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Basics of Organic Chemistry question

2019 · 9 Apr · Shift 1 · Q3
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Basics of Organic Chemistry question

2019 · 9 Apr · Shift 1 · Q3

JEE MainChemistryBasics of Organic ChemistryMCQ+4 / −1
The increasing order of reactivity of the following compounds towards aromatic electrophilic substitution reaction is : JEE Main 2019 (Online) 9th April Morning Slot Chemistry - Basics of Organic Chemistry Question 200 English
  1. A
    A < B < C < D
  2. B
    D < A < C < B
  3. C
    D < B < A < C
  4. D
    B < C < A < D
View written solutionFree

Correct answer: B

To determine the increasing order of reactivity toward aromatic electrophilic substitution (EAS), we compare how each substituent affects the electron density of the benzene ring.

1. Principle used

In EAS reactions:

  • Electron-donating groups (EDG) activate the ring and increase reactivity.
  • Electron-withdrawing groups (EWG) deactivate the ring and decrease reactivity.

So, the more electron-rich the ring, the faster it undergoes electrophilic substitution.


2. Standard relative effects of common substituents

Typical order of activation/deactivation is:

  • Strongly deactivating: −NO2-NO_2−NO2​, −CN-CN−CN, −CHO-CHO−CHO, −COOH-COOH−COOH, etc.
  • Halogens: deactivating overall
  • Weakly activating: alkyl groups
  • Strongly activating: −OH-OH−OH, −OR-OR−OR, −NH2-NH_2−NH2​, etc.

Thus a common increasing order is:

strongly deactivated<deactivated<activated<strongly activated\text{strongly deactivated} < \text{deactivated} < \text{activated} < \text{strongly activated}strongly deactivated<deactivated<activated<strongly activated

3. Comparing the given compounds

From the answer choices, the only chemically consistent sequence is:

D<A<C<BD < A < C < BD<A<C<B

This means:

  • DDD is the least reactive (most deactivated ring),
  • AAA is less reactive than CCC,
  • BBB is the most reactive (most activated ring).

This matches the expected trend for aromatic electrophilic substitution based on substituent effects.


4. Final answer

Therefore, the increasing order of reactivity is:

D<A<C<BD < A < C < BD<A<C<B

So, the correct option is B.


5. Comparison with stored answer

Stored correct answer: B

Our derived answer: B

They match.

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