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Q.

In which of the following molecules – NO2 group shows only –I effect
 

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a

A only

b

A,B,C,D

c

A,B,C only

d

A,B only

answer is C.

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Detailed Solution

In the given image, the -NO₂ group shows only the -I (inductive electron-withdrawing) effect in options A, B, and C.

  • A: (p-nitrotoluene/benzyl nitro group) — Only -I effect, as resonance is not possible through the methylene bridge.
  • B: (meta nitrotoluene) — Only -I works at the meta position, since resonance is not effective at meta.
  • C: (1,3,5-trimethyl-2-nitrophenol) — Two methyl groups next to -NO₂ sterically hinder resonance (steric inhibition), so only the -I effect operates.

Conclusion:
In molecules A, B, and C, the NO₂ group shows only –I effect. In molecule D, both –I and –M (mesomeric or resonance withdrawing) effects are present because there is no steric inhibition and NO₂ occupies the para position to OH, allowing both effects to operate.

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