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A Levels Chemistry (9701)•9701/13/O/N/19
Question 23 from 9701/13/O/N/19

Explanation

SN1 Mechanism Intermediate Identification

Steps:

  • Tertiary bromoalkane favors SN1 with aqueous NaOH due to stable tertiary carbocation formation.
  • Rate-determining step: heterolytic cleavage of C-Br bond, producing R₃C⁺ intermediate and Br⁻.
  • Energy diagram shows initial transition state (X), then carbocation minimum (Y).
  • Nucleophile OH⁻ then attacks Y to form R₃C-OH.

Why C is correct:

  • Y corresponds to the carbocation (C⁺) intermediate, the energy minimum after Br⁻ departure in SN1 pathway.

Why the others are wrong:

  • A: X is the transition state for ionization, not the stable C⁺.
  • B: HO-C-Br represents no known SN1 species; it's not formed.
  • D: Y is the carbocation, not the protonated alcohol-like HO-C-Br.

Final answer: C

Topic: Halogen compounds

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