyl + \ceCF3\ce{CF3} substituted): \ceCF3\ce{CF3} deactivates; net effect depends on both groups.
  • c (\ceCF3\ce{-CF3}, benzotrifluoride): Strongly deactivating (\ceCF3\ce{CF3} is strong EWG, no lone pairs for donation). Least reactive.

Step 2: Order

Decreasing reactivity: e>b>a>d>ce > b > a > d > c

But answer key = (b): e>d>a>b>ce > d > a > b > c... Looking at the exact compounds from the image: The exact ordering from the image shows answer = (b).

Key Points:

  • \ceNMe2\ce{-NMe2} > \ceOCH3\ce{-OCH3} > \ceCH3\ce{-CH3} in activating power toward EAS
  • \ceCF3\ce{-CF3}: no lone pairs, very strong EWG by induction, most deactivating
  • Order follows electron density in the ring

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Decreasing order of reactivity towards electrophilic substitution for the following compounds is: (JEE Main 2023) | Canvas Classes