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NEET2010ChemistryHaloalkanes and HaloarenesActual

Which one is most reactive towards S _ N 1 reaction?

Options

  1. AC ₆ H ₅ CH ( C ₆ H ₅ ) Br
  2. BC ₆ H ₅ CH ( CH ₃ ) Br
  3. CC ₆ H ₅ C ( CH ₃ ) ( C ₆ H ₅ ) Br
  4. DC ₆ H ₅ CH ₂ Br

Correct answer

C. C ₆ H ₅ C ( CH ₃ ) ( C ₆ H ₅ ) Br

Step-by-step solution

Key Idea S_ N 1 reaction involves the formation of carbocation intermediate. More the stability of carbocation, more is the reactivity of alkyl/aryl halides towards S _ N 1 reaction. The intermediate carbocations formed by given halides are as : (a) C ₆ H ₅ CH ( C ₆ H ₅ ) Br ( C ₆ H ₅ )₂ + C H + Br ⁻ (b) C ₆ H ₅ CH ( CH ₃ ) Br C ₆ H ₅ + C H ( CH ₃ )+ Br ⁻ (c) C ₆ H ₅ C ( CH ₃ ) ( C ₆ H ₅ ) Br ( C ₆ H ₅ )₂ + C ( CH ₃ )+ Br ⁻ (d) C ₆ H ₅ CH ₂ Br C ₆ H ₅ + C H ₂+ Br ⁻ The order of stability of these carbocations is as

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