MDCAT Chemistry MCQ #608

A chiral alkyl halide undergoes SN1 substitution, resulting in a mixture that shows partial racemization with slight inversion. What causes this deviation?

MDCAT Chemistry MCQ #608

  1. Question 1

    Q1. A chiral alkyl halide undergoes SN1 substitution, resulting in a mixture that shows partial racemization with slight inversion. What causes this deviation?

    • A) Ion-pair formation
    • B) Solvent cage
    • C) Front-side attack
    • D) Steric bulk

    Answer: Ion-pair formation

    Explanation: The leaving group stays close to the carbocation, blocking front-side attack and favoring inversion; solvent cage is tempting but less specific here.