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A Levels Chemistry (9701)•9701/11/M/J/22
Question 32 from 9701/11/M/J/22

Explanation

Reactivity of organic halides with AgNO3 depends on C-X bond lability

Steps:

  • Silver nitrate test detects halides by forming AgX precipitate upon C-X bond cleavage.
  • Reaction proceeds via SN1 mechanism where Ag+ assists halide ionization.
  • Reactivity order: tertiary > secondary > primary > aryl halides due to carbocation stability.
  • Tertiary halides ionize fastest, producing precipitate quickest.

Why C is correct:

  • (CH3)3CCl forms stable tertiary carbocation, enabling rapid SN1 reaction per Markovnikov's stability rule.

Why the others are wrong:

  • A: CH3CH2Cl is primary, reacts slowly via SN2 mechanism.
  • B: (CH3)2CHCl is secondary, forms less stable carbocation than tertiary.
  • D: PhCl is aryl halide; C-Cl bond resists ionization due to resonance stabilization.

Final answer: C

Topic: Halogen compounds

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